ПРОИЗВОДНЫЕ НАФТОХИНОНА, ЭКСТРАКТ РАСТИТЕЛЬНОГО МАТЕРИАЛА, ИХ ИСПОЛЬЗОВАНИЕ, ФУНГИЦИДНАЯ, И/ИЛИ АКАРИЦИДНАЯ, И/ИЛИ ИНСЕКТИЦИДНАЯ КОМПОЗИЦИЯ

FIELD: organic chemistry. SUBSTANCE: invention relates to the novel derivative of 1,4-naphthoquinone of the formula (I) СЗУ ТсС ПЧ сэ (19) РОССИЙСКОЕ АГЕНТСТВО ПО ПАТЕНТАМ И ТОВАРНЫМ ЗНАКАМ ВИ “” 2 154 382 ' ОМК’ А 01 м 65/00, 35/06 13) С2 12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ РОССИЙСКОЙ ФЕДЕРАЦИИ (21), (22) Заявка: 96124087/04, 26.04.1995 (24) Дата начала действия патента: 26.04.1995 (30) Приоритет: 20.05.1994 СВ 9410299.3 (46) Дата публикации: 20.08.2000 (56) Ссылки: МАС-ООМАЁО её а!. т Аиз!. /. Спет. 1977,30,727. СНАМУ М.С. аа!. Зесопдагу таеаБоШе$ Гот Сасео!ага Зе$$1$. Во1.Зес. СПИ. Ошт., 1993, 38, 181 - 190. ЗИ 144344 АЛ, 06.02.1962. 4Р 62-262983, 24.04.1989. МО 8303951 АЛ, 24.11.1983. ОЕ 3436859 АЛ, 10.04.1986. (85) Дата перевода заявки РСТ на национальную фазу: 20.12.1996 (86) Заявка РСТ: СВ 95100953 (26.04.1995) (87) Публикация РСТ: М/О 95/32176 (30.11.1995) (98) Адрес для переписки: 129010, Москва, ул. Большая Спасская 25, стр.3, ООО "Городисский и Партнеры", Лебедевой Н.Г. (71) Заявитель: БРИТИШ ТЕКНОЛОДЖИ ГРУП ИНТЕРНЭШНЛ ЛИМИТЕД (СВ) (72) Изобретатель: Бхупиндер Полл Сингх КХАМБАЙ (СВ), Дункан БАТТИ (СВ), Марич Август Германн НАЙМЕЙЕР (С1), Метью Роберт КЭХИЛЛ (АЦ) (73) Патентообладатель: БРИТИШ ТЕКНОЛОДЖИ ГРУП ИНТЕРНЭШНЛ ЛИМИТЕД (СВ) (54) ПРОИЗВОДНЫЕ НАФТОХИНОНА, ЭКСТРАКТ РАСТИТЕЛЬНОГО МАТЕРИАЛА, ИХ ИСПОЛЬЗОВАНИЕ, ФУНГИЦИДНАЯ, ИИМЛИ АКАРИЦИДНАЯ, И/ИЛИ ИНСЕКТИЦИДНАЯ КОМПОЗИЦИЯ (57) Изобретение относится к новому производному 1,4 - нафтохинона формулы 1, где К - водород, а также к экстрактам измельченного растительного материала растений Сасесапа зе$$1$ и Сасеоапа апата содержащим указанное выше соединение или его аналоги, где КВ - гидроксильная и этаноилоксигруппа. Указанные экстракты и соединение могут быть использованы для борьбы с насекомыми и/или клещами, и/или грибами как таковые или в виде композиции, содержащей соответствующие целевые добавки. Технический результат приобретения - расширение ассортимента пестицидов, которые могут быть использованы для ...

FUTTERMITTEL FUER TIERE

QUINONE COMPOUNDS THEIR PRODUCTION AND USE

Naphtoquinone derivatives

Naphthoquinone derivatives.

The invention relates to certain naphthoquinone derivatives, some of which arc novel, of general formula (I) in which R represents a hydrogen atom or a hydroxyl or an cthanoyloxy group; methods for their preparation; compositions containing such compounds and their use as pesticides, such as fungicides and, especially, insecticides and acaricidcs. Compounds of formula (I) may be derived from plants of the genus Calceolaria and the invention therefore also relates to extracts of a Calceolaria species and their use as pesticides.

Naphtoquinone derivatives

1,4-Naphthoquinone derivatives and therapeutic usethereof

1,4-Naphthoquinone derivatives and therapeutic usethereof.

1,4-Naphthoquinone derivatives and therapeutic usethereof.

1,4-Naphthoquinone derivatives and therapeutic usethereof.

NAPHTOCHINONDERIVATE

Naphthaquinone methyltransferase inhibitors and uses thereof

Provided herein are compounds of (I), and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions and methods involving the inventive compounds for the treatment of proliferative diseases (e.g., cancer (e.g., leukemia, breast cancer, melanoma, metastatic cancer) and diseases associated with inappropriate SET8 activity. Also provided are methods for inhibiting SET8 and methods for labelling SET8.

Verfahren zur Darstellung eines Kondensationsproduktes.

Verfahren zur Herstellung eines Kondensationsproduktes.

Verfahren zur Darstellung von 2-Phytyl-naphtochinon-1,4.

Verfahren zur Herstellung einer neuen Verbindung mit Vitamin-K1-Wirkung.

Verfahren zur Herstellung von Isoprenoidchinonderivaten

Verfahren zur Herstellung von substituierten Hydrochinonen

Verfahren zur Herstellung von neuen Menadoniumbisulfitderivaten mit Vitamin-K-Aktivität

[UNK]

The use of the mixture of isomers E/Z by combining the asymmetric hydrogenation of quantitative access to specific product

METHOD FOR PRODUCTION OF SUBSTITUTED HYDROQUINONES

NAPHTHOQUINONE DERIVATIVES

NEW DRUG DELIVERY SYSTEM FOR CROSSING THE BLOOD BRAIN BARRIER

New ubiquinol analogs are disclosed, as well as methods of using these compounds to deliver drug moieties to the body.

PROCESS FOR THE PREPARATION OF VITAMIN K2

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesised rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) is defined including a step in which (i) a compound of formula (II) is reacted formula (III) wherein R is an alkyl group; LG is a leaving group; m is an integer from 0 to 8; n is an integer of from 0 to 9; and X is hydrogen, halide, hydroxyl or protected hydroxyl; in the presence of a copper, nickel or palladium catalyst.

METHOD FOR PRODUCING ISOPRENOID QUINONES

DYE-FORMING DEVELOPERS

Phenolic and naphtholic compounds have been found to be useful as dye forming developers in photographic silver halide constructions. The dye forming developers form dye images upon oxidation and do not require the presence of couplers in order to form the dyes. These developers may be used in developing baths or within the photographic emulsion.

COPPER CATALYST AND ITS USE FOR OXIDATIVE COUPLING OF PHENOLS AND NAPHTHOLS

... 1508368 Oxidatively coupled oxidation of phenols ICI UNITED STATES Inc 19 Aug 1975 [23 Aug 1974 18 Feb 1975] 34421/75 Heading C2C [Also in Divisions B1 and C3] Oxidatively coupled condensation products of alkylphenols, alkoxyphenols and 1-naphthols are prepared by contacting an aqueous mixture of the phenol or naphthol with an oxygencomprising gas in the presence of a catalyst composition comprising in an aqueous medium a copper compound which is a cupric halide, basic cupric halohydroxide, cupric carboxylate, cupric nitrate, cupric sulphate, cupric alkyl sulphate, cupric aryl sulphonate, cupric carcarbonate, basic cupric carbonate, cupric hydroxide, cupric chlorate, cuprous halide or cuprous oxide; a non-reactive anionic surfactant; and an alkali metal hydroxide, carbonate or bicarbonate. The copper compound and the anionic surfactant may be a single compound. Examples describe the oxidative coupling of 2,6-xylenol to give the biphenol or the biphenol and the diphenoquinone, of 2,3,6-trimethylphenol ...

