JP3986313B2 - カルボチオ酸の新規な合成方法及び新規な精製方法を使用するフルチカゾン及び近縁の17β−カルボチオ酸エステルの製造方法 - Google Patents

カルボチオ酸の新規な合成方法及び新規な精製方法を使用するフルチカゾン及び近縁の17β−カルボチオ酸エステルの製造方法 Download PDF

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JP3986313B2
JP3986313B2 JP2001561731A JP2001561731A JP3986313B2 JP 3986313 B2 JP3986313 B2 JP 3986313B2 JP 2001561731 A JP2001561731 A JP 2001561731A JP 2001561731 A JP2001561731 A JP 2001561731A JP 3986313 B2 JP3986313 B2 JP 3986313B2
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compound
reacting
product
alkyl
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JP2003529564A (ja
JP2003529564A5 (https=
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バーカロウ,ジユフアン
チエンバレン,ステイーブン・エイ
クーパー,アーサー・ジエイ
ホセイン,アザド
フフナゲル,ジヨン・ジエイ
ラングリツジ,デントン・シー
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Abbott Laboratories
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C327/00Thiocarboxylic acids
    • C07C327/02Monothiocarboxylic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07JSTEROIDS
    • C07J31/00Normal steroids containing one or more sulfur atoms not belonging to a hetero ring
    • C07J31/003Normal steroids containing one or more sulfur atoms not belonging to a hetero ring the S atom directly linked to a ring carbon atom of the cyclopenta(a)hydrophenanthrene skeleton

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Steroid Compounds (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
JP2001561731A 2000-02-25 2001-02-23 カルボチオ酸の新規な合成方法及び新規な精製方法を使用するフルチカゾン及び近縁の17β−カルボチオ酸エステルの製造方法 Expired - Fee Related JP3986313B2 (ja)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US09/513,399 US20020133032A1 (en) 2000-02-25 2000-02-25 Method for the preparation of fluticasone and related 17beta-carbothioic esters using a novel carbothioic acid synthesis and novel purification methods
US09/513,399 2000-02-25
PCT/US2001/006055 WO2001062722A2 (en) 2000-02-25 2001-02-23 Method for the preparation of fluticasone and related 17beta-carbothioic esters using a novel carbothioic acid synthesis and novel purification methods

Publications (3)

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JP2003529564A JP2003529564A (ja) 2003-10-07
JP2003529564A5 JP2003529564A5 (https=) 2007-04-05
JP3986313B2 true JP3986313B2 (ja) 2007-10-03

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JP2001561731A Expired - Fee Related JP3986313B2 (ja) 2000-02-25 2001-02-23 カルボチオ酸の新規な合成方法及び新規な精製方法を使用するフルチカゾン及び近縁の17β−カルボチオ酸エステルの製造方法

Country Status (11)

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US (2) US20020133032A1 (https=)
EP (1) EP1257531B1 (https=)
JP (1) JP3986313B2 (https=)
AT (1) ATE276235T1 (https=)
CA (1) CA2400919C (https=)
DE (1) DE60105555T2 (https=)
DK (1) DK1257531T3 (https=)
ES (1) ES2228832T3 (https=)
MX (1) MXPA02008275A (https=)
PT (1) PT1257531E (https=)
WO (1) WO2001062722A2 (https=)

