methyl 4-aminomethylcarbonylaminobutyrate | 773832-09-0

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: methyl 4-aminomethylcarbonylaminobutyrate
• 英文别名: Methyl 4-[(2-aminoacetyl)amino]butanoate
• CAS: 773832-09-0
• 化学式: C₇H₁₄N₂O₃
• mdl: MFCD14587055
• 分子量: 174.2
• InChiKey: GAVBFJKAPZJEHT-UHFFFAOYSA-N

物化性质

• 沸点：
  357.0±27.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.714
• 拓扑面积：
  81.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 4-aminomethylcarbonylaminobutyrate 在 sodium hydroxide 、 sodium cyanoborohydride 、 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 三乙胺 、 三氟乙酸 、 zinc(II) chloride 作用下， 以 甲醇 、 氯仿 为溶剂， 生成 N-(2-[3-([(3R)-1-(cyclohexylmethyl)-3-piperidinyl]methylamino)-4-oxobutyl]amino-2-oxoethyl)-3,3,3-triphenylpropioamide
  参考文献：
  名称：

  Cyclohexylmethylpiperidinyltriphenylpropioamide:  A Selective Muscarinic M₃ Antagonist Discriminating against the Other Receptor Subtypes

  摘要：

  To discover a highly selective M-3 antagonist, a combinatorial library was prepared. The library was designed to identify a novel structural class of M-3 antagonists by exploring the spatial arrangement of the pharmacophores in known M-3 antagonists. After the evaluation of 1000 library members, a potent M-3 antagonist, 14a (K-i = 0.31 nM), with novel structural features was identified. Compound 14a showed high selectivity for M3 receptors over the other muscarinic receptor subtypes (M-1/M-3 = 380-fold, M-2/M-3 = 98-fold, M-4/M-3 = 45-fold, M-5/M-3 = 120-fold).

  DOI：

  10.1021/jm010480k
• 作为产物：
  描述：

  4-(2-tert-butoxycarbonylaminoacetylamino)butyric acid methyl ester 在 10percent HCl 作用下， 以 甲醇 为溶剂， 生成 methyl 4-aminomethylcarbonylaminobutyrate
  参考文献：
  名称：

  Cyclohexylmethylpiperidinyltriphenylpropioamide:  A Selective Muscarinic M₃ Antagonist Discriminating against the Other Receptor Subtypes

  摘要：

  To discover a highly selective M-3 antagonist, a combinatorial library was prepared. The library was designed to identify a novel structural class of M-3 antagonists by exploring the spatial arrangement of the pharmacophores in known M-3 antagonists. After the evaluation of 1000 library members, a potent M-3 antagonist, 14a (K-i = 0.31 nM), with novel structural features was identified. Compound 14a showed high selectivity for M3 receptors over the other muscarinic receptor subtypes (M-1/M-3 = 380-fold, M-2/M-3 = 98-fold, M-4/M-3 = 45-fold, M-5/M-3 = 120-fold).

  DOI：

  10.1021/jm010480k

文献信息

• US4326071A
  申请人：——

  公开号：US4326071A

  公开（公告）日：1982-04-20
• Cyclohexylmethylpiperidinyltriphenylpropioamide:  A Selective Muscarinic M₃ Antagonist Discriminating against the Other Receptor Subtypes
  作者：Yufu Sagara、Takeshi Sagara、Toshiaki Mase、Toshifumi Kimura、Tomoshige Numazawa、Toru Fujikawa、Kazuhito Noguchi、Norikazu Ohtake

  DOI：10.1021/jm010480k

  日期：2002.2.1

  To discover a highly selective M-3 antagonist, a combinatorial library was prepared. The library was designed to identify a novel structural class of M-3 antagonists by exploring the spatial arrangement of the pharmacophores in known M-3 antagonists. After the evaluation of 1000 library members, a potent M-3 antagonist, 14a (K-i = 0.31 nM), with novel structural features was identified. Compound 14a showed high selectivity for M3 receptors over the other muscarinic receptor subtypes (M-1/M-3 = 380-fold, M-2/M-3 = 98-fold, M-4/M-3 = 45-fold, M-5/M-3 = 120-fold).