N²-methyl-4-(propylthio)-1,2-phenylenediamine | 637331-51-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: N²-methyl-4-(propylthio)-1,2-phenylenediamine
• 英文别名: 2-N-methyl-4-propylsulfanylbenzene-1,2-diamine
• CAS: 637331-51-2
• 化学式: C₁₀H₁₆N₂S
• 分子量: 196.316
• InChiKey: ANRYEILJIDMXQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  63.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N²-methyl-4-(propylthio)-1,2-phenylenediamine 在 盐酸 、 间氯过氧苯甲酸 作用下， 以 氯仿 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis and antiparasitic activity of albendazole and mebendazole analogues

  摘要：

  Albendazole (Abz) and Mebendazole (Mbz) analogues have been synthesized and in vitro tested against the protozoa Giardia lamblia, Trichomonas vaginalis and the helminths Trichinella spiralis and Caenorhabditis elegans. Results indicate that compounds 4a, 4b (Abz analogues), 12b and 20 (Mbz analogues) are as active as antiprotozoal agents as Metronidazole against G. lamblia. Compound 9 was 58 times more active than Abz against T. vaginalis. Compounds 8 and 4a also shown high activity against this protozoan. Compounds 4b and 5a were as active as Abz. None of the Mbz analogues showed activity against T. vaginalis. The anthelmintic activity presented by these compounds was poor. (C) 2003 Published by Elsevier Ltd.

  DOI：

  10.1016/s0968-0896(03)00497-8
• 作为产物：
  描述：

  N-methyl-2-nitro-5-(propylthio)aniline 在 5%-palladium/activated carbon 、 氢气 作用下， 生成 N²-methyl-4-(propylthio)-1,2-phenylenediamine
  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