NO20021999L - Spaltning av intermediater i syntesen av hovedsakelig rent bicalutamid - Google Patents

Spaltning av intermediater i syntesen av hovedsakelig rent bicalutamid

Info

Publication number
NO20021999L
NO20021999L NO20021999A NO20021999A NO20021999L NO 20021999 L NO20021999 L NO 20021999L NO 20021999 A NO20021999 A NO 20021999A NO 20021999 A NO20021999 A NO 20021999A NO 20021999 L NO20021999 L NO 20021999L
Authority
NO
Norway
Prior art keywords
alkyl
carbon atoms
perfluoroalkylsulfinyl
substantially pure
bicalutamide
Prior art date
Application number
NO20021999A
Other languages
English (en)
Other versions
NO20021999D0 (no
Inventor
Nnochiri N Ekwuribe
Kenneth D James
Original Assignee
Nobex Corp
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nobex Corp filed Critical Nobex Corp
Publication of NO20021999D0 publication Critical patent/NO20021999D0/no
Publication of NO20021999L publication Critical patent/NO20021999L/no

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/06—Separation; Purification; Stabilisation; Use of additives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C315/00—Preparation of sulfones; Preparation of sulfoxides
    • C07C315/04—Preparation of sulfones; Preparation of sulfoxides by reactions not involving the formation of sulfone or sulfoxide groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/26—Separation; Purification; Stabilisation; Use of additives
    • C07C319/28—Separation; Purification
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
    • C07B2200/00—Indexing scheme relating to specific properties of organic compounds
    • C07B2200/07—Optical isomers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Abstract

En metode for tilberedning av en i alt vesentlig ren enantiomer av et acylanilid slik som Casodex® (bicalutamid) og/eller dens derivater som inkluderer å la en intermediær forbindelse med strukturen i henhold til formel (I) hvor R1 er alkyl eller haloalkyl med opp til 4 karbonatomer; R2 er alkyl med opp til 6 karbonatomer; R3 er en direkte kopling med opp til 6 karbonatomer; R4 er alkyl, alkenyl, hydroksyalkyl eller sykloalkyl hver med opp til 6 karboner; eller R4 er fenyl som bærer en, to eller tre substituenter uavhengig valgt fra hydrogen, halogen, nitro, karboksy, karbamoyl og cyano, og alkyl, alkoksy, alkanoyl, alkyltio, alkylsulfinyl, alkylsulfonyl, perfluoralkyl, perfluoralkyltio, perfluoralkylsulfinyl, perfluoralkylsulfonyl, perfluoralkyl, perfluoralkyltio, perfluoralkylsulfinyl, perfluoralkylsulfonyl, alkoksy- karbonyl og N-alkylkarbamoyl hver med opp til 4 karbonato- mer, og fenyl, fenyltio, fenylsulfinyl og fenylsulfonyl; eller R4 er naftyl; eller R4 er en 5- eller 6-leddet mettet eller umettet heterosyklisk forbindelse som inneholder en, to eller tre heteroatomer valgt fra oksygen, nitrogen og svovel, hvilken heterosyklisk forbindelse kan være en enkelt ring eller være koplet til en benzoring, og hvilken heterosyklisk forbindelse er ikke-substituert eller bærer en eller to halogen, cyano eller amino, eller alkyl, alkoksy, alkyltio, alkylsulfinyl eller alkylsulfonyl hver med opp til 4 karbonatomer, eller oksy eller hydroksy substituenter, eller hvilke som hvis tilstrekkelig mettet, kan bære en eller to okso substituenter; og X1 er oksygen, svovel, sulfinyl (-SO-), sulfonyl (-SO2-), imino (-NH-), eller alkylimino (-NR5-) hvor R5 er alkyl med opp til 6 karbonatomer. Den oppløste intermediate forbindelse av formel (I) er deretter behandlet under betingelser tilstrekkelige til å gi en i alt vesentlig ren enantiomer av et acylanilid slik som Casodex® (bicalutamid) og/eller dets derivater.
NO20021999A 1999-10-27 2002-04-26 Spaltning av intermediater i syntesen av hovedsakelig rent bicalutamid NO20021999L (no)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US16188499P 1999-10-27 1999-10-27
PCT/US2000/041609 WO2001034563A1 (en) 1999-10-27 2000-10-25 Resolution of intermediates in the synthesis of substantially pure bicalutamide

