CN1237159A - 对映导构纯的碱性芳基-环烷基-羟基羧酸酯,其制备方法及其在药品中的应用 - Google Patents
对映导构纯的碱性芳基-环烷基-羟基羧酸酯,其制备方法及其在药品中的应用 Download PDFInfo
- Publication number
- CN1237159A CN1237159A CN97199621A CN97199621A CN1237159A CN 1237159 A CN1237159 A CN 1237159A CN 97199621 A CN97199621 A CN 97199621A CN 97199621 A CN97199621 A CN 97199621A CN 1237159 A CN1237159 A CN 1237159A
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- base
- methyl
- dimethyl
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
- C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
- C07D409/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/06—Anti-spasmodics, e.g. drugs for colics, esophagic dyskinesia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P21/00—Drugs for disorders of the muscular or neuromuscular system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/10—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/12—Oxygen or sulfur atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
- C07D211/42—Oxygen atoms attached in position 3 or 5
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Urology & Nephrology (AREA)
- Neurology (AREA)
- Orthopedic Medicine & Surgery (AREA)
- Physical Education & Sports Medicine (AREA)
- Pulmonology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyrrole Compounds (AREA)
- Saccharide Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Hydrogenated Pyridines (AREA)
Abstract
Description
化合物绝对构型§1 | pA2 | pKi | pA2 a | pKi c | pEC50 a | pKi b | pKi b |
RVD(M1) | M1 | GPA(M2) | M2 | GPI(M3) | M3 | M4 | |
(3S,2’S)Ⅰa | 8.22 | 8.36 | 7.92 | 7.88 | 6.82 | 7.82 | 7.82 |
(3S,2’R)Ⅰb | 10.40 | 10.48 | 9.39 | 9.74 | 9.39 | 10.50 | 10.30 |
(3R,2’R)Ⅰc | 10.30 | 10.18 | 9.43 | 9.63 | 8.76 | 10.2 | 10.27 |
(3R,2’S)Ⅰd | 9.53 | 9.36 | 8.69 | 9.00 | 8.57 | 9.63 | 9.40 |
化合物ME-X1 | k one | k offf | t1/2[min]g |
(3S,2’S)Ⅰa | 0.052 | 0.8000 | 1 |
(3S,2’R)Ⅰb | 0.410 | 0.0100 | 70 |
(3R,2’R)Ⅰc | 0.160 | 0.0060 | 120 |
(3R,2’S)Ⅰd | 0.028 | 0.0080 | 90 |
Claims (18)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
ATA1973/96 | 1996-11-11 | ||
AT197396 | 1996-11-11 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1237159A true CN1237159A (zh) | 1999-12-01 |
CN100391942C CN100391942C (zh) | 2008-06-04 |
Family
ID=3525062
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB971996210A Expired - Fee Related CN100391942C (zh) | 1996-11-11 | 1997-11-11 | 对映异构纯的碱性芳基-环烷基-羟基羧酸酯,其制备方法及其在药品中的应用 |
Country Status (19)
Country | Link |
---|---|
US (1) | US6307060B1 (zh) |
EP (3) | EP1371645B1 (zh) |
JP (1) | JP2001504459A (zh) |
CN (1) | CN100391942C (zh) |
AT (1) | ATE238280T1 (zh) |
AU (1) | AU745331B2 (zh) |
CA (1) | CA2271276C (zh) |
DE (1) | DE59709927D1 (zh) |
DK (2) | DK0937041T3 (zh) |
ES (2) | ES2195121T3 (zh) |
HK (1) | HK1061023A1 (zh) |
HU (1) | HU228273B1 (zh) |
NO (1) | NO314354B1 (zh) |
NZ (1) | NZ336202A (zh) |
PL (1) | PL195520B1 (zh) |
PT (2) | PT937041E (zh) |
RU (1) | RU2238936C2 (zh) |
SI (2) | SI0937041T1 (zh) |
WO (1) | WO1998021183A1 (zh) |
