7-氯-2,3,4,5-四氢-1H-苯并[e][1,4]二氮杂卓 | 57756-37-3

• 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: 7-氯-2,3,4,5-四氢-1H-苯并[e][1,4]二氮杂卓
• 英文名称: 7-chloro-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine
• 英文别名: 7-chloro-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine；7-chloro-3,4-dihydro-1H-1,4-benzodiazepine
• CAS: 57756-37-3
• 化学式: C₉H₁₁ClN₂
• mdl: MFCD07369930
• 分子量: 182.653
• InChiKey: UZKODBURRKASTJ-UHFFFAOYSA-N

物化性质

• 沸点：
  325.0±42.0 °C(Predicted)
• 密度：
  1.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2933990090
• 危险性防范说明：
  P261,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  7-氯-2,3,4,5-四氢-1H-苯并[e][1,4]二氮杂卓 在 potassium phosphate 、 palladium diacetate 、 三乙酰氧基硼氢化钠 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 1,2-二氯乙烷 、 正丁醇 为溶剂， 反应 24.0h， 生成 7-(benzo[b]thiophen-3-yl)-4-(pyridin-3-ylmethyl)-2,3,4,5-tetrahydro-1H-benzo[e][1,4]diazepine
  参考文献：
  名称：

  A Selective Prostaglandin E₂ Receptor Subtype 2 (EP2) Antagonist Increases the Macrophage-Mediated Clearance of Amyloid-Beta Plaques

  摘要：

  A high-throughput screen resulted in the discovery of benzoxazepine 1, an EP2 antagonist possessing low microsomal stability and potent CYP3A4 inhibition. Modular optimization of lead compound 1 resulted in the discovery of benzoxazepine 52, a molecule with single-digit nM binding affinity for the EP2 receptor and significantly improved microsomal stability. It was devoid of CYP inhibition and was similar to 4000-fold selective against the other EP receptors. Compound 52 was shown to have good PK properties in CD-1 mice and high CNS permeability in C57Bl/6s mice and Sprague-Dawley rats. In an ex vivo assay, it demonstrated the ability to increase the macrophage-mediated clearance of amyloid-beta plaques from brain slices in a dose-dependent manner.

  DOI：

  10.1021/acs.jmedchem.5b00567
• 作为产物：
  描述：

  5-氯靛红酸酐 在 吡啶 、 lithium aluminium tetrahydride 、 溶剂黄146 作用下， 以 四氢呋喃 为溶剂， 反应 72.0h， 生成 7-氯-2,3,4,5-四氢-1H-苯并[e][1,4]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。
• [EN] [1,4]DIAZEPINO[6,7,1-IJ]QUINOLINE DERIVATIVES AS ANTI PSYCHOTIC AND ANTIOBESITY AGENTS<br/>[FR] DERIVES DE [1,4]DIAZEPINO[6,7,1-IJ]QUINOLINE EN TANT QU'AGENTS ANTIPSYCHOTIQUES ET CONTRE L'OBESITE
  申请人：WYETH CORP

  公开号：WO2003091250A1

  公开（公告）日：2003-11-06

  Compounds of formula 1 or a pharmaceutically acceptable salt thereof are provided: I where R1 through R7 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1或其药学上可接受的盐的化合物：I，其中R1到R7在此定义。公式I的化合物是5HT2c激动剂或部分激动剂，可用于治疗各种疾病。
• [1,4]Diazepino[6,7,1-IJ]quinoline derivatives as antipsychotic and antiobesity agents
  申请人：Ramamoorthy Sivaramakrishnan P.

  公开号：US20070004707A1

  公开（公告）日：2007-01-04

  Compounds of Formula I or a pharmaceutically acceptable salt thereof are provided: 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的化合物或其药学上可接受的盐：其中R1到R7在此定义。公式I的化合物是5HT2c激动剂或部分激动剂，并且可用于治疗各种疾病。
• &lsqb;1,4&rsqb;diazepino &lsqb;6,7,1-jk &rsqb;carbazoles and derivatives
  申请人：Wyeth

  公开号：US06503900B2

  公开（公告）日：2003-01-07

  This invention provides [1,4]diazepino[6,7,1-jk]carbazole compounds of the formula: wherein: R1 and R2 are H, alkyl, alkoxy, halogen, fluorinated alkyl, —CN, —NH—SO2-alkyl, —SO2—NH-alkyl, alkyl amide, amino, alkylamino, dialkylamino, fluorinated alkoxy, acyl, phenoyl or thiophenoyl; R3, R4, R5 and R6 are H, alkyl, cycloalkyl, alkoxy or cycloalkoxy; R7 is H or alkyl; R8 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.

  该发明提供了式为：1,4-diazepino[6,7,1-jk]carbazole化合物的公式，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，苯甲酰基或噻吩甲酰基；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、进食障碍、肥胖症、癫痫和脊髓损伤等疾病的方法和制药组合物。