diethyl 2-acetamido-2-[[3-(diaminomethylideneamino)phenyl]methyl]propanedioate | 166888-16-0

• 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: diethyl 2-acetamido-2-[[3-(diaminomethylideneamino)phenyl]methyl]propanedioate
• CAS: 166888-16-0
• 化学式: C₁₇H₂₄N₄O₅
• 分子量: 364.401
• InChiKey: FKOLCJHYIBMSFE-UHFFFAOYSA-N

物化性质

• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.54
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  143.6
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  diethyl 2-acetamido-2-[[3-(diaminomethylideneamino)phenyl]methyl]propanedioate 在 盐酸 作用下， 以43%的产率得到2-Amino-3-(3-guanidino-phenyl)-propionic acid
  参考文献：
  名称：

  Conformationally restricted arginine analogues as inhibitors of human nitric oxide synthase

  摘要：

  Conformationally restricted analogues of the endogenous NOS substrate L-arginine and the arginine based NOS inhibitors N-G-methyl-L-arginine (L-NMA) and N-delta-iminoethyl-L-ornithine (L-NIO) were synthesized for evaluation as inhibitors of human NOS. Incorporation of a phenyl ring into the C4-C5 backbone chain provided 2-aminophenylalanine analogues which retained potent NOS inhibition. Structurally related analogues of 3-aminophenylalanine were significantly weaker inhibitors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00309-0
• 作为产物：
  描述：

  3-硝基溴苄 在 palladium on activated charcoal potassium tert-butylate 、 氢气 作用下， 以 甲醇 为溶剂， 生成 diethyl 2-acetamido-2-[[3-(diaminomethylideneamino)phenyl]methyl]propanedioate
  参考文献：
  名称：

  Conformationally restricted arginine analogues as inhibitors of human nitric oxide synthase

  摘要：

  Conformationally restricted analogues of the endogenous NOS substrate L-arginine and the arginine based NOS inhibitors N-G-methyl-L-arginine (L-NMA) and N-delta-iminoethyl-L-ornithine (L-NIO) were synthesized for evaluation as inhibitors of human NOS. Incorporation of a phenyl ring into the C4-C5 backbone chain provided 2-aminophenylalanine analogues which retained potent NOS inhibition. Structurally related analogues of 3-aminophenylalanine were significantly weaker inhibitors. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00309-0