Cited By (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100349867C (zh) * | 2002-12-18 | 2007-11-21 | 药品控制研究及咨询有限责任公司 | 制备r,r(或s,s)构型的格隆铵-立体异构体的方法 |
CN102627595A (zh) * | 2012-03-09 | 2012-08-08 | 徐奎 | 一种制备格隆溴铵的方法 |
CN102939280A (zh) * | 2010-06-14 | 2013-02-20 | 奇斯药制品公司 | 格隆氯铵的晶型 |
CN104586841A (zh) * | 2013-10-30 | 2015-05-06 | 中国药科大学 | (3r,2’r)-格隆溴铵作为m3毒蕈碱性受体拮抗剂在制药中的用途 |
CN107304178A (zh) * | 2016-04-21 | 2017-10-31 | 辽宁药联制药有限公司 | 一种毒蕈碱受体拮抗剂格隆溴铵手性对映体的制备方法 |
Families Citing this family (35)
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JP2001504459A (ja) * | 1996-11-11 | 2001-04-03 | ノエ・クリスティアン・エル | 対掌体純粋な、塩基性アリール―シクロアルキル―ヒドロキシカルボン酸エステル、その製造方法及びこれを薬剤に使用する方法 |
US6613795B2 (en) | 1996-11-11 | 2003-09-02 | Christian Noe | Enantiomerically pure basic arylcycloalkylhydroxycarboxylic esters, processes for their preparation and their use in medicaments |
GB0008660D0 (en) | 2000-04-07 | 2000-05-31 | Arakis Ltd | The treatment of respiratory diseases |
CA2415468A1 (en) * | 2000-07-11 | 2003-01-10 | Yoshio Ogino | Ester derivatives |
ES2206021B1 (es) | 2002-04-16 | 2005-08-01 | Almirall Prodesfarma, S.A. | Nuevos derivados de pirrolidinio. |
AU2002347552A1 (en) * | 2002-12-23 | 2004-07-14 | Ranbaxy Laboratories Limited | 1-substituted-3-pyrrolidine derivatives as muscarinic receptor antagonists |
US7592359B2 (en) * | 2003-04-10 | 2009-09-22 | Ranbaxy Laboratories Limited | Substituted azabicyclo hexane derivatives as muscarinic receptor antagonists |
PE20050231A1 (es) | 2003-06-24 | 2005-05-20 | Novartis Ag | Derivados de piperidinium y pirrolidinium como antagonistas del receptor muscarinico m3 |
WO2005074900A2 (en) | 2004-02-06 | 2005-08-18 | Meda Pharma Gmbh & Co. Kg | NOVEL COMBINATION OF ANTICHOLINERGIC AND β MIMETICS FOR THE TREATMENT OF RESPIRATORY DISEASES |
GB0411056D0 (en) | 2004-05-18 | 2004-06-23 | Novartis Ag | Organic compounds |
EP1763344A1 (en) * | 2004-06-29 | 2007-03-21 | Boehringer Ingelheim International GmbH | Medicaments for inhalation comprising steroids and an anticholinergic |
EP1616567A1 (en) * | 2004-07-16 | 2006-01-18 | Boehringer Ingelheim Pharma GmbH & Co.KG | Medicaments for inhalation comprising PDE IV inhibitors and glycopyrrolate salts |
EP1781607A2 (en) * | 2004-08-19 | 2007-05-09 | Ranbaxy Laboratories Limited | Pyrrolidine derivatives as muscarinic receptor antagonists |
GB0428418D0 (en) * | 2004-12-24 | 2005-02-02 | Novartis Ag | Organic compounds |
GB0428416D0 (en) | 2004-12-24 | 2005-02-02 | Novartis Ag | Organic compounds |
GB0504463D0 (en) * | 2005-03-03 | 2005-04-13 | Arakis Ltd | Method of crystallisation and purification |
PL1863476T3 (pl) * | 2005-03-16 | 2016-07-29 | Meda Pharma Gmbh & Co Kg | Skojarzenie środków antycholinergicznych i antagonistów receptora leukotrienowego do leczenia chorób układu oddechowego |
TW200722418A (en) * | 2005-04-20 | 2007-06-16 | Astrazeneca Ab | Novel compounds |
WO2006114379A1 (de) * | 2005-04-23 | 2006-11-02 | Boehringer Ingelheim International Gmbh | Arzneimittelkombination für die inhalation enthaltend neben einem anticholinergikum ein betamimetikum und ein steroid |
