GR3034982T3 - Enantioselective preparation of optically pure albuterol - Google Patents
Enantioselective preparation of optically pure albuterolInfo
- Publication number
- GR3034982T3 GR3034982T3 GR20000402605T GR20000402605T GR3034982T3 GR 3034982 T3 GR3034982 T3 GR 3034982T3 GR 20000402605 T GR20000402605 T GR 20000402605T GR 20000402605 T GR20000402605 T GR 20000402605T GR 3034982 T3 GR3034982 T3 GR 3034982T3
- Authority
- GR
- Greece
- Prior art keywords
- optically pure
- enantioselective preparation
- albuterol
- pure albuterol
- acid
- Prior art date
Links
- NDAUXUAQIAJITI-UHFFFAOYSA-N albuterol Chemical compound CC(C)(C)NCC(O)C1=CC=C(O)C(CO)=C1 NDAUXUAQIAJITI-UHFFFAOYSA-N 0.000 title abstract 2
- 229960002052 salbutamol Drugs 0.000 title abstract 2
- ICDQPCBDGAHBGG-SFHVURJKSA-N (1r)-2-(tert-butylamino)-1-[3-(hydroxymethyl)-4-phenylmethoxyphenyl]ethanol Chemical compound OCC1=CC([C@@H](O)CNC(C)(C)C)=CC=C1OCC1=CC=CC=C1 ICDQPCBDGAHBGG-SFHVURJKSA-N 0.000 abstract 1
- OCQAXYHNMWVLRH-UHFFFAOYSA-N 2,3-dibenzoyl-2,3-dihydroxybutanedioic acid Chemical compound C=1C=CC=CC=1C(=O)C(O)(C(O)=O)C(O)(C(=O)O)C(=O)C1=CC=CC=C1 OCQAXYHNMWVLRH-UHFFFAOYSA-N 0.000 abstract 1
- WMJNKBXKYHXOHC-UHFFFAOYSA-N 2,3-dihydroxy-2,3-bis(2-methylbenzoyl)butanedioic acid Chemical compound CC1=CC=CC=C1C(=O)C(O)(C(O)=O)C(O)(C(O)=O)C(=O)C1=CC=CC=C1C WMJNKBXKYHXOHC-UHFFFAOYSA-N 0.000 abstract 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- XKKHEBAZHSBZQI-UHFFFAOYSA-N methyl 5-[2-(tert-butylamino)-1-hydroxyethyl]-2-phenylmethoxybenzoate Chemical compound COC(=O)C1=CC(C(O)CNC(C)(C)C)=CC=C1OCC1=CC=CC=C1 XKKHEBAZHSBZQI-UHFFFAOYSA-N 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/56—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups
- C07C215/58—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
- C07C215/60—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain the chain having two carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/30—Preparation of optical isomers
- C07C227/34—Preparation of optical isomers by separation of optical isomers
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/247,302 US5399765A (en) | 1994-05-23 | 1994-05-23 | Enantioselective preparation of optically pure albuterol |
| US08/376,072 US5545745A (en) | 1994-05-23 | 1995-01-20 | Enantioselective preparation of optically pure albuterol |
| PCT/US1995/006539 WO1995032178A1 (en) | 1994-05-23 | 1995-05-23 | Enantioselective preparation of optically pure albuterol |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GR3034982T3 true GR3034982T3 (en) | 2001-02-28 |
Family
ID=26938588
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GR20000402605T GR3034982T3 (en) | 1994-05-23 | 2000-11-24 | Enantioselective preparation of optically pure albuterol |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US5545745A (el) |
| EP (1) | EP0763010B1 (el) |
| JP (1) | JP3826208B2 (el) |
| AT (1) | ATE195931T1 (el) |
| AU (1) | AU686386B2 (el) |
| DE (1) | DE69518646T2 (el) |
| DK (1) | DK0763010T3 (el) |
| ES (1) | ES2151065T3 (el) |
| GR (1) | GR3034982T3 (el) |
| PT (1) | PT763010E (el) |
| WO (1) | WO1995032178A1 (el) |
Families Citing this family (47)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6136327A (en) | 1997-12-01 | 2000-10-24 | Alza Corporation | Stereospecific delivery of a drug using electrotransport |
| US6365756B1 (en) * | 1998-02-20 | 2002-04-02 | Fine Chemical Corporation Limited | Process for the production of optically enriched (R)- or (S)-albuterol |
| ZA994264B (en) | 1998-07-01 | 2000-01-25 | Warner Lambert Co | Stereoisomers with high affinity for adrenergic receptors. |
