phenylmalonic acid mono-(3,4-dimethyl-phenyl) ester | 54941-65-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚酯
• 英文名称: phenylmalonic acid mono-(3,4-dimethyl-phenyl) ester
• 英文别名: 3-(3,4-Dimethylphenoxy)-3-oxo-2-phenylpropanoic acid；3-(3,4-dimethylphenoxy)-3-oxo-2-phenylpropanoic acid
• CAS: 54941-65-0
• 化学式: C₁₇H₁₆O₄
• 分子量: 284.312
• InChiKey: OASFMZFYUHQEFW-UHFFFAOYSA-N

物化性质

• 沸点：
  469.1±45.0 °C(Predicted)
• 密度：
  1.224±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  6-氨基青霉烷酸 、 phenylmalonic acid mono-(3,4-dimethyl-phenyl) ester 生成 6β-[(Ξ)-2-(3,4-dimethyl-phenoxycarbonyl)-2-phenyl-acetylamino]-penicillanic acid
  参考文献：
  名称：

  Preparation, hydrolysis, and oral absorption of .alpha.-carboxy esters of carbenicillin

  摘要：

  Twelve alpha-carboxy esters of carbenicillin, a parenteral broad spectrum semisynthetic penicillin, were synthesized and examined as potential oral carbenicillin derivatives. The rates at which the esters were hydrolyzed in vitro to carbenicillin by animal and human tissues were compared and the carbenicillin serum levels arising after oral administration of the esters were measured in squirrel monkeys and human volunteer subjects. The alpha-carboxyphenyl ester of carbenicillin [carfecillin (British Pharmacopoeia approved name), BRL 3475] WAS SELECTED FOR FURTHER STUDY AND IS PRESENTLY UNDERGOING CLInical trial.

  DOI：

  10.1021/jm00236a013

文献信息

• Preparation, hydrolysis, and oral absorption of .alpha.-carboxy esters of carbenicillin
  作者：J. Peter Clayton、Martin Cole、Stephen W. Elson、Kenneth D. Hardy、Linda W. Mizen、Robert Sutherland

  DOI：10.1021/jm00236a013

  日期：1975.2

  Twelve alpha-carboxy esters of carbenicillin, a parenteral broad spectrum semisynthetic penicillin, were synthesized and examined as potential oral carbenicillin derivatives. The rates at which the esters were hydrolyzed in vitro to carbenicillin by animal and human tissues were compared and the carbenicillin serum levels arising after oral administration of the esters were measured in squirrel monkeys and human volunteer subjects. The alpha-carboxyphenyl ester of carbenicillin [carfecillin (British Pharmacopoeia approved name), BRL 3475] WAS SELECTED FOR FURTHER STUDY AND IS PRESENTLY UNDERGOING CLInical trial.