3,4-(methylenedioxy)phenylacetic acid p-methoxybenzyl ester | 73101-11-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3,4-(methylenedioxy)phenylacetic acid p-methoxybenzyl ester
• 英文别名: (4-Methoxyphenyl)methyl 2-(1,3-benzodioxol-5-yl)acetate；(4-methoxyphenyl)methyl 2-(1,3-benzodioxol-5-yl)acetate
• CAS: 73101-11-8
• 化学式: C₁₇H₁₆O₅
• 分子量: 300.311
• InChiKey: UPJXUCFSNMZFNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3,4-(methylenedioxy)phenylacetic acid p-methoxybenzyl ester 在 palladium on activated charcoal 氢气 、 2-乙氧基-1-乙氧碳酰基-1,2-二氢喹啉 、 lithium diisopropyl amide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 14.25h， 生成 6-<<α-carboxy-3,4-(methylenedioxy)phenyl>acetamido>penicillanic acid
  参考文献：
  名称：

  Orally active cephalosporins and penicillins

  摘要：

  A number of orally active cephalosporins and penicillins with interesting biological activity were synthesized. Two of these, 7-[[[3,4-(methylenedioxy)phenyl]glycyl]amino]deacetoxycephalosporanic acid and 7-[[2-(2,3-dihydro-5-benzofuranyl)glycyl]amino]deacetoxycephalosporanic acid were considerably more active than cephalexin both in vitro and in vivo against staphylococcal and streptococcal infections.

  DOI：

  10.1021/jm00178a011

文献信息

• Synthesis and structure-activity relationships of 9-substituted acridines as endothelin-A receptor antagonists
  作者：X.-M. Cheng、C. Lee、S. Klutchko、T. Winters、E.E. Reynolds、K.M. Welch、M.A. Flynn、A.M. Doherty

  DOI：10.1016/s0960-894x(96)00551-3

  日期：1996.12

  Screening of a compound library against endothelin receptors (ET(A) and ET(B)) revealed PD 102566 (compound 1) as an ET(A) selective antagonist. Synthesis,and structure-activity relationships (SAR) of a series of analogs are described. Copyright (C) 1996 Elsevier Science Ltd
• Orally active cephalosporins and penicillins
  作者：E. H. W. Boehme、R. E. Bambury、R. J. Baumann、R. C. Erickson、B. L. Harrison、P. F. Hoffman、F. J. McCarty、R. A. Schnettler、M. J. Vaal、D. L. Wenstrup

  DOI：10.1021/jm00178a011

  日期：1980.4

  A number of orally active cephalosporins and penicillins with interesting biological activity were synthesized. Two of these, 7-[[[3,4-(methylenedioxy)phenyl]glycyl]amino]deacetoxycephalosporanic acid and 7-[[2-(2,3-dihydro-5-benzofuranyl)glycyl]amino]deacetoxycephalosporanic acid were considerably more active than cephalexin both in vitro and in vivo against staphylococcal and streptococcal infections.