8-chloro-4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one | 36985-45-2

• 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: 8-chloro-4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one
• 英文别名: 8-chloro-4-dimethylamino-1-phenyl-1,3-dihydro-benzo[b][1,4]diazepin-2-one；7-chloro-2-dimethylamino-5-phenyl-4H-3,5-dihydro-1,5-benzodiazepin-4-one；8-chloro-4-(dimethylamino)-1-phenyl-3H-1,5-benzodiazepin-2-one
• CAS: 36985-45-2
• 化学式: C₁₇H₁₆ClN₃O
• 分子量: 313.787
• InChiKey: LHOKJZGAGXVGCM-UHFFFAOYSA-N

物化性质

• 沸点：
  555.4±60.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  22
• 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：

  8-chloro-4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one 在 sodium hydride 、 溶剂黄146 作用下， 以 四氢呋喃 、 正丁醇 为溶剂， 反应 186.0h， 生成 7-Chloro-2,10-dimethyl-5-phenyl-pyrazolo[3,4-b][1,5]benzodiazepin-4-one
  参考文献：
  名称：

  [EN] DERIVATIVES OF L-PLIENYL-1.5-DILIYDIO-BENZO[B] [1.4]DIAZEPINE-2.4-DIONE AS INHIBITORS OF HIV REPLICATION
  [FR] DÉRIVÉS DE 1-PHÉNYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZÉPINE-2.4-DIONE EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIH

  摘要：

  公开号：

  WO2011100838A9
• 作为产物：
  描述：

  5-氯-2-硝基联苯胺 在 盐酸 、 四氯化钛 、 铁粉 作用下， 以 四氢呋喃 、 乙醇 、 水 、 甲苯 为溶剂， 反应 6.5h， 生成 8-chloro-4-(dimethylamino)-1,3-dihydro-1-phenyl-2H-1,5-benzodiazepin-2-one
  参考文献：
  名称：

  [EN] DERIVATIVES OF L-PLIENYL-1.5-DILIYDIO-BENZO[B] [1.4]DIAZEPINE-2.4-DIONE AS INHIBITORS OF HIV REPLICATION
  [FR] DÉRIVÉS DE 1-PHÉNYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZÉPINE-2.4-DIONE EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIH

  摘要：

  公开号：

  WO2011100838A9

文献信息

• 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.
• Derivatives of 1-Phenyl-1,5-Dihydro-Benzo[B] [1,4]Diazepine-2,4-Dione as Inhibitors of HIV Replication
  申请人：Simoneau Bruno

  公开号：US20130150350A1

  公开（公告）日：2013-06-13

  Compounds of formula (I) wherein m, R 1 , R 2 , R 3 , X and Y are defined herein, are useful as inhibitors of HIV replication.
• [EN] DERIVATIVES OF 1-PHENYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZEPINE-2.4-DIONE AS INHIBITORS OF HIV REPLICATION<br/>[FR] DÉRIVÉS DE 1-PHÉNYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZÉPINE-2.4-DIONE EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIH
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2011100838A1

  公开（公告）日：2011-08-25

  Compounds of formula (I) wherein m, R1, R2, R3, X and Y are defined herein, are useful as inhibitors of HIV replication.
• [EN] DERIVATIVES OF L-PLIENYL-1.5-DILIYDIO-BENZO[B] [1.4]DIAZEPINE-2.4-DIONE AS INHIBITORS OF HIV REPLICATION<br/>[FR] DÉRIVÉS DE 1-PHÉNYL-1,5-DIHYDRO-BENZO[B] [1.4]DIAZÉPINE-2.4-DIONE EN TANT QU'INHIBITEURS DE LA RÉPLICATION DU VIH
  申请人：BOEHRINGER INGELHEIM INT

  公开号：WO2011100838A9

  公开（公告）日：2012-12-27