(R)-3-methyl-3,4-dihydro-1H-benzo[e]-1,4-diazepin-2,5-dione | 187521-11-5

• 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: (R)-3-methyl-3,4-dihydro-1H-benzo[e]-1,4-diazepin-2,5-dione
• 英文别名: (3R)-3-methyl-3,4-dihydro-1H-1,4-benzodiazepine-2,5-dione
• CAS: 187521-11-5
• 化学式: C₁₀H₁₀N₂O₂
• 分子量: 190.202
• InChiKey: LJONQULKOKMKBR-ZCFIWIBFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  58.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (R)-3-methyl-3,4-dihydro-1H-benzo[e]-1,4-diazepin-2,5-dione 以 borane tetrahydrofuran 为溶剂， 以to give (3R)-3-methyl-2,3,4,5-tetrahydro-1H-1,4-benzodiazepine as a white foam/clear oil (8.6 mmol)的产率得到(R)-3-methyl-2,3,4,5-tetrahydro-1H-benzo[e]-1,4-diazepine
  参考文献：
  名称：

  [1,4]Diazepino [6,7,1-jk] carbazoles and derivatives

  摘要：

  该发明提供公式为1的[1,4]二氮杂并[6,7,1-jk]咔唑化合物： 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。

  公开号：

  US20020086860A1
• 作为产物：
  描述：

  (R)-2-(2-Amino-benzoylamino)-propionic acid ethyl ester 在 溶剂黄146 作用下， 反应 24.0h， 生成 (R)-3-methyl-3,4-dihydro-1H-benzo[e]-1,4-diazepin-2,5-dione
  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

• UREA DERIVATIVE, MEDICINAL COMPOSITION CONTAINING THE SAME, AND MEDICINAL USE OF THESE
  申请人：Kissei Pharmaceutical Co., Ltd.

  公开号：EP1867639A1

  公开（公告）日：2007-12-19

  Urea derivatives represented by the following general formula (I) : which have an agonism of V2 receptor, are useful as agents for the treatment or prevention of diabetes insipidus, nocturia, nocturnal enuresis, overactive bladder or the like. In the formula, R1 represents a hydrogen atom or a C1-6 alkyl group which may have a substituent, R2 is a hydrogen atom or a C1-6 alkyl group, R3 is a hydrogen atom, a C1-6 alkyl group or the like, R4, R5 and R6 are independently a hydrogen atom, a halogen atom or the like, R7 is a hydrogen atom, a heteroaryl group which may have a substituent, a C3-8 cycloalkyl group, an amino group which may have a substituent or a C1-6 alkoxy group which may have a substituted group, M1 is a single bond, a C1-4 alkylene group or the like, Y is N or CRF (in the formula, and RF represents a hydrogen atom, a C1-6 alkyl group or the like, or pharmaceutically acceptable salts thereof, or prodrugs thereof, or pharmaceutical compositions comprising the same and pharmaceutical uses thereof.

  以下一般公式（I）所代表的尿素衍生物，具有V2受体的激动作用，可用作治疗或预防尿崩症、夜尿、夜间遗尿、膀胱过度活动等药物。在公式中，R1代表氢原子或可能具有取代基团的C1-6烷基；R2是氢原子或C1-6烷基；R3是氢原子、C1-6烷基或其他基团；R4、R5和R6独立地是氢原子、卤素原子或其他基团；R7是氢原子、可能具有取代基团的杂环烷基、C3-8环烷基、可能具有取代基团的氨基或可能具有取代基团的C1-6烷氧基；M1是单键、C1-4烷基或其他基团；Y是N或CRF（在公式中，RF代表氢原子、C1-6烷基或其他基团），或其药学上可接受的盐、前药、包含相同成分的药物组合物及其药用。
• [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。
• [1,4]diazepino [6,7,1-jk ]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。
• Urea derivative, medicinal composition containing the same, and medicinal use of these
  申请人：Suzuki Ritsu

  公开号：US20080161294A1

  公开（公告）日：2008-07-03

  Urea derivatives represented by the following general formula (I): which have an agonism of V2 receptor, are useful as agents for the treatment or prevention of diabetes insipidus, nocturia, nocturnal enuresis, overactive bladder or the like. In the formula, R 1 represents a hydrogen atom or a C 1-6 alkyl group which may have a substituent, R 2 is a hydrogen atom or a C 1-6 alkyl group, R 3 is a hydrogen atom, a C 1-6 alkyl group or the like, R 4 , R 5 and R 6 are independently a hydrogen atom, a halogen atom or the like, R 7 is a hydrogen atom, a heteroaryl group which may have a substituent, a C 3-8 cycloalkyl group, an amino group which may have a substituent or a C 1-6 alkoxy group which may have a substituted group, M 1 is a single bond, a C 1-4 alkylene group or the like, Y is N or CR F (in the formula, and R F represents a hydrogen atom, a C 1-6 alkyl group or the like, or pharmaceutically acceptable salts thereof, or prodrugs thereof, or pharmaceutical compositions comprising the same and pharmaceutical uses thereof.

  以下通式（I）所表示的尿素衍生物具有V2受体激动剂作用，可用于治疗或预防尿崩症、夜尿症、夜间遗尿、过度活动膀胱等疾病。在该通式中，R1表示氢原子或C1-6烷基，可以有取代基；R2表示氢原子或C1-6烷基；R3表示氢原子、C1-6烷基或类似物；R4、R5和R6独立地表示氢原子、卤素原子或类似物；R7表示氢原子、可以有取代基的杂环芳基、C3-8环烷基、可以有取代基的氨基或可以有取代基的C1-6烷氧基；M1表示单键、C1-4烷基等；Y表示N或CRF（在该式中，RF表示氢原子、C1-6烷基或类似物）；以及其药学上可接受的盐、前药或包含它们的制剂，以及其医药用途。
• Solid-Phase Synthesis of 1,4-Benzodiazepine-2,5-diones. Library Preparation and Demonstration of Synthesis Generality
  作者：Constantine G. Boojamra、Kristina M. Burow、Lorin A. Thompson、Jonathan A. Ellman

  DOI：10.1021/jo9622845

  日期：1997.3.1

  A general and expedient method has been developed for the solid-phase synthesis of 1,4-benzodiazepine-2,5-diones 1 from three commercially available components; anthranilic acids, alpha-amino esters, and alkylating agents. Reaction conditions have been developed to prepare either racemic compounds for lead identification efforts or optically pure compounds for lead optimization efforts. The incorporation of diverse functionality into the benzodiazepine products has also been demonstrated. On the basis of the scope and generality of the synthesis sequence, a library of 1,4-benzodiazepine-2,5-diones has been prepared from 11 alkylating agents, 12 anthranilic acids, and 19 alpha-amino esters (nine sets of enantiomeric pairs and glycine methyl ester hydrochloride). The library was prepared in a spatially separate format using a microtiter-based apparatus that is inexpensive and straightforward to construct from ordinary items found in an organic or bioorganic laboratory. The high quality of the 1,4-benzodiazepine-2,5-dione library has been demonstrated by evaluating representative compounds by HPLC analysis and H-1 NMR.