阿苯达唑杂质13 | 1149360-33-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 阿苯达唑杂质13
• 英文名称: methyl [1-methyl-6-(propylthio)-1H-benzimidazol-2-yl]carbamate
• 英文别名: N3-Methylalbendazole；methyl N-(1-methyl-6-propylsulfanylbenzimidazol-2-yl)carbamate
• CAS: 1149360-33-7
• 化学式: C₁₃H₁₇N₃O₂S
• 分子量: 279.363
• InChiKey: KRLHNUUDNZEURU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  81.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  氯甲酸甲酯 、 S-甲基异硫脲硫酸盐 、 N²-methyl-4-(propylthio)-1,2-phenylenediamine 在 sodium hydroxide 作用下， 生成 阿苯达唑杂质13
  参考文献：
  名称：

  Synthesis and in vitro cysticidal activity of new benzimidazole derivatives

  摘要：

  Despite albendazole being the drug of choice in neurocysticercosis treatment, its low solubility limits its bioavailability; therefore, more research is required in order to find new molecules with cestocidal activity and adequate aqueous solubility. A set of 13 benzimidazole derivatives were synthesized and their in vitro activities were evaluated against Taenia crassiceps cysts, using albendazole sulfoxide as reference molecule, showing that two of them exhibited good activity. Molecular modelling revealed that the cysticidal efficacy depends on the presence on the molecule of an H in the 1-position, a planar carbamate group at 2-position, and if the substituent in 5-position is voluminous, it should be orthogonal to the benzimidazole ring. (c) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.05.005