(5S)-1-(氯乙酰基)-4,5-二氢-1H-吡唑-5-甲酰胺 | 761414-85-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: (5S)-1-(氯乙酰基)-4,5-二氢-1H-吡唑-5-甲酰胺
• 英文名称: (S)-2-(2-Chloro-acetyl)-3,4-dihydro-2H-pyrazole-3-carboxylic acid amide
• 英文别名: (5S)-1-(Chloroacetyl)-4,5-dihydro-1H-pyrazole-5-carboxamide；(3S)-2-(2-chloroacetyl)-3,4-dihydropyrazole-3-carboxamide
• CAS: 761414-85-1
• 化学式: C₆H₈ClN₃O₂
• 分子量: 189.601
• InChiKey: SHKGZEUBNITZSA-BYPYZUCNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  75.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933199090

反应信息

• 作为反应物：
  描述：

  (5S)-1-(氯乙酰基)-4,5-二氢-1H-吡唑-5-甲酰胺 在 吡啶 、 三氯氧磷 作用下， 生成 (S)-2-(2-Chloro-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 、 3,4-dihydro-2H-pyrazole-3-carboxylic acid amide 以 二氯甲烷 为溶剂， 生成 (5S)-1-(氯乙酰基)-4,5-二氢-1H-吡唑-5-甲酰胺
  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

文献信息

• Synthesis and DP-IV inhibition of cyano-pyrazoline derivatives as potent anti-diabetic agents
  作者：Jin Hee Ahn、Hye-Min Kim、Sun Ho Jung、Seung Kyu Kang、Kwang Rok Kim、Sang Dal Rhee、Sung-Don Yang、Hyae Gyeong Cheon、Sung Soo Kim

  DOI：10.1016/j.bmcl.2004.06.046

  日期：2004.9

  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.