(+/-)-1,3,4,5-tetrahydro-4-phenyl-2H-1,3-benzodiazepine-2-thione | 88057-50-5

• 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: (+/-)-1,3,4,5-tetrahydro-4-phenyl-2H-1,3-benzodiazepine-2-thione
• 英文别名: 4-Phenyl-1,3,4,5-tetrahydro-1,3-benzodiazepine-2-thione
• CAS: 88057-50-5
• 化学式: C₁₅H₁₄N₂S
• 分子量: 254.356
• InChiKey: NSSYEKVPXHGNQC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (+/-)-1,3,4,5-tetrahydro-4-phenyl-2H-1,3-benzodiazepine-2-thione 以 乙二醇甲醚 为溶剂， 生成 (+/-)-4,5-dihydro-2-(4-morpholinyl)-4-phenyl-3H-1,3-benzodiazepine
  参考文献：
  名称：

  (.+-.)-4-Aryl-4,5-dihydro-3H-1,3-benzodiazepines. 3. 2-Phenyl and 2-amino analogs as potential antihypertensive agents

  摘要：

  A series of 2-phenyl- and 2-amino-4-aryl-4,5-dihydro-3H-1,3-benzodiazepines was prepared and submitted for broad biological screening, including evaluation for potential antihypertensive activity. Compound 4a [(+/-)-4,5-dihydro-2,4-diphenyl-3-methyl-3H-1,3-benzodiazepine hydrochloride] was the most active member of the series in the spontaneously hypertensive rat (SHR) model, producing a 56 mmHg decrease in systolic blood pressure at an oral screening dose of 50 mg/kg. The synthesis of 4a analogues containing nuclear substituents in the 4-phenyl moiety resulted in a marked decrease of antihypertensive activity. It was not possible to improve on the antihypertensive properties of 4a through further synthetic modifications.

  DOI：

  10.1021/jm00369a029
• 作为产物：
  描述：

  二硫化碳 、 AR-R15006 在 盐酸 作用下， 以 乙醇 为溶剂， 以58%的产率得到(+/-)-1,3,4,5-tetrahydro-4-phenyl-2H-1,3-benzodiazepine-2-thione
  参考文献：
  名称：

  (.+-.)-4-Aryl-4,5-dihydro-3H-1,3-benzodiazepines. 3. 2-Phenyl and 2-amino analogs as potential antihypertensive agents

  摘要：

  A series of 2-phenyl- and 2-amino-4-aryl-4,5-dihydro-3H-1,3-benzodiazepines was prepared and submitted for broad biological screening, including evaluation for potential antihypertensive activity. Compound 4a [(+/-)-4,5-dihydro-2,4-diphenyl-3-methyl-3H-1,3-benzodiazepine hydrochloride] was the most active member of the series in the spontaneously hypertensive rat (SHR) model, producing a 56 mmHg decrease in systolic blood pressure at an oral screening dose of 50 mg/kg. The synthesis of 4a analogues containing nuclear substituents in the 4-phenyl moiety resulted in a marked decrease of antihypertensive activity. It was not possible to improve on the antihypertensive properties of 4a through further synthetic modifications.

  DOI：

  10.1021/jm00369a029

文献信息

• DIHYDROBENZODIAZEPINES ET LEUR UTILISATION DANS LE TRAITEMENT DE DYSLIPIDEMIES
  申请人：Merck Patent GmbH

  公开号：EP1189890B1

  公开（公告）日：2006-04-19
• US7323458B1
  申请人：——

  公开号：US7323458B1

  公开（公告）日：2008-01-29
• (.+-.)-4-Aryl-4,5-dihydro-3H-1,3-benzodiazepines. 3. 2-Phenyl and 2-amino analogs as potential antihypertensive agents
  作者：Linda L. Setescak、Frederick W. Dekow、Jan M. Kitzen、Lawrence L. Martin

  DOI：10.1021/jm00369a029

  日期：1984.3

  A series of 2-phenyl- and 2-amino-4-aryl-4,5-dihydro-3H-1,3-benzodiazepines was prepared and submitted for broad biological screening, including evaluation for potential antihypertensive activity. Compound 4a [(+/-)-4,5-dihydro-2,4-diphenyl-3-methyl-3H-1,3-benzodiazepine hydrochloride] was the most active member of the series in the spontaneously hypertensive rat (SHR) model, producing a 56 mmHg decrease in systolic blood pressure at an oral screening dose of 50 mg/kg. The synthesis of 4a analogues containing nuclear substituents in the 4-phenyl moiety resulted in a marked decrease of antihypertensive activity. It was not possible to improve on the antihypertensive properties of 4a through further synthetic modifications.