2-(4-Cyanophenyl)-1,3-benzoxazole-6-carboxylic acid | 175401-96-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-Cyanophenyl)-1,3-benzoxazole-6-carboxylic acid
• 英文别名: 2-(4-cyanophenyl)-1,3-benzoxazole-6-carboxylic acid
• CAS: 175401-96-4
• 化学式: C₁₅H₈N₂O₃
• 分子量: 264.24
• InChiKey: APWKZTLVWGDKHH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  87.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-Cyanophenyl)-1,3-benzoxazole-6-carboxylic acid 在 盐酸 、 氨 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 螺内酯 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (S)-2-Butoxycarbonylamino-3-{[2-(4-carbamimidoyl-phenyl)-benzooxazole-6-carbonyl]-amino}-propionic acid methyl ester
  参考文献：
  名称：

  Design, synthesis and in vitro activities of a series of benzimidazole/benzoxazole glycoprotein IIb/IIIa inhibitors

  摘要：

  A potent centrally constrained series of benzimidazole and benzoxazole glycoprotein IIb/IIIa inhibitors has been discovered based on the solution conformation of a cyclic RGD-containing peptide, DMP 728. The high potency of this series of compounds in the inhibition of platelet aggregation requires a benzamidine as the basic moiety and an alpha-carbamate or sulfonamide substituted beta-alanine as the acidic moiety.

  DOI：

  10.1016/0960-894x(95)00590-p
• 作为产物：
  描述：

  4-氨基-3-羟基苯甲酸甲酯 在 sodium hydroxide 、 硼酸 作用下， 以 甲醇 、 xylene 为溶剂， 生成 2-(4-Cyanophenyl)-1,3-benzoxazole-6-carboxylic acid
  参考文献：
  名称：

  Design, synthesis and in vitro activities of a series of benzimidazole/benzoxazole glycoprotein IIb/IIIa inhibitors

  摘要：

  A potent centrally constrained series of benzimidazole and benzoxazole glycoprotein IIb/IIIa inhibitors has been discovered based on the solution conformation of a cyclic RGD-containing peptide, DMP 728. The high potency of this series of compounds in the inhibition of platelet aggregation requires a benzamidine as the basic moiety and an alpha-carbamate or sulfonamide substituted beta-alanine as the acidic moiety.

  DOI：

  10.1016/0960-894x(95)00590-p

文献信息

• Design, synthesis and in vitro activities of a series of benzimidazole/benzoxazole glycoprotein IIb/IIIa inhibitors
  作者：Chu-Biao Xue、Maria Rafalski、John Roderick、Charles J. Eyermann、Shaker Mousa、Richard E. Olson、William F. DeGrado

  DOI：10.1016/0960-894x(95)00590-p

  日期：1996.2

  A potent centrally constrained series of benzimidazole and benzoxazole glycoprotein IIb/IIIa inhibitors has been discovered based on the solution conformation of a cyclic RGD-containing peptide, DMP 728. The high potency of this series of compounds in the inhibition of platelet aggregation requires a benzamidine as the basic moiety and an alpha-carbamate or sulfonamide substituted beta-alanine as the acidic moiety.