4-[[[3-[(aminoiminomethyl)amino]phenyl]carbonyl]amino]-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 4-[[[3-[(aminoiminomethyl)amino]phenyl]carbonyl]amino]-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine
• 英文别名: 2-tert-Butoxycarbonylamino-3-[4-(3-guanidino-benzoylamino)-phenyl]-propionic acid；3-[4-[[3-(diaminomethylideneamino)benzoyl]amino]phenyl]-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
• 化学式: C₂₂H₂₇N₅O₅
• 分子量: 441.487
• InChiKey: DIMDWQUSJSWNOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  169
• 氢给体数：
  5
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-Guanidinobenzoic acid 、 叔-丁基氯甲酸酯 、 alkaline earth salt of/the/ methylsulfuric acid 生成 4-[[[3-[(aminoiminomethyl)amino]phenyl]carbonyl]amino]-N-[(1,1-dimethylethoxy)carbonyl]phenylalanine
  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

• Para- substituted phenylene derivatives and their use as integrin antagonists
  申请人：G.D. SEARLE & CO.

  公开号：EP1157985A1

  公开（公告）日：2001-11-28

  The present invention relates to a class of compounds represented by Formula I or a pharmaceutically acceptable salt thereof, pharmaceutical composition comprising compounds of the Formula I, and methods of selectively inhibiting or antagonizing the αvβ3 integrin.

  本发明涉及一类由式 I 或其药学上可接受的盐、包含式 I 化合物的药物组合物，以及选择性抑制或拮抗 αvβ3 整合素的方法。
• PARA-SUBSTITUTED PHENYLPROPANOIC ACID DERIVATIVES AS INTEGRIN ANTAGONISTS
  申请人：G.D. SEARLE & CO.

  公开号：EP0891325A1

  公开（公告）日：1999-01-20
• US6251944B1
  申请人：——

  公开号：US6251944B1

  公开（公告）日：2001-06-26
• [EN] PARA-SUBSTITUTED PHENYLPROPANOIC ACID DERIVATIVES AS INTEGRIN ANTAGONISTS<br/>[FR] DERIVES D'ACIDE PHENYLPROPANOIQUE PARA-SUBSTITUES, UTILISES COMME ANTAGONISTES DE L'INTEGRINE
  申请人：G.D. SEARLE & CO.

  公开号：WO1997036859A1

  公开（公告）日：1997-10-09

  (EN) The present invention relates to a class of compounds represented by Formula (I) or a phramaceutically acceptable salt thereof, pharmaceutical composition comprising compounds of Formula (I), and methods of selectively inhibiting or antagonizing the $g(a)v$g(b)3 integrin.(FR) Cette invention, qui a trait à une classe de composés représentés par la formule (I), ou à un de leurs sels, acceptable du point de vue pharmaceutique, a également trait à une composition à usage pharmaceutique comportant des composés répondant à cette formule ainsi qu'à des techniques d'inhibition ou de neutralisation sélectives de l'intégrine $g(a)v$g(b)3.
• Synthesis of cinnamic acids and related isosteres as potent and selective αvβ3 receptor antagonists
  作者：Thomas D. Penning、Mark A. Russell、Barbara B. Chen、Helen Y. Chen、Bipin N. Desai、Stephen H. Docter、David J. Edwards、Glen J. Gesicki、Chi-Dean Liang、James W. Malecha、Stella S. Yu、V.Wayne Engleman、Sandra K. Freeman、Melanie L. Hanneke、Kristen E. Shannon、Marisa M. Westlin、G.Allen Nickols

  DOI：10.1016/j.bmcl.2004.01.015

  日期：2004.3

  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.