WAY-162545

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: WAY-162545
• 英文别名: WAY-163909；1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole；1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta[b][1,4]diazepino[6,7, 1-hi]indole；1,2,3,4,8,9,10,10a-Octahydro-7bH-Cyclopenta[b][1,4]-Diazepino[6,7,1-hi]Indole；7,10-diazatetracyclo[8.5.1.05,16.011,15]hexadeca-1,3,5(16)-triene
• 化学式: C₁₄H₁₈N₂
• 分子量: 214.31
• InChiKey: XOSKJKGKWRIMGV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  15.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,2,3,3a,4,8b-六氢环戊二烯并[b]吲哚 在 硼烷四氢呋喃络合物 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 WAY-162545
  参考文献：
  名称：

  A process for the preparation of 1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole

  摘要：

  A synthesis of 1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta[b][1,4]diazepino[6,7,1-hi]indole is described exemplifying a new synthetic route to medicinally interesting compounds. The key step involves a cyclization of 2-(2,3,3a,8b-tetrahydrocyclopenta[b]indol-4(1H)-yl)-ethanamine with aqueous formaldehyde in the presence of trifluoroacetic acid. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.04.157

文献信息

• Process for the preparation of 1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta [b] [1,4] diazepino- [6,7,1-hi] indole derivatives
  申请人：——

  公开号：US20020055504A1

  公开（公告）日：2002-05-09

  This invention provides a process for the preparation of 1, 2, 3, 4, 8, 9, 10, 10a-octahydro-7bH-cyclopenta[b][1,4]diazepino[6, 7, 1-hi]indole derivatives of the general formula: 1 wherein: R is H, alkyl, cycloalkyl, —CH 2 -cycloalkyl, acyl, aryl or aroyl; R 1 , R 2 , R 4 and R 5 are H, hydroxy, alkyl, cycloalkyl, alkoxy, halogen, fluorinated alkyl, —CN, —NH—SO 2 -alkyl, —SO 2 —NH-alkyl, alkyl amide, amino, alkylamino, dialkylmino, fluorinated alkoxy, acyl, aryl or aroyl; R 3 is H, alkyl, cycloalkyl, alkoxy, fluorinated alkyl, alkyl sulfonamide, alkyl amide, amino, alkylamino, dialkylmino, fluorinated alkoxy, acyl, aryl or aroyl; or a pharmaceutically acceptable salt thereof, as well as intermediates for their synthesis.

  该发明提供了一种制备1、2、3、4、8、9、10、10a-八氢-7bH-环戊[b][1,4]二氮杂环[6,7,1-嗪]吲哚衍生物的方法，其通式为：1其中：R为H、烷基、环烷基、—CH2-环烷基、酰基、芳基或芳酰基；R1、R2、R4和R5为H、羟基、烷基、环烷基、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、芳基或芳酰基；R3为H、烷基、环烷基、烷氧基、氟代烷基、烷基磺酰胺、烷基酰胺、氨基、烷基氨基、二烷基氨基、氟代烷氧基、酰基、芳基或芳酰基；或其药学上可接受的盐，以及其合成的中间体。
• Processes for preparation of cyclopenta [b] [1,4] diazepino [6,7,1-hi] indoles and derivatives
  申请人：American Home Products Corporation

  公开号：US20020062022A1

  公开（公告）日：2002-05-23

  This invention provides processes for synthesizing compounds of formula I: 1 wherein R is H or alkyl; R 1 , R 2 are H, alkyl, alkoxy, halogen, fluorinated alkyl, —CN, alkyl sulfonamide, alkyl amide, amino, alkylamino, dialkylamino, fluorinated alkoxy, acyl, or aroyl; R 3 and R 4 are H, alkyl or cycloalkyl; the dashed line indicates an optional double bond; as well as intermediates and pharmaceutically acceptable salts thereof.

  本发明提供了合成式I的化合物的方法：其中R为H或烷基；R1，R2为H，烷基，烷氧基，卤素，氟化烷基，-CN，烷基磺酰胺，烷基酰胺，氨基，烷基氨基，二烷基氨基，氟化烷氧基，酰基或芳酰基；R3和R4为H，烷基或环烷基；虚线表示可选的双键；以及其中间体和药学上可接受的盐。
• Cyclopenta[b][1,4]diazepino[6,7,1-hi]indoles and derivatives
  申请人：Sabb Louise Annmarie

  公开号：US20050004101A1

  公开（公告）日：2005-01-06

  This invention provides compounds of the formulae: wherein: R 1 is hydrogen, —C(O)CH 3 or alkyl of 1-6 carbon atoms; R 2 and R 3 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, cycloalkyl, alkoxy of 1-6 carbon atoms, —CH 2 OH, fluoroalkyl, alkyl sulfonamide of 1-6 carbon atoms, alkyl amide of 1-6 carbon atoms, amino, alkylamino of 1-6 carbon atoms, dialkylamino of 1-6 carbon atoms per alkyl moiety, fluoroalkoxy of 1-6 carbon atoms, acyl of 2-7 carbon atoms, aryl, or aroyl; R 4 and R 5 are each, independently, hydrogen, alkyl of 1-6 carbon atoms, alkoxy of 1-6 carbon atoms, halogen, fluoroalkyl, —CN, alkyl sulfonamide of 1-6 carbon atoms, alkyl amide of 1-6 carbon atoms, amino, alkylamino of 1-6 carbon atoms, dialkylamino of 1-6 carbon atoms per alkyl moiety, fluoroalkoxy of 1-6 carbon atoms, acyl of 2-7 carbon atoms, or aroyl; R 6 and R 7 are each independently hydrogen, C 1 -C 6 alkyl or cycloalkyl; or a pharmaceutically acceptable salt thereof, as well as pharmaceutical compositions containing these compounds and methods for their use, including treatment of obsessive-compulsive disorder, panic disorder, depression, anxiety, generalized anxiety disorder, schizophrenia, migraine, sleep disorders, eating disorders, obesity, epilepsy, and spinal cord injury.

