BR0015124A - Método de preparação de um enanciÈmero substancialmente puro - Google Patents

Método de preparação de um enanciÈmero substancialmente puro

Info

Publication number
BR0015124A
BR0015124A BR0015124-6A BR0015124A BR0015124A BR 0015124 A BR0015124 A BR 0015124A BR 0015124 A BR0015124 A BR 0015124A BR 0015124 A BR0015124 A BR 0015124A
Authority
BR
Brazil
Prior art keywords
alkyl
carbon atoms
substantially pure
carbons
preparing
Prior art date
Application number
BR0015124-6A
Other languages
English (en)
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 BR0015124A publication Critical patent/BR0015124A/pt

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

Abstract

"MéTODO DE PREPARAçãO DE UM ENANCIÈMERO SUBSTANCIALMENTE PURO". Um método de preparação de um enanciómero substancialmente puro de uma acilamida, tal que Casodex (bicalutamida) e/ ou seus derivados, inclui decompor um composto intermediário tendo a estrutura da Fórmula (I): em que: R^ 1^ é alquila ou haloalquila tendo até 4 carbonos; R^ 2^ é alquila tendo até 6 carbonos; R^ 3^ é uma ligação direta de uma alquila tendo até 6 átomos de carbono; ou R^ 4^ é alquila, alquenila, hidroxialquila ou cicloalquila, cada qual com até 6 carbonos; ou R^ 4^ é fenila, que contém um, dois ou três substituintes independentemente selecionados a partir de hidrogênio, halogênio, nitro, carbóxi, carbamoila e ciano, e alquila, alcóxi, alcanoíla, alquiltio, alquilsulfinila, alquilsulfonila, perfluoroalquila, perfluoroalquiltio, perfluoroalquilsulfinila, perfluoroalquilsulfonila, alcoxicarbonila e N-alquilcarbamoíla, cada qual com até 4 átomos de carbono, e fenila, feniltio, fenilsulfinila, e fenilsulfonila; ou R^ 4^ é naftila; ou R^ 4^ é um heterocíclico, saturado ou insaturado, de 5 ou 6 membros, que contém um, dois ou três heteroátomos selecionados a partir de oxigênio, nitrogênio e enxofre, cujo heterocíclico pode ser um anel único ou pode ser fundido em um anel benzo, e cujo heterocíclico é substituído ou contém um ou dois de halogênio, ciano ou amino, ou alquila, alcóxi, alquiltio, alquilsulfinila ou alquilsulfonila, cada qual com até 4 átomos de carbono, ou substituintes oxi ou hidróxi, ou que, se suficientemente saturado, pode conter um ou dois substituintes oxo; e XI é oxigênio, enxofre, sulfinila (-SO-), sulfonila (-SO~ 2~), imino (-NH-) ou alquilimino (-NR^ 5^), em que R^ 5^ é alquila tendo até 6 átomos de carbono. O composto intermediário decomposto de Fórmula (I) é então tratado sob condições suficientes para prover um enanciómero substancialmente puro de uma acilanilida, tal que Casodex (bicalutamida) e/ ou seus derivados.
BR0015124-6A 1999-10-27 2000-10-25 Método de preparação de um enanciÈmero substancialmente puro BR0015124A (pt)

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 (1)

Publication Number Publication Date
BR0015124A true BR0015124A (pt) 2002-07-02

Family

ID=22583193

Family Applications (1)

Application Number Title Priority Date Filing Date
BR0015124-6A BR0015124A (pt) 1999-10-27 2000-10-25 Método de preparação de um enanciÈmero substancialmente puro

Country Status (19)