Families Citing this family (35)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB0017988D0 (en) * 2000-07-21 2000-09-13 Glaxo Group Ltd Novel process
GB0019172D0 (en) 2000-08-05 2000-09-27 Glaxo Group Ltd Novel compounds
US6858593B2 (en) 2000-08-05 2005-02-22 Smithkline Beecham Corporation Anti-inflammatory androstane derivative compositions
US6858596B2 (en) 2000-08-05 2005-02-22 Smithkline Beecham Corporation Formulation containing anti-inflammatory androstane derivative
US6777399B2 (en) 2000-08-05 2004-08-17 Smithkline Beecham Corporation Anti-inflammatory androstane derivative compositions
WO2002012266A1 (en) 2000-08-05 2002-02-14 Glaxo Group Limited 17.beta.-carbothioate 17.alpha.-arylcarbonyloxyloxy androstane derivative as anti-inflammatory agents
US6787532B2 (en) 2000-08-05 2004-09-07 Smithkline Beecham Corporation Formulation containing anti-inflammatory androstane derivatives
US6777400B2 (en) 2000-08-05 2004-08-17 Smithkline Beecham Corporation Anti-inflammatory androstane derivative compositions
US6750210B2 (en) 2000-08-05 2004-06-15 Smithkline Beecham Corporation Formulation containing novel anti-inflammatory androstane derivative
US6759398B2 (en) 2000-08-05 2004-07-06 Smithkline Beecham Corporation Anti-inflammatory androstane derivative
UA77656C2 (en) 2001-04-07 2007-01-15 Glaxo Group Ltd S-fluoromethyl ester of 6-alpha, 9-alpha-difluoro-17-alpha-[(2-furanylcarbonyl)oxy]-11-beta-hydroxy-16- alpha-methyl-3-oxoandrosta-1,4-dien-17-beta-carbothioacid as anti-inflammatory agent
PT1383786E (pt) 2001-04-30 2008-12-30 Glaxo Group Ltd Derivados anti-inflamatórios de éster 17.beta-carbotioato de androstano com um grupo éster ciclíco na posição 17.alfa
AU2002321884A1 (en) * 2001-08-03 2003-02-24 Smithkline Beecham Corporation A method for preparing fluticasone derivatives
GB2389530B (en) 2002-06-14 2007-01-10 Cipla Ltd Pharmaceutical compositions
EP1534733A2 (en) 2002-06-20 2005-06-01 Sun Pharmaceuticals Industries Ltd. Convenient synthesis of s-fluoromethyl 6alpha, 9alpha-difluoro-11beta-hydroxy-16alpha- methyl-17alpha-propionyloxy-3-oxoandrosta-1, 4-diene-17beta-carbothioate
IL153462A0 (en) * 2002-12-16 2003-07-06 Chemagis Ltd Thiocarboxylic acid organic salts and processes utilizing the same
EP1466920A1 (en) * 2003-04-04 2004-10-13 Alpharma APS Process for the preparation of steroidal 17 beta-carbothioates
WO2004087731A1 (en) * 2003-04-04 2004-10-14 Alpharma Aps Process for the preparation of steroidal carbothioic acid derivatives and intermediates
EP1526139A1 (en) * 2003-10-24 2005-04-27 S.N.I.F.F. Italia S.P.A. A process for preparing highly pure androstane 17-beta-carboxylic acids and androstane 17-beta-carbothioic acid fluoromethyl esters
PT103202B (pt) * 2004-10-19 2011-01-27 Hovione Farmaciencia S A Processo para a esterificação de um ácido carbotiótico
CN100560598C (zh) 2005-07-26 2009-11-18 上海奥锐特国际贸易有限公司 氟替卡松丙酸酯的合成方法
EP2402360B1 (en) * 2006-06-14 2020-04-01 Generics [UK] Limited Process for the preparation of S-fluoromethyl-6,9-difluoro-11-hydroxy-16-methyl-17-propionyloxy-3-oxo-androsta-1,4-diene-17-carbothioate and intermediates
US7265247B1 (en) 2006-07-28 2007-09-04 Im&T Research, Inc. Substituted phenylsulfur trifluoride and other like fluorinating agents
US8399720B2 (en) * 2007-03-23 2013-03-19 Ube Industries, Ltd. Methods for producing fluorinated phenylsulfur pentafluorides
CA2912220C (en) * 2007-03-23 2017-10-03 Ube Industries, Ltd. Process for producing arylsulfur pentafluorides
US8030516B2 (en) * 2007-10-19 2011-10-04 Ube Industries, Ltd. Methods for producing perfluoroalkanedi(sulfonyl chloride)
WO2009076345A1 (en) * 2007-12-11 2009-06-18 Im & T Research, Inc. Methods and compositions for producing difluoromethylene-and trifluoromethyl-containing compounds
TW201006787A (en) * 2008-03-07 2010-02-16 Im & T Res Inc Fluorination processes with arylsulfur halotetrafluorides
CN102186812A (zh) * 2008-08-18 2011-09-14 宇部兴产株式会社 制备氟烷基芳基亚磺酰基化合物及其氟化的化合物的方法
KR101676054B1 (ko) * 2008-09-22 2016-11-14 우베 고산 가부시키가이샤 폴리(펜타플루오로설파닐)방향족 화합물을 제조하기 위한 공정
US20100174096A1 (en) * 2009-01-05 2010-07-08 Im&T Research, Inc. Methods for Production of Optically Active Fluoropyrrolidine Derivatives
WO2010081014A1 (en) 2009-01-09 2010-07-15 Im&T Research, Inc. Novel 4-fluoropyrrolidine-2-carbonyl fluoride compounds and their preparative methods
JP2013536835A (ja) 2010-09-01 2013-09-26 カディラ・ヘルスケア・リミテッド プロピオン酸/フロ酸フルチカゾンを調製するための方法
CN102558273B (zh) * 2010-12-14 2014-07-02 浙江省天台县奥锐特药业有限公司 氟替卡松糠酸酯的制备方法
US9303060B1 (en) * 2014-10-03 2016-04-05 Amphaster Pharmaceuticals, Inc. Methods of preparing intermediate of fluticasone propionate