METHOD FOR PRODUCTION OF SUBSTITUTED HYDROQUINONES

... 1,271,872. Preparation of hydroquinones; Vitamin K. TAKEDA YAKUHIN KOGYO K.K. 16 May, 1969 [20 May, 1968], No. 24982/69. Headings C2C and C2V. Compounds of Formula I: in which each of R1 and R2 is OCH 3 or CH 3 , or R1 and R2 together represent and R is a radical where X and Y are H or together represent a second bond and n is 0 or 1-9, are prepared by condensing compounds II: with alcohols of the formulµ or in the presence of an N-sulphinyl compound as condensing agent. In the examples the hydroquinones are not isolated, but are oxidized immediately to the corresponding quinones. Amongst others the examples describe the preparation of the vitamin-2 - methyl - 3 - phytyl - 1,4 - naphthoquinone.

APPROXIMATELY PSORIASIS WORKING NAPHTHALIN CONNECTIONS.

NAPHTHALENE ANTI-PSORIATIC AGENTS

QUINONE COMPOUNDS, THEIR PRODUCTION AND USE

New quinone compounds of the formula: (Ia) wherein each R1 is methyl or methoxy, or both R1 jointly represent -CH=CH=CH=CH-; X is -CH=CH- or -C?C-; Y1 is hydrogen, hydroxyl, carboxyl, cyano, acyloxy or -COZ in which 7 is amino which may be substituted; m is an integer of 0 to 3; n is an integer of 0 to 10; n' is an integer of 1 to 5; k is an integer of 1 to 3; and when k is 2 or 3, n' is optionally variable within the range of 1 to 5, and their hydroquinone forms and salts arc disclosed. The novel compounds exhibit useful physiological activities such as antiasthmatic, antiallergic and blood-pressure decreasing activities.

TERPENE-QUINONE WITH ANTITUMOR ACTIVITY

Terpene-quinone with antitumor activity defined from a cyclocondensation reaction of Diels-Alder, used to obtain families or series of said compounds having a new structure and presenting a cytotoxic activity to cellular cultures P-388, A-549, HT-29 and MEL-28, with levels of IC50 lower than 1 microgram per unit of millilitre.

PREPARATION PROCESS OF NAPHTHOQUINONE DERIVATIVE AND INTERMEDIATE FOR THE PREPARATION THEREOF

Disclosed herein are a naphthoquinone derivative represented by the following formula: (See fig I) wherein R1 means a hydrogen atom or methyl group, R2 is a hydrogen atom or methyl group, n stands for 0 or an integer of 1-9, and a linkage ~~~ is a single bond or double bond with the proviso that if n is an integer of 29, the linkages may be identical with or different optionally from each other, such as a vitamin K derivative: and a process for producing the naphthoquinone derivative at a high yield without forming any geometric isomer; as well as 1,4,4a,5,8,9a-hexahydro-4a.alpha.-alkenyl-1.alpha.,4.alpha.-methanoanthraquinone derivatives and 1,4,4a,5,8,9ahexahydro-1.alpha.,4.alpha.-methanoanthraquinone derivatives which are useful as intermediates for the preparation of the naphthoquinone derivatives.

USE OF MIXTURES OF E/Z-ISOMERS FOR QUANTITATIVE OF PRODUCING CERTAIN PRODUCTS BY MEANS OF COMBINED ASIMMETRIChESKOI HYDRO GENIZATsII

SYNTHESIS OF QUINONE DERIVATIVES HAVING BIOLOGICAL ACTIVITY

ISOPRENYL DERIVATIVES AND THEIR USE IN THE TREATMENT AND PREVENTION OF OSTEOPOROSIS AND CARDIOVASCULAR CALCIFICATION

A non-toxic biologically active compound is provided having the following general formula (I), wherein n is an integer from 1 to 14, preferably from 2 to 4, and R is an organic moiety, preferably a group different from but structurally substantially similar to 2-methyl naphthoquinone, or a group P-C(R1)-P, where each P stands for a -PO(OH)2 group and R1 is a (poly)isoprenyl group, hydroxy, halogen (preferably chloro or bromo), or hydrogen, or a pharmaceutically acceptable derivative thereof. These compounds are useful for the treatment or prevention of certain disorders in a mammal, especially a human being, for example postmenopausal loss of bone in women, juvenile or senile osteoporosis in men and women, cardiovascular calcification and other ectopic calcifications.

Preparation of menaquinones

... 3-Prenyl-substituted menaquinones are made by reacting a 3-metalo-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene with a prenyl halide, and then oxidizing the resulting 3-prenyl-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene to prepare the corresponding 3-prenyl-substituted menaquinone. The metallo substituent at the 3-position may be Li, Li/Cu, Cu or MgBr. The oxidation is advantageously conducted by the use of argenic oxide.

Patent RU2019110147A3

Verfahren zur Herstellung eines Chinonderivates und Zwischenprodukt bei dessen Herstellung

FUTTERMITTEL FUER TIERE

Synthesis of quinone derivatives with biological activity

CHINONDERIVATE, YOUR PRODUCTION AND YOUR USE.

QUINONE COMPOUNDS, THEIR PRODUCTION AND USE

Preparation of menaquinones

... 3-Prenyl-substituted menaquinones are made by reacting a 3-metalo-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene with a prenyl halide, and then oxidizing the resulting 3-prenyl-2-alkyl-1,4-di(alkoxy or aralkoxy) naphthalene to prepare the corresponding 3-prenyl-substituted menaquinone. The metallo substituent at the 3-position may be Li, Li/Cu, Cu or MgBr. The oxidation is advantageously conducted by the use of argenic oxide.

Process for the preparation of vitamin K2

NAPHTHOLIC COMPOUNDS

Procedures for the production of new Menadonium bisulfitderivaten

MENAQUINOL COMPOSITIONS AND METHODS OF TREATMENT

The present application discloses methods for the efficient preparation of high purity compounds of the Formula I, and their methods of use.

PREPARATION PROCESS OF QUINONE DERIVATIVE AND INTERMEDIATE FOR THE PREPARATION THEREOF

Disclosed herein are a quinone derivative represented by the following formula: wherein R1 and R2 are identical with or different from each other and mean individually a lower alkyl or lower alkoxy group, or may form an aromatic ring together, R3 denotes a lower alkyl group, n stands for O or an integer of 1-9, and a linkage --- is a single or double bond, such as a vitamin K derivative or coenzyme Q derivative; and a process for the preparation of the quinone derivative at a high yield without forming any geometric isomers; as well as a 1,4,4a,8a-tetrahydro-4a.alpha.-alkenyl-1.alpha.,4.alpha.-methanonaphthalene-5,8-dione derivative which is useful as an intermediate for the preparation of the quinone derivative.

Compound having a vitamin k activity

METHOD OF PREPARATION OF PRODUCTS Of AUTOCONDENSATION

processo de fabricação de um composto, cetal, acetal,composição e uso

ПРИМЕНЕНИЕ В МЕДИЦИНЕ СЕРРУЛАТАНОВЫХ ДИТЕРПЕНОВ

Verfahren zur Herstellung von Naphthochinonen sowie Zwischenprodukte bei deren Herstellung

Process for the preparation of vitamin k2

PROCESS FOR THE PRODUCTION OF BIOLOGICALLY ACTIVE QUINONE DERI VATIVES

... 1428311 Process for the production of biologically active quinone derivatives; organonickel compounds EISAI CO Ltd 29 March 1974 [6 April 1973] 14085/74 Headings C2V and C2J A novel process for preparing compounds of the Formula I wherein R1 and R2 are methoxy groups or, together with the carbon atoms to which they are attached, constitute a benzene ring; A and B are hydrogen or together form a direct bond; and n is 0 or an integer from 1 to 9 comprises reacting a quinone of the Formula II wherein X is halogen with an allyl halonickel #-complex of the Formula III wherein a broken line represents a half bond, and a combination of a full and broken line represents a semi-double bond. The process is used to prepare vitamin K 1 and various vitamins K 2 which are anti-haemorrhagic agents useful for prophylaxis and treatment of hypoprothrombinaemia and ubiquinones. The nickel complexes of the Formula III may be prepared by reacting a halide of the Formula X with nickel tetracarbonyl ...

