tert-butyl (R)-1-((R)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate | 108896-05-5

• 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: tert-butyl (R)-1-((R)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
• 英文别名: tert-butyl N-[(2R)-1-[[(3R)-1-methyl-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]amino]-1-oxo-3-phenylpropan-2-yl]carbamate
• CAS: 108896-05-5
• 化学式: C₃₀H₃₂N₄O₄
• 分子量: 512.608
• InChiKey: BHERLKVKOAHWMG-BVAGGSTKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  38
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  100
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl (R)-1-((R)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate 在 sodium cyanoborohydride 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 (R)-2-(3,3-dimethylbutylamino)-N-((R)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-3-phenylpropanamide
  参考文献：
  名称：

  Discovery of a novel class of benzazepinone Nav1.7 blockers: Potential treatments for neuropathic pain

  摘要：

  A series of benzodiazepines and benzazepinones were synthesized and evaluated as potential sodium channel blockers in a functional, membrane potential-based assay. One member of the benzazepinone series, compound 47, displayed potent, state-dependent block of hNa(v) 1.7,and was orally efficacious in a rat model of neuropathic pain. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.076
• 作为产物：
  描述：

  Boc-D-苯丙氨酸 、 (3R)-3-amino-1-methyl-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one 在 N,N'-羰基二咪唑 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以89%的产率得到tert-butyl (R)-1-((R)-1-methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-ylamino)-1-oxo-3-phenylpropan-2-ylcarbamate
  参考文献：
  名称：

  Discovery of a novel class of benzazepinone Nav1.7 blockers: Potential treatments for neuropathic pain

  摘要：

  A series of benzodiazepines and benzazepinones were synthesized and evaluated as potential sodium channel blockers in a functional, membrane potential-based assay. One member of the benzazepinone series, compound 47, displayed potent, state-dependent block of hNa(v) 1.7,and was orally efficacious in a rat model of neuropathic pain. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.05.076