5-((3-amino-4-methoxy-5-chlorobenzyl)amino)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile hydrochloride | 1448812-27-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 5-((3-amino-4-methoxy-5-chlorobenzyl)amino)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile hydrochloride
• 英文别名: 5-[(3-Amino-5-chloro-4-methoxyphenyl)methylamino]-3-methyl-1-phenylpyrazole-4-carbonitrile;hydrochloride；5-[(3-amino-5-chloro-4-methoxyphenyl)methylamino]-3-methyl-1-phenylpyrazole-4-carbonitrile;hydrochloride
• CAS: 1448812-27-8
• 化学式: C₁₉H₁₈ClN₅O*ClH
• 分子量: 404.299
• InChiKey: FXZXDNNLBSCOQE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.33
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  88.9
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-((3-amino-4-methoxy-5-chlorobenzyl)amino)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile hydrochloride 、 丙酸 在 1-羟基苯并三唑 、 1,2-二氯乙烷 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 N-(5-(((4-cyano-3-methyl-1-phenyl-1H-pyrazol-5-yl)amino)methyl)-2-methoxy-3-chlorophenyl)propionamide
  参考文献：
  名称：

  Structure–activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents

  摘要：

  The structure-activity relationship of phenylpyrazole derivative 1 was investigated for the development of novel anti-HIV agents. Initial efforts revealed that the diazenyl group can be replaced by an aminomethylene group. In addition, we synthesized various derivatives by the reductive amination of benzaldehydes with 5-aminopyrazoles and carried out parallel structural optimization on the benzyl group and the pyrazole ring. This optimization led to a six-fold more potent derivative 32j than the lead compound 1, and this derivative has a 3',4'-dichloro-(1,1'-biphenyl)-3-yl group. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.026
• 作为产物：
  描述：

  3-chloro-4-hydroxy-5-nitrobenzaldehyde 在 iron(III) chloride 、 potassium carbonate 、 甲烷 、 肼 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 、 甲苯 为溶剂， 生成 5-((3-amino-4-methoxy-5-chlorobenzyl)amino)-3-methyl-1-phenyl-1H-pyrazole-4-carbonitrile hydrochloride
  参考文献：
  名称：

  Structure–activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents

  摘要：

  The structure-activity relationship of phenylpyrazole derivative 1 was investigated for the development of novel anti-HIV agents. Initial efforts revealed that the diazenyl group can be replaced by an aminomethylene group. In addition, we synthesized various derivatives by the reductive amination of benzaldehydes with 5-aminopyrazoles and carried out parallel structural optimization on the benzyl group and the pyrazole ring. This optimization led to a six-fold more potent derivative 32j than the lead compound 1, and this derivative has a 3',4'-dichloro-(1,1'-biphenyl)-3-yl group. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.026

文献信息

• JP6052673
  申请人：——

  公开号：——

  公开（公告）日：——