(1,3-diphenylpropyl)phosphonic acid

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (1,3-diphenylpropyl)phosphonic acid
• 英文别名: (1,3-Diphenyl-propyl)-phosphonic acid；1,3-diphenylpropylphosphonic acid
• 化学式: C₁₅H₁₇O₃P
• 分子量: 276.272
• InChiKey: GKEBQWSROZOYSD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯基膦酸二乙酯 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 生成 (1,3-diphenylpropyl)phosphonic acid
  参考文献：
  名称：

  Benzylphosphonic acid inhibitors of human prostatic acid phosphatase

  摘要：

  A series of alpha-substituted benzylphosphonic acids is described as inhibitors of human prostatic acid phosphatase, an enzyme which has been used as a model to study aryl phosphatases. The most potent inhibitors in this series are 2-trifluoromethylbenzhydrylphosphonic acid (9 mu M), and alpha-(2-phenylethyl)benzylphosphonic acid (14 mu M) The structure-activity studies suggest that bulk tolerance beyond the phosphate binding area limits the steric or hydrophobic contribution to inhibitor potency achieved through alpha-carbon substitution.

  DOI：

  10.1016/0960-894x(96)00018-2

文献信息

• Kadyrov, Ch. Sh.; Galust'yan, G. G.; Karimov, K. R., Journal of general chemistry of the USSR, 1985, vol. 55, # 2, p. 409 - 410
  作者：Kadyrov, Ch. Sh.、Galust'yan, G. G.、Karimov, K. R.、Kuchkarov, A. B.、Alovitdinov, A. B.

  DOI：——

  日期：——
• KADYROV, CH. SH.;GALUSTYAN, G. G.;KARIMOV, K. R.;KUCHKAROV, A. B.;ALOVITD+, ZH. OBSHCH. XIMII, 1985, 55, N 2, 462-463
  作者：KADYROV, CH. SH.、GALUSTYAN, G. G.、KARIMOV, K. R.、KUCHKAROV, A. B.、ALOVITD+

  DOI：——

  日期：——
• Benzylphosphonic acid inhibitors of human prostatic acid phosphatase
  作者：Charles F. Schwender、Scott A. Beers、Elizabeth A. Malloy、Jacqueline J. Cinicola、David J. Wustrow、Keith D. Demarest、Jerold Jordan

  DOI：10.1016/0960-894x(96)00018-2

  日期：1996.2

  A series of alpha-substituted benzylphosphonic acids is described as inhibitors of human prostatic acid phosphatase, an enzyme which has been used as a model to study aryl phosphatases. The most potent inhibitors in this series are 2-trifluoromethylbenzhydrylphosphonic acid (9 mu M), and alpha-(2-phenylethyl)benzylphosphonic acid (14 mu M) The structure-activity studies suggest that bulk tolerance beyond the phosphate binding area limits the steric or hydrophobic contribution to inhibitor potency achieved through alpha-carbon substitution.