1,2,3,9-Tetrahydro-6-methyl-3-[(2-methyl-1H-imidazol-1-yl) methyl]-4H-carbazol-4-one maleate

• 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: 1,2,3,9-Tetrahydro-6-methyl-3-[(2-methyl-1H-imidazol-1-yl) methyl]-4H-carbazol-4-one maleate
• 英文别名: 1,2,3,9-Tetrahydro-6-methyl-3-[(2-methyl-1H-imidazol-1-yl)-methyl]-4H-carbazol-4-one maleate；(Z)-but-2-enedioic acid;6-methyl-3-[(2-methylimidazol-1-yl)methyl]-1,2,3,9-tetrahydrocarbazol-4-one
• 化学式: C₄H₄O₄*C₁₈H₁₉N₃O
• 分子量: 409.442
• InChiKey: WXAMCTLNAVRRBA-BTJKTKAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.14
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  125
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  顺丁烯二酸 、 对甲基苯肼 在 盐酸 作用下， 以 乙醇 、 水 为溶剂， 生成 1,2,3,9-Tetrahydro-6-methyl-3-[(2-methyl-1H-imidazol-1-yl) methyl]-4H-carbazol-4-one maleate
  参考文献：
  名称：

  Carbazole derivatives and their use as 5HT-induced antagonists

  摘要：

  该发明涉及一般式(I)的化合物：其中R.sup.1代表氢原子或C.sub.1-10烷基，C.sub.3-7环烷基，C.sub.3-7环烷基-(C.sub.1-4)-烷基，C.sub.3-6烯基，C.sub.3-10炔基，苯基或苯基-(C.sub.1-3)烷基；由R.sup.2，R.sup.3和R.sup.4代表的基团中的一个是氢原子或C.sub.1-6烷基，C.sub.3-7环烷基，C.sub.2-6烯基或苯基-(C.sub.1-3)烷基，而另外两个基团中的每一个（可以相同也可以不同）代表氢原子或C.sub.1-6烷基；X代表卤原子或羟基，C.sub.1-4烷氧基，苯基-(C.sub.1-3)-烷氧基或C.sub.1-6烷基或基团NR.sup.5 R.sup.6或CONR.sup.5 R.sup.6，其中R.sup.5和R.sup.6（可以相同也可以不同）每个代表氢原子或C.sub.1-4烷基或C.sub.3-4烯基，或者与它们连接的氮原子一起形成饱和的5到7元环；以及其生理上可接受的盐和溶剂化合物。这些化合物是“神经元”5-羟色胺受体的强效和选择性拮抗剂，可用于治疗精神障碍（如精神分裂症和躁狂症）；焦虑，疼痛；胃排空延缓；胃肠功能障碍症状，如消化不良，消化性溃疡，反流性食道炎和胀气；偏头痛；以及恶心和呕吐。

  公开号：

  US04725615A1

文献信息

• Tetrahydrocarbazolone derivatives, processes for their preparation and pharmaceutical compositions containing them
  申请人：GLAXO GROUP LIMITED

  公开号：EP0219193A1

  公开（公告）日：1987-04-22

  The invention relates to compounds of the general formula(l): wherein R' represents a hydrogen atom or a C1-10 alkyl, C3-7 Ikyl, C3-7cycloalkyl-(C1-4)-alkyl, C3-6 alkenyl, C3-10 alkynyl, phenyl or phenyl-(C1-3)alkyl group; one of the groups represented by R2, R3 and R4 is a hydrogen atom or a C1-6 alkyl, C3-7 cycloalkyl, C2-6 alkenyl or phenyl-(C1-3)alkyl group and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C1-6alkyl group; and X represents a halogen atom or a hydroxy, C1-4 alkoxy, phenyl-(C1-3-alkoxy or C1-6 alkyl group or a group NR6R8 or CONR6R8 wherein R5 and R6, which may be the same or different, each represents a hydrogen atom or a C1-6, alkyl or C3-4 alkenyl group, or together with the nitrogen atom to which they are attached form a saturated 5 to 7 membered ring; and physiologically acceptable salts and solvates thereof. The compounds are potent and selective antagonists of "neuronal" 5-hydroxytryptamine receptors and are useful in the treatment of psychotic disorders (e.g. schizophrenia and mania;); anxiety, pain; gastric stasis; symptoms of gastrointestinal dysfunction such as occur with dyspepsia, peptic ulcer, reflux oesophagitis and flatulence; migraine; and nausea and vomiting.

