(4-cyano-phenylamino)-[3-ethoxy-5-(tetrahydro-furan-3-yloxy)-phenyl]-acetic acid methyl ester | 906079-95-6

• 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-cyano-phenylamino)-[3-ethoxy-5-(tetrahydro-furan-3-yloxy)-phenyl]-acetic acid methyl ester
• CAS: 906079-95-6
• 化学式: C₂₂H₂₄N₂O₅
• 分子量: 396.443
• InChiKey: VSTXFQZOIZJPJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.45
• 重原子数：
  29.0
• 可旋转键数：
  8.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  89.81
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  (4-cyano-phenylamino)-[3-ethoxy-5-(tetrahydro-furan-3-yloxy)-phenyl]-acetic acid methyl ester 在 盐酸 、 lithium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 氯仿 为溶剂， 反应 6.25h， 生成 2-[(4-Carbamimidoylphenyl)amino]-2-[3-ethoxy-5-(oxolan-3-yloxy)phenyl]acetic acid
  参考文献：
  名称：

  Dose-dependent antithrombotic activity of an orally active tissue factor/factor VIIa inhibitor without concomitant enhancement of bleeding propensity

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2006.03.042
• 作为产物：
  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， 反应 10.0h， 生成 (4-cyano-phenylamino)-[3-ethoxy-5-(tetrahydro-furan-3-yloxy)-phenyl]-acetic acid methyl ester
  参考文献：
  名称：

  Dose-dependent antithrombotic activity of an orally active tissue factor/factor VIIa inhibitor without concomitant enhancement of bleeding propensity

  摘要：

  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.

  DOI：

  10.1016/j.bmc.2006.03.042