N-methyl-1H-indole-3-carbohydrazide | 1409962-97-5

• 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: N-methyl-1H-indole-3-carbohydrazide
• 英文别名: N-methyl indole-3-carbohydrazide
• CAS: 1409962-97-5
• 化学式: C₁₀H₁₁N₃O
• 分子量: 189.217
• InChiKey: JJXVHEGVPRAYSO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  62.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  硫代草氨酸乙酯 、 N-methyl-1H-indole-3-carbohydrazide 在 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 10.0h， 以70%的产率得到ethyl 5-(1H-indol-3-yl)-1-methyl-1H-1,2,4-triazole-3-carboxylate
  参考文献：
  名称：

  Facile, diversity-orientated one-pot synthesis of ethyl 1,5-disubstituted-1H-1,2,4-triazole-3-carboxylates

  摘要：

  Access to the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide motif is quite laborious and requires forcing conditions to effect the cyclocondensation step. Herein, we report an efficient and mild one-pot protocol to access this substructure in good chemical yields with high regiocontrol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.130
• 作为产物：
  描述：

  3-吲哚甲酸 、 甲基肼 在 五氟苯酚 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.16h， 以59%的产率得到N-methyl-1H-indole-3-carbohydrazide
  参考文献：
  名称：

  Facile, diversity-orientated one-pot synthesis of ethyl 1,5-disubstituted-1H-1,2,4-triazole-3-carboxylates

  摘要：

  Access to the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide motif is quite laborious and requires forcing conditions to effect the cyclocondensation step. Herein, we report an efficient and mild one-pot protocol to access this substructure in good chemical yields with high regiocontrol. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.08.130

文献信息

• [EN] NEW PHARMACEUTICALLY ACTIVE COMPOUNDS<br/>[FR] NOUVEAUX COMPOSES PHARMACEUTIQUEMENT ACTIFS
  申请人：ASTRAZENECA AB

  公开号：WO2000071537A1

  公开（公告）日：2000-11-30

  The present invention relates to novel compounds which are protein kinase C inhibitors, methods for their preparation, intermediates therefor and pharmaceutical compositions comprising them. More particularly, the present invention relates to compounds of formula (I), wherein one of Ar1 and Ar2 is optionally substitute d bicyclic heteroaryl or optionally substituted tricyclic heteroaryl and the other is optionally substituted heteroaryl or optionally substituted aryl; X is O or S; and R is H, OH, NH2 or C1-6 alkyl (itself optionally substituted by amino or hydroxy); or a salt or solvate thereof, or a solvate of a salt thereof; and the use of such compounds in medical therapies.

  本发明涉及一种新型化合物，它们是蛋白激酶C抑制剂，包括它们的制备方法、中间体和制药组合物。更具体地，本发明涉及公式(I)的化合物，其中Ar1和Ar2中的一个是可选取代的双环杂芳基或可选取代的三环杂芳基，另一个是可选取代的杂芳基或可选取代的芳基；X是O或S；R是H、OH、NH2或C1-6烷基（本身可选取代为氨基或羟基）；或其盐或溶剂化物，或其盐的溶剂化物；以及这些化合物在医疗治疗中的应用。
• NEW PHARMACEUTICALLY ACTIVE COMPOUNDS
  申请人：AstraZeneca AB

  公开号：EP1183252A1

  公开（公告）日：2002-03-06
• Facile, diversity-orientated one-pot synthesis of ethyl 1,5-disubstituted-1H-1,2,4-triazole-3-carboxylates
  作者：Sébastien Degorce、Bénédicte Delouvrié、Paul R.J. Davey、Myriam Didelot、Hervé Germain、Craig S. Harris、Christine Lambert-van der Brempt、Honorine Lebraud、Gilles Ouvry

  DOI：10.1016/j.tetlet.2012.08.130

  日期：2012.11

  Access to the 1,5-disubstituted-1H-1,2,4-triazole-3-carboxamide motif is quite laborious and requires forcing conditions to effect the cyclocondensation step. Herein, we report an efficient and mild one-pot protocol to access this substructure in good chemical yields with high regiocontrol. (C) 2012 Elsevier Ltd. All rights reserved.