2-[1-[4-[2-(4-chlorophenyl)ethylcarbamoyl]benzoyl]isoquinolin-4-yl]-2-methylpropanoic acid | 1233249-28-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 2-[1-[4-[2-(4-chlorophenyl)ethylcarbamoyl]benzoyl]isoquinolin-4-yl]-2-methylpropanoic acid
• 英文别名: 2-{1-[(4-{[2-(4-chlorophenyl)ethyl]carbamoyl}phenyl)carbonyl]isoquinolin-4-yl}-2-methylpropanoic acid
• CAS: 1233249-28-9
• 化学式: C₂₉H₂₅ClN₂O₄
• 分子量: 500.981
• InChiKey: GWHLMNZOBUDWTE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  36
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  96.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  tert-butyl 4-[4-(2-methoxy-1,1-dimethyl-2-oxo-ethyl)isoquinoline-1-carbonyl]benzoate 在 水 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三氟乙酸 、 lithium hydroxide 作用下， 以 1,4-二氧六环 、 氯仿 为溶剂， 生成 2-[1-[4-[2-(4-chlorophenyl)ethylcarbamoyl]benzoyl]isoquinolin-4-yl]-2-methylpropanoic acid
  参考文献：
  名称：

  Isoquinoline derivatives as potent CRTH2 receptor antagonists: Synthesis and SAR

  摘要：

  Synthesis and structure-activity relationship of a novel series of isoquinoline CRTH2 receptor antagonists are described. One of the most potent compounds, TASP0376377 (6m), showed not only potent binding affinity (IC50 = 19 nM) but also excellent functional antagonist activity (IC50 = 13 nM). TASP0376377 was tested for its ability of a chemotaxis assay to show the effectiveness (IC50 = 23 nM), which was in good agreement with the CRTH2 antagonist potency. Furthermore, TASP0376377 showed sufficient selectivity for binding to CRTH2 over the DP1 prostanoid receptor (IC50 > 1 mu M) and COX-1 and COX-2 enzymes (IC50 > 10 mu M). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.03.009

文献信息

• ISOQUINOLINE DERIVATIVE
  申请人：Takayama Tetsuo

  公开号：US20110288293A1

  公开（公告）日：2011-11-24

  A compound represented by formula (I) or a pharmaceutically acceptable salt thereof has an effect of inhibiting CRTH2 and, therefore, is useful as a preventive or a remedy for allergic diseases such as asthma, atopic dermatitis and allergic rhinitis.

  化合物(I)的分子式或其药学上可接受的盐具有抑制CRTH2的效果，因此可用作预防或治疗哮喘、特应性皮炎和过敏性鼻炎等过敏性疾病的药物。
• EP2377851
  申请人：——

  公开号：——

  公开（公告）日：——
• Isoquinoline derivatives as potent CRTH2 receptor antagonists: Synthesis and SAR
  作者：Rie Nishikawa-Shimono、Yoshinori Sekiguchi、Takeshi Koami、Madoka Kawamura、Daisuke Wakasugi、Kazuhito Watanabe、Shunichi Wakahara、Kayo Matsumoto、Tetsuo Takayama

  DOI：10.1016/j.bmcl.2012.03.009

  日期：2012.5

  Synthesis and structure-activity relationship of a novel series of isoquinoline CRTH2 receptor antagonists are described. One of the most potent compounds, TASP0376377 (6m), showed not only potent binding affinity (IC50 = 19 nM) but also excellent functional antagonist activity (IC50 = 13 nM). TASP0376377 was tested for its ability of a chemotaxis assay to show the effectiveness (IC50 = 23 nM), which was in good agreement with the CRTH2 antagonist potency. Furthermore, TASP0376377 showed sufficient selectivity for binding to CRTH2 over the DP1 prostanoid receptor (IC50 > 1 mu M) and COX-1 and COX-2 enzymes (IC50 > 10 mu M). (C) 2012 Elsevier Ltd. All rights reserved.
• US8461329B2
  申请人：——

  公开号：US8461329B2

  公开（公告）日：2013-06-11
• [EN] ISOQUINOLINE DERIVATIVE<br/>[FR] DÉRIVÉ D'ISOQUINOLÉINE
  申请人：TAISHO PHARMA CO LTD

  公开号：WO2010074244A1

  公开（公告）日：2010-07-01

  　式（Ｉ） で表される化合物又はその医薬上許容される塩は、ＣＲＴＨ２の阻害作用を有し、喘息、アトピー性皮膚炎、アレルギー性鼻炎等のアレルギー性疾患の予防剤又は治療剤として有用である。