CN103261155B - 通过二硫化物的氢化制备芳香族硫醇衍生物的方法 - Google Patents

通过二硫化物的氢化制备芳香族硫醇衍生物的方法 Download PDF

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Publication number
CN103261155B
CN103261155B CN201180060242.4A CN201180060242A CN103261155B CN 103261155 B CN103261155 B CN 103261155B CN 201180060242 A CN201180060242 A CN 201180060242A CN 103261155 B CN103261155 B CN 103261155B
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formula
solvent
compound
alkyl
transition metal
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CN103261155A (zh
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汉斯-于尔根·迈尔
莱因哈德·伦兹
米凯兰杰诺·斯卡洛内
王少宁
安德烈亚斯·佐格
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F Hoffmann La Roche AG
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/06—Antihyperlipidemics
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/16—Amides, e.g. hydroxamic acids
    • A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
    • A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/02—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols
    • C07C319/06—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of thiols from sulfides, hydropolysulfides or polysulfides
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
    • C07C323/23—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton
    • C07C323/39—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and nitrogen atoms, not being part of nitro or nitroso groups, bound to the same carbon skeleton at least one of the nitrogen atoms being part of any of the groups, X being a hetero atom, Y being any atom
    • C07C323/40—Y being a hydrogen or a carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C07C327/20—Esters of monothiocarboxylic acids
    • C07C327/30—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by nitrogen atoms, not being part of nitro or nitroso groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00—Thiocarboxylic acids
    • C07C327/20—Esters of monothiocarboxylic acids
    • C07C327/32—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups
    • C07C327/34—Esters of monothiocarboxylic acids having sulfur atoms of esterified thiocarboxyl groups bound to carbon atoms of hydrocarbon radicals substituted by carboxyl groups with amino groups bound to the same hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/64—Benzothiazoles with only hydrocarbon or substituted hydrocarbon radicals attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Epidemiology (AREA)
  • Pain & Pain Management (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Vascular Medicine (AREA)
  • Urology & Nephrology (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
CN201180060242.4A 2010-12-16 2011-12-12 通过二硫化物的氢化制备芳香族硫醇衍生物的方法 Active CN103261155B (zh)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP10195294 2010-12-16
EP10195294.3 2010-12-16
PCT/EP2011/072470 WO2012080178A1 (en) 2010-12-16 2011-12-12 Process for the preparation of aromatic thiol derivatives by hydrogenation of disulfides

Publications (2)

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CN103261155A CN103261155A (zh) 2013-08-21
CN103261155B true CN103261155B (zh) 2016-08-10

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Country Link
US (2) US8664403B2 (cg-RX-API-DMAC7.html)
EP (1) EP2651882B1 (cg-RX-API-DMAC7.html)
JP (1) JP6054875B2 (cg-RX-API-DMAC7.html)
KR (1) KR101947840B1 (cg-RX-API-DMAC7.html)
CN (1) CN103261155B (cg-RX-API-DMAC7.html)
BR (1) BR112013014029B1 (cg-RX-API-DMAC7.html)
CA (1) CA2818628C (cg-RX-API-DMAC7.html)
ES (1) ES2705496T3 (cg-RX-API-DMAC7.html)
MX (1) MX2013006038A (cg-RX-API-DMAC7.html)
RU (1) RU2607636C2 (cg-RX-API-DMAC7.html)
TR (1) TR201818880T4 (cg-RX-API-DMAC7.html)
WO (1) WO2012080178A1 (cg-RX-API-DMAC7.html)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX370538B (es) 2013-03-27 2019-12-17 Hoffmann La Roche Marcadores genéticos para la predicción de respuesta a la terápia.
WO2016016157A1 (en) 2014-07-30 2016-02-04 F. Hoffmann-La Roche Ag Genetic markers for predicting responsiveness to therapy with hdl-raising or hdl mimicking agent