1,4-naphthoquinone derivatives and therapeutic use thereof

Derivatives of formula (I) wherein A is selected from the following rings: and their preparation and their application as antimalarial agents.

METHOD OF PREPARATION OF PRODUCTS OF CONDENSATION Starting from ALKYLPHENOLS, ALCOXYPHENOLS AND 1-NAPHTOLS

Process for the production of polyprenoid type compounds

There is provided a simple and economic process for the production of polyprene type compounds such as ubiquinones, vitamin K1, vitamin K2, plastoquinones and solanesol type compounds The process comprises gradually building up stepwise a polyprenoid moiety while same is attached to a terminal group, or building up such polyprenoid moiety and coupling it to a desired terminal group. ...

DEVELOPER SOLUTION CONTAINING PHENOLIC OR NAPHTHOLIC COMPOUNDS WHICH FORM DYES ON OXIDATION

Phenolic and naphtholic compounds have been found to be useful as dye forming developers in photographic silver halide constructions. The dye forming developers form dye images upon oxidation and do not require the presence of couplers in order to form the dyes. These developers may be used in developing baths or within the photographic emulsion.

OXIDATIVE COUPLING OF PHENOLS AND NAPHTHOLS

Abstract of the Disclosure Self-condensation products obtained by the coupling of alkylphenols, alkoxyphenols or naphthols are prepared by contacting an aqueous mixture of the phenol or naphthol with oxygen or an oxygen-containing gas in the presence of a catalyst system comprising (a) a copper compound, (b) an anionic surfactant, and (c) an alkaline material.

OXIDATIVE COUPLING OF ALKYLPHENOLS, ALKOXYPHENOLS, AND NAPHTHOLS, CATALYZED BY METAL COMPLEXES MINO CARBOXYLIC AND AMINO SULFONIC ACIDS

MEDICINAL USE OF SERRULATANE DITERPENES

The invention relates to terpenes and uses thereof.

QUINONE PROFILE METHOD AND THE LIKE UTILIZING QUINONE COMPOUND EXTRACTED USING COMPRESSED CARBON DIOXIDE

【課題】　環境中微生物を簡便かつ迅速に分析可能な方法、および装置を提供すること。 【解決手段】　キノン化合物の抽出装置には、環境由来試料を投入可能な抽出容器９と、この抽出容器９に超臨界二酸化炭素を挿通させる送液ライン６と、送液ライン６に超臨界二酸化炭素を送るポンプ３，５と、抽出容器９内を所定の圧力に保持する背圧レギュレータ１１と、抽出容器９を所定の温度に保持するヒータ１０と、抽出されたキノン化合物を吸着する吸着用部材１２が備えられている。抽出工程を実施するには、抽出容器９の内部に環境由来試料を投入し、ヒータ１０を所定の温度に制御しつつ、ポンプ３，５を駆動させて、ライン６から二酸化炭素およびメタノールを所定の流量で挿通させる。

1,4-NAPHTHALENEDIOL AND 1,4-HYDROQUINONE DERIVATIVES

Novel 1,4-naphthalenediol and 1,4-hydroquinone derivatives of formulas (I, II, III and IV) and their therapeutic uses as 5-lipoxygenase inhibitors, leukotriene inhibitors, antiinflammatory and/or inhibitors of mucus secretion agents. Also provided are novel intermediates useful for the preparation of said derivatives .

TERPENCHINON MIT ANTITUMOR-AKTIVITÄT

Crystalline compound

Pesticidal naphthoquinone derivatives

Naphthoquinone derivatives of the general formula I in which R represents a hydrogen atom or a hydroxyl or an ethanoyloxy group are useful as pesticides, such as fungicides and, especially, insecticides and acaricides. Compounds of the formula I may be extracted from plants of the genus Calceolaria. The compound of formula I in which R is a hydrogen atom is a novel compound.

Naphthoquinone derivatives

OXIDATIVE COUPLING OF ALKYLPHENOLS CATALYZED BY METAL COMPLEXES MINO COMPOUNDS

OXIDATIVE COUPLING OF PHENOLS AND NAPHTHOLS

Naphthoquinone derivatives

PHENOL CONDENSATION PRODUCTS

METHOD FOR PRODUCING ISOPRENOID QUINONES

Process for the manufacture of quinone derivatives

A novel process for the manufacture of quinone derivatives is described. In this process a compound of the formula I is reacted with a compound of the formula II and the resulting compound of the formula IV is subjected to a retro-Diels-Alder reaction. The substituents R1, R2, R3 and R4 have the significance given in the description.

Menaquinone-7 in solid form

A compound of formula (I):in solid form, preferably crystalline form. Preferably, the melting point of the solid MK-7 is 49-50 °C and/or it has a Karl Fischer of less than 0.3wt%, more preferably less than 0.15wt%. The compound of formula (I) finds utility as a pharmaceutical composition, nutraceutical, a food and/or in therapy, especially for the treatment of osteoporosis, cancer and/or cardiovascular disease. Alternatively, processes for the preparation of a compound of formula (I) (also known as MK-7, Vitamin MK-7, menaquinone K7) include the Kumada route involving Grignard reagents, Suzuki coupling involving boronic acids and the Biellman route involving phenylthio and/or phenylsulphonyl compounds.

CATALYST AND CONDENSATION OF PHENOLS OR NAPHTHOLS

Isoprenyl derivatives and their use in the treatment and prevention of osteoporosis and cardiovascular calcification

Medicinal use of serrulatane diterpenes

The invention relates to terpenes and uses thereof.

OXIDATIVE COUPLING OF ALKYLPHENOLS CATALYZED BY METAL COMPLEXES MINO COMPOUNDS

Carbon-carbon coupled self-condensation products obtained by the oxidative coupling of alkylphenols are prepared by contacting an aqueous mixture of an alkyl phenol with oxygen in the presence of sufficient alkaline material to sustain a pH in the range of 5-10 during the oxidative coupling reaction and a catalyst system comprising a cupric, cobaltous, manganous or ferric complex of - an aliphatie hydroxy amine,- a heterocyclic hydroxy amine,- a heterocyclic polyamine or,- an aliphatic diamine The mixture may optionally contain A ?urfactant.

DEVELOPER SOLUTION CONTAINING PHENOLIC OR NAPHTHOLIC COMPOUNDS WHICH FORM DYES ON OXIDATION

NAPHTHOQUINONE DERIVATIVES

The invention relates to certain naphthoquinone derivatives, some of which are novel, of general formula (I) in which R represents a hydrogen atom or a hydroxyl or an ethanoyloxy group, methods for their preparation; compositions containing such compounds and their use as pesticides, such as fungicides and, especially, insecticides and acaricides. Compounds of formula (I) may be derived from plants of the genus Calceolaria and the invention therefore also relates to extracts of a Calceolaria species and their use as pesticides.

Products with activity of vitamin kappa

Fungicidal agent containing 1,2-naphthoquinones

Fungicidal agents containing inert carriers and a 1,2-naphthoquinone of the formula I (R1-R6 = H, halogen or 3 radicals = CN, NO2, C1-C10-haloalkyl, C2-C10-haloalkenyl, C2-C10-alkynyl, C3-C6-cycloalkyl, C3-C6-alkoxy-alkoxycarbonyl, C1-C10-alkyl or C2-C10-alkenyl, both of which can have further substituents; or 3 radicals = XR7; X = O, S, -CO-, -CO-O-, -O-CO-, -NR8-CO-, -CO-NR8- or C1-C4-CO-NR8; R7, R8 = H, C1-C5-alkyl, C1-C5-haloalkyl, C3-C6-alkenyl or C3-C6-alkynyl; or 2 radicals = aziridinyl, pyrrolidino, piperidino or morpholino, where the two latter radicals can have 2 further substituents; or 2 radicals = phenyl, benzyl or C5-C6-heteroaryl to which a benzene ring can be fused, and where all aryl moieties can have up to 3 further substituents; or R2, R6 = radicals YR9; Y = -O-CO-, -NR8-, R8 = phenyl, benzyl, each of which can have further substituents; or R2, R6 = a group -(NR10-SO2R11) or -(O-SO2R11); R10 = H, C1-C10-alkyl, C1-C10-haloalkyl, C3-C10-alkenyl, C3-C10-alkynyl, ...