WO2007071313A2 (en) * | 2005-12-21 | 2007-06-28 | Meda Pharma Gmbh & Co Kg | Combination of anticholinergics, glucocorticoids, beta2-ag0nists, pde4 inhibitor and antileukotriene for the treatment of inflammatory diseases |
GB0613161D0 (en) | 2006-06-30 | 2006-08-09 | Novartis Ag | Organic Compounds |
TW200825084A (en) | 2006-11-14 | 2008-06-16 | Astrazeneca Ab | New compounds 521 |
CA2723981A1 (en) | 2008-05-13 | 2009-11-19 | Astrazeneca Ab | New compounds 273 |
LT2435025T (lt) * | 2009-05-29 | 2016-09-26 | Pearl Therapeutics, Inc. | Veikliosios medžiagos tiekimas per kvėpavimo takus |
JP5833026B2 (ja) | 2010-01-28 | 2015-12-16 | セロン ファーマシューティカルズ, インコーポレイテッド | 7−アゾニアビシクロ[2.2.1]ヘプタン誘導体、その産生方法、および薬学的使用 |
EP2580194A1 (en) * | 2010-06-14 | 2013-04-17 | Chiesi Farmaceutici S.p.A. | Process for the preparation of glycopyrronium chloride |
JOP20120023B1 (ar) | 2011-02-04 | 2022-03-14 | Novartis Ag | صياغات مساحيق جافة من جسيمات تحتوي على واحد أو اثنين من المواد الفعالة لعلاج امراض ممرات الهواء الانسدادية او الالتهابية |
US9006462B2 (en) | 2013-02-28 | 2015-04-14 | Dermira, Inc. | Glycopyrrolate salts |
EP3473615B1 (en) | 2013-02-28 | 2022-01-19 | Journey Medical Corporation | Glycopyrrolate salts |
US8558008B2 (en) | 2013-02-28 | 2013-10-15 | Dermira, Inc. | Crystalline glycopyrrolate tosylate |
AU2014229361B2 (en) | 2013-03-14 | 2016-08-04 | Novartis Ag | Deamorphization of spray-dried formulations via spray-blending |
US9452139B2 (en) | 2013-03-14 | 2016-09-27 | Novartis Ag | Respirable agglomerates of porous carrier particles and micronized drug |
US9926270B2 (en) | 2014-08-20 | 2018-03-27 | Dermira, Inc. | Process for production of glycopyrronium tosylate |
ES2700597T3 (es) * | 2014-12-24 | 2019-02-18 | Lesvi Laboratorios Sl | Proceso para la preparación de (3RS) -3 - [(2SR) - (2-ciclopentil-2-hidroxi-2-fenilacetil) oxi] -1,1-dimetilpirrolidinio |
JP7161466B2 (ja) | 2016-08-02 | 2022-10-26 | ジャーニー メディカル コーポレーション | グリコピロニウム化合物を作製するための方法及び使用する方法 |
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FI49713C (fi) * | 1974-05-15 | 1975-09-10 | Medica Pharma Co Ltd | Terapeuttisesti tehokkaan erytro-1-metyyli-3-pyrrolidinyyli-alfa-syklo -pentyylimandelaattimetobromidin valmistusmenetelmä. |
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JP2001504459A (ja) * | 1996-11-11 | 2001-04-03 | ノエ・クリスティアン・エル | 対掌体純粋な、塩基性アリール―シクロアルキル―ヒドロキシカルボン酸エステル、その製造方法及びこれを薬剤に使用する方法 |
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-
1997
- 1997-11-11 JP JP52194298A patent/JP2001504459A/ja active Pending
- 1997-11-11 AT AT97911049T patent/ATE238280T1/de active
- 1997-11-11 RU RU99112115/04A patent/RU2238936C2/ru not_active IP Right Cessation
- 1997-11-11 SI SI9730556T patent/SI0937041T1/xx unknown
- 1997-11-11 NZ NZ336202A patent/NZ336202A/xx not_active IP Right Cessation
- 1997-11-11 ES ES97911049T patent/ES2195121T3/es not_active Expired - Lifetime
- 1997-11-11 DE DE59709927T patent/DE59709927D1/de not_active Expired - Lifetime
- 1997-11-11 PL PL97332595A patent/PL195520B1/pl unknown