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2483447A (en) * 1946-01-17 1949-10-04 Du Pont Aminomercaptobenzenesulfon amides
CN1106382A (zh) * 1993-10-20 1995-08-09 埃勒夫阿基坦生产公司 用二甲基二硫化物合成甲基硫醇的方法
CN101298462A (zh) * 2007-05-03 2008-11-05 赢创德固赛有限责任公司 含硫的复分解催化剂

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Publication number Priority date Publication date Assignee Title
JPS60199871A (ja) * 1984-03-26 1985-10-09 Nippon Kayaku Co Ltd チオフエノ−ル類の製造法
JP2894445B2 (ja) 1997-02-12 1999-05-24 日本たばこ産業株式会社 Ｃｅｔｐ活性阻害剤として有効な化合物
DE19746512A1 (de) 1997-10-22 1999-04-29 Bayer Ag Verfahren zur Herstellung von Arylmercaptanen durch Hydrierung von Diaryldisulfiden
US7435849B2 (en) 2005-10-31 2008-10-14 Hoffmann-La Roche Inc. Process for the production of acid chlorides
EP1935867A1 (en) * 2006-12-20 2008-06-25 F. Hoffmann-La Roche Ag Process for preparing 1-(2-ethyl-butyl)-cyclohexanecarboxylic acid
ES2460900T3 (es) * 2008-04-04 2014-05-14 F. Hoffmann-La Roche Ag Nuevo procedimiento para la preparación de derivados de ácido ciclohexanocarboxílico mediante el correspondiente derivado ciclohexanocarboxamida
BRPI0909813B1 (pt) * 2008-04-04 2018-01-02 F. Hoffmann-La Roche Ag "processos para preparação de derivados de ácido ciclo-hexanocarboxílico, e intermediário"
KR101644222B1 (ko) * 2008-06-17 2016-07-29 에프. 호프만-라 로슈 아게 약학 활성 아미드의 제조에서 중간체로서의 1-(2-에틸-부틸)-사이클로헥산카복실산 에스터

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2483447A (en) * 1946-01-17 1949-10-04 Du Pont Aminomercaptobenzenesulfon amides
CN1106382A (zh) * 1993-10-20 1995-08-09 埃勒夫阿基坦生产公司 用二甲基二硫化物合成甲基硫醇的方法
CN101298462A (zh) * 2007-05-03 2008-11-05 赢创德固赛有限责任公司 含硫的复分解催化剂

Non-Patent Citations (2)

* Cited by examiner, † Cited by third party
Title
Bis(2-(Acylamino)phenyl) Disulfides, 2-(Acylamino)benzenethiols, and S-(2-(Acylamino)phenyl) Alkanethioates as Novel Inhibitors of Cholesteryl Ester Transfer Protei;Hisashi shinkai等;《Journal of Medicinal Chemistry》;20001231;第3569页Table4 *
Selective reduction of diphenyldisulfides catalysed by sulfides-influence of the nature of the catalyst;Calais,C.etal;《J.of Catalysis》;19931231;第144卷;摘要，第163页C典型的实验过程以及第165页Fig2 *

Also Published As

Publication number Publication date
BR112013014029A2 (pt) 2016-09-13
TR201818880T4 (tr) 2019-01-21
BR112013014029B1 (pt) 2021-07-20
WO2012080178A1 (en) 2012-06-21
CA2818628C (en) 2019-02-26
JP2014510019A (ja) 2014-04-24
US8664403B2 (en) 2014-03-04
JP6054875B2 (ja) 2016-12-27
US20140171502A1 (en) 2014-06-19
US9603816B2 (en) 2017-03-28
RU2013131443A (ru) 2015-01-27
EP2651882A1 (en) 2013-10-23
MX2013006038A (es) 2013-08-01
US20120157504A1 (en) 2012-06-21
KR101947840B1 (ko) 2019-02-13
CA2818628A1 (en) 2012-06-21
HK1187893A1 (zh) 2014-04-17
KR20130127993A (ko) 2013-11-25
RU2607636C2 (ru) 2017-01-10
CN103261155A (zh) 2013-08-21
ES2705496T3 (es) 2019-03-25
EP2651882B1 (en) 2018-11-14

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