RU99116356A - METHOD OF OBTAINING TLTERODINE - Google Patents
METHOD OF OBTAINING TLTERODINEInfo
- Publication number
- RU99116356A RU99116356A RU99116356/04A RU99116356A RU99116356A RU 99116356 A RU99116356 A RU 99116356A RU 99116356/04 A RU99116356/04 A RU 99116356/04A RU 99116356 A RU99116356 A RU 99116356A RU 99116356 A RU99116356 A RU 99116356A
- Authority
- RU
- Russia
- Prior art keywords
- reducing agent
- obtaining
- tlterodine
- stage
- carried out
- Prior art date
Links
- 239000003638 reducing agent Substances 0.000 claims 3
- UAOMVDZJSHZZME-UHFFFAOYSA-N Diisopropylamine Chemical compound CC(C)NC(C)C UAOMVDZJSHZZME-UHFFFAOYSA-N 0.000 claims 2
- AZWXAPCAJCYGIA-UHFFFAOYSA-N bis(2-methylpropyl)alumane Chemical compound CC(C)C[AlH]CC(C)C AZWXAPCAJCYGIA-UHFFFAOYSA-N 0.000 claims 2
- 150000002440 hydroxy compounds Chemical class 0.000 claims 2
- JGRSOLBFAHJDTL-UHFFFAOYSA-N 6-methyl-4-phenyl-3,4-dihydro-2H-chromen-2-ol Chemical compound C12=CC(C)=CC=C2OC(O)CC1C1=CC=CC=C1 JGRSOLBFAHJDTL-UHFFFAOYSA-N 0.000 claims 1
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N Aluminium hydride Chemical compound [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- OKUDBXZACZBZJE-UHFFFAOYSA-N bis(2-methoxyethoxy)aluminum;sodium Chemical compound [Na].COCCO[Al]OCCOC OKUDBXZACZBZJE-UHFFFAOYSA-N 0.000 claims 1
- 229940043279 diisopropylamine Drugs 0.000 claims 1
- 238000005755 formation reaction Methods 0.000 claims 1
- 150000002596 lactones Chemical class 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 229910052744 lithium Inorganic materials 0.000 claims 1
- 238000011084 recovery Methods 0.000 claims 1
- 238000006268 reductive amination reaction Methods 0.000 claims 1
- OOGJQPCLVADCPB-HXUWFJFHSA-N tolterodine Chemical compound C1([C@@H](CCN(C(C)C)C(C)C)C=2C(=CC=C(C)C=2)O)=CC=CC=C1 OOGJQPCLVADCPB-HXUWFJFHSA-N 0.000 claims 1
- 229960004045 tolterodine Drugs 0.000 claims 1
Claims (6)
включающий
(1) восстановление лактона (III)
восстановителем с образованием гидрокси-соединения (IV)
и
(2) восстановительное аминирование гидрокси-соединения (IV) диизопропиламином.2. The method of obtaining tolterodine (V)
including
(1) recovery of lactone (III)
reducing agent with the formation of hydroxy compound (IV)
and
(2) reductive amination of hydroxy compound (IV) with diisopropylamine.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US3396196P | 1996-12-31 | 1996-12-31 | |
US60/033,961 | 1996-12-31 |
Publications (2)
Publication Number | Publication Date |
---|---|
RU99116356A true RU99116356A (en) | 2001-05-20 |
RU2176246C2 RU2176246C2 (en) | 2001-11-27 |
Family
ID=21873473
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU99116356/04A RU2176246C2 (en) | 1996-12-31 | 1997-12-18 | Method of synthesis of tolterodine and intermediate compound |
Country Status (23)
Country | Link |
---|---|
US (1) | US5922914A (en) |
EP (1) | EP0960109B1 (en) |
JP (1) | JP4199310B2 (en) |
KR (2) | KR20000057548A (en) |
CN (1) | CN1151141C (en) |
AT (1) | ATE226949T1 (en) |
AU (1) | AU717985B2 (en) |
CA (1) | CA2273789C (en) |
CZ (1) | CZ295477B6 (en) |
DE (1) | DE69716767T2 (en) |
DK (1) | DK0960109T3 (en) |
ES (1) | ES2186018T3 (en) |
FI (1) | FI991477A0 (en) |
HK (1) | HK1023566A1 (en) |
HU (1) | HUP0000527A3 (en) |
NO (1) | NO317158B1 (en) |
NZ (1) | NZ336533A (en) |
PL (1) | PL191603B1 (en) |
PT (1) | PT960109E (en) |
RU (1) | RU2176246C2 (en) |
SI (1) | SI0960109T1 (en) |
SK (1) | SK283591B6 (en) |
WO (1) | WO1998029402A1 (en) |