  本发明提供了以下式的化合物：其中：R1是氢，—C（O）CH3或1-6碳原子的烷基；R2和R3各自独立地是氢、1-6碳原子的烷基、环烷基、1-6碳原子的烷氧基、—CH2OH、氟代烷基、1-6碳原子的烷基磺酰胺、1-6碳原子的烷基酰胺、氨基、1-6碳原子的烷基氨基、每个烷基基团的1-6碳原子的二烷基氨基、1-6碳原子的氟代烷氧基、2-7碳原子的酰基、芳基或芳酰基；R4和R5各自独立地是氢、1-6碳原子的烷基、1-6碳原子的烷氧基、卤素、氟代烷基、—CN、1-6碳原子的烷基磺酰胺、1-6碳原子的烷基酰胺、氨基、1-6碳原子的烷基氨基、每个烷基基团的1-6碳原子的二烷基氨基、1-6碳原子的氟代烷氧基、2-7碳原子的酰基或芳酰基；R6和R7各自独立地是氢、C1-C6烷基或环烷基；或其药学上可接受的盐，以及含有这些化合物的制药组合物和它们的使用方法，包括治疗强迫症、惊恐障碍、抑郁症、焦虑、广泛性焦虑障碍、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。
• PROCESS FOR PREPARATION OF CYCLOPENTA [B] [1,4] DIAZEPINO [6,7,1-HI] INDOLE DERIVATIVES
  申请人：American Home Products Corporation

  公开号：US20020055630A1

  公开（公告）日：2002-05-09

  The present invention provides processes for the preparation of 1, 2, 3, 4, 8, 9, 10, 10 a -octahydro-7bH-cyclopenta[b][1, 4]diazepino[6, 7, 1-hi]indole derivatives of the general formula: 1 wherein: R is H, alkyl, acyl, or aroyl; R 1 , R 2 , R 4 and R 5 are H, OH, alkyl, cycloalkyl, alkoxy s, halogen, fluorinated alkyl, —CN, —NH—SO 2 -alkyl, -SO 2 —NH-alkyl, alkyl amide, amino, alkylamino s, dialkylamino, fluorinated alkoxy, acyl, aryl, or aroyl; R 3 is H, alkyl, cycloalkyl, alkoxy, fluorinated alkyl, —NH—SO 2 -alkyl, -SO 2 —NH-alkyl, alkyl amide, amino, alkylamino, dialkylamino, fluorinated alkoxy, acyl, aryl, or aroyl; or a pharmaceutically acceptable salt thereof, which are useful in the treatment of central nervous system disorders.

  本发明提供了一种制备1,2,3,4,8,9,10,10a-八氢-7bH-环戊[b][1,4]二氮杂-6,7,1-咪唑[6,7,1-hi]吲哚衍生物的方法，其一般式为：1其中：R为H、烷基、酰基或芳基；R1、R2、R4和R5为H、OH、烷基、环烷基、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、芳基或芳基酰基；R3为H、烷基、环烷基、烷氧基、氟代烷基、—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、芳基或芳基酰基；或其药学上可接受的盐，其用于治疗中枢神经系统疾病。
• Process for the preparation of 1, 2, 3, 4, 8, 9, 10, 10a-octahydro-7bH-cyclopenta[b] [1, 4]diazepino[6, 7, 1-hi]indole derivatives
  申请人：American Home Products Corporation

  公开号：US20020058689A1

  公开（公告）日：2002-05-16

  This invention provides processes for preparing compounds formula: 1 wherein R is H, alkyl, acyl, aryl, aroyl or —C(O)R′; R′ is alkyl or aryl; R 1 , R 2 , R 4 and R 5 are H, —OH, alkyl, cycloalkyl, alkoxy, halogen, fluorinated alkyl or alkoxy, —CN, —NH—SO 2 -alkyl, —SO 2 —NH-alkyl, alkyl amide, amino, alkylamino, dialkylamino, acyl, aryl or aroyl; R 3 is H, alkyl, cycloalkyl, alkoxy, fluorinated alkyl, —NH—SO 2 -alkyl, —SO 2 —NH-alkyl, alkyl amide, amino, alkylamino, dialkylamino, fluorinated alkoxy, acyl, aryl, or aroyl; or a pharmaceutically acceptable salt thereof, as well as novel compounds useful in the synthesis of these compounds.

  本发明提供了制备化合物式1的方法： 其中，R是H、烷基、酰基、芳基、芳酰基或—C（O）R′; R′是烷基或芳基; R1、R2、R4和R5是H、—OH、烷基、环烷基、烷氧基、卤素、氟代烷基或烷氧基、—CN、—NH—SO2-烷基、—SO2—NH-烷基、烷基酰胺、氨基、烷基氨基、二烷基氨基、酰基、芳基或芳酰基; R3是H、烷基、环烷基、烷氧基、氟代烷基、—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、芳基或芳酰基;或其药学上可接受的盐，以及用于合成这些化合物的新化合物。