methyl 2,3-dimethylindole-7-carboxylate | 105908-32-5

• 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: methyl 2,3-dimethylindole-7-carboxylate
• 英文别名: 2,3-dimethyl-indole-7-carboxylic acid methyl ester；2,3-Dimethyl-indol-7-carbonsaeure-methylester；methyl 2,3-dimethyl-1H-indole-7-carboxylate
• CAS: 105908-32-5
• 化学式: C₁₂H₁₃NO₂
• mdl: MFCD22123087
• 分子量: 203.241
• InChiKey: MEAFOSOHLAHXTB-UHFFFAOYSA-N

物化性质

• 熔点：
  98.5-99.5 °C
• 沸点：
  357.7±37.0 °C(Predicted)
• 密度：
  1.179±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  methyl 2,3-dimethylindole-7-carboxylate 在 氢氧化钾 作用下， 生成 2,3-二甲基-1H-吲哚-7-羧酸
  参考文献：
  名称：

  Verkade; Lieste, Recueil des Travaux Chimiques des Pays-Bas, 1946, vol. 65, p. 912,918

  摘要：

  DOI：
• 作为产物：
  描述：

  邻氨基苯甲酸甲酯 、 3-丁炔-2-醇 在 ammonium hexafluorophosphate 、 十二羰基三钌 作用下， 反应 23.0h， 以5%的产率得到methyl 2,3-dimethylindole-7-carboxylate
  参考文献：
  名称：

  A practical one-pot synthesis of 2,3-disubstituted indoles from unactivated anilines

  摘要：

  2-Substituted-3-methyl indoles are synthesized with good regioselectivity from readily available substrates and catalysts, i.e. the reaction of anilines with propargyl alcohols in the presence of 0.36-1 mol% Ru-3(CO)(12). (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)00588-3

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。
• N-Benzyl-indolo carboxylic acids: Design and synthesis of potent and selective adipocyte fatty-acid binding protein (A-FABP) inhibitors
  作者：Tjeerd Barf、Fredrik Lehmann、Kristin Hammer、Saba Haile、Eva Axen、Carmen Medina、Jonas Uppenberg、Stefan Svensson、Lena Rondahl、Thomas Lundbäck

  DOI：10.1016/j.bmcl.2009.01.084

  日期：2009.3

  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.
• Verkade; Lieste, Recueil des Travaux Chimiques des Pays-Bas, 1946, vol. 65, p. 912,918
  作者：Verkade、Lieste

  DOI：——

  日期：——
• A practical one-pot synthesis of 2,3-disubstituted indoles from unactivated anilines
  作者：Makoto Tokunaga、Mitsuru Ota、Masa-aki Haga、Yasuo Wakatsuki

  DOI：10.1016/s0040-4039(01)00588-3

  日期：2001.6

  2-Substituted-3-methyl indoles are synthesized with good regioselectivity from readily available substrates and catalysts, i.e. the reaction of anilines with propargyl alcohols in the presence of 0.36-1 mol% Ru-3(CO)(12). (C) 2001 Elsevier Science Ltd. All rights reserved.