1-Butyl-3-chloro-4,10-dihydroimidazo[5,1-c][1,4]benzoxazepine-7-carboxylic acid | 138459-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-Butyl-3-chloro-4,10-dihydroimidazo[5,1-c][1,4]benzoxazepine-7-carboxylic acid
• CAS: 138459-18-4
• 化学式: C₁₆H₁₇ClN₂O₃
• 分子量: 320.776
• InChiKey: LEEOFTUVOPJESR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  64.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-亚甲基二氧溴苯 在 sodium hydroxide 、 sodium hydride 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 xylene 为溶剂， 反应 26.0h， 生成 1-Butyl-3-chloro-4,10-dihydroimidazo[5,1-c][1,4]benzoxazepine-7-carboxylic acid
  参考文献：
  名称：

  New nonpeptide angiotensin II receptor antagonists. 1. Synthesis, biological properties and structure-activity relationships of 2-alkylbenzimidazole derivatives

  摘要：

  On the basis of an extension of the literature lead 1, a series of benzimidazoles have been synthesized and shown to be angiotensin II (AII) receptor antagonists. The structure-activity relationships of these new antagonists have been explored and the key binding interactions defined. Molecular mechanics calculations were carried out on analogues of imidazole AII antagonists and conformationally restricted analogues were synthesized. The benzimidazole antagonists displaced AII in binding studies in vitro with IC50 values in the range 10(-5)-10(-7) M and antagonized the hypertensive effects of AII in vivo (rats) following intravenous administration with ED50 values in the range of 5-20 mg/kg.

  DOI：

  10.1021/jm00083a011

文献信息

• New nonpeptide angiotensin II receptor antagonists. 1. Synthesis, biological properties and structure-activity relationships of 2-alkylbenzimidazole derivatives
  作者：Andrew P. Thomas、Christopher P. Allott、Keith H. Gibson、John S. Major、Brian B. Masek、Alec A. Oldham、Arnold H. Ratcliffe、David A. Roberts、Simon T. Russell、Douglas A. Thomason

  DOI：10.1021/jm00083a011

  日期：1992.3

  On the basis of an extension of the literature lead 1, a series of benzimidazoles have been synthesized and shown to be angiotensin II (AII) receptor antagonists. The structure-activity relationships of these new antagonists have been explored and the key binding interactions defined. Molecular mechanics calculations were carried out on analogues of imidazole AII antagonists and conformationally restricted analogues were synthesized. The benzimidazole antagonists displaced AII in binding studies in vitro with IC50 values in the range 10(-5)-10(-7) M and antagonized the hypertensive effects of AII in vivo (rats) following intravenous administration with ED50 values in the range of 5-20 mg/kg.