  本发明涉及通式(l)的化合物： 其中 R'代表氢原子或C1-10烷基、C3-7烷基、C3-7环烷基-(C1-4)-烷基、C3-6烯基、C3-10炔基、苯基或苯基-(C1-3)烷基； R2、R3 和 R4 所代表的基团之一是氢原子或 C1-6 烷基、C3-7 环烷基、C2-6 烯基或苯基-(C1-3)烷基，另外两个基团（可以相同或不同）分别代表氢原子或 C1-6 烷基；X代表卤素原子或羟基、C1-4-烷氧基、苯基-(C1-3-烷氧基或 C1-6 烷基或基团 NR6R8 或 CONR6R8，其中 R5 和 R6 可以相同或不同，各自代表氢原子或 C1-6、烷基或 C3-4 烯基，或与所连接的氮原子一起形成饱和的 5-7 分子环；及其生理上可接受的盐和溶剂。 这些化合物是 "神经元 "5-羟色胺受体的强效选择性拮抗剂，可用于治疗精神病（如精神分裂症和躁狂症）、焦虑、疼痛、胃淤血、胃肠功能紊乱症状（如消化不良、消化性溃疡、反流性食管炎和胀气）、偏头痛以及恶心和呕吐。
• US4725615A
  申请人：——

  公开号：US4725615A

  公开（公告）日：1988-02-16
• Carbazole derivatives and their use as 5HT-induced antagonists
  申请人：Glaxo Group Limited

  公开号：US04725615A1

  公开（公告）日：1988-02-16

  The invention relates to compounds of the general formula (I): ##STR1## wherein R.sup.1 represents a hydrogen atom or a C.sub.1-10 alkyl, C.sub.3-7 cycloalkyl, C.sub.3-7 cycloalkyl-(C.sub.1-4)-alkyl, C.sub.3-6 alkenyl, C.sub.3-10 alkynyl, phenyl or phenyl-(C.sub.1-3)alkyl group; one of the groups represented by R.sup.2, R.sup.3 and R.sup.4 is a hydrogen atom or a C.sub.1-6 alkyl, C.sub.3-7 cycloalkyl, C.sub.2-6 alkenyl or phenyl-(C.sub.1-3)alkyl group and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C.sub.1-6 alkyl group; and X represents a halogen atom or a hydroxy, C.sub.1-4 alkoxy, phenyl-(C.sub.1-3)-alkoxy or C.sub.1-6 alkyl group or a group NR.sup.5 R.sup.6 or CONR.sup.5 R.sup.6 wherein R.sup.5 and R.sup.6, which may be the same or different, each represents a hydrogen atom or a C.sub.1-4 alkyl or C.sub.3-4 alkenyl group, or together with the nitrogen atom to which they are attached form a saturated 5 to 7 membered ring; and physiologically acceptable salts and solvates thereof. The compounds are potent and selective antagonists of "neuronal" 5-hydroxytryptamine receptors and are useful in the treatment of psychotic disorders (e.g. schizophrenia and mania;); anxiety, pain; gastric stasis; symptoms of gastrointestinal dysfunction such as occur with dyspepsia, peptic ulcer, reflux oesophagitis and flatulence; migraine; and nausea and vomiting.

  该发明涉及一般式(I)的化合物：其中R.sup.1代表氢原子或C.sub.1-10烷基，C.sub.3-7环烷基，C.sub.3-7环烷基-(C.sub.1-4)-烷基，C.sub.3-6烯基，C.sub.3-10炔基，苯基或苯基-(C.sub.1-3)烷基；由R.sup.2，R.sup.3和R.sup.4代表的基团中的一个是氢原子或C.sub.1-6烷基，C.sub.3-7环烷基，C.sub.2-6烯基或苯基-(C.sub.1-3)烷基，而另外两个基团中的每一个（可以相同也可以不同）代表氢原子或C.sub.1-6烷基；X代表卤原子或羟基，C.sub.1-4烷氧基，苯基-(C.sub.1-3)-烷氧基或C.sub.1-6烷基或基团NR.sup.5 R.sup.6或CONR.sup.5 R.sup.6，其中R.sup.5和R.sup.6（可以相同也可以不同）每个代表氢原子或C.sub.1-4烷基或C.sub.3-4烯基，或者与它们连接的氮原子一起形成饱和的5到7元环；以及其生理上可接受的盐和溶剂化合物。这些化合物是“神经元”5-羟色胺受体的强效和选择性拮抗剂，可用于治疗精神障碍（如精神分裂症和躁狂症）；焦虑，疼痛；胃排空延缓；胃肠功能障碍症状，如消化不良，消化性溃疡，反流性食道炎和胀气；偏头痛；以及恶心和呕吐。