7-Bromo-(3aS-cis)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol diphenylacetate | 114546-54-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-Bromo-(3aS-cis)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol diphenylacetate
• 英文别名: [(3aR,8bS)-5-bromo-3,4,8b-trimethyl-2,3a-dihydro-1H-pyrrolo[2,3-b]indol-7-yl] 2,2-diphenylacetate
• CAS: 114546-54-2
• 化学式: C₂₇H₂₇BrN₂O₂
• 分子量: 491.428
• InChiKey: UZEBVPLUPDDQCH-SXOMAYOGSA-N

物化性质

• 沸点：
  606.7±55.0 °C(predicted)
• 密度：
  1.335±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,2-二苯基乙酸 、 (3aS-cis)-7-bromo-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indol-5-ol 生成 7-Bromo-(3aS-cis)-1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-pyrrolo[2,3-b]indol-5-ol diphenylacetate
  参考文献：
  名称：

  HAMER, R. RICHARD L.;HELSLEY, GROVER C.;GLAMKOWSKI, EDWARD J.;CHIANG, YUL+

  摘要：

  DOI：

文献信息

• Memory enhancing and analgesic 1,2,3,3A,8,8A-hexahydro-3A,8 (and)
  申请人：Hoechst-Roussel Pharmaceuticals, Inc.

  公开号：US04791107A1

  公开（公告）日：1988-12-13

  There are described compounds of the formula ##STR1## where (a) X is O or S; (b) R is H, loweralkyl, ##STR2## where Y is O or S; R.sub.2 is alkyl, cycloalkyl, bicycloalkyl, cycloalkenyl, aryl, arylloweralkyl, heteroaryl or heteroarylloweralkyl, R.sub.3 is H or alkyl, or the group --NR.sub.2 R.sub.3 taken as a whole is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 4-thiomorpholinyl, 1-piperazinyl, 4-methyl-1-piperazinyl or 2-(2,6-dichlorophenylimino)-1-imidazolidinyl) and R.sub.4 is hydrogen, loweralkyl, arylloweralkyl, diarylloweralkyl, aryl or heteroaryl, (c) m is 1 or 2; (d) each Z is independently H, loweralkyl, halogen, nitro, --NH.sub.2, loweralkylcarbonylamino, arylcarbonylamino, loweralkoxycarbonylamino or loweralkylamino, and (e) R.sub.1 is H, loweralkyl, arylloweralkyl, heteroarylloweralkyl, cycloalkylmethyl or loweralkenylmethyl, with the proviso that when X is O, m is 1, Z is H and R.sub.1 is methyl, R is not --CONHCH.sub.3, --CONHC.sub.6 H.sub.5, hydrogen, methyl or ethyl, and that when X is O, m is 1 and Z and R.sub.1 are both hydrogen, R is not hydrogen or methyl, and pharmaceutically acceptable acid addition salts thereof which are useful as memory-enhancing and analgesic agents.

  描述了以下化合物的化学式##STR1## 其中（a）X为O或S；（b）R为H、loweralkyl、##STR2## 其中Y为O或S；R.sub.2为烷基、环烷基、双环烷基、环烯基、芳基、芳基loweralkyl、杂环芳基或杂环芳基loweralkyl，R.sub.3为H或烷基，或整体视为--NR.sub.2 R.sub.3时为1-吡咯基、1-哌啶基、4-吗啉基、4-硫代吗啉基、1-哌嗪基、4-甲基-1-哌嗪基或2-(2,6-二氯苯基亚胺基)-1-咪唑烷基）和R.sub.4为氢、loweralkyl、芳基loweralkyl、二芳基loweralkyl、芳基或杂环芳基，（c）m为1或2；（d）每个Z独立地为H、loweralkyl、卤素、硝基、--NH.sub.2、loweralkylcarbonylamino、arylcarbonylamino、loweralkoxycarbonylamino或loweralkylamino，（e）R.sub.1为H、loweralkyl、芳基loweralkyl、杂环芳基loweralkyl、环烷基甲基或loweralkenylmethyl，但当X为O时，m为1、Z为H且R.sub.1为甲基时，R不是--CONHCH.sub.3、--CONHC.sub.6 H.sub.5、氢、甲基或乙基，当X为O时，m为1且Z和R.sub.1均为氢时，R不是氢或甲基，以及其药用可接受的酸盐，可用作增强记忆和镇痛剂。
• 1,2,3,3a,8,8a-Hexahydro-1,3a,8-trimethylpyrrolo[2,3-b]indoles, a process for their preparation and their use as medicaments
  申请人：HOECHST-ROUSSEL PHARMACEUTICALS INCORPORATED