- 1997-11-11 EP EP03005232A patent/EP1371645B1/de not_active Expired - Lifetime
- 1997-11-11 PT PT97911049T patent/PT937041E/pt unknown
- 1997-11-11 CA CA002271276A patent/CA2271276C/en not_active Expired - Fee Related
- 1997-11-11 DK DK97911049T patent/DK0937041T3/da active
- 1997-11-11 PT PT3005232T patent/PT1371645E/pt unknown
- 1997-11-11 HU HU9903791A patent/HU228273B1/hu not_active IP Right Cessation
- 1997-11-11 WO PCT/AT1997/000245 patent/WO1998021183A1/de active IP Right Grant
- 1997-11-11 ES ES03005232T patent/ES2407135T3/es not_active Expired - Lifetime
- 1997-11-11 CN CNB971996210A patent/CN100391942C/zh not_active Expired - Fee Related
- 1997-11-11 EP EP97911049A patent/EP0937041B1/de not_active Expired - Lifetime
- 1997-11-11 DK DK03005232.8T patent/DK1371645T3/da active
- 1997-11-11 EP EP03005233A patent/EP1369414A1/de not_active Withdrawn
- 1997-11-11 SI SI9730800T patent/SI1371645T1/sl unknown
- 1997-11-11 AU AU48560/97A patent/AU745331B2/en not_active Ceased
-
1999
- 1999-03-03 NO NO19991056A patent/NO314354B1/no not_active IP Right Cessation
- 1999-05-11 US US09/309,960 patent/US6307060B1/en not_active Expired - Lifetime
-
2004
- 2004-06-03 HK HK04104008.8A patent/HK1061023A1/xx not_active IP Right Cessation
Cited By (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CN100349867C (zh) * | 2002-12-18 | 2007-11-21 | 药品控制研究及咨询有限责任公司 | 制备r,r(或s,s)构型的格隆铵-立体异构体的方法 |
CN102939280A (zh) * | 2010-06-14 | 2013-02-20 | 奇斯药制品公司 | 格隆氯铵的晶型 |
CN102939280B (zh) * | 2010-06-14 | 2014-11-19 | 奇斯药制品公司 | 格隆氯铵的晶型 |
CN102627595A (zh) * | 2012-03-09 | 2012-08-08 | 徐奎 | 一种制备格隆溴铵的方法 |
CN104586841A (zh) * | 2013-10-30 | 2015-05-06 | 中国药科大学 | (3r,2’r)-格隆溴铵作为m3毒蕈碱性受体拮抗剂在制药中的用途 |
CN107304178A (zh) * | 2016-04-21 | 2017-10-31 | 辽宁药联制药有限公司 | 一种毒蕈碱受体拮抗剂格隆溴铵手性对映体的制备方法 |
CN107304178B (zh) * | 2016-04-21 | 2020-03-27 | 辽宁药联制药有限公司 | 一种毒蕈碱受体拮抗剂格隆溴铵手性对映体的制备方法 |
Also Published As
Publication number | Publication date |
---|---|
NZ336202A (en) | 2000-10-27 |
WO1998021183A1 (de) | 1998-05-22 |
PL332595A1 (en) | 1999-09-27 |
PT937041E (pt) | 2003-09-30 |
SI0937041T1 (en) | 2003-10-31 |
AU745331B2 (en) | 2002-03-21 |
EP0937041B1 (de) | 2003-04-23 |
CA2271276C (en) | 2009-01-13 |
ES2407135T3 (es) | 2013-06-11 |
DK0937041T3 (da) | 2003-08-11 |
NO314354B1 (no) | 2003-03-10 |
CA2271276A1 (en) | 1998-05-22 |
RU2238936C2 (ru) | 2004-10-27 |
DE59709927D1 (de) | 2003-05-28 |
EP1369414A1 (de) | 2003-12-10 |
ES2195121T3 (es) | 2003-12-01 |
ATE238280T1 (de) | 2003-05-15 |
DK1371645T3 (da) | 2013-06-03 |
CN100391942C (zh) | 2008-06-04 |
EP0937041A1 (de) | 1999-08-25 |
PL195520B1 (pl) | 2007-09-28 |
NO991056L (no) | 1999-05-11 |
HUP9903791A3 (en) | 2001-10-29 |
HU228273B1 (en) | 2013-02-28 |
PT1371645E (pt) | 2013-05-21 |
SI1371645T1 (sl) | 2013-07-31 |
NO991056D0 (no) | 1999-03-03 |
EP1371645B1 (de) | 2013-02-20 |
US6307060B1 (en) | 2001-10-23 |
AU4856097A (en) | 1998-06-03 |
HK1061023A1 (zh) | 2004-09-03 |
EP1371645A1 (de) | 2003-12-17 |
JP2001504459A (ja) | 2001-04-03 |
HUP9903791A2 (hu) | 2000-03-28 |
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