Derivate von Vitamin K3

SYNTHESE VON CHINONDERIVATEN MIT BIOLOGISCHER AKTIVITAET

Verfahren zur Herstellung von kernsubstituierten Chinonen

OXIDATIVE COUPLING OF ALKYLPHENOLS CATALYZED BY METAL COMPLEXES OF AMINO COMPOUNDS

... 1504458 Oxidative coupling of alkylphenols ICI UNITED STATES Inc 10 Nov 1976 [24 Nov 1975] 46763/76 Heading C2C A method of preparing a condensation product of an alkylphenol, or alkoxyphenol or a 1-naphthol (comprising diphenoquinones, stilbenequinones, biphenols, bisphenols, dinaphthenoquinones and binaphthols) by an oxidative coupling reaction comprises contacting an aqueous mixture of the phenol or naphthol with oxygen or molecular oxygen containing gas in the presence of sufficient amount of alkaline material to sustain pH in the range of 5-10 during the oxidative coupling reaction and in the presence of a catalyst system comprising a cupric, manganous, cobaltous or ferric metal complexes of an amine selected from an aliphatic hydroxyamine, a heterocyclic hydroxyamine, a heterocyclic polyamine or an aliphatic diamine. The reaction is preferably carried out in the presence of a surfactant. The examples describe the preparation of alkyl- and alkoxy-substituted biphenols, bisphenols, ...

Quinone and hydroquinone compounds, their production and use

New quinone compounds of the formula: wherein R1 is methyl or methoxy, or the two R1 groups jointly represent -CH=CH-CH=CH-; X is -CH=CH- or -C=C-; Y1 is hydrogen, hydroxyl, carboxyl, cyano, acyloxy or -COZ in which Z is amino which may be substituted; m is zero or an integer of 1 to 3; n is zero or an integer of 1 to 10; n' is an integer of 1 to 5; k is an integer of 1 to 3; and when k is 2 or 3, n' is optionally variable within the range of 1 to 5 in each occurrence of the -X-(CH2)n' group; and their hydroquinone forms and salts, have useful physiological activities such as antiasthmatic, antiallergic and bloodpressure decreasing activities.

OXIDATIVE COUPLING OF ALKYLPHENOLS CATALYZED BY METAL COM- PLEXES OF AMINO COMPOUNDS

OXIDATIVE COUPLING OF ALKYLPHENOLS, ALKOXYPHENOLS, AND NAPHTHOLS, CATALYZED BY METAL COMPLEXES MINO CARBOXYLIC AND AMINO SULFONIC ACIDS

ABSTRACT OF THE DISCLOSURE In the preparation of self-condensation products by means of a process wherein an aqueous mixture of certain alkylphenols, alkoxyphenols or naphthols are contacted with oxygen in the presence of a catalyst, an improvement is provided by using as a catalyst a metal complex of an amino-carboxylic acid or an aminosulfonic acid. The use of the described catalyst dispenses with the need to employ organic solvents as has been usual heretofore. The process also provides for easier control of reaction conditions and allows for modifications to produce a variety of products directly from the reaction mixture.

NAPHTHAQUINONE METHYLTRANSFERASE INHIBITORS AND USES THEREOF

Provided herein are compounds of (I), and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions and methods involving the inventive compounds for the treatment of proliferative diseases (e.g., cancer (e.g., leukemia, breast cancer, melanoma, metastatic cancer) and diseases associated with inappropriate SET8 activity. Also provided are methods for inhibiting SET8 and methods for labelling SET8.

SYNTHESIS OF QUINONE DERIVATIVES HAVING BIOLOGICAL ACTIVITY

OXIDIZING CONDENSATION Of ALKYLPHENOLS CATALYSEE BY METAL COMPLEXES OF COMPOSE AMINES

METHOD OF PREPARATION OF PRODUCTS Of AUTOCONDENSATION

Naphthoquinone derivative compounds for use as a fungicide, insecticide and/or acaricide

The invention relates to a fungicidal, insecticidal and/or acaricidal composition which comprises a carrier and, as active ingredient, a compound of general formula I, in which R represents a hydrogen atom, and an ethanoyloxy group or a hydroxyl group or salt thereof. Compounds of formula I may be derived from plants of the genus Calceolaria and the invention therefore also relates to extracts of a Calceolaria species and their use as pesticides. The invention further relates to a compound of general formula I, in which R represents a hydrogen atom, and salt thereof.

Naphthoquinone Compounds and Methods for Preparing the Same

The present application provides vitamin K metabolite derivatives and methods for preparing vitamin K metabolites and metabolite derivatives. 2. The compound of claim 1 , wherein Ris —C(O)ORand Ris —CHCH.3. The compound of claim 1 , wherein Ris —C(O)ORand Ris —H.4. The compound of claim 1 , wherein Ris —H and Ris —H.7. The method of claim 6 , wherein Ris benzyl and each Ris independently C-Calkyl.9. The method of claim 6 , the method further comprising removing the base via filtration prior to contacting the triester compound with a redox reagent claim 6 , the base comprising sodium hydroxide.10. The method of claim 6 , the redox reagent comprising one or more of: a catalyst claim 6 , H claim 6 , a single-electron transfer oxidant.11. The method of claim 6 , the redox reagent comprising a catalyst and H.12. The method of claim 11 , the catalyst comprising one or more of: palladium (Pd) claim 11 , platinum (Pt) claim 11 , rhodium (Rh) claim 11 , ruthenium (Ru) claim 11 , or Nickel (Ni).13. The method of claim 11 , the catalyst being palladium on carbon (Pd/C).14. The method of claim 6 , the radical initiator comprising a peroxydisulfate salt and a silver(I) salt.15. The method of claim 14 , the peroxydisulfate salt being ammonium persulfate.16. The method of claim 14 , the silver salt being silver nitrite.17. The method of claim 6 , comprising the hydrolysis reagent claim 6 , the hydrolysis reagent comprising a Brønstad acid.18. The method of claim 6 , the fourth set of conditions comprising heating the solution to a temperature of at least 100° C.19. The method of claim 6 , the fourth set of conditions comprising heating the solution for a period of time claim 6 , and subsequently contacting the solution with a decarboxylation promoter claim 6 , the decarboxylation promoter being N claim 6 ,N-carbonyldiimidazole. This application claims priority from, and the benefit of, U.S. Provisional Application No. 62/376,609, filed on Aug. 18, 2016, the entire contents of ...

Menaquinol Compositions and Methods of Treatment

The present application discloses methods for the efficient preparation of high purity compounds of the Formula I, and their methods of use. 23.-. (canceled)4. The method of claim 1 , wherein the metal catalyst is a nickel(0) catalyst.5. The method of claim 4 , wherein the nickel(0) catalyst is (PhP)Ni(0).610.-. (canceled)11. (canceled)13. The compound of of the Formula I claim 12 , wherein:{'sup': 1', '2, 'Rand Rare both the residue 15;'}{'sup': 1', '2, 'Rand Rare both the residue 16;'}{'sup': 1', '2, 'Rand Rare both the residue 17;'}{'sup': 1', '2, 'Rand Rare both the residue 18;'}{'sup': 1', '2, 'Rand Rare both the residue 20;'}{'sup': 1', '2, 'Rand Rare both the residue 21;'}{'sup': 1', '2, 'Rand Rare both the residue 22;'}{'sup': 1', '2, 'Rand Rare both the residue 23;'}{'sup': 1', '2, 'Rand Rare both the residue 24;'}{'sup': 1', '2, 'Rand Rare both the residue 25;'}{'sup': 1', '2, 'Rand Rare both the residue 26;'}{'sup': 1', '2, 'Rand Rare both the residue 27; and'}{'sup': 1', '2, 'Rand Rare both the residue 28.'}14. The compound of of the Formula I claim 12 , wherein:{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 15; Ris H and Ris the residue 15;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 16; Ris H and Ris the residue 6;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 17; Ris H and Ris the residue 17;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 11; Ris H and Ris the residue 18;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 20; Ris H and Ris the residue 20;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 21; Ris H and Ris the residue 21;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 22; Ris H and Ris the residue 22;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 23; Ris H and Ris the residue 2;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 2; Ris H and Ris the residue 4;'}{'sup': 1', '2', '2', '1, 'Ris H and Ris the residue 25; Ris H and Ris the residue 25;'}{'sup': 1', '2', '2', '1, 'Ris H ...

