孟鲁司特杂质G | 774538-96-4

• 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 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 中文名称: 孟鲁司特杂质G
• 中文别名: 孟鲁司特有关物质B顺式异构体；顺式-孟鲁司特；孟鲁司特杂质G(EP)；孟鲁司特钠杂质G
• 英文名称: 1-[[[(1R)-1-[3-[(lZ)-2-(7-chloro-2-quinolinyl)ethenyl]phenyl]-3-[2-(1-hydroxy-1-methylethyl)phenyl]propyl]thio]methyl]cyclopropaneacetic acid
• 英文别名: Montelukast, cis-；2-[1-[[(1R)-1-[3-[(Z)-2-(7-chloroquinolin-2-yl)ethenyl]phenyl]-3-[2-(2-hydroxypropan-2-yl)phenyl]propyl]sulfanylmethyl]cyclopropyl]acetic acid
• CAS: 774538-96-4
• 化学式: C₃₅H₃₆ClNO₃S
• 分子量: 586.195
• InChiKey: UCHDWCPVSPXUMX-LNMNGANESA-N

物化性质

• 熔点：
  58-71°C
• 密度：
  1.272
• 溶解度：
  可溶于二氯甲烷（轻微）、甲醇（轻微、超声处理）

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  95.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  Montelukast sodium 生成 孟鲁司特杂质G
  参考文献：
  名称：

  10.1002/chir.23610

  摘要：

  AbstractMontelukast sodium (MLS) is a leukotriene receptor antagonist that relieves asthma, bronchospasm, allergic rhinitis, and urticaria. A simple, robust, and stability‐indicating normal phase high‐performance liquid chromatography method was developed to separate and quantitatively estimate the S‐enantiomer of MLS. The chiral separation was achieved using USP L51 packing material along with a mobile phase consisting of a solvent mixture (n‐hexane, ethanol, and propionic acid), a flow rate of 1.0 mL/min, a detection wavelength of 284 nm, a column temperature of 30°C and an injection volume of 20 μL. The enantiomers peaks were well separated from the peaks of the placebo, diluting solvent, MLS, and its known impurities with a resolution of more than 2.2 and with no interference. Accuracy and linearity were studied in a range of 0.36–3.597 μg/mL (0.03%–0.30%), with good recoveries between 92.5% and 96.8% and a linear regression coefficient above 0.996. The suggested chiral chromatography method is being considered as an alternative and equivalent method to the United States Pharmacopeia and European Pharmacopeia monographs. The developed method was effectively employed for the study of release and stability samples of MLS. This HPLC method is also capable of separating and estimating the stereo‐selective isomers (R‐ and S‐enantiomers) of sulfoxide impurity of MLS in pharmaceutical medicine.

  DOI：

  10.1002/chir.23610

文献信息

• [EN] PROCESS FOR THE PURIFICATION OF MONTELUKAST BY THE PREPARATION OF ACID ADDITION SALTS AND PROCÉDÉ DE PURIFICATION DU MONTÉLUKAST PAR PRÉPARATION DE SELS D'ADDITION ACIDES ET DE SEL DE 20090813WO2005040123A1SYNHTON B V [NL], et al200505062410DX1-3,5,6,27,29DXWO2007012075A2REDDYS LAB LTD DR [IN], et al2007012546,7A1AEP1693368A1CHEMI SPA [IT]2006082311DA7DA<br/>[FR] PROCÉDÉ DE PURIFICATION DU MONTÉLUKAST PAR PRÉPARATION DE SELS D'ADDITION ACIDES ET DE SEL DE 20090813WO2005040123A1SYNHTON B V [NL], et al200505062410DX1-3,5,6,27,29DXWO2007012075A2REDDYS LAB LTD DR [IN], et al2007012546,7A1AEP1693368A1CHEMI SPA [IT]2006082311DA7DA
  申请人：FARMAPROJECTS S A

  公开号：WO2009098271A1

  公开（公告）日：2009-08-13

  The present invention relates to processes for the purification of montelukast by the preparation of acid addition salts and tert-amylamine salt. The preparation of acid addition salts is very efficient and does not lead to the increase of impurities arising from the dehydration of the tertiary alcohol, such as styrene impurity, while the use of tert-amylamine salt highly reduces the content of styrene impurity and montelukast sulfoxide.