Publications (2)

Publication Number Publication Date
NO20021999D0 NO20021999D0 (no) 2002-04-26
NO20021999L true NO20021999L (no) 2002-06-20

Family

ID=22583193

Family Applications (1)

Application Number Title Priority Date Filing Date
NO20021999A NO20021999L (no) 1999-10-27 2002-04-26 Spaltning av intermediater i syntesen av hovedsakelig rent bicalutamid

Country Status (19)

Country Link
US (1) US6593492B1 (no)
EP (1) EP1224167A1 (no)
JP (1) JP4778178B2 (no)
KR (1) KR20020067509A (no)
CN (1) CN1413188A (no)
AU (1) AU2619501A (no)
BR (1) BR0015124A (no)
CA (1) CA2389100A1 (no)
CZ (1) CZ20021434A3 (no)
HK (1) HK1048299A1 (no)
HU (1) HUP0203186A2 (no)
IL (2) IL149256A0 (no)
MX (1) MXPA02004225A (no)
NO (1) NO20021999L (no)
NZ (1) NZ518552A (no)
PL (1) PL360059A1 (no)
TW (1) TWI271397B (no)
WO (1) WO2001034563A1 (no)
ZA (1) ZA200203228B (no)

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US7622503B2 (en) 2000-08-24 2009-11-24 University Of Tennessee Research Foundation Selective androgen receptor modulators and methods of use thereof
US6998500B2 (en) 2000-08-24 2006-02-14 University Of Tennessee Research Foundation Selective androgen receptor modulators and methods of use thereof
US6838484B2 (en) 2000-08-24 2005-01-04 University Of Tennessee Research Foundation Formulations comprising selective androgen receptor modulators
US7026500B2 (en) 2000-08-24 2006-04-11 University Of Tennessee Research Foundation Halogenated selective androgen receptor modulators and methods of use thereof
US8445534B2 (en) 2000-08-24 2013-05-21 University Of Tennessee Research Foundation Treating androgen decline in aging male (ADAM)-associated conditions with SARMs
US8008348B2 (en) 2001-12-06 2011-08-30 University Of Tennessee Research Foundation Treating muscle wasting with selective androgen receptor modulators
AU2002312431A1 (en) * 2001-06-13 2002-12-23 Biogal Gyogyszergyar Rt. Novel process for preparing rac-bicalutamide and its intermediates
US8853266B2 (en) 2001-12-06 2014-10-07 University Of Tennessee Research Foundation Selective androgen receptor modulators for treating diabetes
MXPA04005519A (es) 2001-12-06 2005-06-20 Gtx Inc Tratamiento del desgaste muscular con moduladores receptores de androgeno selectivos.
AU2002354475B2 (en) * 2001-12-13 2008-08-14 Sumitomo Chemical Company, Limited Crystals of bicalutamide and process for their production
RS69704A (en) 2002-02-07 2006-12-15 Gtx Inc. Treating bening prostate hyperplasia with sarms
US7705182B2 (en) 2002-02-28 2010-04-27 University Of Tennessee Research Foundation Multi-substituted selective androgen receptor modulators and methods of use thereof
WO2003074450A2 (en) 2002-02-28 2003-09-12 The University Of Tennessee Research Corporation Radiolabeled selective androgen receptor modulators and their use in prostate cancer imaging and therapy
US7772433B2 (en) 2002-02-28 2010-08-10 University Of Tennessee Research Foundation SARMS and method of use thereof
US7803970B2 (en) 2002-02-28 2010-09-28 University Of Tennessee Research Foundation Multi-substitued selective androgen receptor modulators and methods of use thereof
TW200407280A (en) 2002-06-17 2004-05-16 Univ Tennessee Res Foundation N-bridged selective androgen receptor modulators and methods of use thereof
US7741371B2 (en) 2002-06-17 2010-06-22 University Of Tennessee Research Foundation Selective androgen receptor modulators and methods of use thereof
US6818766B2 (en) 2002-10-02 2004-11-16 Synthon Bv Process for making bicalutamide and intermediates thereof
