1-(2-Chloroacetyl)-4,5-dihydro-1H-pyrazole-5-carbonitrile | 761414-68-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 1-(2-Chloroacetyl)-4,5-dihydro-1H-pyrazole-5-carbonitrile
• 英文别名: 2-(2-chloroacetyl)-3,4-dihydropyrazole-3-carbonitrile
• CAS: 761414-68-0
• 化学式: C₆H₆ClN₃O
• 分子量: 171.586
• InChiKey: IGTKAWAIMCXOIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.4
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  56.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-氨基金刚烷 、 1-(2-Chloroacetyl)-4,5-dihydro-1H-pyrazole-5-carbonitrile 在 potassium carbonate 、 potassium iodide 作用下， 以 四氢呋喃 为溶剂， 生成 2-[2-(Adamantan-2-ylamino)-acetyl]-3,4-dihydro-2H-pyrazole-3-carbonitrile
  参考文献：
  名称：

  Synthesis and DP-IV inhibition of cyano-pyrazoline derivatives as potent anti-diabetic agents

  摘要：

  A new series of cyano-pyrazoline derivatives with a secondary amine at P-2 site was synthesized through achiral and chiral synthetic methods and evaluated for their ability to inhibit dipeptidyl peptidase IV (DP-IV). Compound 5i revealed good in vivo efficacy (ED50: 4.1 mg/kg; in vivo DP-IV inhibition). Also chiral derivative (11b) having (S)-configuration of compound 5i was found to be more potent. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.046
• 作为产物：
  描述：

  氯乙酰氯 、 4,5-Dihydro-1H-pyrazole-5-carbonitrile 以 二氯甲烷 为溶剂， 生成 1-(2-Chloroacetyl)-4,5-dihydro-1H-pyrazole-5-carbonitrile
  参考文献：
  名称：

  Synthesis and DP-IV inhibition of cyano-pyrazoline derivatives as potent anti-diabetic agents

  摘要：

  A new series of cyano-pyrazoline derivatives with a secondary amine at P-2 site was synthesized through achiral and chiral synthetic methods and evaluated for their ability to inhibit dipeptidyl peptidase IV (DP-IV). Compound 5i revealed good in vivo efficacy (ED50: 4.1 mg/kg; in vivo DP-IV inhibition). Also chiral derivative (11b) having (S)-configuration of compound 5i was found to be more potent. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.06.046