Families Citing this family (59)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
AU728395B2 (en) * | 1996-07-19 | 2001-01-11 | Gunnar Aberg | S(-)-tolterodine in the treatment of urinary and gastrointestinal disorders |
EP0957073A1 (en) | 1998-05-12 | 1999-11-17 | Schwarz Pharma Ag | Novel derivatives of 3,3-diphenylpropylamines |
PT1459750E (en) * | 1999-07-01 | 2005-08-31 | Pharmacia & Upjohn Co Llc | (S, S) - REBOXETINE FOR TREATING FIBROMYALGIA OR OTHER SOMATOFORM PERTURBACTIONS |
SE9904850D0 (en) | 1999-12-30 | 1999-12-30 | Pharmacia & Upjohn Ab | Novel process and intermediates |
US6566537B2 (en) | 1999-12-30 | 2003-05-20 | Pharmacia Ab | Process and intermediates |
DE10028443C1 (en) * | 2000-06-14 | 2002-05-29 | Sanol Arznei Schwarz Gmbh | Production of optically active 3,3-diaryl-propylamine derivatives comprises six step process from 4-hydroxybenzoic acid or alkyl 4-hydroxybenzoate and cinnamic acid |
DE10033016A1 (en) * | 2000-07-07 | 2002-01-24 | Sanol Arznei Schwarz Gmbh | Process for the preparation of 3,3-diarylpropylamines |
PE20020547A1 (en) | 2000-10-24 | 2002-06-12 | Upjohn Co | USE OF TOLTERODINE IN ASTHMA TREATMENTS |
US20030027856A1 (en) * | 2001-06-29 | 2003-02-06 | Aberg A.K. Gunnar | Tolterodine metabolites |
IN191835B (en) | 2001-08-03 | 2004-01-10 | Ranbaxy Lab Ltd | |
SG168451A1 (en) | 2001-10-26 | 2011-02-28 | Upjohn Co | Quarternary ammonium compounds and their use as antimuscarinic agents |
US7005449B2 (en) * | 2002-04-23 | 2006-02-28 | Pharmacia & Upjohn Company | Tolterodine salts |
AU2002345266B2 (en) | 2002-07-08 | 2009-07-02 | Ranbaxy Laboratories Limited | 3,6-disubstituted azabicyclo [3.1.0]hexane derivatives useful as muscarinic receptor antagonists |
ATE396969T1 (en) | 2002-07-31 | 2008-06-15 | Ranbaxy Lab Ltd | 3,6-DISUBSTITUTED AZABICYCLO (3.1.0)HEXANE DERIVATIVES THAT ARE SUITABLE AS MUSCARINE RECEPTOR ANTAGONISTS |
AU2002321711A1 (en) | 2002-08-09 | 2004-02-25 | Ranbaxy Laboratories Limited | 3,6-disubstituted azabicyclo (3.1.0) hexane derivatives useful as muscarinic receptor antagonist |
US7288562B2 (en) | 2002-08-23 | 2007-10-30 | Ranbaxy Laboratories Limited | Fluoro and sulphonylamino containing 3,6-disubstituted azabicyclo (3.1.0) hexane derivatives as muscarinic receptor antagonists |
EP1536780A1 (en) * | 2002-08-28 | 2005-06-08 | Pharmacia Corporation | Oral liquid tolterodine composition |
US7232835B2 (en) | 2002-12-10 | 2007-06-19 | Ranbaxy Laboratories Limited | 3,6-Disubstituted azabicyclo derivatives as muscarinic receptor antagonists |
AU2002347553A1 (en) | 2002-12-23 | 2004-07-14 | Ranbaxy Laboratories Limited | Flavaxate derivatives as muscarinic receptor antagonists |
AU2002347552A1 (en) | 2002-12-23 | 2004-07-14 | Ranbaxy Laboratories Limited | 1-substituted-3-pyrrolidine derivatives as muscarinic receptor antagonists |
US7488748B2 (en) | 2003-01-28 | 2009-02-10 | Ranbaxy Laboratories Limited | 3,6-Disubstituted azabicyclo hexane derivatives as muscarinic receptor antagonists |
CA2517824A1 (en) * | 2003-03-06 | 2004-09-16 | Neela Praveen Kumar | 3,3-diarylpropylamine derivatives and processes for isolation thereof |
WO2004089281A2 (en) * | 2003-04-08 | 2004-10-21 | Hetero Drugs Limited | Novel polymorphs of tolterodine tartrate |
DE10315917A1 (en) * | 2003-04-08 | 2004-11-18 | Schwarz Pharma Ag | Highly pure bases of 3,3-diphenylpropylamine monoesters |
WO2004089898A1 (en) | 2003-04-09 | 2004-10-21 | Ranbaxy Laboratories Limited | Substituted azabicyclo hexane derivatives as muscarinic receptor antagonists |
