4-乙酰基-2,3,4,5-四氢-1H-1,4-苯并二氮杂卓 | 57756-36-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 中文名称: 4-乙酰基-2,3,4,5-四氢-1H-1,4-苯并二氮杂卓
• 中文别名: 4-乙酰基-2,3,4,5-四氢-1H-1,4-苯并二氮卓
• 英文名称: 4-Acetyl-2,3,4,5-tetrahydro-1H-benzodiazepin
• 英文别名: 4-Acetyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepin；4-acetyl-2,3,4,5-tetrahydro-1H-benzodiazepine；4-acetyl-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine；4-acetyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine；4-acetyl-2,3,4,5-tetrahydro-4H-benzo[1,4]diazepine；1-(1,2,3,5-tetrahydro-1,4-benzodiazepin-4-yl)ethanone
• CAS: 57756-36-2
• 化学式: C₁₁H₁₄N₂O
• mdl: MFCD09743556
• 分子量: 190.245
• InChiKey: MXBURCRAYKPWBR-UHFFFAOYSA-N

物化性质

• 熔点：
  85 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  393.4±31.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  4-乙酰基-2,3,4,5-四氢-1H-1,4-苯并二氮杂卓 在 盐酸 、 sodium hydroxide 、 溶剂黄146 、 锌 、 sodium nitrite 作用下， 以 甲醇 为溶剂， 反应 1.5h， 生成 4,5,6,7,9,10-Hexahydro-8H-5,7a-diaza-benzo[cd]cyclopenta[a]azulene
  参考文献：
  名称：

  Cycloalkyl[b][1,4]benzodiazepinoindoles are agonists at the human 5-HT2C receptor

  摘要：

  Evaluation of selected compounds from our Corporate Compound Library in a human 5-HT2C receptor binding assay led to the discovery of WAY-629, a cyclohexyl[b][1,4]benzodiazepinoindole (K-i 56nM, E-max 90%), which is selective for the 5-HT2C receptor versus other serotonin receptor subtypes, and dopamine, histamine, adrenergic, and muscarinic receptors. In addition, WAY-629 was active in vivo in a rat model of feeding behavior. An SAR study based on WAY-629 led to compound 11 (K-i 13 nM, E-max 102%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.100
• 作为产物：
  描述：

  3,4-二氢-1H-苯并[e][1,4]二氮杂卓-2,5-二酮 在 lithium aluminium tetrahydride 、 TEA 作用下， 以 四氢呋喃 为溶剂， 反应 48.0h， 生成 4-乙酰基-2,3,4,5-四氢-1H-1,4-苯并二氮杂卓
  参考文献：
  名称：

  Cycloalkyl[b][1,4]benzodiazepinoindoles are agonists at the human 5-HT2C receptor

  摘要：

  Evaluation of selected compounds from our Corporate Compound Library in a human 5-HT2C receptor binding assay led to the discovery of WAY-629, a cyclohexyl[b][1,4]benzodiazepinoindole (K-i 56nM, E-max 90%), which is selective for the 5-HT2C receptor versus other serotonin receptor subtypes, and dopamine, histamine, adrenergic, and muscarinic receptors. In addition, WAY-629 was active in vivo in a rat model of feeding behavior. An SAR study based on WAY-629 led to compound 11 (K-i 13 nM, E-max 102%). (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.02.100

文献信息

• [1,4]Diazepino[6,7,1-ij]quinoline derivatives as antipsychotic and antiobesity agents
  申请人：Wyeth

  公开号：US20040009970A1

  公开（公告）日：2004-01-15

  Compounds of Formula I or a pharmaceutically acceptable salt thereof are provided: 1 where R 1 through R 7 are defined herein. The compounds of Formula I are 5HT2c agonists or partial agonists, and are useful for treating a variety of disorders.