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4263289A (en) * 1978-04-05 1981-04-21 Syntex (U.S.A.) Inc. Thio etianic acid derivatives
US4188385A (en) * 1978-04-05 1980-02-12 Syntex (U.S.A.) Inc. Thioetianic acid derivatives
US4198403A (en) * 1978-04-05 1980-04-15 Syntex (U.S.A.) Inc. 17 Beta-thiocarboxylic acid esters of 4-halo-3-oxoandrost-4-enes
CY1291A (en) 1980-02-15 1985-10-18 Glaxo Group Ltd Androstane 17 beta carbothioates
GB2137206B (en) 1980-02-15 1985-04-03 Glaxo Group Ltd Androstane 17-carbothioc acid derivatives
JPS56138200A (en) * 1980-02-15 1981-10-28 Glaxo Group Ltd Androstane carbothioate compound
US4578221A (en) * 1980-04-23 1986-03-25 Glaxo Group Limited Androstane carbothioic acids
IL109656A (en) 1994-05-15 1998-02-22 Chemagis Ltd Process for the manufacture of androstane - 17 - carbothioates and androstane - 17 - carbothioates prepared thereby
GB9622173D0 (en) * 1996-10-24 1996-12-18 Glaxo Group Ltd Particulate Products
US6858593B2 (en) * 2000-08-05 2005-02-22 Smithkline Beecham Corporation Anti-inflammatory androstane derivative compositions
IL150654A (en) * 2002-07-09 2006-12-10 Ori Lerman Method for acid isolation 6α, 9α - difluoro - ß, 17α11 - dihydroxy - 16α - methylfargana - 3 - oxo - 1, 4 - diene - 17ß - carboxylate

Also Published As

Publication number Publication date
EP1257531A2 (en) 2002-11-20
MXPA02008275A (es) 2003-01-28
DE60105555T2 (de) 2005-09-29
DK1257531T3 (da) 2005-01-17
WO2001062722A2 (en) 2001-08-30
JP2003529564A (ja) 2003-10-07
DE60105555D1 (de) 2004-10-21
WO2001062722A3 (en) 2002-05-16
ES2228832T3 (es) 2005-04-16
US7214807B2 (en) 2007-05-08
US20040209854A1 (en) 2004-10-21
EP1257531B1 (en) 2004-09-15
PT1257531E (pt) 2005-01-31
CA2400919A1 (en) 2001-08-30
US20020133032A1 (en) 2002-09-19
ATE276235T1 (de) 2004-10-15
CA2400919C (en) 2009-01-20

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