(4-Methoxyphenyl) 4-(diaminomethylideneamino)benzoate | 99966-58-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: (4-Methoxyphenyl) 4-(diaminomethylideneamino)benzoate
• CAS: 99966-58-2
• 化学式: C₁₅H₁₅N₃O₃
• 分子量: 285.302
• InChiKey: LDCRJXLYXZVDCM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  99.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  p-guanidinobenzoic acid chloride 生成 (4-Methoxyphenyl) 4-(diaminomethylideneamino)benzoate
  参考文献：
  名称：

  IMAKI, KATSUXIRO;ARAI, JOSINOBU;ONO, XIROYUKI

  摘要：

  DOI：

文献信息

• Synthesis and inhibition of human acrosin and trypsin and acute toxicity of aryl 4-guanidinobenzoates
  作者：J. M. Kaminski、L. Bauer、S. R. Mack、R. A. Anderson、D. P. Waller、L. J. D. Zaneveld

  DOI：10.1021/jm00154a015

  日期：1986.4

  The aryl 4-guanidinobenzoate, 4'-nitrophenyl 4-guanidinobenzoate (NPGB), is a potent inhibitor of sperm acrosin, an enzyme with an essential function in the fertilization process. NPGB prevents fertilization in a number of animal species and is a good lead compound for the development of contraceptive agents. In order to assess the efficacy of other aryl 4-guanidinobenzoates as acrosin inhibitors, 24 of these compounds were synthesized. Their inhibitory activity toward human acrosin was determined and compared with their activity toward human pancreatic trypsin in order to assess whether inhibitor sensitivity differed between these similar enzymes. Nine of the inhibitors were synthesized from phenols approved by the FDA for therapeutic use. The acute toxicity of these inhibitors in mice was determined and compared to that of nonoxynol-9, the most commonly used active ingredient in today's vaginal contraceptive preparations. All of the compounds proved to be potent inhibitors of human acrosin although 3 orders of magnitude difference were observed between the most and least effective inhibitors. Little specificity was present in regard to their inhibition of acrosin and trypsin. All the aryl 4-guanidinobenzoates synthesized from FDA-approved phenols were less toxic than nonoxynol-9, and it is concluded that these 4-guanidinobenzoates are of interest for further development and testing as nonhormonal contraceptive agents.
• IMAKI, KATSUXIRO;ARAI, JOSINOBU;ONO, XIROYUKI
  作者：IMAKI, KATSUXIRO、ARAI, JOSINOBU、ONO, XIROYUKI

  DOI：——

  日期：——
• IMAKI, KATSUHIRO;ARAI, YOSHINOBU;OHNO, HIROYUKI
  作者：IMAKI, KATSUHIRO、ARAI, YOSHINOBU、OHNO, HIROYUKI

  DOI：——

  日期：——