3-(1H-1,2,3-triazol-1-yl)cyclopentanone | 1104001-79-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 3-(1H-1,2,3-triazol-1-yl)cyclopentanone
• 英文别名: 3-(Triazol-1-yl)cyclopentan-1-one
• CAS: 1104001-79-7
• 化学式: C₇H₉N₃O
• 分子量: 151.168
• InChiKey: BGJJIUDETAITPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  47.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1H-1,2,3-triazol-1-yl)cyclopentanone 、 草酸二乙酯 在 potassium tert-butylate 作用下， 生成
  参考文献：
  名称：

  GPR109a agonists. Part 2: Pyrazole-acids as agonists of the human orphan G-protein coupled receptor GPR109a

  摘要：

  5-Alkyl and aryl-pyrazole-acids have been identified as a new class of selective, small-molecule, agonists of the human orphan G-protein-coupled receptor GPR109a, a high affinity receptor for the HDL-raising drug nicotinic acid. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.041
• 作为产物：
  描述：

  1H-1,2,3-三氮唑 、 2-环戊烯酮 生成 3-(1H-1,2,3-triazol-1-yl)cyclopentanone
  参考文献：
  名称：

  GPR109a agonists. Part 2: Pyrazole-acids as agonists of the human orphan G-protein coupled receptor GPR109a

  摘要：

  5-Alkyl and aryl-pyrazole-acids have been identified as a new class of selective, small-molecule, agonists of the human orphan G-protein-coupled receptor GPR109a, a high affinity receptor for the HDL-raising drug nicotinic acid. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.041

文献信息

• Regioselective Synthesis of Either 1H- or 2H-1,2,3-Triazoles via Michael Addition to a,b-Unsaturated Ketones
  作者：Jason E. Hein、Sen Wai Kwok、Valery V. Fokin、K. Barry Sharpless

  DOI：10.3987/com-08-s(n)73

  日期：——

  The Michael reaction of NH-1,2,3-triazole (1) with α,β-unsaturated ketones was studied. 1H-1,2,3-triazolyl-ketones were selectively generated when 1 was combined neat with a variety of enones. The use of aprotic solvents with catalytic base gave the corresponding 2H-regioisomers. Together, these two protocols provide direct access to either the N1- or N2-substituted 1,3-triazolyl ketone regioisomers.