N-(3-chloro-5-(((4-cyanomethyl-1-(naphthalen-1-yl)-1H-pyrazol-5-yl)amino)methyl)-2-hydroxyphenyl)propionamide | 1448812-51-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(3-chloro-5-(((4-cyanomethyl-1-(naphthalen-1-yl)-1H-pyrazol-5-yl)amino)methyl)-2-hydroxyphenyl)propionamide
• 英文别名: N-[3-chloro-5-[[[4-cyano-5-methyl-2-(1-naphthyl)pyrazol-3-yl]amino]methyl]-2-hydroxy-phenyl]propanamide；N-[3-chloro-5-[[(4-cyano-5-methyl-2-naphthalen-1-ylpyrazol-3-yl)amino]methyl]-2-hydroxyphenyl]propanamide
• CAS: 1448812-51-8
• 化学式: C₂₅H₂₂ClN₅O₂
• 分子量: 459.935
• InChiKey: NLHXLIBEEBZHCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  33
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  103
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  N-(3-chloro-2-hydroxyphenyl)propionamide 在 锂硼氢 、 乌洛托品 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 生成 N-(3-chloro-5-(((4-cyanomethyl-1-(naphthalen-1-yl)-1H-pyrazol-5-yl)amino)methyl)-2-hydroxyphenyl)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

文献信息

• Structure–activity relationship study of phenylpyrazole derivatives as a novel class of anti-HIV agents
  作者：Tsukasa Mizuhara、Takayuki Kato、Atsushi Hirai、Hideki Kurihara、Yasuhiro Shimada、Masahiko Taniguchi、Hideki Maeta、Hiroaki Togami、Kazuya Shimura、Masao Matsuoka、Shiho Okazaki、Tomoki Takeuchi、Hiroaki Ohno、Shinya Oishi、Nobutaka Fujii

  DOI：10.1016/j.bmcl.2013.06.026

  日期：2013.8

  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.