| 1172118-67-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• CAS: 1172118-67-0
• 化学式: C₂₂H₂₃N₃O₃
• 分子量: 377.443
• InChiKey: AZDMPAMPJSXYOH-SFHVURJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.46
• 重原子数：
  28.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  64.43
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以55%的产率得到(8S)-2-(hydroxymethyl)-N,N,3-trimethyl-8-(2-methylphenyl)-7,8-dihydro-6H-pyrano[2,3-e]benzimidazole-5-carboxamide
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of potential metabolites of the potassium-competitive acid blocker BYK405879

  摘要：

  Four potential metabolites of the potassium-competitive acid blocker BYK 405879 (1) were synthesized which might be formed in vivo by enzymatic oxidation of the pyran moiety or the methyl groups attached to the (hetero) aromatic system. In all cases, the oxidation of the parent compound 1 was accompanied by a significant loss of pharmacological activity and by a decrease in lipophilicity. The target compounds 6, 14, 20, and 21 constitute valuable tool substances for the investigation of the metabolic fate of BYK 405879 (1). (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.070
• 作为产物：
  描述：

  (S)-N,N,3-trimethyl-2-styryl-8-(o-tolyl)-3,6,7,8-tetrahydrochromeno[7,8-d]imidazole-5-carboxamide 在 potassium osmate(VI) dihydrate 、 N-甲基吗啉氧化物 、 柠檬酸 作用下， 以 水 、 叔丁醇 为溶剂， 反应 17.0h， 以32%的产率得到
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of potential metabolites of the potassium-competitive acid blocker BYK405879

  摘要：

  Four potential metabolites of the potassium-competitive acid blocker BYK 405879 (1) were synthesized which might be formed in vivo by enzymatic oxidation of the pyran moiety or the methyl groups attached to the (hetero) aromatic system. In all cases, the oxidation of the parent compound 1 was accompanied by a significant loss of pharmacological activity and by a decrease in lipophilicity. The target compounds 6, 14, 20, and 21 constitute valuable tool substances for the investigation of the metabolic fate of BYK 405879 (1). (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.04.070