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

Families Citing this family (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6071957A (en) 1996-11-27 2000-06-06 The University Of Tennessee Research Corporation Irreversible non-steroidal antagonist compound and its use in the treatment of prostate cancer
US6995284B2 (en) 2000-08-24 2006-02-07 The University Of Tennessee Research Foundation Synthesis of selective androgen receptor modulators
US6998500B2 (en) 2000-08-24 2006-02-14 University Of Tennessee Research Foundation 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
US7622503B2 (en) 2000-08-24 2009-11-24 University Of Tennessee Research Foundation Selective androgen receptor modulators and methods of use thereof
US7026500B2 (en) 2000-08-24 2006-04-11 University Of Tennessee Research Foundation Halogenated selective androgen receptor modulators and methods of use thereof
US8008348B2 (en) 2001-12-06 2011-08-30 University Of Tennessee Research Foundation Treating muscle wasting with selective androgen receptor modulators
US6838484B2 (en) 2000-08-24 2005-01-04 University Of Tennessee Research Foundation Formulations comprising selective androgen receptor modulators
US6737550B2 (en) * 2001-06-13 2004-05-18 Biogal Gryogyszergyar Rt. Process for preparing rac-bicalutamide and its intermediates
IL162340A0 (en) 2001-12-06 2005-11-20 Gtx Inc Treating muscle wasting with selective androgen receptor modulators
US8853266B2 (en) 2001-12-06 2014-10-07 University Of Tennessee Research Foundation Selective androgen receptor modulators for treating diabetes
CN1602299A (zh) 2001-12-13 2005-03-30 住友化学工业株式会社 比卡鲁胺晶体及其制造方法
CN101732298B (zh) 2002-02-07 2012-09-19 田纳西大学研究基金会 用sarms治疗良性前列腺增生
US7803970B2 (en) 2002-02-28 2010-09-28 University Of Tennessee Research Foundation Multi-substitued selective androgen receptor modulators and methods of use thereof
KR101088352B1 (ko) 2002-02-28 2011-11-30 유니버시티 오브 테네시 리서치 파운데이션 다치환된 선택적 안드로겐 수용체 조절자 및 이를 사용하는 방법
US7772433B2 (en) 2002-02-28 2010-08-10 University Of Tennessee Research Foundation SARMS and method 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
US7741371B2 (en) 2002-06-17 2010-06-22 University Of Tennessee Research Foundation Selective androgen receptor modulators and methods of use thereof
EA009199B1 (ru) 2002-06-17 2007-12-28 Юниверсити Оф Теннесси Рисерч Фаундейшн N-мостиковые селективные модуляторы андрогенных рецепторов и способы их применения
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
US9884038B2 (en) 2004-06-07 2018-02-06 University Of Tennessee Research Foundation Selective androgen receptor modulator and methods 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
EP1669347A1 (en) * 2004-12-10 2006-06-14 Helm AG Process for the preparation of 3-¬(4-fluorophenyl) sulfonyl|-2-hydroxy-2-methyl propionic acid
US20060269596A1 (en) * 2005-01-12 2006-11-30 Gary Liversidge Controlled release compositions comprising an acylanilide
US20080177109A1 (en) * 2005-03-29 2008-07-24 Usv Limited Novel Process for Preparation of Bicalutamide
US7550505B2 (en) * 2006-07-24 2009-06-23 University Of Delaware Pan-antagonists for the androgen receptor and androgen receptor mutants associated with anti-androgen withdrawal
US9730908B2 (en) 2006-08-24 2017-08-15 University Of Tennessee Research Foundation SARMs and method of use thereof
US10010521B2 (en) 2006-08-24 2018-07-03 University Of Tennessee Research Foundation SARMs and method of use thereof
AU2007287070C1 (en) 2006-08-24 2013-02-14 University Of Tennessee Research Foundation Substituted acylanilides and methods of use thereof
US9844528B2 (en) 2006-08-24 2017-12-19 University Of Tennessee Research Foundation SARMs and method of use 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
KR102122941B1 (ko) 2012-07-13 2020-06-15 지티엑스, 인코포레이티드 선택적 안드로겐 수용체 조절자(sarms)를 이용한 안드로겐 수용체(ar) 양성 유방암의 치료 방법
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)
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)
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)
US9744149B2 (en) 2012-07-13 2017-08-29 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)
US10258596B2 (en) 2012-07-13 2019-04-16 Gtx, Inc. Method of treating HER2-positive breast cancers with selective androgen receptor modulators (SARMS)
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
CN108069887B (zh) * 2016-11-17 2021-04-20 山西振东制药股份有限公司 一种(r)-比卡鲁胺中间体的制备方法

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS58183669A (ja) * 1982-04-19 1983-10-26 Teikoku Chem Ind Corp Ltd 光学活性なプロピオン酸誘導体の製造方法
EP0100172B1 (en) * 1982-07-23 1987-08-12 Imperial Chemical Industries Plc Amide derivatives
GB8617652D0 (en) * 1986-07-18 1986-08-28 Ici Plc Acylanilide derivatives
AU4650493A (en) * 1992-10-21 1994-05-09 Pfizer Inc. (Enantiomeric cis)-3-(4,6-dihydroxychroman-3-YL-methyl)benzoic acids
CA2181358A1 (en) * 1994-01-21 1995-07-27 Nancy M. Gray Methods and compositions for treating androgen-dependent diseases using optically pure r-(-)-casodex
US6019957A (en) 1997-06-04 2000-02-01 The University Of Tennessee Research Corporation Non-steroidal radiolabeled agonist/antagonist compounds and their use in prostate cancer imaging

