N-(chloroacetyl)glycine ethyl orthoester | 83520-15-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(chloroacetyl)glycine ethyl orthoester
• 英文别名: 2-chloro-N-(2,2,2-triethoxyethyl)acetamide
• CAS: 83520-15-4
• 化学式: C₁₀H₂₀ClNO₄
• 分子量: 253.726
• InChiKey: YATVQZZDVMGBNT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  56.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-氯苯基)(3-氯苯基)甲酮 、 N-(chloroacetyl)glycine ethyl orthoester 以61%的产率得到
  参考文献：
  名称：

  HIRAI, KENTARO;FUJISHITA, TOSHIO;ISHIBA, TERUYUKI;SUGIMOTO, HIROHIKO;MATS+, J. MED. CHEM., 1982, 25, N 12, 1466-1473

  摘要：

  DOI：
• 作为产物：
  描述：

  乙醇 、 2-(2-chloro-acetylamino)-acetimidic acid ethyl ester; hydrochloride 以 乙醚 为溶剂， 反应 48.0h， 以77%的产率得到N-(chloroacetyl)glycine ethyl orthoester
  参考文献：
  名称：

  Amino acid amide derivatives of 2-[3-(aminomethyl)-4H-1,2,4-triazol-4-yl]benzophenones, a novel class of annulated peptidoaminobenzophenones

  摘要：

  A series of the title compounds was prepared via condensation of the 3-(aminomethyl)triazolylbenzophenone (5) with N-protected amino acids, followed by deprotection, amination of the 3-[(chloroacetamido)methyl]triazolylbenzophenone (6a,b), or reduction of the relevant azide derivative (6c). Some of the title compounds were also derived directly from the quinazolines 3 or 4 by acid-induced rearrangement, followed by deprotection. These new amino acid amide derivatives of the triazolylbenzophenones (2) were evaluated for central nervous system (CNS) activity. Members of this class of compounds exhibited a high level of CNS activities. For example, 2',5-dichloro-2-[3-[(glycylamino)methyl]-5-methyl-4H-1,2,4-triazol-4-yl] benzophenone (2c) was as active as triazolam, with an ED50 of 0.58 mg/kg (mice, po), against antifighting activity in the foot shock-induced fighting test. Other triazolylbenzophenone derivatives (2a-f) showed similar pharmacological activities.

  DOI：

  10.1021/jm00354a015