tetrabutylammonium benzyladipate | 87353-23-9

• 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: tetrabutylammonium benzyladipate
• 英文别名: Tetrabutylammonium benzyl adipate；6-oxo-6-phenylmethoxyhexanoate;tetrabutylazanium
• CAS: 87353-23-9
• 化学式: C₁₃H₁₅O₄*C₁₆H₃₆N
• 分子量: 477.728
• InChiKey: ALQQHDVHFWZNOA-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  6.04
• 重原子数：
  34
• 可旋转键数：
  19
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  66.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  碘甲基舒巴坦 、 tetrabutylammonium benzyladipate 以 丙酮 为溶剂， 反应 0.5h， 以61%的产率得到{[6-(benzyloxy)adipoyl]oxy}methyl penicillanate sulfone
  参考文献：
  名称：

  Orally effective acid prodrugs of the .beta.-lactamase inhibitor sulbactam

  摘要：

  Sulbactam (1) is a beta-lactamase inhibitor with limited oral bioavailability. Lipophilic double-ester prodrug sulbactam pivoxil (2) significantly improves the oral absorption of sulbactam, as does the mutual prodrug double ester sultamicillin (3). We have found that double-ester prodrugs of sulbactam terminating in a carboxyl group (8) also were effective oral-delivery vehicles in rats. Carboxyl-terminated double esters have several potential advantages over their nonionizable lipophilic counterparts, including water solubility, crystallinity, choice of salts for dosage forms, and formation of innocuous byproducts on hydrolysis.

  DOI：

  10.1021/jm00163a055
• 作为产物：
  描述：

  己二酸 在 碳酸氢钠 、 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 0.08h， 生成 tetrabutylammonium benzyladipate
  参考文献：
  名称：

  Orally effective acid prodrugs of the .beta.-lactamase inhibitor sulbactam

  摘要：

  Sulbactam (1) is a beta-lactamase inhibitor with limited oral bioavailability. Lipophilic double-ester prodrug sulbactam pivoxil (2) significantly improves the oral absorption of sulbactam, as does the mutual prodrug double ester sultamicillin (3). We have found that double-ester prodrugs of sulbactam terminating in a carboxyl group (8) also were effective oral-delivery vehicles in rats. Carboxyl-terminated double esters have several potential advantages over their nonionizable lipophilic counterparts, including water solubility, crystallinity, choice of salts for dosage forms, and formation of innocuous byproducts on hydrolysis.

  DOI：

  10.1021/jm00163a055

文献信息

• 1,1-Alkanediol dicarboxylate linked antibacterial agents
  申请人：Pfizer, Inc.

  公开号：US04457924A1

  公开（公告）日：1984-07-03

  Useful antibacterial agents in which a penicillin and/or a beta-lactamase inhibitor are linked via 1,1-alkanediol dicarboxylates are of the formula ##STR1## where A is the residue of certain dicarboxyic acids, R.sup.3 is H or (C.sub.1 -C.sub.3), n is zero or 1 such that when n is zero R is P or B and R.sup.1 is the residue of certain esters, H or a salt thereof; and when n is 1, one of R and R.sup.1 is P and the other is B, and P is ##STR2## where R.sup.2 is H or certain acyl groups, and B is the residue of a beta-lactamase inhibiting carboxylic acid; a method for their use, pharmaceutical compositions thereof and intermediates useful in their production.

  通过1,1-白二酸酯将青霉素和/或β-内酰胺酶抑制剂连接的有用抗菌剂的公式为##STR1##其中A是特定二羧酸的残基，R.sup.3是H或（C.sub.1-C.sub.3），n为零或1，因此当n为零时，R是P或B，而R.sup.1是特定酯，H或其盐的残基; 当n为1时，R和R.sup.1中的一个是P，另一个是B，P是##STR2##其中R.sup.2是H或特定酰基，B是β-内酰胺酶抑制羧酸的残基; 一种使用它们的方法，它们的制药组合物和有用于它们的中间体。
• ENGLISH, ARTHUR R.;GIRARD, DENNIS;JASYS, V. JOHN;MARTINGANO, ROBERT J.;KE+, J. MED. CHEM., 33,(1990) N, C. 344-347
  作者：ENGLISH, ARTHUR R.、GIRARD, DENNIS、JASYS, V. JOHN、MARTINGANO, ROBERT J.、KE+

  DOI：——

  日期：——
• US4457924A
  申请人：——

  公开号：US4457924A

  公开（公告）日：1984-07-03
• Orally effective acid prodrugs of the .beta.-lactamase inhibitor sulbactam
  作者：Arthur R. English、Dennis Girard、V. John Jasys、Robert J. Martingano、Michael S. Kellogg

  DOI：10.1021/jm00163a055

  日期：1990.1

  Sulbactam (1) is a beta-lactamase inhibitor with limited oral bioavailability. Lipophilic double-ester prodrug sulbactam pivoxil (2) significantly improves the oral absorption of sulbactam, as does the mutual prodrug double ester sultamicillin (3). We have found that double-ester prodrugs of sulbactam terminating in a carboxyl group (8) also were effective oral-delivery vehicles in rats. Carboxyl-terminated double esters have several potential advantages over their nonionizable lipophilic counterparts, including water solubility, crystallinity, choice of salts for dosage forms, and formation of innocuous byproducts on hydrolysis.