N-(3-(4-chlorophenyl)-1H-pyrazol-5-yl)-3-mercaptopropanamide | 1160285-28-8

• 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-(3-(4-chlorophenyl)-1H-pyrazol-5-yl)-3-mercaptopropanamide
• 英文别名: N-[3-(4-chlorophenyl)-1H-pyrazol-5-yl]-3-sulfanylpropanamide；N-[5-(4-chlorophenyl)-1H-pyrazol-3-yl]-3-sulfanylpropanamide
• CAS: 1160285-28-8
• 化学式: C₁₂H₁₂ClN₃OS
• 分子量: 281.766
• InChiKey: CPIWTJLPEQOGKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  58.8
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-(4-氯苯基)-1H-吡唑-5-胺 、 3-巯基丙酸 以 甲苯 为溶剂， 反应 48.0h， 以73%的产率得到N-(3-(4-chlorophenyl)-1H-pyrazol-5-yl)-3-mercaptopropanamide
  参考文献：
  名称：

  Botulinum neurotoxin serotype A inhibitors: Small-molecule mercaptoacetamide analogs

  摘要：

  Botulinum neurotoxin elicits its paralytic activity through a zinc-dependant metalloprotease that cleaves proteins involved in neurotransmitter release. Currently, no drugs are available to reverse the effects of botulinum intoxication. Herein we report the design of a novel series of mercaptoacetamide small-molecule inhibitors active against botulinum neurotoxin serotype A. These analogs show low micromolar inhibitory activity against the isolated enzyme. Structure-activity relationship studies for a series of mercaptoacetamide analogs of 5-amino-3-phenylpyrazole reveal components essential for potent inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.03.013

文献信息

• Botulinum neurotoxin serotype A inhibitors: Small-molecule mercaptoacetamide analogs
  作者：Scott T. Moe、Andrew B. Thompson、Genessa M. Smith、Ross A. Fredenburg、Ross L. Stein、Alan R. Jacobson

  DOI：10.1016/j.bmc.2009.03.013

  日期：2009.4

  Botulinum neurotoxin elicits its paralytic activity through a zinc-dependant metalloprotease that cleaves proteins involved in neurotransmitter release. Currently, no drugs are available to reverse the effects of botulinum intoxication. Herein we report the design of a novel series of mercaptoacetamide small-molecule inhibitors active against botulinum neurotoxin serotype A. These analogs show low micromolar inhibitory activity against the isolated enzyme. Structure-activity relationship studies for a series of mercaptoacetamide analogs of 5-amino-3-phenylpyrazole reveal components essential for potent inhibitory activity. (C) 2009 Elsevier Ltd. All rights reserved.