  提供公式I的化合物或其药用可接受的盐：其中R1至R7在此处定义。公式I的化合物是5HT2c受体激动剂或部分激动剂，可用于治疗多种疾病。
• [1,4]Diazepino [6,7,1-jk] carbazoles and derivatives
  申请人：American Home Products Corporation

  公开号：US20020086860A1

  公开（公告）日：2002-07-04

  This invention provides [1,4]diazepino[6,7,1-jk]carbazole compounds of the formula: 1 wherein: R 1 and R 2 are H, alkyl, alkoxy, halogen, fluorinated alkyl, —CN, —NH—SO 2 -alkyl, —SO 2 —NH-alkyl, alkyl amide, amino, alkylamino, dialkylamino, fluorinated alkoxy, acyl, phenoyl or thiophenoyl; R 3 , R 4 , R 5 and R 6 are H, alkyl, cycloalkyl, alkoxy or cycloalkoxy; R 7 is H or alkyl; R 8 is H or alkyl; and the dashed line indicates an optional double bond; or a pharmaceutically acceptable salt thereof, as well as methods and pharmaceutical compositions utilizing them for the treatment or prevention of disorders such as obsessive-compulsive disorder, depression, anxiety, schizophrenia, migraine, sleep disorders, eating disorders, obesity, epilepsy, and spinal cord injury.

  这项发明提供了一种公式为1的[1,4]二氮杂二环[6,7,1-jk]吲哚类化合物，其中：R1和R2为H、烷基、烷氧基、卤素、氟代烷基、—CN、—NH—SO2-烷基、—SO2—NH-烷基、烷基酰胺、氨基、烷基氨基、二烷基氨基、氟代烷氧基、酰基、苯甲酰基或硫代苯甲酰基；R3、R4、R5和R6为H、烷基、环烷基、烷氧基或环烷氧基；R7为H或烷基；R8为H或烷基；虚线表示可选的双键；或其药学上可接受的盐，以及利用它们用于治疗或预防强迫症、抑郁症、焦虑症、精神分裂症、偏头痛、睡眠障碍、饮食障碍、肥胖症、癫痫和脊髓损伤等疾病的方法和药物组合物。
• Process for preparing quinoline compounds and products obtained therefrom
  申请人：Dehnhardt Christoph

  公开号：US20060122385A1

  公开（公告）日：2006-06-08

  Methods for synthesizing tetrahydroquinoline-containing compounds are provided, along with synthetic intermediates and products associated with such methods.

  提供了合成含有四氢喹啉的化合物的方法，以及与这些方法相关的合成中间体和产物。
• Process for Preparing 4-Acetyl-2,3,4,5-tetrahydro-benzo[1,4]diazepine and the Intermediates Thereof
  申请人：Zhu Fuqiang

  公开号：US20100256358A1

  公开（公告）日：2010-10-07

  The present invention relates to a process for preparing 4-acetyl-2,3,4,5-tetrahydro-benzo[1,4]diazepine and the intermediates thereof. The present invention provides a compound represented by formula I and a compound represented by formula II, and processes for preparing 4-acetyl-2,3,4,5-tetrahydro-benzo[1,4]diazepine by using the compound represented by formula I, the compound represented by formula II and o-nitrobenzaldehyde. The invention has the advantages of the shorter synthesis steps, easily available raw materials and simple operation. Moreover, the process is economic and safe by avoiding the use of expensive and dangerous lithium aluminum hydride.

  本发明涉及一种制备4-乙酰基-2,3,4,5-四氢苯并[1,4]二氮杂环及其中间体的方法。本发明提供了一种由式I和式II代表的化合物以及使用该化合物，式II代表的化合物和o-硝基苯甲醛制备4-乙酰基-2,3,4,5-四氢苯并[1,4]二氮杂环的方法。该发明具有合成步骤短，原料易得，操作简单的优点。此外，避免使用昂贵和危险的氢化铝锂，该过程经济且安全。
• CHIRAL SYNTHESIS OF DIAZEPINOQUINOLINES
  申请人：Megati Sreenivasulu

  公开号：US20090093630A1

  公开（公告）日：2009-04-09

  The present invention relates to improved methods of resolution and recrystallization for synthesizing compounds useful as 5HT 2C agonists or partial agonists, including intermediates thereto.

  本发明涉及改进的分解和再结晶方法，用于合成作为5HT2C受体激动剂或部分激动剂有用的化合物，包括其中间体。