3-[3-chloro-4-[[[3-[(4,5-dihydro-1H-imidazol-2-yl)-amino]phenyl]carbonyl]amino]phenyl]-2E-propenoic acid

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[3-chloro-4-[[[3-[(4,5-dihydro-1H-imidazol-2-yl)-amino]phenyl]carbonyl]amino]phenyl]-2E-propenoic acid
• 英文别名: 3-{3-Chloro-4-[3-(4,5-dihydro-1H-imidazol-2-ylamino)-benzoylamino]-phenyl}-acrylic acid；(E)-3-[3-chloro-4-[[3-(4,5-dihydro-1H-imidazol-2-ylamino)benzoyl]amino]phenyl]prop-2-enoic acid
• 化学式: C₁₉H₁₇ClN₄O₃
• 分子量: 384.822
• InChiKey: JZTSYGNOFKHTHM-FNORWQNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  103
• 氢给体数：
  4
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(4,5-Dihydro-1H-imidazol-2-ylamino)-benzoic acid 、 alkaline earth salt of/the/ methylsulfuric acid 在 N-甲基哌啶 、 氯甲酸异丁酯 作用下， 以 二氯甲烷 为溶剂， 生成 3-[3-chloro-4-[[[3-[(4,5-dihydro-1H-imidazol-2-yl)-amino]phenyl]carbonyl]amino]phenyl]-2E-propenoic acid
  参考文献：
  名称：

  Synthesis of cinnamic acids and related isosteres as potent and selective αvβ3 receptor antagonists

  摘要：

  We describe a series of conformationally-restricted cinnamic acid peptidomimetics as well as several cinnamic acid isosteres, including 3-phenylpropionic acids, 2-amino-3-phenylpropionic acids, phenoxyacetic acids and 2-phenylcyclopropylcarboxylic acids. Several analogues demonstrated low to sub-nanomolar potencies against alpha(v)beta(3) and greater than 200-fold selectivity against the other beta(3) integrin alpha(IIb)beta(3) In whole 293 cells, many of these analogues also showed modest selectivity against other alpha(v) integrins such as alpha(v)beta(1) and alpha(v)beta(5). These compounds were synthesized from readily available starting materials using either Heck or Mitsunobu coupling conditions. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.015

文献信息

• CINNAMIC ACID DERIVATIVES AND THEIR USE AS INTEGRIN ANTAGONISTS
  申请人：G.D. SEARLE & CO.

  公开号：EP0894084B1

  公开（公告）日：2002-06-26
• US5852210A
  申请人：——

  公开号：US5852210A

  公开（公告）日：1998-12-22
• [EN] CINNAMIC ACID DERIVATIVES AND THEIR USE AS INTEGRIN ANTAGONISTS<br/>[FR] DERIVES DE L'ACIDE CINNAMIQUE ET LEUR UTILISATION COMME ANTAGONISTES DE L'INTEGRINE
  申请人：G.D. SEARLE & CO.

  公开号：WO1997036860A1

  公开（公告）日：1997-10-09

  (EN) The present invention relates to a class of compounds represented by formula (I) or a pharmaceutically acceptable salt thereof, pharmaceutical compositions comprising compounds of formula (I), and methods of selectively inhibiting or antagonizing the $g(a)v$g(b)3 integrin.(FR) La présente invention se rapporte à une classe de composés représentés par la formule (I), ou à un sel pharmaceutiquement acceptable de ceux-ci, à des compositions pharmaceutiques comprenant les composés de la formule (I), et à des procédés visant à inhiber ou antagoniser l'intégrine $g(a)v$g(b)3.