ATE362364T1 (en) | 2003-04-10 | 2007-06-15 | Ranbaxy Lab Ltd | SUBSTITUTED AZABICYCLO HEXANE DERIVATIVES AS MUSCARINE RECEPTOR ANTAGONISTS |
EP1615887A1 (en) | 2003-04-10 | 2006-01-18 | Ranbaxy Laboratories, Ltd. | Substituted azabicyclo hexane derivatives as muscarinic receptor antagonists |
US20070021487A1 (en) | 2003-04-11 | 2007-01-25 | Mohammad Salman | Azabicyclo derivatives as muscarinic receptor antagonists |
ITMI20031354A1 (en) * | 2003-07-02 | 2005-01-03 | Istituto Di Chimica Biomolecolare D El Cnr Sezione | ENANTIOSELECTIVE SYNTHESIS OF ENANTIOMERICALLY ENRICHED COMPOUNDS. |
ES2235648B1 (en) * | 2003-12-22 | 2006-11-01 | Ragactives, S.L. | PROCEDURE FOR OBTAINING TOLTERODINE. |
KR101154023B1 (en) * | 2003-12-24 | 2012-06-07 | 씨아이피엘에이 엘티디. | Tolterodine, compositions and uses thereof, and preparation of the same |
EP1629834A1 (en) | 2004-08-27 | 2006-03-01 | KRKA, D.D., Novo Mesto | Sustained release pharmaceutical composition of tolterodine |
ITMI20041920A1 (en) * | 2004-10-11 | 2005-01-11 | Chemi Spa | PROCESS FOR THE PREPARATION OF N, N-DIISOPROPYL-3-2-HYDROXY-5-METHYLPHENYL-3-PHENYL-PROPABAMMINE |
US7355077B2 (en) * | 2004-10-28 | 2008-04-08 | Dr. Reddy's Laboratories Limited | Process for preparing tolterodine |
JP4513535B2 (en) * | 2004-12-03 | 2010-07-28 | 住友化学株式会社 | Method for producing tolterodine |
WO2006074479A1 (en) * | 2005-01-10 | 2006-07-13 | Teva Pharmaceutical Industries, Ltd. | Process for preparing tolterodine tartrate |
US7528267B2 (en) | 2005-08-01 | 2009-05-05 | Girindus America, Inc. | Method for enantioselective hydrogenation of chromenes |
ES2268987B1 (en) | 2005-08-05 | 2008-02-01 | Ragactives, S.L. | PROCEDURE FOR OBTAINING 3,3-DIFENYLPROPILAMINS. |
WO2007039918A1 (en) * | 2005-10-06 | 2007-04-12 | Natco Pharma Limited | Novel process for the preparation of tolterodine |
RU2008119323A (en) | 2005-10-19 | 2009-11-27 | Рэнбакси Лабораториз Лимитед (In) | PHARMACEUTICAL COMPOSITIONS OF THE MUSCARINE RECEPTOR |
KR100686351B1 (en) * | 2006-01-12 | 2007-02-22 | 주식회사 카이로제닉스 | Method of preparing racemic tolterodine |
ITMI20060110A1 (en) * | 2006-01-24 | 2007-07-25 | Dipharma Spa | PROCEDURE FOR PURIFICATION OF TOLTERODINE |
CA2651978C (en) * | 2006-05-24 | 2011-06-07 | Pfizer Limited | Process for the production of benzopyran-2-ol derivatives |
US7268257B1 (en) | 2006-05-31 | 2007-09-11 | Sumitomo Chemical Company, Limited | Process for producing tolterodine |
CZ302585B6 (en) * | 2007-02-26 | 2011-07-20 | Zentiva, A. S. | Crystalline salt of 2-[(1R)-3-bis(1-methylethyl)amino]-1-phenylpropyl]-4-methyl-phenol with (2R,3R)-2,3-dihydroxybutandioic acid |
US8486452B2 (en) | 2007-07-20 | 2013-07-16 | Mylan Pharmaceuticals Inc. | Stabilized tolterodine tartrate formulations |
WO2009019599A2 (en) | 2007-08-08 | 2009-02-12 | Themis Laboratories Private Limited | Extended release compositions comprising tolterodine |
KR101188333B1 (en) | 2008-02-20 | 2012-10-09 | 에스케이케미칼주식회사 | Crystalline tolterodine acid addition salts having effective stability for transdermal medicine |
US20090214665A1 (en) * | 2008-02-26 | 2009-08-27 | Lai Felix S | Controlled Release Muscarinic Receptor Antagonist Formulation |
ITMI20082055A1 (en) * | 2008-11-19 | 2009-02-18 | Dipharma Francis Srl | PROCEDURE FOR THE PREPARATION OF (R) -TOLTERODINE BASE FREE |
WO2010092500A2 (en) | 2009-02-12 | 2010-08-19 | Alembic Limited | A process for the preparation of tolterodine tartrate |