  本发明涉及通过制备酸加成盐和tert-戊基胺盐的纯化蒙特卢卡斯特的过程。酸加成盐的制备非常高效，不会导致三级醇脱水产生的苯乙烯杂质等杂质的增加，而使用tert-戊基胺盐则高度降低苯乙烯杂质和蒙特卢卡斯特亚砜的含量。
• SPECIFIC IMPURITIES OF MONTELUKAST
  申请人：Halama Ales

  公开号：US20110034692A1

  公开（公告）日：2011-02-10

  The subject-matter of the invention consists in a method of removing specific impurities of montelukast of formula (I), which occur due to chemical instability of the target substance and also contaminate the substance in the preparation process. Further, methods of isolation of specific impurities of montelukast defined by formulae (V-A), (IV-A), (XIIIa-A), (XIIIb-A) and analytic methods used for the control of the production of montelukast in the pharmaceutical quality.

  本发明的主题是一种去除蒙特卢卡斯特（化学式（I））的特定杂质的方法，这些杂质由于目标物质的化学不稳定性而产生，并在制备过程中污染物质。此外，本发明还涉及一些隔离蒙特卢卡斯特的特定杂质的方法，这些杂质由式（V-A）、（IV-A）、（XIIIa-A）、（XIIIb-A）定义，并用于控制制药质量中蒙特卢卡斯特生产的分析方法。
• Topical Montelukast formulations
  申请人：TARO PHARMACEUTICAL INDUSTRIES LTD.

  公开号：US11173117B2

  公开（公告）日：2021-11-16

  The present disclosure provides for topical emulsion comprising about 0.5% to about 10% Montelukast or pharmaceutically acceptable salt thereof; and about 0.4% to about 4% carbomer; wherein particles comprising the Montelukast in the emulsion have D90 of less than about 50 μm, wherein the Montelukast or pharmaceutically acceptable salt thereof is homogeneously dispersed in the emulsion, and wherein the emulsion has a pH of about 3.0 to about 6.5. The present disclosure also provides a topical gel comprising (a) about 0.5% to about 10% Montelukast or pharmaceutically acceptable salt thereof; (b) about 0.2% to about 8% cellulose polymer; and (c) about 80% to about 95% amphiphilic compound; wherein the gel comprises less than 4% water.

  本公开提供了局部乳剂，包含约0.5%至约10%的孟鲁司特或其药学上可接受的盐；以及约0.4%至约4%的卡波姆；其中乳剂中包含孟鲁司特的颗粒的D90小于约50μm，其中孟鲁司特或其药学上可接受的盐均匀地分散在乳剂中，并且乳剂的pH值为约3.0至约6.5。本公开还提供了一种局部凝胶，包含(a)约0.5%至约10%的孟鲁司特或其药学上可接受的盐；(b)约0.2%至约8%的纤维素聚合物；和(c)约80%至约95%的两性化合物；其中凝胶包含小于4%的水。
• [EN] SPECIFIC IMPURITIES OF MONTELUKAST<br/>[FR] IMPURETÉS SPÉCIFIQUES DU MONTÉLUKAST
  申请人：ZENTIVA KS

  公开号：WO2009111998A3

  公开（公告）日：2010-03-25
• PROCESS FOR PURE MONTELUKAST SODIUM THROUGH PURE INTERMEDIATES AS WELL AS NOVEL AMINE SALTS
  申请人：Satyanarayana Reddy Manne

  公开号：US20100056793A1

  公开（公告）日：2010-03-04

  The present invention provides an improved process for the preparation of highly pure montelukast sodium through highly pure diol intermediate compound of formula (2) and (1)-(mercapto methyl)cyclopropane acetic acid methyl ester compound of formula (4) or mercaptomethyl cyclopropane acetic acid compound of formula (7). The present invention also provides novel organic amine salts of montelukast.