2',5-dichloro-2-<3-<(phenylalanylamino)methyl>-5-methyl-4H-1,2,4-triazol-4-yl>benzophenone | 64215-83-4

• 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: 2',5-dichloro-2-<3-<(phenylalanylamino)methyl>-5-methyl-4H-1,2,4-triazol-4-yl>benzophenone
• 英文别名: 2',5-dichloro-2-(3-L-phenylalanylaminomethyl-5-methyl-4H-1,2,4-triazol-4-yl)-benzophenone；(2S)-2-amino-N-[[4-[4-chloro-2-(2-chlorobenzoyl)phenyl]-5-methyl-1,2,4-triazol-3-yl]methyl]-3-phenylpropanamide
• CAS: 64215-83-4
• 化学式: C₂₆H₂₃Cl₂N₅O₂
• 分子量: 508.407
• InChiKey: XYXUMFWVLVISNG-QFIPXVFZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.15
• 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：

  2-氨基-2',5-二氯二苯酮 在 硫化氢 、 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 20.5h， 生成 2',5-dichloro-2-<3-<(phenylalanylamino)methyl>-5-methyl-4H-1,2,4-triazol-4-yl>benzophenone
  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：——
• US4105852A
  申请人：——

  公开号：US4105852A

  公开（公告）日：1978-08-08
• 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