US20120041235A1 (en) * | 2009-02-17 | 2012-02-16 | Pharmathen S.A. | Process for the preparation of (r)-2-(3-diisopropylamino)-1-phenylpropyl)-4methylphenol and salts thereof |
ES2604705T3 (en) | 2010-03-31 | 2017-03-08 | Ono Pharmaceutical Co., Ltd. | Preventive agent and / or remedy for hand-foot syndrome |
EP2476665A1 (en) | 2011-01-17 | 2012-07-18 | Cambrex Profarmaco Milano S.r.l. | Process for the preparation of N,N-diisopropyl-3-(2-hydroxy-5-methylphenyl)- 3-phenyl propylamine and its salts starting from a novel intermediate |
WO2012098044A1 (en) | 2011-01-17 | 2012-07-26 | Cambrex Profarmaco Milano S.R.L. | Process for the preparation of n,n-diisopropyl-3-(2-hydroxy-5-methylphenyl)- 3-phenyl propylamine and its salts starting from a novel intermediate |
CN102516098B (en) * | 2011-12-09 | 2014-06-18 | 北京联本医药化学技术有限公司 | Preparation method of tolterodine tartrate |
CN103044274B (en) * | 2012-11-29 | 2014-10-22 | 珠海保税区丽珠合成制药有限公司 | Method for synthesizing tolterodine tartrate without solvent |
GB201402556D0 (en) | 2014-02-13 | 2014-04-02 | Crystec Ltd | Improvements relating to inhalable particles |
CN110229072B (en) * | 2019-06-25 | 2022-04-08 | 中国药科大学 | Synthetic method of tolterodine and enantiomer thereof |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
SE8800207D0 (en) * | 1988-01-22 | 1988-01-22 | Kabivitrum Ab | NEW AMINES, THEIR USE AND MANUFACTURING |
US5382600A (en) * | 1988-01-22 | 1995-01-17 | Pharmacia Aktiebolag | 3,3-diphenylpropylamines and pharmaceutical compositions thereof |
DE69315920T2 (en) * | 1992-09-04 | 1998-06-10 | Takeda Chemical Industries Ltd | Condensed heterocyclic compounds, their production and use |
-
1997
- 1997-11-21 KR KR1019990705269A patent/KR20000057548A/en not_active Application Discontinuation
- 1997-12-18 RU RU99116356/04A patent/RU2176246C2/en not_active IP Right Cessation
- 1997-12-18 SK SK815-99A patent/SK283591B6/en not_active IP Right Cessation
- 1997-12-18 EP EP97954678A patent/EP0960109B1/en not_active Expired - Lifetime
- 1997-12-18 CZ CZ19992272A patent/CZ295477B6/en not_active IP Right Cessation
- 1997-12-18 SI SI9730426T patent/SI0960109T1/en unknown
- 1997-12-18 CN CNB971801479A patent/CN1151141C/en not_active Expired - Fee Related
- 1997-12-18 CA CA002273789A patent/CA2273789C/en not_active Expired - Fee Related
- 1997-12-18 US US08/993,257 patent/US5922914A/en not_active Expired - Lifetime
- 1997-12-18 KR KR10-1999-7005910A patent/KR100463614B1/en not_active IP Right Cessation
- 1997-12-18 AT AT97954678T patent/ATE226949T1/en active
- 1997-12-18 WO PCT/US1997/022521 patent/WO1998029402A1/en active IP Right Grant
- 1997-12-18 AU AU59569/98A patent/AU717985B2/en not_active Ceased
- 1997-12-18 ES ES97954678T patent/ES2186018T3/en not_active Expired - Lifetime
- 1997-12-18 DK DK97954678T patent/DK0960109T3/en active
- 1997-12-18 NZ NZ336533A patent/NZ336533A/en not_active IP Right Cessation
- 1997-12-18 JP JP53003098A patent/JP4199310B2/en not_active Expired - Fee Related
- 1997-12-18 HU HU0000527A patent/HUP0000527A3/en unknown
- 1997-12-18 PL PL334375A patent/PL191603B1/en not_active IP Right Cessation
- 1997-12-18 PT PT97954678T patent/PT960109E/en unknown
- 1997-12-18 DE DE69716767T patent/DE69716767T2/en not_active Expired - Lifetime
-
1999
- 1999-06-29 FI FI991477A patent/FI991477A0/en unknown
- 1999-06-29 NO NO19993247A patent/NO317158B1/en not_active IP Right Cessation
-
2000
- 2000-04-28 HK HK00102580A patent/HK1023566A1/en not_active IP Right Cessation
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