(+/-)-N-(4,5,6,7-tetrahydro-2H-indazol-5-ylmethyl)acetamide | 299180-13-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (+/-)-N-(4,5,6,7-tetrahydro-2H-indazol-5-ylmethyl)acetamide
• 英文别名: N-(4,5,6,7-tetrahydro-1H-indazol-5-ylmethyl)acetamide
• CAS: 299180-13-5
• 化学式: C₁₀H₁₅N₃O
• 分子量: 193.249
• InChiKey: MNPHJDXEHURXDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (+/-)-N-(4,5,6,7-tetrahydro-2H-indazol-5-ylmethyl)acetamide 在 盐酸 作用下， 反应 6.0h， 以96%的产率得到(+/-)-4,5,6,7-tetrahydro-2H-indazol-5-ylmethanamine dihydrochloride
  参考文献：
  名称：

  A general synthetic approach to novel conformationally restricted arginine side chain mimetics

  摘要：

  A general synthesis of several novel partially saturated, conformationally restricted heterobicyclic arginine side chain mimetics is described. These compounds are interesting peptidomimetic building blocks for incorporation into trypsin-like serine protease inhibitors. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(01)01243-1
• 作为产物：
  描述：

  4-氰基环己酮缩乙二醇 在 lithium aluminium tetrahydride 、 甲酸 、 一水合肼 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 51.0h， 生成 (+/-)-N-(4,5,6,7-tetrahydro-2H-indazol-5-ylmethyl)acetamide
  参考文献：
  名称：

  A general synthesis of novel conformationally restricted arginine side-chain mimetics

  摘要：

  6-(Aminomethyl)-5,6,7,8-tetrahydro-2-quinazolinamine and 4,5,6,7-tetrahydro-2H-indazol-5-ylmethanamine were synthesized as novel conformationally restricted arginine side-chain mimetics, designed for incorporation into trypsin-like serine protease inhibitors. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)00869-8

文献信息

• Novel thrombin inhibitors incorporating non-basic partially saturated heterobicyclic P1-Arginine mimetics
  作者：Lucija Peterlin-Mašic̆、Gregor Mlinšek、Tomaž Šolmajer、Alenka Trampuš-Bakija、Mojca Stegnar、Danijel Kikelj

  DOI：10.1016/s0960-894x(03)00030-1

  日期：2003.3

  The design, synthesis and biological activity of non-covalent thrombin inhibitors incorporating 4,5,6,7-tetrahydroindazole, 2-methyl-4,5,6,7-tetrahydroindazole, 4,5,6,7-tetrahydroisoindole, 5,6,7,8-tetrahydroquinazoline and 5,6,7,8-tetrahydroquinazolin-2-amine as novel, partially saturated, heterobicyclic P-1-arginine side-chain mimetics is described. The binding mode of the most potent candidate in the series co-crystallized with human alpha-thrombin, which exhibited an in vitro K-i of 140nM and more that 478-fold selectivity against trypsin, is discussed. (C) 2003 Elsevier Science Ltd. All rights reserved.