PROCESS FOR THE PREPARATION OF VITAMIN K2

Using a combination of Kumada, Suzuki and Biellmann chemistry, various menaquinones can synthesised rapidly and with stereochemical integrity offering a new way of preparing these vitamin K2 components for the pharmaceutical market. In one embodiment a process for the preparation of a compound of formula (I) 19-. (canceled)12. A process as claimed in wherein the deprotonation step (i) is achieved using BuLi.13. A process as claimed in wherein Ar is Ph.14. A process as claimed in wherein LG is a halide.15. A process as described in wherein the compound of formula (I) is MK-7. This application is a continuation of U.S. application Ser. No. 13/119,585, filed Apr. 19, 2011 (U.S. Pat. No. 9,012,693) which is the U.S. national phase of International Application No. PCT/GB2009/002282 filed 24 Sep. 2009, which designated the U.S. and claims priority to GB Application No. 0817528.3 filed 24 Sep. 2008, the entire contents of each of which are hereby incorporated by reference.This application relates to the synthesis of a compound that forms part of vitamin K2, as well as the synthesis of some novel intermediate compounds. Vitamin K denotes a group of lipophilic and hydrophobic vitamins that are needed for the post-translational modification of certain proteins, mostly required for blood coagulation. Chemically they are 2-methyl-1,4-naphthoquinone derivatives.Vitamin K is not a single compound, rather it is a series of related analogues. Vitamin K1 is called phylloquinone and has the systematic name all-E-2-methyl-3-(3,7,11,15-tetramethylhexadec-2-enyl)naphthalene-1,4-dione. Vitamin K2 (menaquinone) is normally produced by bacteria in the intestines, and dietary deficiency is extremely rare unless the intestines are heavily damaged or are unable to absorb the molecule.Vitamin K2 is a mixture of different molecules based on a naphthoquinone structure and varying lengths of isoprenoid chains. The compound MK-7 (i.e. 7 isoprenyl groups) is depicted below but other components of ...

Using mixtures of e/z isomers to obtain quantitatively specific products by combined asymmetric hydrogenations

The present invention relates to a process of manufacturing compound having stereogenic centres from a mixture of E/Z isomers of unsaturated compounds having prochiral double bonds. The hydrogenation product has a specific desired configuration at the stereogenic centres. The process involves two asymmetric hydrogenation steps. The process is very advantageous in that it forms the desired chiral product from a mixture of stereoisomers of the starting product in an efficient way.

Menaquinol Compositions and Methods of Treatment

The present application discloses methods for the efficient preparation of high purity compounds of the Formula I, and their methods of use.

NAPHTHOQUINONE DERIVATIVES

본 발명은 하기 화학식(I)의 여러 신규한 나프토귀콘 유도체, 그의 제조 방법, 상기 화합물을 함유하는 조성물 및 살균제, 및 특히 살충제 및 살비제와 같은 해충구제제로서의 그의 용도에 관한 것이다: 상기 식에서, R은 수소원자 또는 하이드록실 또는 에타노일옥시기를 나타낸다. 화학식(I)의 화합물은 칼세올라리아 속의 식물로부터 유도될 수 있으며, 따라서 본 발명은 또한 칼세올라리아 속에 속하는 하나의 종의 추출물 및 해충구제제로서의 용도에 관련된다.

Preparation method of quinone compound

本发明公开了一种醌类化合物的制备方法。本发明提供了一种醌类化合物的制备方法，其包括下述步骤：在碱的存在下，将如式II所示的化合物和如式III所示的化合物进行缩合反应，得到如式I所示的醌类化合物即可；所述的碱的碱性强于苯酚钠。该方法操作简单，适于工业化生产。

Naphthoquinone derivatives

(57)【要約】 本発明は、一般式（Ｉ）：

Method for producing isoprenoid quinones

METHOD OF PRODUCING ISOPRENOID QUINONE COMPOUNDS OF THE FORMULA (2-CH3,5-R2,6-R1-1,4-BENZOQUINON-3-YL)-CH2-CH=C(-CH3)-CH2- (CH2-CH(-P)-C(-CH3)(-Q)-CH2)N-H USEFUL AS VITAMINS OR COENZYMES, WHERE R1 AND R2 ARE METHOXY OR METHYL OR TAKEN TOGETHER REPRESENT -CH=CH-CH=CH- P AND Q ARE HYDROGEN ATOMS OR TAKEN TOGETHER A DOUBLE BOND AND N IS AN INTEGER OF FROM 0 TO 9, BY SUBJECTING ONE OF THE COMPOUNDS OF THE FORMULAE -CH=CH-CH=CH- WHERE R1 AND R2 ARE AS ABOVE-DEFINED, TO CONDENSATION WITH A COMPOUND OF THE FORMULA 2-R2,3-R1,5-R3-1,4-BENZOQUINONE AND 2-R2,3-R1,5-CH3-HYDROQUINONE WHERE P,Q AND N ARE AS ABOVE-DEFINED AND X IS HALOGEN, IN THE PRESENCE OF ZINC AMALGAM OR PALLADIUM AND SUBJECTING THE CONDENSATION PRODUCT TO OXIDATION.

Naphthoquinone derivs.

本发明是关于通式(Ⅰ)的某些萘醌衍生物，其中有些是新的，式中R代表氢原子、羟基或乙酰氧基；式(Ⅰ)的萘醌衍生物的制备方法；含有所述化合物的组合物和这些组合物作为农药，例如杀菌剂和特别是杀虫剂和杀螨剂的用途。式(Ⅰ)化合物可以由蒲包花属植物得到，因此，本发明还是关于蒲包花属植物的提取物和这些提取物作为农药的用途。

Dye-forming developers

Phenolic and naphtholic compounds have been found to be useful as dye forming developers in photographic silver halide constructions. The dye forming developers form dye images upon oxidation and do not require the presence of couplers in order to form the dyes. These developers may be used in developing baths or within the photographic emulsion.

Use of serrulatan diterpenes in medicine

FIELD: medicine. SUBSTANCE: invention relates to a method for the treatment of cancer, where the method includes the injection of therapeutically effective amount of a compound of the formula ( I ) ( I ), its pharmaceutically acceptable salt or solvate, or a pharmaceutical composition including the specified compounds to a subject who needs it. In the formula ( I ): X is CH 2 ; R 1 is OH, OC 1-5 alkyl or OC(O)C 1-5 alkyl; R 2 is OH, OC 1-5 alkyl or OC(O)C 1-5 alkyl; R 3 is H; R 4 is OH, OC 1-5 alkyl or OC(O)C 1-5 alkyl; and A---B is CH=C or CH 2 -CH. A compound of the formula ( I ), its use for the treatment of cancer and skin disease or disorder, and a pharmaceutical composition including the compound of the formula ( I ) are also proposed. EFFECT: invention allows for producing serrulatan diterpenes of the formula ( I ) that can be used in the treatment of cancer and skin disease or disorder. 36 cl, 19 dwg, 52 tbl РОССИЙСКАЯ ФЕДЕРАЦИЯ (19) RU (11) (13) 2 762 568 C2 (51) МПК C07C 39/38 (2006.01) C07C 43/23 (2006.01) C07C 69/18 (2006.01) C07C 69/78 (2006.01) A61K 31/05 (2006.01) A61K 31/235 (2006.01) ФЕДЕРАЛЬНАЯ СЛУЖБА A61K 31/352 (2006.01) ПО ИНТЕЛЛЕКТУАЛЬНОЙ СОБСТВЕННОСТИ A61P 35/00 (2006.01) A61P 17/00 (2006.01) (12) ОПИСАНИЕ ИЗОБРЕТЕНИЯ К ПАТЕНТУ (52) СПК A61K 31/05 (2021.08); A61K 31/122 (2021.08); A61K 31/352 (2021.08); A61K 47/26 (2021.08); A61K 47/32 (2021.08); A61K 9/0019 (2021.08); A61P 17/00 (2021.08); A61P 35/00 (2021.08); C07C 39/23 (2021.08); C07C 43/196 (2021.08); C07C 69/18 (2021.08); C07C 69/78 (2021.08); C07C 2602/10 (2021.08); C07C 2602/28 (2021.08) 2019110147, 07.09.2017 (24) Дата начала отсчета срока действия патента: 07.09.2017 (73) Патентообладатель(и): Кайнан Дьюк АйПи, ЭлЭлСи (US) 21.12.2021 Приоритет(ы): (30) Конвенционный приоритет: 07.09.2016 AU 2016903585 (43) Дата публикации заявки: 08.10.2020 Бюл. № 28 (85) Дата начала рассмотрения заявки PCT на национальной фазе: 08.04.2019 (86) Заявка PCT: R U 2 7 6 2 5 6 8 AU 2017/050972 (07.09.2017 ...

