N,N-diallyl-N-<3-(6H-dibenzothiepin-11-ylidene)propyl>-N-methylammonium bromide | 85196-15-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫平类
• 英文名称: N,N-diallyl-N-<3-(6H-dibenzothiepin-11-ylidene)propyl>-N-methylammonium bromide
• 英文别名: [(3E)-3-(6H-benzo[c][1]benzothiepin-11-ylidene)propyl]-methyl-bis(prop-2-enyl)azanium;bromide
• CAS: 85196-15-2
• 化学式: Br*C₂₄H₂₈NS
• 分子量: 442.463
• InChiKey: YSHWYNCVUFEHPD-CWUUNJJBSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  27.0
• 可旋转键数：
  7.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  Northiadene 、 3-溴丙烯 以16%的产率得到
  参考文献：
  名称：

  RAJSNER, M.;METYS, J.;HOLUBEK, J.;PROTIVA, M., COLLECT. CZECH. CHEM. COMMUN., 1983, 48, N 1, 163-172

  摘要：

  DOI：

文献信息

• Potential antidepressants: Some N-substituted derivatives of (E)-11-(3-methylaminopropylidene)-6,11-dihydrodibenzo[b,e]thiepin
  作者：Miroslav Rajšner、Jan Metyš、Jiří Holubek、Miroslav Protiva

  DOI：10.1135/cccc19830163

  日期：——

  Alkylation reactions of (E)-11-(3-methylaminopropylidene)-6,11-dihydrodibenzo[b,e]thiepin (II) with alkyl bromide, propargyl bromide, 2-chloroethanol, 1-chloropropan-2-ol and 3-chloropropanol gave the N-substituted derivatives III - VII. Acylation of amino alcohols V - VII with acetyl chloride and decanoyl choride resulted in the esters VIII - XI. 6,11-Dihydrodibenzo[b,ethiepin-11-carboxylic acid was transformed via the acid chloride to the amide XIV. Out of the compounds prepared, only the amino alcohols V- VII and the ester VIII revealed in pharmacological tests the activity similar to that of tricyclic antidepressants; their activity is lower than that of prothiadene (I). The decanoates IX - XI are devoid of antireserpine activity; the attempt at finding long-acting depot antidepressant agents in this way was thus unsuccessful. The amide XIV has mild anticonvulsant activity.

  (E)-11-(3-甲基氨基丙烯基)-6,11-二氢二苯并[b,e]噻吩(II)与溴代烷基、丙炔基溴、2-氯乙醇、1-氯丙醇和3-氯丙醇的烷基化反应生成N-取代衍生物III - VII。氨基醇V - VII与乙酰氯和癸酰氯的酰化反应生成酯VIII - XI。6,11-二氢二苯并[b,e]噻吩-11-羧酸通过酸氯化物转化为酰胺XIV。在制备的化合物中，只有氨基醇V - VII和酯VIII在药理学测试中表现出类似三环抗抑郁药的活性；它们的活性低于普罗替亚丁(I)。癸酸酯IX - XI没有抗利尿素活性；因此，通过这种方法寻找长效仓库抗抑郁药物的尝试失败了。酰胺XIV具有轻微的抗惊厥活性。