US8309603B2 (en) 2004-06-07 2012-11-13 University Of Tennessee Research Foundation SARMs and method of use thereof
US9889110B2 (en) 2004-06-07 2018-02-13 University Of Tennessee Research Foundation Selective androgen receptor modulator for treating hormone-related conditions
US9884038B2 (en) 2004-06-07 2018-02-06 University Of Tennessee Research Foundation Selective androgen receptor modulator and methods of use thereof
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US20080177109A1 (en) * 2005-03-29 2008-07-24 Usv Limited Novel Process for Preparation of Bicalutamide
WO2008013791A2 (en) * 2006-07-24 2008-01-31 University Of Delaware Pan-antagonists for the androgen receptor and androgen receptor mutants associated with anti-androgen withdrawal
US10010521B2 (en) 2006-08-24 2018-07-03 University Of Tennessee Research Foundation SARMs and method of use thereof
US9844528B2 (en) 2006-08-24 2017-12-19 University Of Tennessee Research Foundation SARMs and method of use thereof
US9730908B2 (en) 2006-08-24 2017-08-15 University Of Tennessee Research Foundation SARMs and method of use thereof
DK2054049T3 (en) 2006-08-24 2016-08-01 Univ Tennessee Res Found SUBSTITUTED ACYLANILIDES AND PROCEDURES FOR USING THEREOF
US7968603B2 (en) 2007-09-11 2011-06-28 University Of Tennessee Research Foundation Solid forms of selective androgen receptor modulators
WO2011008543A2 (en) * 2009-06-29 2011-01-20 University Of Delaware Pan-antagonists for the androgen receptor and androgen receptor mutants associated with anti-androgen withdrawal
WO2012042532A1 (en) 2010-09-29 2012-04-05 Shilpa Medicare Limited Process for preparing bicalutamide
CN103539710A (zh) * 2012-07-02 2014-01-29 国药一心制药有限公司 一种（r）-比卡鲁胺的合成方法
US10258596B2 (en) 2012-07-13 2019-04-16 Gtx, Inc. Method of treating HER2-positive breast cancers with selective androgen receptor modulators (SARMS)
US10987334B2 (en) 2012-07-13 2021-04-27 University Of Tennessee Research Foundation Method of treating ER mutant expressing breast cancers with selective androgen receptor modulators (SARMs)
US9622992B2 (en) 2012-07-13 2017-04-18 Gtx, Inc. Method of treating androgen receptor (AR)-positive breast cancers with selective androgen receptor modulator (SARMs)
US10314807B2 (en) 2012-07-13 2019-06-11 Gtx, Inc. Method of treating HER2-positive breast cancers with selective androgen receptor modulators (SARMS)
US9969683B2 (en) 2012-07-13 2018-05-15 Gtx, Inc. Method of treating estrogen receptor (ER)-positive breast cancers with selective androgen receptor modulator (SARMS)
KR102238970B1 (ko) 2012-07-13 2021-04-09 지티엑스, 인코포레이티드 선택적 안드로겐 수용체 조절자(sarms)를 이용한 안드로겐 수용체(ar) 양성 유방암의 치료 방법
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CN104897818A (zh) * 2015-06-19 2015-09-09 重庆医药高等专科学校 一种同时测定比卡鲁胺中6种有关物质的uplc方法
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Also Published As

Publication number Publication date
CA2389100A1 (en) 2001-05-17
MXPA02004225A (es) 2002-10-17
KR20020067509A (ko) 2002-08-22
US6593492B1 (en) 2003-07-15
EP1224167A1 (en) 2002-07-24
PL360059A1 (en) 2004-09-06
JP2003513955A (ja) 2003-04-15
IL149256A0 (en) 2002-11-10
HUP0203186A2 (hu) 2003-01-28
IL149256A (en) 2011-05-31
BR0015124A (pt) 2002-07-02
ZA200203228B (en) 2003-07-23
AU2619501A (en) 2001-06-06
CN1413188A (zh) 2003-04-23
NZ518552A (en) 2003-10-31
NO20021999D0 (no) 2002-04-26
HK1048299A1 (zh) 2003-03-28
WO2001034563A1 (en) 2001-05-17
CZ20021434A3 (cs) 2002-11-13
TWI271397B (en) 2007-01-21
JP4778178B2 (ja) 2011-09-21

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