PROCESS FOR PREPARING A SALT OF AN ORGANIC BASE AND MENADION BISULPHITE, AS WELL AS A PROCESS FOR PREPARING A VETERINARY PREPARATION USING A SALT PREPARED THEREFORE.

Preparation process of naphthoquinone derivatives and intermediates for the preparation thereof

Disclosed herein are a naphthoquinone derivative represented by the following formula: wherein R¹ means a hydrogen atom or methyl group, R² is a hydrogen atom or methyl group, n stands for 0 or an integer of 1-9, and a linkage --- is a single bond or double bond with the proviso that if n is an integer of 2-9, the linkages may be identical with or different optionally from each other, such as a vitamin K derivative; and a process for producing the naphthoquinone derivative at a high yield without forming any geometric isomer; as well as 1,4,4 a ,5,8,9 a -hexahydro-4 a α-alkenyl-1α,4α-methanoanthraquinone derivatives and 1,4,4 a ,5,8,9 a -hexahydro-1α,4α-methanoanthraquinone derivatives which are useful as intermediates for the preparation of the naphthoquinone derivatives.

Composed of generic formula i and its use extract of a species of calceolaria pesticide composition and pest control process in one place

Preparation method of quinone compound

本发明公开了一种醌类化合物的制备方法。本发明提供了一种醌类化合物的制备方法，其包括下述步骤：在碱的存在下，将如式II所示的化合物和如式III所示的化合物进行缩合反应，得到如式I所示的醌类化合物即可；所述的碱的碱性强于苯酚钠。该方法操作简单，适于工业化生产。

naphtahlene

Naphthaquinone methyltransferase inhibitors and uses thereof

Provided herein are compounds of (I), and pharmaceutically acceptable salts, solvates, hydrates, polymorphs, co-crystals, tautomers, stereoisomers, and prodrugs thereof. Also provided are pharmaceutical compositions and methods involving the inventive compounds for the treatment of proliferative diseases (e.g., cancer (e.g., leukemia, breast cancer, melanoma, metastatic cancer) and diseases associated with inappropriate SET8 activity. Also provided are methods for inhibiting SET8 and methods for labelling SET8.

Naphthalene anti-psoriatic agents

Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: ##STR1## wherein: R 1 is lower alkoxy or optionally substituted phenoxy; R 2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenyl-lower-alkyl; R 3 is hydrogen, lower alkyl, lower alkoxy, halo, optionally substituted phenyl, optionally substituted phenyl-lower-alkyl or optionally substituted phenyl-lower-alkoxy, and m is 1 or 2; X and Y are different and are selected from the group consisting of hydrogen, R 4 and -C(O)W, wherein W is alkyl of one to seven carbon atoms, optionally substituted phenyl or optionally substituted benzyl; and R 4 is lower alkyl or optionally substituted phenyl-lower-alkyl.

Process for preparing of naphtoqunone derivatives

Patent JPS57500352A

Naphthoquinone derivatives

The invention relates to certain naphthoquinone derivatives, some of which are novel, of general formula (I) in which R represents a hydrogen atom or a hydroxyl or an ethanoyloxy group; methods for their preparation; compositions containing such compounds and their use as pesticides, such as fungicides and, especially, insecticides and acaricides. Compounds of formula (I) may be derived from plants of the genus Calceolaria and the invention therefore also relates to extracts of a Calceolaria species and their use as pesticides.

VITAMIN K2 INTERMEDIATES

Quinone compounds, their production and use

New quinone compounds of the formula: <IMAGE> wherein R1 is methyl or methoxy, or the two R1 groups jointly represent -CH=CH-CH=CH-; X is -CH=CH- or -C=C-; Y1 is hydrogen, hydroxyl, carboxyl, cyano, acyloxy or -COZ in which Z is amino which may be substituted; m is zero or an integer of 1 to 3; n is zero or an integer of 1 to 10; n' is an integer of 1 to 5; k is an integer of 1 to 3; and when k is 2 or 3, n' is optionally variable within the range of 1 to 5 in each occurrence of the -X-(CH2)n' group; and their hydroquinone forms and salts, have useful physiological activities such as antiasthmatic, antiallergic and bloodpressure decreasing activities.

METHOD FOR PREPARING CONDENSATION PRODUCTS, OF AN ALKYLPHENOL, A METOXIFENOL, OR 1-NAFTOL

Oxidative coupling of alkylphenol catalyzed with metallic complex of amino compound

METHOD FOR PREPARING A CONDENSATION PRODUCT OF AN ALKYLPHENOL, ALCOXIFENOL OR 1-NAFTOL AND CATALYTIC COMPOSITION USEFUL IN SUCH METHOD

A procedure for preparing a compound of adding menadiona and amine bisulphite (Machine-translation by Google Translate, not legally binding)

A process of preparing an addition compound of menadione and amine bisulfite characterized by reacting an amine bisulfite with an active compound of vitamin K in a reaction medium. (Machine-translation by Google Translate, not legally binding)

Quinone and hydroquinone compounds, their production and use

Process for preparation of MK-7 type of vitamin K2

비타민 K 2 의 MK-7 타입의 제조를 위한 방법으로서, "1+6"합성 전략에 따라, "전체-트란스(all-trans)" 배향의 헥사프레닐 사슬을 메나디올의 모노프레닐 유도체에 연결시키는 것을 특징으로 한다. 본 발명에 따르면, R 1 은 C 1-3 -알킬기를 나타내는 화학식(Ⅱ)의 보호화된 모노프레닐 메나디올로부터 인 시투( in situ )에서 생성된 α-설포닐 탄소 음이온은, X는 할로겐 원자, 바람직하게는 브롬을 나타내고, Z' 및 Z" 모두 H, 또는 Z' 및 Z" 중 하나가 H 및 다른 하나가 페닐설포닐기 -SO 2 Ph기를 나타내는 화학식(Ⅶ)의 헥사프레닐 할리드와 알킬화 반응에서 반응된다. 상기 화학식(Ⅶ)의 헥사프레닐 할리드는 알킬화 반응에서 중간체의 분리와 함께, 또는 분리 없이 두 개의 트리프레닐 단위를 커플링 시킴으로써 얻어진다.

Preparation process of quinone derivative and intermediate for the preparation thereof

Disclosed herein is a process for the preparation of a quinone derivative represented by the following formula: wherein R¹ and R² are identical with or different from each other and mean individually a lower alkyl or lower alkoxy group, or may form an aromatic ring together, R³ denotes a lower alkyl group, n stands for 0 or an integer of 1-9, and a linkage --- is a single or double bond, such as a vitamin K derivative or coenzyme Q derivative, in high yields without forming any geometric isomer, wherein a Retro Diels-Alder reaction is employed, as well as a 1,4,4 a ,8 a -tetrahydro-4 a α-alkenyl-1α,4α-methanonaphthalene-5,8-dione derivative which is useful as an intermediate for the preparation of the quinone derivative.