| US7232837B2 (en) * | 1999-06-29 | 2007-06-19 | Mcneil-Ppc, Inc. | Stereoisomers with high affinity for adrenergic receptors |
| US6451289B2 (en) * | 2000-03-24 | 2002-09-17 | Sepracor Inc. | Albuterol formulations |
| GB0030171D0 (en) * | 2000-12-11 | 2001-01-24 | Cipla Ltd | Process for preparing isomers of salbutamol |
| US6596686B2 (en) | 2001-03-12 | 2003-07-22 | International Flavors & Fragrances Inc. | Use of dihydropyrans as fragrance Material |
| US7407955B2 (en) | 2002-08-21 | 2008-08-05 | Boehringer Ingelheim Pharma Gmbh & Co., Kg | 8-[3-amino-piperidin-1-yl]-xanthines, the preparation thereof and their use as pharmaceutical compositions |
| KR101166955B1 (ko) | 2002-12-10 | 2012-07-19 | 선오비온 파마슈티컬스 인코포레이티드 | 레발부테롤 염 |
| WO2004101592A1 (ja) * | 2003-05-19 | 2004-11-25 | Taisho Pharmaceutical Co., Ltd. | エリスロマイシンａ誘導体の製造方法 |
| US20050020692A1 (en) * | 2003-07-24 | 2005-01-27 | Ciofalo Vincent B. | Treatment of heaves |
| JP2007515402A (ja) * | 2003-11-20 | 2007-06-14 | アルターアゴン プロプライエタリー リミテッド | 哺乳動物および鳥類の体脂肪および体重の減少方法 |
| EP1648855A2 (en) * | 2004-05-20 | 2006-04-26 | Teva Pharmaceutical Fine Chemicals S.R.L. | Levalbuterol hydrochloride polymorph a |
| DE102004054054A1 (de) | 2004-11-05 | 2006-05-11 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung chiraler 8-(3-Amino-piperidin-1-yl)-xanthine |
| US7579505B2 (en) * | 2004-12-17 | 2009-08-25 | Cipla Limited | Crystalline levosalbutamol sulphate and polymorphic forms thereof |
| CA2591406A1 (en) * | 2004-12-17 | 2006-06-22 | Cipla Limited | Pharmaceutical compounds and compositions |
| EP1832572A1 (en) * | 2006-03-08 | 2007-09-12 | Stirling Products Limited | Process for the enantiomeric enrichment of salbutamol and salbutamol precursors |
| PE20080251A1 (es) | 2006-05-04 | 2008-04-25 | Boehringer Ingelheim Int | Usos de inhibidores de dpp iv |
| CN102838599A (zh) | 2006-05-04 | 2012-12-26 | 贝林格尔.英格海姆国际有限公司 | 多晶型 |
| EP1852108A1 (en) | 2006-05-04 | 2007-11-07 | Boehringer Ingelheim Pharma GmbH & Co.KG | DPP IV inhibitor formulations |
| ES2431844T3 (es) | 2006-08-02 | 2013-11-28 | Aarti Healthcare Limited | Procedimiento para la preparación de (R)-(-)-salbutamol ópticamente puro y sus sales farmacéuticamente aceptables |
| EP1935872A1 (en) * | 2006-12-11 | 2008-06-25 | Stirling Products Limited | Process for obtaining the R-enantiomer of salbutamol |
| AU2008331928B2 (en) | 2007-12-03 | 2012-08-16 | Bridge Pharma, Inc. | Use of RR/SR-ractopamine |
| PE20091730A1 (es) | 2008-04-03 | 2009-12-10 | Boehringer Ingelheim Int | Formulaciones que comprenden un inhibidor de dpp4 |
| KR20200118243A (ko) | 2008-08-06 | 2020-10-14 | 베링거 인겔하임 인터내셔날 게엠베하 | 메트포르민 요법이 부적합한 환자에서의 당뇨병 치료 |
| UY32030A (es) | 2008-08-06 | 2010-03-26 | Boehringer Ingelheim Int | "tratamiento para diabetes en pacientes inapropiados para terapia con metformina" |
| US20200155558A1 (en) | 2018-11-20 | 2020-05-21 | Boehringer Ingelheim International Gmbh | Treatment for diabetes in patients with insufficient glycemic control despite therapy with an oral antidiabetic drug |
| JP2012506429A (ja) * | 2008-10-24 | 2012-03-15 | バイオリンク ライフ サイエンシーズ，インコーポレイテッド | 真性糖尿病及びその共存症の処置に有用である、水に不溶な安定なＲ−（＋）−α−リポ酸塩 |
| EA022310B1 (ru) | 2008-12-23 | 2015-12-30 | Бёрингер Ингельхайм Интернациональ Гмбх | Солевые формы органического соединения |
| AR074990A1 (es) | 2009-01-07 | 2011-03-02 | Boehringer Ingelheim Int | Tratamiento de diabetes en pacientes con un control glucemico inadecuado a pesar de la terapia con metformina |
| NZ599298A (en) | 2009-11-27 | 2014-11-28 | Boehringer Ingelheim Int | Treatment of genotyped diabetic patients with dpp-iv inhibitors such as linagliptin |
| WO2011138421A1 (en) | 2010-05-05 | 2011-11-10 | Boehringer Ingelheim International Gmbh | Combination therapy |
