5,6,7,8-tetrahydro-carbazole-2-carboxylic acid methyl ester | 92247-98-8

• 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: 5,6,7,8-tetrahydro-carbazole-2-carboxylic acid methyl ester
• 英文别名: 5,6,7,8-Tetrahydro-carbazol-2-carbonsaeure-methylester；methyl 2,3,4,9-tetrahydro-1H-carbazole-7-carboxylate；7-Methoxycarbonyl-1,2,3,4-tetrahydrocarbazol；methyl 6,7,8,9-tetrahydro-5H-carbazole-2-carboxylate
• CAS: 92247-98-8
• 化学式: C₁₄H₁₅NO₂
• mdl: MFCD07801003
• 分子量: 229.279
• InChiKey: JIKRQIFBJQYZNW-UHFFFAOYSA-N

物化性质

• 沸点：
  394.7±37.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  42.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,6,7,8-tetrahydro-carbazole-2-carboxylic acid methyl ester 在 palladium on activated charcoal 作用下， 生成 9H-咔唑-2-羧酸甲酯
  参考文献：
  名称：

  236.吲哚类的结构性问题。第二部分

  摘要：

  DOI：

  10.1039/jr9370001125
• 作为产物：
  描述：

  甲醇 、 2,3,4,9-tetrahydro-1H-carbazole-7-carboxylic acid 在 硫酸 作用下， 生成 5,6,7,8-tetrahydro-carbazole-2-carboxylic acid methyl ester
  参考文献：
  名称：

  N-Benzyl-indolo carboxylic acids: Design and synthesis of potent and selective adipocyte fatty-acid binding protein (A-FABP) inhibitors

  摘要：

  Small molecule inhibitors of adipocyte fatty-acid binding protein (A-FABP) have gained renewed interest following the recent publication of pharmacologically beneficial effects of such inhibitors. Despite the potential utility of selective A-FABP inhibitors within the fields of metabolic disease, inflammation and atherosclerosis, there are few examples of useful A-FABP inhibitors in the public domain. Herein, we describe the optimization of N-benzyl-tetrahydrocarbazole derivatives through the use of co-crystal structure guided medicinal chemistry efforts. This led to the identification of a potent and selective class of A-FABP inhibitors as illustrated by N-benzyl-hexahydrocyclohepta[b]indole 30.

  DOI：

  10.1016/j.bmcl.2009.01.084
• 作为试剂：
  描述：

  氯化亚砜 、 2,3,4,9-tetrahydro-1H-carbazole-7-carboxylic acid 、 6,7,8,9-tetrahydro-5H-carbazole-4-carboxylic acid 在 5,6,7,8-tetrahydro-carbazole-2-carboxylic acid methyl ester 作用下， 以 甲醇 为溶剂， 以methyl 2,3,4,9-tetrahydro-1H-carbazole-5-carboxylate [Reference Example 17b: ESI: 230 (M+H)+] were obtained的产率得到methyl 2,3,4,9-tetrahydro-1H-carbazole-5-carboxylate
  参考文献：
  名称：

  ACYLGUANIDINE DERIVATIVE OR SALT THEREOF

  摘要：

  [问题] 提供一种可用于预防和/或治疗与5-HT2B受体和5-HT7受体有关的疾病的化合物，特别是用于治疗肠易激综合征（IBS）和/或预防偏头痛。 [解决方法] 发现具有三环结构的酰基胍衍生物或其药学上可接受的盐具有强烈的对5-HT2B受体和5-HT7受体的拮抗作用。此外，本发明的化合物具有对两种受体的拮抗作用，与单独使用针对其中任一受体的选择性拮抗剂相比，具有更优越的药理作用。基于上述，本发明的化合物在预防和/或治疗与5-HT2B受体和5-HT7受体有关的疾病，特别是用于治疗肠易激综合征（IBS）和/或预防偏头痛方面具有用途。

  公开号：

  US20100168096A1

文献信息

• [EN] NOVEL INDOLE DERIVATES AS FABP-4 INHIBITORS<br/>[FR] NOUVEAUX DERIVES D'INDOLE UTILES COMME INHIBITEURS DE FABP-4
  申请人：BIOVITRUM AB

  公开号：WO2004063156A1

  公开（公告）日：2004-07-29

  The present invention relates to novel compounds (I) wherein R0, R1, R2, R3, R4, R5, R6, R7, R8, A, B, n, X, and Y are as defined in the description and claims; and also to pharmaceutical compositions comprising the compounds, as well as to the use of the compounds in medicine and for the preparation of a medicament, which acts on the fatty acid binding protein FABP-4. The present invention relates to novel compounds (I) wherein R0, R1, R2, R3, R4, R5, R6, R7, R8, A, B, n, X, and Y are as defined in the description and claims; and also to pharmaceutical compositions comprising the compounds, as well as to the use of the compounds in medicine and for the preparation of a medicament, which acts on the fatty acid binding protein FABP-4.

  本发明涉及新化合物（I），其中R0、R1、R2、R3、R4、R5、R6、R7、R8、A、B、n、X和Y如描述和权利要求中所定义；以及包含这些化合物的药物组合物，以及这些化合物在医学中的使用和用于制备作用于脂肪酸结合蛋白FABP-4的药物的方法。
• ACYLGUANIDINE DERIVATIVE
  申请人：Kinoyama Isao

  公开号：US20100324017A1

  公开（公告）日：2010-12-23

  An object of the present invention is to provide a novel and excellent agent for treating or preventing dementia, schizophrenia and the like, based on the 5-HT 5A receptor modulating action. It was confirmed that a compound characterized by a structure that a tricyclic hetero ring having a pyrrole ring at the center and guanidine are bonded via a carbonyl group has a potent 5-HT 5A receptor modulating action and an excellent pharmacological action based thereon, and thus, it was found that the compound can be an excellent agent for treating or preventing dementia, schizophrenia, bipolar disorder, or attention deficit hyperactivity disorder, particularly for memory-related functional disorders such as cognitive impairments including dementia and schizophrenia, thereby completing the present invention.

  本发明的目的是提供一种基于5-HT5A受体调节作用的新型优良的治疗或预防痴呆症、精神分裂症等药剂。经证实，一种以三环杂环在中心具有吡咯环，并通过羰基结合了胍的结构特征化合物具有强效的5-HT5A受体调节作用和基于此的优良药理作用，因此，发现该化合物可以成为治疗或预防痴呆症、精神分裂症、躁郁症或注意力缺陷多动障碍等的优良药剂，特别是对于认知障碍包括痴呆症和精神分裂症等的记忆相关功能障碍，从而完成了本发明。
• EP2119704
  申请人：——

  公开号：——

  公开（公告）日：——
• 236. Structural problems in the indole group. Part II
  作者：R. C. G. Moggridge、S. G. P. Plant

  DOI：10.1039/jr9370001125

  日期：——
• US8076348B2
  申请人：——

  公开号：US8076348B2

  公开（公告）日：2011-12-13