5-chloro-2-[4-methoxy-3-(2-piperidin-1-yl-ethoxy)phenyl]-8-methyl-1,8-dihydro-2H-2,8-diazacyclopenta[a]inden-3-one hydrochloride

• 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: 5-chloro-2-[4-methoxy-3-(2-piperidin-1-yl-ethoxy)phenyl]-8-methyl-1,8-dihydro-2H-2,8-diazacyclopenta[a]inden-3-one hydrochloride
• 英文别名: 7-chloro-2-[4-methoxy-3-(2-piperidin-1-ylethoxy)phenyl]-4-methyl-3H-pyrrolo[3,4-b]indol-1-one;hydrochloride
• 化学式: C₂₅H₂₈ClN₃O₃*ClH
• 分子量: 490.43
• InChiKey: HSFVPMHNWSOBRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  46.9
• 氢给体数：
  1
• 氢受体数：
  4

文献信息

• Compounds having activity at 5ht2c receptor and uses thereof
  申请人：Hamprecht Dieter

  公开号：US20060281786A1

  公开（公告）日：2006-12-14

  Compounds of formula (I) and pharmaceutically acceptable salts thereof are disclosed: wherein Q is phenyl or a 6-membered heteroaromatic group containing at least one nitrogen atom; A is —(CH 2 —CH 2 )—, —(CH═CH)—, —(CH 2 ) 3 —, —C(CH 3 ) 2 —, —(CH═CH—CH 2 )—, or a group —(CHR 3 )— wherein R 3 is hydrogen, halogen, hydroxy, cyano, nitro, C 16 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyloxy, haloC 1-6 alkyl, C 1-6 alkoxy, haloC 1-6 alkoxy or C 1-6 alkylthio; B is O, S or NR 11 , wherein R 11 is hydrogen, C 1-6 alkyl optionally substituted by C 1-6 alkoxy, or is C 1-6 alkanoyl optionally substituted by C 1-6 alkoxy; R 1 is halogen, cyano, C 1-6 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyloxy, C 1-6 alkoxy, C 1 - 6 alkylthio, hydroxy, amino, mono- or di-C 1-6 alkylamino, an N-linked 4 to 7 membered heterocyclic group, nitro, haloC 1 6 alkyl, haloC 1-6 alkoxy, aryl, arylC 1-6 alkyl, arylC 1-6 alkyloxy, arylC 1-6 alkylthio, COR 4 (wherein R 4 is amino, mono- or di-C 1-6 alkylamino or an N-linked 4 to 7 membered heterocyclic group), COOR 5 or COR 6 (wherein R 5 and R 6 are independently hydrogen or C 1-6 alkyl); p is 0, 1 or 2 or 3; R 2 is hydrogen, halogen, hydroxy, cyano, nitro, C 1-6 alkyl, C 1-6 alkanoyl, C 3-7 cycloalkyl, C 3-7 cycloalkyloxy, haloC 1-6 alkyl, C 1-6 alkoxy, haloC 1-6 alkoxy, C 1-6 alkylthio, amino, mono- or di-C 1-6 alkylamino or an N-linked 4 to 7 membered heterocyclic group; X is oxygen, sulfur, —CH 2 — or NR 8 wherein R 8 is hydrogen or C 1-6 alkyl; Y is a single bond, —CH 2 —, —(CH 2 ) 2 13 or —CH═CH—; and Z is an optionally substituted N-linked heterocyclic group or a C-linked 4 to 7 membered heterocyclic group containing at least one nitrogen, or Z is —NR 9 R 10 where R 9 and R 10 are independently hydrogen or C 1-6 alkyl. Method of preparation and uses thereof in therapy, such as for example in treatment of depression and anxiety, are also disclosed.

  公开了化合物式（I）及其药学上可接受的盐：其中Q是苯基或含有至少一个氮原子的6元杂环芳基基团；A是—（CH2— ）—，—（CH═CH）—，—（ ）3—，—C（CH3）2—，—（CH═CH— ）—或—（CHR3）—基团，其中R3是氢，卤素，羟基，氰基，硝基，C16烷基，C3-7环烷基，C3-7环烷氧基，卤代C1-6烷基，C1-6烷氧基，卤代C1-6烷氧基或C1-6烷基硫基；B是O，S或NR11，其中R11是氢，C1-6烷基（可选地被C1-6烷氧基取代），或者是C1-6烷酰基（可选地被C1-6烷氧基取代）；R1是卤素，氰基，C1-6烷基，C3-7环烷基，C3-7环烷氧基，C1-6烷氧基，C1-6烷基硫基，羟基，氨基，单或双C1-6烷基氨基，N-连接的4至7元杂环基团，硝基，卤代C1-6烷基，卤代C1-6烷氧基，芳基，芳基C1-6烷基，芳基C1-6烷氧基，芳基C1-6烷基硫基，COR4（其中R4是氨基，单或双C1-6烷基氨基或N-连接的4至7元杂环基团），COOR5或COR6（其中R5和R6分别是氢或C1-6烷基）；p是0，1，2或3；R2是氢，卤素，羟基，氰基，硝基，C1-6烷基，C1-6烷酰基，C3-7环烷基，C3-7环烷氧基，卤代C1-6烷基，C1-6烷氧基，卤代C1-6烷氧基，C1-6烷基硫基，氨基，单或双C1-6烷基氨基或N-连接的4至7元杂环基团；X是氧，硫，— —或NR8，其中R8是氢或C1-6烷基；Y是单键，— —，—（ ）2—或—CH═CH—；Z是可选取代的N-连接杂环基团或含有至少一个氮原子的C-连接4至7元杂环基团，或Z是—NR9R10，其中R9和R10分别是氢或C1-6烷基。公开了制备方法及其在治疗中的用途，例如治疗抑郁症和焦虑症。
• COMPOUNDS HAVING ACTIVITY AT 5HT2C RECEPTOR AND USES THEREOF
  申请人：GLAXO GROUP LIMITED

  公开号：EP1603914B1

  公开（公告）日：2007-01-17