Isoprenyl derivatives and their use in the treatment and prevention of osteoporosis and cardiovascular calcification

A non-toxic biologically active compound is provided having the following general formula (I), wherein n is an integer from 1 to 14, preferably from 2 to 4, and R is an organic moiety, preferably a group different from but structurally substantially similar to 2-methyl naphthoquinone, or a group P-C(R1)-P, where each P stands for a -PO(OH)2 group and R1 is a (poly)isoprenyl group, hydroxy, halogen (preferably chloro or bromo), or hydrogen, or a pharmaceutically acceptable derivative thereof. These compounds are useful for the treatment or prevention of certain disorders in a mammal, especially a human being, for example postmenopausal loss of bone in women, juvenile or senile osteoporosis in men and women, cardiovascular calcification and other ectopic calcifications.

Substituted benzoquinones and process for their production

Composition including Menaquinone-7 as an active ingredient for treatment or prevention of neurodegenerative diseases

본 발명은 메나퀴논-7 (Menaquinone-7), 이의 유도체, 또는 이의 용매화물, 또는 이의 약학적으로 허용가능한 염을 유효성분으로 포함하는 퇴행성 신경질환 예방, 치료, 또는 개선용 조성물 및 이의 용도로 사용되는 메나퀴논-7에 관한 것이다.

New ubiquinone analogs and methods of use

New ubiquinone and ubiquinol analogs are disclosed, as well as methods of making and using these compounds.

Photoredox radical benzylation process

The present invention relates to a method for the preparation of a compound having formula (I) wherein: • R1, R2, R3, and R4 are in particular H or halogen, • R5 is in particular (C1-C6)alkyl, • R6 is a group of formula -CH=CH2 or a group having formula (II), said method comprising a reacting step carried out under light irradiation in the presence of an iron catalyst, a heteroatomic base, and a HAT agent.

Manufacture of polyprenoid compound

(57)【要約】本公報は電子出願前の出願データであるた め要約のデータは記録されません。

Medicinal use of serrulatane diterpenes

The invention relates to serrulatane diterpenes of formula I and uses thereof. Compounds have been derived from the Myoporum insulare plant and are useful in therapeutic applications, particularly in treatment of cancers.

Process for the preparation of vitamin k2

A new process for making polyprenols is described as well as the use of these building blocks in the synthesis of Vitamin K2. The process involves reaction of a compound of formula (X) with a compound of formula (XI) in the presence of a base so as to form a compound of formula (XII) and conversion of that compound into a compound of formula (XIII).

一种全消旋植物醇组合物及其制备方法和应用

本发明提供一种高E式构型含量的全消旋植物醇组合物、其制备方法及其在制备维生素K 1 中的应用，所述组合物包含Z式和E式构型的全消旋植物醇，Z/(Z+E)≤15％；制备方法以异植物醇为原料，经卤代、酯化、脱酯基反应等步骤，得到高E式构型含量的全消旋植物醇组合物。

Naphtochinonderivate

１，４−ナフタレンジオ−ルおよび１，４−ヒドロキノン誘導体

(57)【要約】本公報は電子出願前の出願データであるため要約のデータは記録されません。

Stabilized alkyl nitrite compositions

This disclosure describes a composition comprising an alkyl nitrite, such as isoamyl nitrite, and an effective amount of at least one stabilizing compound, such as one or more of vitamins K1, K2, and K3.

圧縮二酸化炭素を用いて抽出されたキノン化合物を利用したキノンプロファイル法等

【課題】 環境中微生物を簡便かつ迅速に分析可能な方法、および装置を提供すること。【解決手段】 キノン化合物の抽出装置には、環境由来試料を投入可能な抽出容器９と、この抽出容器９に超臨界二酸化炭素を挿通させる送液ライン６と、送液ライン６に超臨界二酸化炭素を送るポンプ３，５と、抽出容器９内を所定の圧力に保持する背圧レギュレータ１１と、抽出容器９を所定の温度に保持するヒータ１０と、抽出されたキノン化合物を吸着する吸着用部材１２が備えられている。抽出工程を実施するには、抽出容器９の内部に環境由来試料を投入し、ヒータ１０を所定の温度に制御しつつ、ポンプ３，５を駆動させて、ライン６から二酸化炭素およびメタノールを所定の流量で挿通させる。【選択図】 図２

Terpene-quinones with antitumour activity

Terpene-quinone with antitumor activity defined from a cyclocondensation reaction of Diels-Alder, used to obtain families or series of said compounds having a new structure and presenting a cytotoxic activity to cellular cultures P-388, A-549, HT-29 and MEL-28, with levels of IC 50 lower than 1 microgram per unit of milliliter.

Perfeccionamientos introducidos en la p.i. 9401697 por terpeno-quinonas con actividad antitumoral.

PERFECCIONAMIENTOS INTRODUCIDOS EN LA P.I.9401697 TERPENO-QUINONAS CON ACTIVIDAD ANTITUMORAL, DEFINIDAS A PARTIR DE UNA REACCION DE CICLOCONDENSACION DE DIELS-ALDER, CONSIGUIENDOSE FAMILIAS O SERIES DE DICHOS COMPUESTOS DE NUEVA ESTRUCTURA QUE PRESENTAN ACTIVIDAD CITOTOXICA FRENTE A CULTIVOS CELULARES P-388, A 549, JT-29 Y MEL-28, ALCANZANDO NIVELES DE IC50 INFERIORES A 1 MICROGRAMO POR UNIDAD DE MILILITRO.

Terpeno-quinona con actividad antitumoral

Terpeno-quinonas con actividad antitumoral, definidas a partir de una reacción de ciclocondensación de Diels-Alder, consiguiéndose familias o series de dichos compuestos de nueva estructura que presentan actividad citotóxica frente a cultivos celulares P-388, A-549, HT-29 y MEL-28, alcanzando niveles de IC50 inferiores a 1 microgramo por unidad de mililitro.

Process for preparing 1,4-naphthoquinone compounds

Process for the manufacture of 2-alkyl-3-phytyl-1, 4-naphthoquinones

一种维生素k2的晶型及制备方法和应用

本发明提供维生素K2的晶型及制备方法和应用，其X射线粉末衍射图在2θ值为6.2±0.2°、12.4±0.2°、13.9±0.2°、14.4±0.2°、15.5±0.2°、15.6±0.2°、17.0±0.2°、18.7±0.2°、18.8±0.2°、19.1±0.2°、19.5±0.2°、20.8±0.2°、22.0±0.2°、22.4±0.2°、23.2±0.2°、23.4±0.2°、25.4±0.2°、27.6±0.2°、30.1±0.2°、34.8±0.2°、37.8±0.2°处的至少一种或几种具有特征峰，制作新晶型。本发明使用240‑250nm的灯光进行引发，导致反应无需水洗，可以直接浓缩除去过量的六甲基二硅烷和溶剂甲苯。本申请使用较为便宜的香叶基芳樟醇代替昂贵的香叶基香叶溴，降低原料成本，简化生产步骤，直接得到维生素K2，提高生产安全性。本申请制作了多种晶型，部分晶型在长期放置过程中质量稳定性好，能够用于药物制备、药物贮存。

uso de misturas de isômeros e/z para obter produtos quantitativamente específicos por hidrogenações assimétricas combinadas

resumo uso de misturas de isômeros e/z para obter produtos quantitativamente específicos por hidrogenações assimétricas combinadas a presente invenção está relacionada a um processo de fabricação de um composto que possui centros estereogênicos a partir de uma mistura de isômeros e/z de compostos insaturados que possuem ligações duplas pró-quirais. o produto da hidrogenação tem uma configuração específica desejada nos centros estereogênicos. o processo envolve duas etapas de hidrogenação assimétrica. o processo é muito vantajoso pois ele forma o produto quiral desejado a partir de uma mistura de estereoisômeros do produto de partida em uma via eficiente.

