吡咯烷正离子,3-[(环戊基羟基苯乙酰)氧代]-1,1-二甲基-,溴化,[R-(R*,S*)]- | 129784-11-8

• 物质功能分类: 分析化学 - 标准品 - 药典标准品和杂质标准品
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 吡咯烷正离子,3-[(环戊基羟基苯乙酰)氧代]-1,1-二甲基-,溴化,[R-(R*,S*)]-
• 英文名称: (3RS)-3-[(2SR)-(2-cyclopentyl-2-hydroxy-2-phenylacetyl)oxy]-1, 1-dimethylpyrrolidinium bromide
• 英文别名: glycopyrrolate；glycopyrronium bromide；(RS,SR)-glucopyrronium bromide；(3SR,2'RS)-3-[(cyclopentyl-hydroxyphenylacetyl)-oxy]-1,1-dimethylpyrrolidinium bromide；Pyrrolidinium, 3-(((2S)-cyclopentylhydroxyphenylacetyl)oxy)-1,1-dimethyl-, bromide, (3R)-；[(3R)-1,1-dimethylpyrrolidin-1-ium-3-yl] (2S)-2-cyclopentyl-2-hydroxy-2-phenylacetate;bromide
• CAS: 129784-11-8
• 化学式: Br*C₁₉H₂₈NO₃
• 分子量: 398.34
• InChiKey: VPNYRYCIDCJBOM-POCMBTLOSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -0.54
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-环戊基-2-羟基苯乙酸 以 丙醇 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 44.0h， 生成 吡咯烷正离子,3-[(环戊基羟基苯乙酰)氧代]-1,1-二甲基-,溴化,[R-(R*,S*)]- 、 (3S,2'R)-3-(2-cyclopentyl-2-hydroxy-2-phenylacetoxy)-1,1-dimethylpyrrolidinium bromide
  参考文献：
  名称：

  Carry Over of Impurities: A Detailed Exemplification for Glycopyrrolate (NVA237)

  摘要：

  The original synthesis of glycopyrrolate (NVA237) was revised and shortened into an essentially one-pot process. Without isolating the intermediates, their purification became obsolete, thereby increasing the possibility of the carry over of impurities. For that reason, the actual, potential, and theoretical impurities of the starting materials cyclopentyl mandelic acid and 1-methyl-pyrrolidin-3-ol as well as byproducts which may occur during the synthesis were thoroughly investigated; furthermore, their transformation to possible impurities in the drug substance along the new synthetic route was performed to exclude them as actual impurities in the drug substance with certainty. The question is raised how detailed such investigation-which are fairly manageable for a simple product like glycopyrrolate-need to be.

  DOI：

  10.1021/op3001788

文献信息

• [EN] PHENOXYPYRIDINYLAMIDE DERIVATIVES AND THEIR USE IN THE TREATMENT OF PDE4 MEDIATED DISEASE STATES<br/>[FR] DÉRIVÉS DE PHÉNOXYPYRIDINYLAMIDE ET LEUR UTILISATION DANS LE TRAITEMENT D'ÉTATS PATHOLOGIQUES INDUITS PAR LA PHOSPHODIÉSTERASE 4 (PDE4)
  申请人：ASTRAZENECA AB

  公开号：WO2009144494A1

  公开（公告）日：2009-12-03

  The present invention provides a compound of a formula (I), wherein the variables are defined herein; to a process for preparing such a compound; and to the use of such a compound in the treatment of a PDE4 mediated disease state.

  本发明提供了一种化合物的公式(I)，其中变量在此定义；以及制备这种化合物的方法；以及在治疗PDE4介导的疾病状态中使用这种化合物。
• [EN] PROCESS FOR PREPARING PYRROLIDINIUM SALTS<br/>[FR] PROCÉDÉ DE PRÉPARATION DE SELS DE PYRROLIDINIUM
  申请人：NOVARTIS AG

  公开号：WO2010115937A1

  公开（公告）日：2010-10-14

  A two step process for preparing a compound of formula (I) in salt or zwitterionic form, wherein R1 and R2 are each independently C3-C8-cycloalkyl or C6-C10-aryl; and R3 and R4 are each independently C1-C8-alkyl. The process minimizes variation in the relative proportions of diastereoisomers.