| NZ603319A (en) | 2010-06-24 | 2015-04-24 | Boehringer Ingelheim Int | Diabetes therapy |
| AR083878A1 (es) | 2010-11-15 | 2013-03-27 | Boehringer Ingelheim Int | Terapia antidiabetica vasoprotectora y cardioprotectora, linagliptina, metodo de tratamiento |
| CA2841552C (en) | 2011-07-15 | 2020-06-23 | Boehringer Ingelheim International Gmbh | Substituted quinazolines, the preparation thereof and the use thereof in pharmaceutical compositions |
| US9555001B2 (en) | 2012-03-07 | 2017-01-31 | Boehringer Ingelheim International Gmbh | Pharmaceutical composition and uses thereof |
| US20130303554A1 (en) | 2012-05-14 | 2013-11-14 | Boehringer Ingelheim International Gmbh | Use of a dpp-4 inhibitor in sirs and/or sepsis |
| EP3685839A1 (en) | 2012-05-14 | 2020-07-29 | Boehringer Ingelheim International GmbH | Linagliptin for use in the treatment of albuminuria and kidney related diseases |
| WO2013174767A1 (en) | 2012-05-24 | 2013-11-28 | Boehringer Ingelheim International Gmbh | A xanthine derivative as dpp -4 inhibitor for use in modifying food intake and regulating food preference |
| CN105555765B (zh) * | 2013-08-15 | 2018-05-25 | 阿勒根公司 | (-)-(2r,3s)-2-氨基-3-羟基-3-吡啶-4-基-1-吡咯烷-1-基-丙-1-酮(l)-(+)酒石酸盐、其制备方法及用途 |
| ES2950384T3 (es) | 2014-02-28 | 2023-10-09 | Boehringer Ingelheim Int | Uso médico de un inhibidor de DPP-4 |
| EP3042892A1 (en) | 2015-01-09 | 2016-07-13 | Deva Holding Anonim Sirketi | Amorphisation of levosalbutamol tartrate |
| WO2017211979A1 (en) | 2016-06-10 | 2017-12-14 | Boehringer Ingelheim International Gmbh | Combinations of linagliptin and metformin |
| KR102789259B1 (ko) * | 2021-11-30 | 2025-04-02 | 주식회사 브이에스팜텍 | 고순도의 1-(1-(2-벤질페녹시)프로판-2-일)-2-메틸피페리딘 단일 이성질체의 제조방법 |
| CN115286521B (zh) * | 2022-07-11 | 2023-11-03 | 上海医药集团(本溪)北方药业有限公司 | 一种盐酸左沙丁胺醇的合成方法 |
| CN116693406B (zh) * | 2023-06-02 | 2024-04-19 | 山东锐顺药业有限公司 | 一种硫酸沙丁胺醇的制备方法 |
| CN116836069B (zh) * | 2023-06-02 | 2024-01-30 | 山东锐顺药业有限公司 | 一种盐酸左沙丁胺醇的制备方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL99436A (en) * | 1990-09-11 | 1999-03-12 | Schering Corp | Process for the preparation of albuterol, and hydrates of the intermediates arylglyoxal and their boron complex ariethanolamine |
-
1995
- 1995-01-20 US US08/376,072 patent/US5545745A/en not_active Expired - Lifetime
- 1995-05-23 DK DK95919913T patent/DK0763010T3/da active
- 1995-05-23 DE DE69518646T patent/DE69518646T2/de not_active Expired - Lifetime
- 1995-05-23 AU AU25559/95A patent/AU686386B2/en not_active Expired
- 1995-05-23 JP JP53051395A patent/JP3826208B2/ja not_active Expired - Lifetime
- 1995-05-23 AT AT95919913T patent/ATE195931T1/de active
- 1995-05-23 WO PCT/US1995/006539 patent/WO1995032178A1/en not_active Ceased
- 1995-05-23 ES ES95919913T patent/ES2151065T3/es not_active Expired - Lifetime
- 1995-05-23 EP EP95919913A patent/EP0763010B1/en not_active Expired - Lifetime
- 1995-05-23 PT PT95919913T patent/PT763010E/pt unknown
-
2000
- 2000-11-24 GR GR20000402605T patent/GR3034982T3/el unknown
Also Published As
| Publication number | Publication date |
|---|---|
| WO1995032178A1 (en) | 1995-11-30 |
| PT763010E (pt) | 2000-12-29 |
| DE69518646D1 (de) | 2000-10-05 |
| EP0763010A4 (en) | 1997-07-16 |
| US5545745A (en) | 1996-08-13 |
| JPH10500954A (ja) | 1998-01-27 |
| EP0763010A1 (en) | 1997-03-19 |
| ATE195931T1 (de) | 2000-09-15 |
| AU2555995A (en) | 1995-12-18 |
| DE69518646T2 (de) | 2001-04-19 |
| ES2151065T3 (es) | 2000-12-16 |
| DK0763010T3 (da) | 2001-01-08 |
| JP3826208B2 (ja) | 2006-09-27 |
| EP0763010B1 (en) | 2000-08-30 |
| AU686386B2 (en) | 1998-02-05 |
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