7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl 4-aminobutanoate hydrochloride

• 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: 7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl 4-aminobutanoate hydrochloride
• 英文别名: [7-Chloro-5-(2-chlorophenyl)-2-oxo-1,3-dihydro-1,4-benzodiazepin-3-yl] 4-aminobutanoate;hydrochloride
• 化学式: C₁₉H₁₇Cl₂N₃O₃*ClH
• 分子量: 442.729
• InChiKey: FSNUYYXBWMKRPT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.81
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  93.8
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl 4-aminobutanoate hydrochloride 、 3,5-二叔丁基-4-羟基苯甲酸 在 N,N'-羰基二咪唑 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以52%的产率得到7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl 4-[(3,5-di-tert-butyl-4-hydroxybenzoyl)amino]butanoate
  参考文献：
  名称：

  Novel Compounds Designed as Antistress Agents

  摘要：

  Agents against biologic stress were designed, containing GABA esterified with lorazepam and amidated with (R)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (5) or 3,5-di-tert-butyl-4-hydroxybenzoic acid (6). Compounds 5 and 6 inhibited lipid peroxidation, IC50 1.1 and 24 mu M. Oxidative damage accompanied stress, 5 and 6 reduced radical attack, uropepsinogen, and morphological changes. Stress increased drug metabolism. Treatment with 5 reduced cytochrome P450 and N-demethylation of erythromycin, 35 and 40%. Compounds 5 and 6 decreased lipidemic indices of hyperlipidemic rats 40-63%.

  DOI：

  10.1021/jm901169b
• 作为产物：
  描述：

  tert-butyl 3-[(7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yloxy)carbonyl]propylcarbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.17h， 以89%的产率得到7-chloro-5-(2-chlorophenyl)-1,3-dihydro-2-oxo-2H-1,4-benzodiazepin-3-yl 4-aminobutanoate hydrochloride
  参考文献：
  名称：

  Novel Compounds Designed as Antistress Agents

  摘要：

  Agents against biologic stress were designed, containing GABA esterified with lorazepam and amidated with (R)-6-hydroxy-2,5,7,8-tetramethylchroman-2-carboxylic acid (5) or 3,5-di-tert-butyl-4-hydroxybenzoic acid (6). Compounds 5 and 6 inhibited lipid peroxidation, IC50 1.1 and 24 mu M. Oxidative damage accompanied stress, 5 and 6 reduced radical attack, uropepsinogen, and morphological changes. Stress increased drug metabolism. Treatment with 5 reduced cytochrome P450 and N-demethylation of erythromycin, 35 and 40%. Compounds 5 and 6 decreased lipidemic indices of hyperlipidemic rats 40-63%.

  DOI：

  10.1021/jm901169b