Also Published As

Publication number Publication date
IL149256A0 (en) 2002-11-10
NZ518552A (en) 2003-10-31
PL360059A1 (en) 2004-09-06
WO2001034563A1 (en) 2001-05-17
JP2003513955A (ja) 2003-04-15
NO20021999D0 (no) 2002-04-26
AU2619501A (en) 2001-06-06
HK1048299A1 (zh) 2003-03-28
CA2389100A1 (en) 2001-05-17
MXPA02004225A (es) 2002-10-17
KR20020067509A (ko) 2002-08-22
IL149256A (en) 2011-05-31
ZA200203228B (en) 2003-07-23
CZ20021434A3 (cs) 2002-11-13
CN1413188A (zh) 2003-04-23
TWI271397B (en) 2007-01-21
US6593492B1 (en) 2003-07-15
JP4778178B2 (ja) 2011-09-21
EP1224167A1 (en) 2002-07-24
NO20021999L (no) 2002-06-20
HUP0203186A2 (hu) 2003-01-28

Similar Documents

Publication Publication Date Title
BR0015124A (pt) Método de preparação de um enanciÈmero substancialmente puro
BR0014889A (pt) Métodos para assimetricamente sintetizar um enanciÈmero de uma acilanilida ou um seu derivado, para tratar câncer de próstata, para formar um composto opticamente ativo e para sintetizar um composto opticamente ativo, e, composto
CO4990955A1 (es) Derivados de n-alcanoilofenilalanina
NO20002361L (no) Kjemiske forbindelser
EA200000393A1 (ru) Химические соединения
BR9813989A (pt) Composto, processo para prepará-lo, uso do mesmo, composição farmacêutica, e, processo para o tratamento de um paciente sofrendo de uma condição
CO5590895A2 (es) Derivados de sulfonamidas, su preparacion y su aplicacion como medicamentos
CA2444244A1 (en) Methods of synthesizing acylanilides including bicalutamide and derivatives thereof
NZ296524A (en) 2,2-Dichloroalkane carboxylic acids, preparation and pharmaceutical compositions
DK0887344T3 (da) Quinoliner og quinazoliner, som er nyttige ved terapi
CO5650231A2 (es) Derivados de 1-(alquilaminoalquil-pirrolidin-/piperidinil)-2,2-difenilacetamida como antagonistas del receptor muscarinico, su procedimiento de sintesis y composiciones farmaceuticas que los contienen
NO961085D0 (no) Androsteroner
DK441389A (da) Fremgangsmaade til fremstilling af 1-adamantan-derivater
FI864618A (fi) Nya 3-oxadiazol- och 3-karboksylsyra- -karbolinderivat, deras framstaellning och deras anvaendning som laekemedel.
ES2188134T3 (es) Derivados de ciclohexandiol.
SE8008555L (sv) Tioetylamidderivat
IT1317031B1 (it) Procedimento migliorato per la preparazione di (e,z)3-(2-amminoetossimmino)-androstano-6, 17-dione e di suoi analoghi.
BR9810685A (pt) Processo para a prepraração de um composto, e, composto
BR9813678A (pt) Mistura fungicida, e, processo para controlar fungos nocivos
ES2190222T3 (es) Derivados de 3-(2-oxo-(1,3')bipirrolindinil-3-iliden-metil)-cefem.
NO915010D0 (no) Fremgangsmaate for fremstilling av fenylalkylaminoalkyl-forbindelser
ATE195929T1 (de) Fluorierte alkane und ihre verwendungen
IT1249318B (it) Processo per la preparazione di benzotiazepine per ciclizzazione con acidi fosfonici
ES2035105T3 (es) Procedimiento para la preparacion de n-alquil derivados de 2-amino-6,7-dimetoxi tetralina.
DK27882A (da) Fremgangsmaade til fremstilling af n-substituerede polyglycidyl-urazolforbindelser

Legal Events

Date Code Title Description
B11A Dismissal acc. art.33 of ipl - examination not requested within 36 months of filing
B11Y Definitive dismissal - extension of time limit for request of examination expired [chapter 11.1.1 patent gazette]