7-(1H-[1,2,3]Triazol-5-yl)-1H-indazole | 1040101-00-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 7-(1H-[1,2,3]Triazol-5-yl)-1H-indazole
• 英文别名: 7-(2H-triazol-4-yl)-1H-indazole
• CAS: 1040101-00-5
• 化学式: C₉H₇N₅
• 分子量: 185.188
• InChiKey: OPACUJIQQAVLSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  70.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  7-ethynyl-1H-indazole 在 copper(l) iodide 、 叠氮基三甲基硅烷 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 以96%的产率得到7-(1H-[1,2,3]Triazol-5-yl)-1H-indazole
  参考文献：
  名称：

  Inhibitory effects of a series of 7-substituted-indazoles toward nitric oxide synthases: Particular potency of 1H-indazole-7-carbonitrile

  摘要：

  A series of new 7-monosubstituted and 3,7-disubstituted indazoles have been prepared and evaluated as inhibitors of nitric oxide synthases (NOS). 1H-Indazole-7-carbonitrile (6) was found equipotent to 7-nitro-1H-indazole (1) and demonstrated preference for constitutive NOS over inducible NOS. By contrast, 1H-indazole-7-carboxamide (8) was slightly less potent but demonstrated a surprising selectivity for the neuronal NOS. Further substitution of 6 by a Br-atom at carbon-3 of the heterocycle enhanced 10-fold the inhibitory effects. Inhibition of NO formation by 6 appeared to be competitive versus both substrate and the cofactor (6R)-5,6,7,8-tetrahydro-L-biopterin (H4B). In close analogies with 1, compound 6 strongly inhibited the NADPH oxidase activity of nNOS and induced a spin state transition of the heme-Fe-III. Our results are explained with the help of the X-ray structures that identified key-features for binding of 1 at the active site of NOS. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.04.056

文献信息

• METALLOENZYME INHIBITOR COMPOUNDS
  申请人：Innocrin Pharmaceuticals, Inc.

  公开号：US20170143694A1

  公开（公告）日：2017-05-25

  The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.

  本发明描述了具有金属酶调节活性的化合物，以及治疗由这些金属酶介导的疾病、疾病或症状的方法。
• US8389543B2
  申请人：——

  公开号：US8389543B2

  公开（公告）日：2013-03-05
• US8623892B2
  申请人：——

  公开号：US8623892B2

  公开（公告）日：2014-01-07
• [EN] METALLOENZYME INHIBITOR COMPOUNDS<br/>[FR] COMPOSÉS INHIBITEURS DE MÉTALLOENZYMES
  申请人：VIAMET PHARMACEUTICALS INC

  公开号：WO2012064943A2

  公开（公告）日：2012-05-18

  The instant invention describes compounds having metalloenzyme modulating activity, and methods of treating diseases, disorders or symptoms thereof mediated by such metalloenzymes.