tetrabutylammonium benzylglutarate | 87353-15-9

• 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 benzylglutarate
• 英文别名: Tetrabutylammonium benzyl glutarate；5-oxo-5-phenylmethoxypentanoate;tetrabutylazanium
• CAS: 87353-15-9
• 化学式: C₁₂H₁₃O₄*C₁₆H₃₆N
• 分子量: 463.701
• InChiKey: SOJBWVUXQHXQDT-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  5.65
• 重原子数：
  33
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 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 benzylglutarate 以 丙酮 为溶剂， 反应 0.5h， 以56%的产率得到<<5-(benzyloxy)glutaryl>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：

  苯甲醇 在 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 18.08h， 生成 tetrabutylammonium benzylglutarate
  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.

  有用的抗菌剂，其中通过1,1-烷二醇二羧酸酯连接了青霉素和/或β-内酰胺酶抑制剂，其化学公式为##STR1##，其中A是某些二羧酸的残基，R.sup.3是H或(C.sub.1-C.sub.3)，n是0或1，当n为0时，R是P或B，R.sup.1是某些酯的残基，H或其盐；当n为1时，R和R.sup.1中的一个为P，另一个为B，P为##STR2##，其中R.sup.2是H或某些酰基团，B是β-内酰胺酶抑制羧酸的残基；其使用方法、药物组合物及其生产中有用的中间体。
• 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