methyl (RS)-(2-amino-4-benzyloxy-5-methoxy-phenyl)-(4-cyano-phenylamino)-acetate | 227023-67-8

• 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: methyl (RS)-(2-amino-4-benzyloxy-5-methoxy-phenyl)-(4-cyano-phenylamino)-acetate
• 英文别名: methyl (RS)-(2-amino-4-benzyloxy-5-methoxyphenyl)-(4-cyanophenylamino)acetate；Methyl 2-(2-amino-5-methoxy-4-phenylmethoxyphenyl)-2-(4-cyanoanilino)acetate；methyl 2-(2-amino-5-methoxy-4-phenylmethoxyphenyl)-2-(4-cyanoanilino)acetate
• CAS: 227023-67-8
• 化学式: C₂₄H₂₃N₃O₄
• 分子量: 417.464
• InChiKey: DDTGUOPWUSQJGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  31
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  107
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  methyl (RS)-(2-amino-4-benzyloxy-5-methoxy-phenyl)-(4-cyano-phenylamino)-acetate 在 lithium hydroxide 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-[2-(4-Benzyloxy-5-methoxy-2-phenylacetylamino-phenyl)-2-(4-cyano-phenylamino)-acetylamino]-phenyl-acetic acid
  参考文献：
  名称：

  Design of selective phenylglycine amide tissue factor/factor VIIa inhibitors

  摘要：

  Proof of concept experiments have shown that tissue factor/factor Vila inhibitors have antithrombotic activity without enhancing bleeding propensity. Starting from lead compounds generated by a biased combinatorial approach, phenylglycine amide tissue factor/factor Vila inhibitors with low nanomolar affinity and good selectivity against other serine proteases of the coagulation cascade were designed, using the guidance of X-ray structural analysis and molecular modelling. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.092
• 作为产物：
  描述：

  (4-Benzyloxy-5-methoxy-2-nitro-phenyl)-(4-cyano-phenylamino)-acetic acid methyl ester 在 platinum on activated charcoal 氢气 作用下， 以 四氢呋喃 为溶剂， 生成 methyl (RS)-(2-amino-4-benzyloxy-5-methoxy-phenyl)-(4-cyano-phenylamino)-acetate
  参考文献：
  名称：

  Design of selective phenylglycine amide tissue factor/factor VIIa inhibitors

  摘要：

  Proof of concept experiments have shown that tissue factor/factor Vila inhibitors have antithrombotic activity without enhancing bleeding propensity. Starting from lead compounds generated by a biased combinatorial approach, phenylglycine amide tissue factor/factor Vila inhibitors with low nanomolar affinity and good selectivity against other serine proteases of the coagulation cascade were designed, using the guidance of X-ray structural analysis and molecular modelling. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.10.092

文献信息

• N-(4- carbamimidoyl-phenyl) -glycine derivatives
  申请人：——

  公开号：US20010001799A1

  公开（公告）日：2001-05-24

  The invention is concerned with novel N-(4-carbamimidoyl-phenyl)-glycine derivatives of the formula: 1 wherein R 1 , E, X 1 to X 4 and G 1 and G 2 are as defined in the description and the claims, as well as hydrates or solvates and physiologically usable salts thereof.

  这项发明涉及一种新颖的公式为N-(4-羰基苄基)-甘氨酸衍生物，其中R1、E、X1至X4以及G1和G2如描述和权利要求中所定义，以及其水合物或溶剂合物和生理可用盐。
• Design of selective phenylglycine amide tissue factor/factor VIIa inhibitors
  作者：Katrin Groebke Zbinden、David W. Banner、Jean Ackermann、Allan D’Arcy、Daniel Kirchhofer、Yu-Hua Ji、Thomas B. Tschopp、Sabine Wallbaum、Lutz Weber

  DOI：10.1016/j.bmcl.2004.10.092

  日期：2005.2

  Proof of concept experiments have shown that tissue factor/factor Vila inhibitors have antithrombotic activity without enhancing bleeding propensity. Starting from lead compounds generated by a biased combinatorial approach, phenylglycine amide tissue factor/factor Vila inhibitors with low nanomolar affinity and good selectivity against other serine proteases of the coagulation cascade were designed, using the guidance of X-ray structural analysis and molecular modelling. (C) 2004 Elsevier Ltd. All rights reserved.