瑞替加滨N-β-D-葡糖醛酸钠盐-d4 | 191873-41-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 瑞替加滨N-β-D-葡糖醛酸钠盐-d4
• 英文名称: retigabine N-β-D-glucuronide
• 英文别名: Retigabine N-glucuronide；N-(2-[(Ethoxycarbonyl)amino]-5-{[(4-fluorophenyl)methyl]amino}phenyl)-beta-D-glucopyranuronosylamine；(2S,3S,4S,5R,6R)-6-[2-(ethoxycarbonylamino)-5-[(4-fluorophenyl)methylamino]anilino]-3,4,5-trihydroxyoxane-2-carboxylic acid
• CAS: 191873-41-3
• 化学式: C₂₂H₂₆FN₃O₈
• 分子量: 479.462
• InChiKey: AVGRGNFEIQMATO-UHZRXMQZSA-N

物化性质

• 熔点：
  139 - 143°C
• 溶解度：
  DMSO（少许）、甲醇（少许）、水（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  170
• 氢给体数：
  7
• 氢受体数：
  11

反应信息

• 作为产物：
  描述：

  6-[[[5-(2,4-二氧代嘧啶-1-基)-3,4-二羟基四氢呋喃-2-基]甲氧基-羟基磷酰]氧基-羟基磷酰]氧基-3,4,5-三羟基四氢吡喃-2-羧酸 、 瑞替加滨 在 human liver microsomes 作用下， 以 二甲基亚砜 为溶剂， 反应 2.0h， 生成 瑞替加滨N-β-D-葡糖醛酸钠盐-d4 、 (2S,3S,4S,5R,6R)-6-[(3-Amino-4-ethoxycarbonylamino-phenyl)-(4-fluoro-benzyl)-amino]-3,4,5-trihydroxy-tetrahydro-pyran-2-carboxylic acid
  参考文献：
  名称：

  In vitro glucuronidation of D-23129, a new anticonvulsant, by human liver microsomes and liver slices

  摘要：

  1. The metabolic profile of D-23129, a new anticonvulsant agent, was studied in vitro using human liver microsomes and fresh liver slices.2. Oxidative metabolism appeared to be minimal with D-23129. The percent mean total radioactivity not associated with the parent compound recovered from oxidative metabolism studies from three individual liver donors was 0.7%+/-0.6% SD and was not significantly different from [C-14]-D-23129 incubated with heat inactivated microsomes, mean = 0.5%+/-0.4 SD.3. Phase II conjugation dominated the metabolism of D-23129 producing two distinct N-glucuronides as the primary metabolites. These metabolites were identified by electrospray ionization LC/MS.4. The apparent K-m for one of the glucuronide metabolites was determined in human liver microsome preparations from two individual liver donors to be 131 and 264 mu m respectively. V-max determined for the same microsomal preparations yielded 48.9 and 59.9 pmol/min/mg protein.

  DOI：

  10.1080/004982597240424