(3-benzyloxy-5-ethoxy-phenyl)-(4-cyano-phenylamino)-acetic acid methyl ester | 871345-30-1

• 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: (3-benzyloxy-5-ethoxy-phenyl)-(4-cyano-phenylamino)-acetic acid methyl ester
• 英文别名: Methyl 2-(4-cyanoanilino)-2-(3-ethoxy-5-phenylmethoxyphenyl)acetate；methyl 2-(4-cyanoanilino)-2-(3-ethoxy-5-phenylmethoxyphenyl)acetate
• CAS: 871345-30-1
• 化学式: C₂₅H₂₄N₂O₄
• 分子量: 416.477
• InChiKey: DOPCUOVMNDZARI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (3-benzyloxy-5-ethoxy-phenyl)-(4-cyano-phenylamino)-acetic acid methyl ester 在 palladium on activated charcoal 氢气 、 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 生成 Methyl 2-(4-cyanoanilino)-2-[3-ethoxy-5-(oxan-4-yloxy)phenyl]acetate
  参考文献：
  名称：

  Selective and orally bioavailable phenylglycine tissue factor/factor VIIa inhibitors

  摘要：

  We describe the structure-based design and synthesis of highly potent, orally bioavailable tissue factor/factor Vila inhibitors which interfere with the coagulation cascade by selective inhibition of the extrinsic pathway. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.079
• 作为产物：
  描述：

  3,5-二羟基苯甲醇 在 manganese(IV) oxide 、 水 、 potassium carbonate 作用下， 以 甲醇 、 1,2-二氯乙烷 、 N,N-二甲基甲酰胺 为溶剂， 生成 (3-benzyloxy-5-ethoxy-phenyl)-(4-cyano-phenylamino)-acetic acid methyl ester
  参考文献：
  名称：

  Selective and orally bioavailable phenylglycine tissue factor/factor VIIa inhibitors

  摘要：

  We describe the structure-based design and synthesis of highly potent, orally bioavailable tissue factor/factor Vila inhibitors which interfere with the coagulation cascade by selective inhibition of the extrinsic pathway. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.04.079

文献信息

• Dose-dependent antithrombotic activity of an orally active tissue factor/factor VIIa inhibitor without concomitant enhancement of bleeding propensity
  作者：Katrin Groebke Zbinden、David W. Banner、Kurt Hilpert、Jacques Himber、Thierry Lavé、Markus A. Riederer、Martin Stahl、Thomas B. Tschopp、Ulrike Obst-Sander

  DOI：10.1016/j.bmc.2006.03.042

  日期：2006.8

  The discovery of a highly potent and selective tissue factor/factor VIIa inhibitor is described. Upon oral administration of its double prodrug in the guinea pig, a dose-dependent antithrombotic effect is observed in an established model of arterial thrombosis without prolonging bleeding time. The pharmacodynamic properties of this selective inhibitor are compared to the behaviour of a mixed factor VIIa/factor Xa inhibitor. (c) 2006 Elsevier Ltd. All rights reserved.