1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione | 103373-58-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione
• 英文别名: 1,3-Dihydro-5-(2-fluorophenyl)-3-(RS)-(4-chlorophenyl)carbonylamino-2H-1,4-benzodiazepin-2-thione；4-chloro-N-[5-(2-fluorophenyl)-2-sulfanylidene-1,3-dihydro-1,4-benzodiazepin-3-yl]benzamide
• CAS: 103373-58-6
• 化学式: C₂₂H₁₅ClFN₃OS
• 分子量: 423.898
• InChiKey: FPXVXWMOJYKAAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  85.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione 在 硫酸 、 肼 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 11.5h， 生成 6-(2-Fluorophenyl)-4-(4-chlorophenyl)carbonylamino-4H-s-triazolo[4,3-a]-1,4-benzodiazepine
  参考文献：
  名称：

  Cholecystokinin antagonists. Synthesis and biological evaluation of 4-substituted 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepines

  摘要：

  A series of 4-substituted 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepines was prepared by standard methodology. These compounds were tested in vitro as antagonists of the binding of [125I]cholecystokinin (CCK) to rat pancreas and guinea pig brain receptors and of the binding of [125I]gastrin to guinea pig gastric glands. All compounds proved to have greater affinity for the peripheral CCK receptor with some analogues having IC50's in the subnanomolar range. In vivo activity of selected compounds in mice is presented and the structure/activity profile of this class of benzodiazepines as CCK antagonists is discussed.

  DOI：

  10.1021/jm00396a028
• 作为产物：
  描述：

  (3RS)-3-benzyloxycarbonylamino-2,3-dihydro-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2-one 在 劳森试剂 、 氢溴酸 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 二氯甲烷 、 溶剂黄146 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 25.5h， 生成 1,3-Dihydro-5-(2-fluorophenyl)-3-(4-chlorophenyl)-carbonylamino-2H-1,4-benzodiazepin-2-thione
  参考文献：
  名称：

  Cholecystokinin antagonists. Synthesis and biological evaluation of 4-substituted 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepines

  摘要：

  A series of 4-substituted 4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepines was prepared by standard methodology. These compounds were tested in vitro as antagonists of the binding of [125I]cholecystokinin (CCK) to rat pancreas and guinea pig brain receptors and of the binding of [125I]gastrin to guinea pig gastric glands. All compounds proved to have greater affinity for the peripheral CCK receptor with some analogues having IC50's in the subnanomolar range. In vivo activity of selected compounds in mice is presented and the structure/activity profile of this class of benzodiazepines as CCK antagonists is discussed.

  DOI：

  10.1021/jm00396a028

文献信息

• Triazolobenzodiazepines
  申请人：MERCK & CO. INC.

  公开号：EP0514125A1

  公开（公告）日：1992-11-19

  Pharmaceutical compositions containing Triazolobenzodiazepines of the formula: are disclosed which are useful in the treatment of panic disorder or anxiety disorder.

  本发明揭示了含有Triazolobenzodiazepines的药物组合物，其化学式为：这些组合物在惊恐障碍或焦虑障碍的治疗中是有用的。
• Triazolobenzodiazepines and pharmaceutical compositions containing them
  申请人：Merck & Co., Inc.

  公开号：EP0169392A2

  公开（公告）日：1986-01-29

  Triazolobenzodiazepines of the formula: are disclosed which are antagonists of cholecystokinin (CCK).

  本研究公开了式: 的三唑并二苯并二氮杂卓，它们是胆囊收缩素（CCK）的拮抗剂。
• Benzodiazepine derivatives and pharmaceutical compositions containing them
  申请人：Merck & Co., Inc.

  公开号：EP0167919A2

  公开（公告）日：1986-01-15

  Benzodiazepine analogs of the formula: are disclosed which are antagonists of cholecystokinin (CCK).

  式中的苯二氮卓类似物： 公开了胆囊收缩素（CCK）拮抗剂。
• Benzodiazepine analogs
  申请人：Merck & Co., Inc.

  公开号：EP0284256A1

  公开（公告）日：1988-09-28

  Benzodiazepin analogs of the formula: are disclosed which are antagonists of gastrin and cholecystokinin (CCK).

  式中的苯二氮卓类似物： 公开了胃泌素和胆囊收缩素（CCK）的拮抗剂。
• BOCK, MARK G.;DIPARDO, ROBERT M.;EVANS, BEN E.;RITTLE, KENNETH E.;VEBER, +, J. MED. CHEM., 31,(1988) N 1, 176-181
  作者：BOCK, MARK G.、DIPARDO, ROBERT M.、EVANS, BEN E.、RITTLE, KENNETH E.、VEBER, +

  DOI：——

  日期：——