4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one | 62537-70-6

• 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: 4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one
• 英文别名: 1-Phenyl-2.3-dihydro-2-oxo-4-dimethylamino-1H-1.5-benzodiazepin；4-dimethylamino-1-phenyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one；2H-1,5-Benzodiazepin-2-one, 1,3-dihydro-4-(dimethylamino)-1-phenyl-；4-(dimethylamino)-1-phenyl-3H-1,5-benzodiazepin-2-one
• CAS: 62537-70-6
• 化学式: C₁₇H₁₇N₃O
• 分子量: 279.341
• InChiKey: CSRFUDHPPHDGAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  35.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one 在 diphosphorus pentasulfide 、 sodium hydride 作用下， 以 吡啶 、 甲苯 为溶剂， 反应 36.0h， 生成 4-(dimetilammino)-1-fenil-2-(metiltio)-1H-1,5-benzodiazepina
  参考文献：
  名称：

  Roma; Di Braccio; Mazzei, Farmaco, Edizione Scientifica, 1980, vol. 35, # 12, p. 997 - 1004

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基二苯胺 、 ethyl 3-(dimethylamino)-3-oxopropanoate 、 三氯氧磷 以23%的产率得到
  参考文献：
  名称：

  ROMA G.; ERMILI A.; BALBI A., FARMACO. ED. SCI., 1977, 32, NO 2, 81-91

  摘要：

  DOI：

文献信息

• 1,5-Benzodiazepines. Part XII. Synthesis and biological evaluation of tricyclic and tetracyclic 1,5-benzodiazepine derivatives as nevirapine analogues
  作者：Mario Di Braccio、Giancarlo Grossi、Giorgio Roma、Laura Vargiu、Massimo Mura、Maria Elena Marongiu

  DOI：10.1016/s0223-5234(01)01283-1

  日期：2001.12

  A number of properly substituted 5H-pyrimido[4,5-b][1,5]benzodiazepines (2) and pyrazolo[3,4-b][1,5]benzodiazepines (3 and 4), as well as compounds 5-7, which are derivatives of new tetracyclic systems, were prepared as nevirapine analogues through multistep synthetic routes. The cytotoxic and anti-HIV-1 properties of compounds 2-7 were evaluated in cell-based assays, together with their inhibitory

  许多适当取代的5H-嘧啶并[4,5-b] [1,5]苯并二氮杂卓（2）和吡唑并[3,4-b] [1,5]苯并二氮杂卓（3和4）以及化合物5 -7是新的四环系统的衍生物，通过多步合成路线制备为奈韦拉平类似物。在基于细胞的测定中评估了化合物2-7的细胞毒性和抗HIV-1特性，并在酶测定中评估了它们对HIV-1重组逆转录酶（rRT）的抑制活性。事实证明，引入奈韦拉平杂环骨架的修饰对抗HIV-1活性具有负面影响。值得注意的是，一些新的衍生物在低微摩尔范围内被证明具有细胞毒性。
• 1,5-Benzodiazepines XI. 5-(Dialkylamino) or 5-(alkylthio) substituted 8-chloro-6-phenyl-6H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepines with anticonvulsant activity
  作者：GC Grossi、M Di Braccio、G Roma、M Ghia、G Brambilla

  DOI：10.1016/0223-5234(93)90088-v

  日期：1993.1

  The cyclocondensation of (dimethylamino)benzodiazepinones 3a,b with hydrazides yielded triazolobenzodiazepinones 4 which were treated with Lawesson's reagent to give thiolactams 5. The phase-transfer catalyzed (TEBA) alkylation of compounds 5 with suitable alkyl halides afforded 5-(alkylthio)-6-phenyl-6H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepines 6a-f. The desired N,N-dialkyl-6-phenyl-6H-[1,2,4]triazolo[4,3-a][1,5]benzodiazepin-5-amines 7a-k were finally obtained from the reaction of the (methylthio)derivatives 6a-d with proper dialkylamines. Compounds 6b-f and 7a-e, g-k were screened for anticonvulsant activity after a preliminary evaluation of their gross behavioral effects and acute toxicity. Nine of the 15 triazolobenzodiazepines tested exerted a clear-cut anticonvulsant effect associated with low acute toxicity. In particular, the most active compounds 6e, f and 7h showed LD50/ED50 ratios that were notably higher than that of phenobarbital and ranging from 50% to 20% of that of diazepam, the latter used as reference drugs.
• ROMA G.; BRACCIO M.; MAZZEI M.; ERMILI A., FARMACO. ED. SCI., 1980, 35, NO 12, 997-1004
  作者：ROMA G.、 BRACCIO M.、 MAZZEI M.、 ERMILI A.

  DOI：——

  日期：——