the penamaldic acid of amoxycillin | 76907-66-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: the penamaldic acid of amoxycillin
• CAS: 76907-66-9
• 化学式: C₁₆H₂₁N₃O₆S
• 分子量: 383.425
• InChiKey: GBJZGFKPZVOVSS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.19
• 重原子数：
  26.0
• 可旋转键数：
  8.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  162.31
• 氢给体数：
  6.0
• 氢受体数：
  7.0

反应信息

• 作为产物：
  描述：

  amoxicillin 生成 the penamaldic acid of amoxycillin 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  氨基青霉素及其代谢产物的高效液相色谱测定和药代动力学研究。

  摘要：

  研究了人体内氨苄青霉素（AB-PC）、海他西林（IPAB-PC）、他唑西林（TA-PC）、阿莫西林（AM-PC）和环青霉素（AC-PC）的代谢和药代动力学。开发了一种离子对反相高效液相色谱法，用于同时测定人尿中母体青霉素及其代谢物。通过HPLC法测定了口服给药后8小时内未变青霉素和代谢物（青霉素酸（PA）和青霉醛酸（PM））的尿排泄时间过程。尿排泄速率-时间曲线的矩分析给出了各种物种的平均停留时间和排泄量。在无限时间内排泄量与剂量（500 mg）的比率估计如下：（1）AB-PC：29.4%未变的AB-PC，4.3%AB-PA和2.0%AB-PM（总计35.6%）；（2）IPAB-PC：51.8% AB-PC，8.7% AB-PA和3.9% AB-PM（总计63.9%）；（3）TA-PC：68.8% AB-PC，10.2% AB-PA和4.5% AB-PM（总计83.5%）；（4）AM-PC：58.9%未变的AM-PC，15.6% AM-PA和6.9% AM-PM（总计81.4%）；和（5）AC-PC：76.6%未变的AC-PC和13.4% AC-PA（总计90.0%）。AC-PC未检测到青霉醛酸。通过使用单室开放模型，从时间过程曲线的矩估计了吸收、代谢和尿排泄的速率常数。比较并讨论了氨基青霉素和前药的药代动力学特征。

  DOI：

  10.1248/cpb.29.1957

文献信息

• High performance liquid chromatographic determination and pharmacokinetic investigation of amino-penicillins and their metabolites in man.
  作者：TOYOZO UNO、MIKIO MASADA、KIYOSHI YAMAOKA、TERUMICHI NAKAGAWA

  DOI：10.1248/cpb.29.1957

  日期：——

  The metabolism and pharmacokinetics of amino-penicillins such as ampicillin (AB-PC), hetacillin (IPAB-PC), talampicillin (TA-PC), amoxycillin (AM-PC) and cyclacillin (AC-PC) in man were investigated. An ion-pair reversed phase high performance liquid chromatographic method was developed for the simultaneous determination of parent penicillins and their metabolites in human urine. The time courses of urinary excretions of unchanged penicillins and metabolites (penicilloic acid (PA) and penamaldic acid (PM)) up to 8 hours after oral administration were determined by using the HPLC method. The moment analysis of urinary excretion rate-time curves gave mean residence times and excretion amounts of the various species. The ratios of excreted amounts to dose (500 mg) at infinite time were estimated to be as follows : (1) AB-PC : 29.4% for unchanged AB-PC, 4.3% for AB-PA and 2.0% for AB-PM (total 35.6%) ; (2) IPAB-PC : 51.8% for AB-PC, 8.7% for AB-PA and 3.9% for AB-PM (total 63.9%) ; (3) TA-PC : 68.8% for AB-PC, 10.2% for AB-PA and 4.5% for AB-PM (total 83.5%) ; (4) AM-PC : 58.9% for unchanged AM-PC, 15.6% for AM-PA and 6.9% for AM-PM (total 81.4%) ; and (5) AC-PC : 76.6% for unchanged AC-PC and 13.4% for AC-PA (total 90.0%). AC-PC gave no detectable amount of penamaldic acid. The rate constants for absorption, metabolism, and urinary excretion were estimated from the moments of the time course curves by using a one-compartment open model. The pharmacokinetic features of amino-penicillins and the prodrugs, are compared and discussed.

  研究了人体内氨苄青霉素（AB-PC）、海他西林（IPAB-PC）、他唑西林（TA-PC）、阿莫西林（AM-PC）和环青霉素（AC-PC）的代谢和药代动力学。开发了一种离子对反相高效液相色谱法，用于同时测定人尿中母体青霉素及其代谢物。通过HPLC法测定了口服给药后8小时内未变青霉素和代谢物（青霉素酸（PA）和青霉醛酸（PM））的尿排泄时间过程。尿排泄速率-时间曲线的矩分析给出了各种物种的平均停留时间和排泄量。在无限时间内排泄量与剂量（500 mg）的比率估计如下：（1）AB-PC：29.4%未变的AB-PC，4.3%AB-PA和2.0%AB-PM（总计35.6%）；（2）IPAB-PC：51.8% AB-PC，8.7% AB-PA和3.9% AB-PM（总计63.9%）；（3）TA-PC：68.8% AB-PC，10.2% AB-PA和4.5% AB-PM（总计83.5%）；（4）AM-PC：58.9%未变的AM-PC，15.6% AM-PA和6.9% AM-PM（总计81.4%）；和（5）AC-PC：76.6%未变的AC-PC和13.4% AC-PA（总计90.0%）。AC-PC未检测到青霉醛酸。通过使用单室开放模型，从时间过程曲线的矩估计了吸收、代谢和尿排泄的速率常数。比较并讨论了氨基青霉素和前药的药代动力学特征。