N-环丙基-1-苯基-4H-[1,2,4]三唑并[4,3-a][1,5]苯并二氮卓-5-胺 | 137731-21-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: N-环丙基-1-苯基-4H-[1,2,4]三唑并[4,3-a][1,5]苯并二氮卓-5-胺
• 英文名称: Cyclopropyl-(1-phenyl-4H-2,3,6,10b-tetraaza-benzo[e]azulen-5-yl)-amine
• 英文别名: 4H-(1,2,4)Triazolo(4,3-a)(1,5)benzodiazepin-5-amine, N-cyclopropyl-1-phenyl-；N-cyclopropyl-1-phenyl-4,6-dihydro-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-5-imine
• CAS: 137731-21-6
• 化学式: C₁₉H₁₇N₅
• 分子量: 315.377
• InChiKey: GCRUKSAVKKWEKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-(Dimethylamino)-1,3-dihydro-2H-1,5-benzodiazepin-2-one 在 四氯化钛 、 溶剂黄146 、 苯甲醚 作用下， 以 various solvent(s) 为溶剂， 反应 8.0h， 生成 N-环丙基-1-苯基-4H-[1,2,4]三唑并[4,3-a][1,5]苯并二氮卓-5-胺
  参考文献：
  名称：

  1,5-Benzodiazepines IX. A new route to substituted 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-5-amines with analgesic and/or anti-inflammatory activities

  摘要：

  A new two-step synthetic pathway to substituted 4H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-5-amines 2a-p is described. The cyclocondensation of (dimethylamino)benzodiazepinone 1a with hydrazides afforded triazolobenzodiazepinones 5 which in turn reacted with suitable primary or secondary amines, in the presence of titanium tetrachloride, to give the desired 5-amino-derivatives 2a-p. When compounds 5 were treated with the Lawesson's reagent thiolactams 6 were obtained, which then reacted with sodium hydride and proper alkyl halides to yield 5-(alkylthio)derivatives 7a-d. Compounds 2a-h, j-p, and 7a-d were tested for their analgesic and anti-inflammatory activities, as well as for their acute toxicity and gross behavioral effects. The analgesic activity appeared noteworthy in the writhing test, where fifteen compounds were more effective than both the reference drugs acetylsalicylic acid and dipyrone, but was less evident in the hot plate test. An anti-inflammatory activity, lower than that of indomethacin but reaching the level of statistical significance, was displayed in the carrageenin-induced edema assay by five of the nineteen test compounds.

  DOI：

  10.1016/0223-5234(91)90144-c