N-(o-tolyl)-1H-indazole-3-carboxamide | 23707-03-1

• 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: N-(o-tolyl)-1H-indazole-3-carboxamide
• 英文别名: 1(2)H-indazole-3-carboxylic acid 2-methyl-anilide；N-(2-methylphenyl)-1H-indazole-3-carboxamide
• CAS: 23707-03-1
• 化学式: C₁₅H₁₃N₃O
• 分子量: 251.288
• InChiKey: SQQNUPPSLLPUNH-UHFFFAOYSA-N

物化性质

• 沸点：
  379.5±25.0 °C(Predicted)
• 密度：
  1.320±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  吲唑-3-羧酸 、 邻甲苯胺 在 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 以78%的产率得到N-(o-tolyl)-1H-indazole-3-carboxamide
  参考文献：
  名称：

  Development of a potent and selective FLT3 kinase inhibitor by systematic expansion of a non-selective fragment-screening hit

  摘要：

  A non-selective inhibitor (1) of FMS-like tyrosine kinase-3 (FLT3) was identified by fragment screening and systematically modified to afford a potent and selective inhibitor 26. We confirmed that 26 inhibited the growth of FLT-3-activated human acute myeloid leukemia cell line MV4-11. Our design strategy enabled rapid development of a novel type of FLT3 inhibitor from the hit fragment in the absence of target-structural information. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2016.03.006

文献信息

• INDAZOLECARBOXAMIDE DERIVATIVES FOR THE TREATMENT AND PREVENTION OF MALARIA
  申请人：D'ORCHYMONT Hugues

  公开号：US20070185187A1

  公开（公告）日：2007-08-09

  The invention relates to methods of treating or preventing malaria which comprises administering to a patient in need thereof, an effective amount of a 1H-indazole-3-carboxamide derivative of general formula (I), in the form of a base or of an addition salt with an acid, or in the form of a hydrate or of a solvate of said base or acid addition salt.

  该发明涉及治疗或预防疟疾的方法，包括向需要的患者施用一种通式（I）的1H-吲唑-3-羧酰胺衍生物的有效量，其为碱式或与酸形成的加合盐的形式，或为所述碱式或酸性加合盐的水合物或溶剂化合物的形式。
• US7842711B2
  申请人：——

  公开号：US7842711B2

  公开（公告）日：2010-11-30
• Development of a potent and selective FLT3 kinase inhibitor by systematic expansion of a non-selective fragment-screening hit
  作者：Hirofumi Nakano、Tsukasa Hasegawa、Riyo Imamura、Nae Saito、Hirotatsu Kojima、Takayoshi Okabe、Tetsuo Nagano

  DOI：10.1016/j.bmcl.2016.03.006

  日期：2016.5

  A non-selective inhibitor (1) of FMS-like tyrosine kinase-3 (FLT3) was identified by fragment screening and systematically modified to afford a potent and selective inhibitor 26. We confirmed that 26 inhibited the growth of FLT-3-activated human acute myeloid leukemia cell line MV4-11. Our design strategy enabled rapid development of a novel type of FLT3 inhibitor from the hit fragment in the absence of target-structural information. (C) 2016 Elsevier Ltd. All rights reserved.