glycine [4-(2-benzoyl-4-chloro-phenyl)-5-methyl-4H-[1,2,4]triazol-3-ylmethyl]-amide | 64194-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: glycine [4-(2-benzoyl-4-chloro-phenyl)-5-methyl-4H-[1,2,4]triazol-3-ylmethyl]-amide
• 英文别名: 5-chloro-2-(3-glycylaminomethyl-5-methyl-4H-1,2,4-triazol-4yl)-benzophenone；2-Amino-N-((4-(2-benzoyl-4-chlorophenyl)-5-methyl-4H-1,2,4-triazol-3-yl)methyl)acetamide；2-amino-N-[[4-(2-benzoyl-4-chlorophenyl)-5-methyl-1,2,4-triazol-3-yl]methyl]acetamide
• CAS: 64194-69-0
• 化学式: C₁₉H₁₈ClN₅O₂
• 分子量: 383.837
• InChiKey: UJSWZYUMXWMPKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  [4-(2-Benzoyl-4-chloro-phenyl)-5-methyl-4H-[1,2,4]triazol-3-ylmethyl]-carbamic acid benzyl ester 在 氢溴酸 、 一水合肼 、 溶剂黄146 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 、 乙腈 、 苯 为溶剂， 反应 3.5h， 生成 glycine [4-(2-benzoyl-4-chloro-phenyl)-5-methyl-4H-[1,2,4]triazol-3-ylmethyl]-amide
  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

文献信息

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

  DOI：——

  日期：——
• US4098773A
  申请人：——

  公开号：US4098773A

  公开（公告）日：1978-07-04
• US4141901A
  申请人：——

  公开号：US4141901A

  公开（公告）日：1979-02-27
• US4143048A
  申请人：——

  公开号：US4143048A

  公开（公告）日：1979-03-06
• US4147700A
  申请人：——

  公开号：US4147700A

  公开（公告）日：1979-04-03