抗腫瘍作用を有するテルペン−キノン

(57)【要約】 ディールス−アルダー縮合環化反応から生成され、それにより１ミクログラム／ミリリットルより低いレベルでＩＣ 50 に達し、Ｐ−３８８、Ａ−５４９、ＨＴ−２９及びＭＥＬ−２８培養細胞に対して細胞毒性を持つ新規な構造の科又は一連の抗腫瘍性テルペン−キノン。

抗腫瘍作用を有するテルペン−キノン

使用e/z异构体的混合物通过组合的不对称氢化定量获得特定产物

本发明涉及一种由具有前手性双键的不饱和化合物的E/Z异构体混合物制备具有立体异构中心的化合物的方法。氢化产物在所述立体异构中心处具有特定的期望构型。所述方法包括两个不对称氢化步骤。所述方法是非常有利的，因为其以有效的方式由起始产物的立体异构体混合物形成期望的手性产物。

一种四烯甲萘醌晶型i及其制备方法

本发明涉及一种四烯甲萘醌晶型I及其制备方法，该晶型I的X‑射线粉末衍射图在2θ值为6.29±0.2°；11.63土0.2°；12.49±0.2°；13.94±0.2°；14.46土0.2°；14.78土0.2°；15.63±0.2°；17.05±0.2°；18.47±0.2°；18.81±0.2°；19.12±0.2 ° ；19.50±0.2°；20.08±0.2°；20.82±0.2°；22.11±0.2°；22.43±0.2°；23.21±0.2°；23.43±0.2°；24.37±0.2°；25.43土0.2°；26.34土0.2°；27.74土0.2°；28.07土0.2°；28.86土0.2°；30.09土0.2°；31.43±0.2°；32.03±0.2°；32.75±0.2°；34.07±0.2°；34.78±0.2°；36.86±0.2°；37.88土0.2°处具有衍射峰。本发明具有的优点是本发明的结晶条件具有同时获得高收率和高纯度的优点，其稳定性远高于无定型态，适合长期保存或制剂生产。

一种维生素k2的晶型及制备方法和应用

本发明提供维生素K2的晶型及制备方法和应用，其X射线粉末衍射图在2θ值为6.2±0.2°、12.4±0.2°、13.9±0.2°、14.4±0.2°、15.5±0.2°、15.6±0.2°、17.0±0.2°、18.7±0.2°、18.8±0.2°、19.1±0.2°、19.5±0.2°、20.8±0.2°、22.0±0.2°、22.4±0.2°、23.2±0.2°、23.4±0.2°、25.4±0.2°、27.6±0.2°、30.1±0.2°、34.8±0.2°、37.8±0.2°处的至少一种或几种具有特征峰，制作新晶型。本发明使用240‑250nm的灯光进行引发，导致反应无需水洗，可以直接浓缩除去过量的六甲基二硅烷和溶剂甲苯。本申请使用较为便宜的香叶基芳樟醇代替昂贵的香叶基香叶溴，降低原料成本，简化生产步骤，直接得到维生素K2，提高生产安全性。本申请制作了多种晶型，部分晶型在长期放置过程中质量稳定性好，能够用于药物制备、药物贮存。

Medicinal use of serrulatane diterpenes

세룰라탄 디테르펜의 약제 용도

본 발명은 테르펜 및 이의 용도에 관한 것이다.

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Photoredox radical benzylation process

The present invention relates to a method for the preparation of a compound having the formula (I):wherein:R1, R2, R3, and R4 are in particular H or halogen,R5 is in particular (C1-C6)alkyl,R6 is a group of formula —CH═CH2 or a group having the below formula (II):said method comprising a reacting step carried out under light irradiation in the presence of an iron catalyst, a heteroatomic base, and a HAT agent.

Deuterated epi-743

This invention relates to novel α-tocotrienol quinones of Formula I: (I), and pharmaceutically acceptable salts thereof. This invention also provides compositions comprising a compound of this invention and the use of such compositions in methods of treating diseases and conditions that are beneficially treated by administering Vitamin E.

一种四烯甲萘醌晶型i及其制备方法

本发明涉及一种四烯甲萘醌晶型I及其制备方法，该晶型I的X‑射线粉末衍射图在2θ值为6.29±0.2°；11.63土0.2°；12.49±0.2°；13.94±0.2°；14.46土0.2°；14.78土0.2°；15.63±0.2°；17.05±0.2°；18.47±0.2°；18.81±0.2°；19.12±0.2 ° ；19.50±0.2°；20.08±0.2°；20.82±0.2°；22.11±0.2°；22.43±0.2°；23.21±0.2°；23.43±0.2°；24.37±0.2°；25.43土0.2°；26.34土0.2°；27.74土0.2°；28.07土0.2°；28.86土0.2°；30.09土0.2°；31.43±0.2°；32.03±0.2°；32.75±0.2°；34.07±0.2°；34.78±0.2°；36.86±0.2°；37.88土0.2°处具有衍射峰。本发明具有的优点是本发明的结晶条件具有同时获得高收率和高纯度的优点，其稳定性远高于无定型态，适合长期保存或制剂生产。

Photoredox radical benzylation process

The present invention relates to a method for the preparation of a compound having formula (I) wherein: • R 1 , R 2 , R 3 , and R 4 are in particular H or halogen, • R 5 is in particular (C 1 -C 6 )alkyl, • R 6 is a group of formula -CH=CH 2 or a group having formula (II), said method comprising a reacting step carried out under light irradiation in the presence of an iron catalyst, a heteroatomic base, and a HAT agent.

一种新型有机醇盐团聚物及其制备方法和应用

本发明公开了一种新型有机醇盐团聚物及其制备方法和应用。本发明的团聚物具有如下分子式：(ZOR) 12 Y m Q n 。本发明的新型有机醇盐团聚物具有良好的催化活性，应用前景良好。

一种醌类化合物的制备方法

本发明公开了一种醌类化合物的制备方法。本发明提供了一种醌类化合物的制备方法，其包括下述步骤：在碱的存在下，将如式II所示的化合物和如式III所示的化合物进行缩合反应，得到如式I所示的醌类化合物即可；所述的碱的碱性强于苯酚钠。该方法操作简单，适于工业化生产。

一种维生素k2的晶型及制备方法和应用

本发明提供维生素K2的晶型及制备方法和应用，其X射线粉末衍射图在2θ值为6.2±0.2°、12.4±0.2°、13.9±0.2°、14.4±0.2°、15.5±0.2°、15.6±0.2°、17.0±0.2°、18.7±0.2°、18.8±0.2°、19.1±0.2°、19.5±0.2°、20.8±0.2°、22.0±0.2°、22.4±0.2°、23.2±0.2°、23.4±0.2°、25.4±0.2°、27.6±0.2°、30.1±0.2°、34.8±0.2°、37.8±0.2°处的至少一种或几种具有特征峰，制作新晶型。本发明使用240‑250nm的灯光进行引发，导致反应无需水洗，可以直接浓缩除去过量的六甲基二硅烷和溶剂甲苯。本申请使用较为便宜的香叶基芳樟醇代替昂贵的香叶基香叶溴，降低原料成本，简化生产步骤，直接得到维生素K2，提高生产安全性。本申请制作了多种晶型，部分晶型在长期放置过程中质量稳定性好，能够用于药物制备、药物贮存。

维生素k2合成

本发明涉及生产甲基萘醌4(其也称为维生素K2)的新方法。

一种醌类化合物的制备方法

本发明公开了一种醌类化合物的制备方法。本发明提供了一种醌类化合物的制备方法，其包括下述步骤：在碱的存在下，将如式II所示的化合物和如式III所示的化合物进行缩合反应，得到如式I所示的醌类化合物即可；所述的碱的碱性强于苯酚钠。该方法操作简单，适于工业化生产。

一种全消旋植物醇组合物及其制备方法和应用

本发明提供一种高E式构型含量的全消旋植物醇组合物、其制备方法及其在制备维生素K 1 中的应用，所述组合物包含Z式和E式构型的全消旋植物醇，Z/(Z+E)≤15％；制备方法以异植物醇为原料，经卤代、酯化、脱酯基反应等步骤，得到高E式构型含量的全消旋植物醇组合物。

细齿烷二萜类的药物用途

本发明涉及萜及其用途。

Using mixtures of E/Z isomers to obtain quantitatively specific products by combined asymmetric hydrogenations

The present invention relates to a process of manufacturing compound having stereogenic centers from a mixture of E/Z isomers of unsaturated compounds having prochiral double bonds. The hydrogenation product has a specific desired configuration at the stereogenic centers. The process involves two asymmetric hydrogenation steps. The process is very advantageous in that it forms the desired chiral product from a mixture of stereoisomers of the starting product in an efficient way.