  一种用盐或双离子形式制备化合物(I)的两步过程，其中R1和R2分别独立为C3-C8环烷基或C6-C10芳基；R3和R4分别独立为C1-C8烷基。该过程减少了对映异构体相对比例的变化。
• [EN] ISOQUINOLINONE DERIVATIVES<br/>[FR] DÉRIVÉS D'ISOQUINOLINONE
  申请人：ASTRAZENECA AB

  公开号：WO2010039079A1

  公开（公告）日：2010-04-08

  The present invention relates to isoquinolinone derivatives of formula (I): wherein are as herein defined; processes for their preparation, pharmaceutical compositions containing them and their use in therapy.

  本发明涉及式(I)的异喹啉酮衍生物：其中如本文所定义；它们的制备方法，含有它们的药物组合物以及它们在治疗中的用途。
• [EN] SPLROPIPERIDINE COMPOUNDS, A PROCESS OF THEIR PREPARATION, PHARMACEUTICAL COMPOSITIONS CONTAINING THEM, AND THEIR USE IN THE TREATMENT OF AIRWAY DISEASES, INFLAMMATORY DISEASES, COPD OR ASTHMA<br/>[FR] COMPOSÉS SPIROPIPÉRIDINES, LEUR PROCÉDÉ DE PRÉPARATION, COMPOSITIONS PHARMACEUTIQUES LES CONTENANT, ET LEUR UTILISATION DANS LE TRAITEMENT DES MALADIES DES VOIES AÉRIENNES, DES MALADIES INFLAMMATOIRES, DE LA BRONCHOPNEUMOPATHIE CHRONIQUE OBSTRUCTIVE
  申请人：ASTRAZENECA AB

  公开号：WO2009011655A1

  公开（公告）日：2009-01-22

  The present invention relates to new polymorphs of compounds 2-2-Chloro-5-[(2S)-3-(5-chloro-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)-2-hydroxypropyl]oxy}-4- [(methylamino)carbonyl]phenoxy}-2-methylpropanoic acid, and the hydrochloride and sodium hydroxide salts thereof,and compound 2-2-Chloro-5-[(2R)-3-(5-chloro-1'H,3H-spiro[1-benzofuran-2,4'-piperidin]-1'-yl)-2-hydroxypropyl]oxy}-4- [(methylamino)carbonyl]phenoxy}-2-methylpropanoic acid. The invention further relates to pharmaceutical composition containing said compounds and to the use of said compounds in therapy. The present invention also relates to processes for the preparation of said compounds.

  本发明涉及化合物2-2-氯-5-[(2S)-3-(5-氯-1'H,3H-螺[1-苯并呋喃-2,4'-哌啶]-1'-基)-2-羟基丙基]氧基}-4-[(甲基氨基)羰基]苯氧基}-2-甲基丙酸的新多晶形态，以及其盐包括盐酸盐和氢氧化钠盐，以及化合物2-2-氯-5-[(2R)-3-(5-氯-1'H,3H-螺[1-苯并呋喃-2,4'-哌啶]-1'-基)-2-羟基丙基]氧基}-4-[(甲基氨基)羰基]苯氧基}-2-甲基丙酸。该发明还涉及含有上述化合物的药物组合物以及上述化合物在治疗中的用途。本发明还涉及制备上述化合物的方法。
• [DE] VERFAREN ZUR HERSTELLUNG DES R,R (ODER S,S) KONFUGURIERTEN GLYCOPYRRONIUM-STEREOISOMERS<br/>[EN] METHOD FOR PRODUCTION OF THE R,R (OR S,S) CONFIGURATION OF GLYCOPYRRONIUM STEREOISOMERS<br/>[FR] PROCEDE DE PREPARATION DE STEREOISOMERES DE GLYCOPYRRONIUM A CONFIGURATION R,R (OU S,S)
  申请人：PHARMACON FORSCHUNG & BERATUNG GMBH

  公开号：WO2004054971A1

  公开（公告）日：2004-07-01

  Die vorliegende Erfindung betrifft ein Verfahren zur Anreicherung der R,R- oder S,S-konfigurierten Glycopyrronium­Isomere und ihrer Thienylderivate mit R,S- oder S,R-Konfiguration.

  这项发明涉及一种用于富集具有R,R或S,S构型的Glycopyrronium同分异构体及其R,S或S,R构型的Thienylderivatives的方法。