  公开号：EP0253372A2

  公开（公告）日：1988-01-20

  There are described compounds of the formula where (a) X is O or S; (b) R is H, loweralkyl, where Y is O or S; R2 is loweralkyl, cycloalkyl; bicycloalkyl, cycloalkenyl, aryl, arylloweralkyl, heteroaryl or heteroarylloweralkyl, R3 is H or lower alkyl or the group -NR2R3 taken as a whole is 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, 4-thiomorpholinyl, 1-piperazinyl, 4-methyl-1-piperazinyl or 2-(2,6-dichlorophenyl- imino)-1-imidazolidinyl) and R4 is hydrogen, loweralkyl, arylloweralkyl, diarylloweralkyl, aryl or heteroaryl, (c) m is 1 or 2; (d) each Z is independently H, loweralkyl, halogen, nitro, -NH2, loweralkylcarbonylamino, arylcarbonylamino, loweralkoxycarbonylamino or loweralkylamino, and (e) R1 is H, loweralkyl, arylloweralkyl, heteroarylloweralkyl, cycloalkylmethyl or loweralkenylmethyl, with the proviso that when X is O, m is 1, Z is Hand R1 is methyl, R is not -CONHCH3, -CONHC6H5, hydrogen, methyl or ethyl, and that when X is O, m is 1 and Z and R1 are both hydrogen, R is not hydrogen or methyl, and pharmaceutically acceptable acid addition salts thereof which are useful as memory-enhancing and analgesic agents.

  所述化合物的化学式为 式中 (a) X 是 O 或 S； (b) R 是 H、低级烷基、 其中 Y 是 O 或 S；R2 是低级烷基、环烷基、双环烷基、环烯基、芳基、芳基低级烷基；(b) R 是 H、低级烷基，其中 Y 是 O 或 S；R2 是低级烷基、环烷基、双环烷基、环烯基、芳基、芳低级烷基、杂芳基或杂芳基低级烷基；R3 是 H 或低级烷基，或整个基团 -NR2R3 是 1-吡咯烷基、1-哌啶基、4-吗啉基、4-硫代吗啉基、1-吡咯烷基、1-哌啶基、4-吗啉基4-硫代吗啉基、1-哌嗪基、4-甲基-1-哌嗪基或 2-(2,6-二氯苯基-亚氨基)-1-咪唑烷基），R4 是氢、低级烷基、芳低级烷基、二芳低级烷基、芳基或杂芳基、 (c) m 是 1 或 2； (d) 每个 Z 独立地为 H、低级烷基、卤素、硝基、-NH2、低级烷基羰基氨基、芳基羰基氨基、低级烷氧基羰基氨基或低级烷基氨基，以及 (e) R1 是 H、低级烷基、芳基低级烷基、杂芳基低级烷基、环烷基甲基或低级烯基甲基、 但条件是当 X 为 O、m 为 1、Z 为手 R1 为甲基时，R 不是-CONHCH3、-CONHC6H5、氢、甲基或乙基；当 X 为 O、m 为 1 且 Z 和 R1 均为氢时，R 不是氢或甲基；以及其药学上可接受的酸加成盐，可用作增强记忆和镇痛剂。
• HAMER, R. RICHARD L.;HELSLEY, GROVER C.;GLAMKOWSKI, EDWARD J.;CHIANG, YUL+
  作者：HAMER, R. RICHARD L.、HELSLEY, GROVER C.、GLAMKOWSKI, EDWARD J.、CHIANG, YUL+

  DOI：——

  日期：——
• US4791107A
  申请人：——

  公开号：US4791107A

  公开（公告）日：1988-12-13
• US5187165A
  申请人：——

  公开号：US5187165A

  公开（公告）日：1993-02-16