N-(isopropyl)-N'-(3,4-dichlorophenyl)-N"-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine | 1310682-57-5

• 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: N-(isopropyl)-N'-(3,4-dichlorophenyl)-N"-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine
• 英文别名: 1-(3,4-Dichlorophenyl)-3-(1-methyl-4-oxoimidazolidin-2-ylidene)-2-propan-2-ylguanidine；1-(3,4-dichlorophenyl)-3-(1-methyl-4-oxoimidazolidin-2-ylidene)-2-propan-2-ylguanidine
• CAS: 1310682-57-5
• 化学式: C₁₄H₁₇Cl₂N₅O
• 分子量: 342.228
• InChiKey: SPPSJYZBCXPKJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-(3,4-dichlorophenyl)-3-isopropyl thiourea 在 potassium carbonate 作用下， 以 丙醇 、 丙酮 为溶剂， 生成 N-(isopropyl)-N'-(3,4-dichlorophenyl)-N"-(1-methyl-4-oxo-4,5-dihydro-1H-imidazol-2-yl)guanidine
  参考文献：
  名称：

  Synthesis and Antimalarial Activity of 2-Guanidino-4-oxoimidazoline Derivatives

  摘要：

  A series of 2-guanidino-4-oxoimidazoline (deoxo-IZ) derivatives was prepared and showed potent antimalarial activities in rodent and Rhesus models. Compound 8e, the most potent analogues of this series, is the first non-8-aminoqinoline antimalarial that demonstrated radical curative activity in non-human primate by Cl oral route and showed causal prophylactic activity comparable to that of the commonly used clinical drugs in Rhesus monkeys infected with sporozoites of Plasmodium cynomolgi. The metabolic stability and metabolites profile indicated that the new deoxo-IZ derivatives (8) may act as prodrugs of the corresponding IZ (1 and 2) derivatives.

  DOI：

  10.1021/jm200111g

文献信息

• [EN] 2-GUANIDINO-4-OXO-IMIDAZOLINE DERIVATIVES AS ANTIMALARIAL AGENTS, SYNTHESIS AND METHODS OF USE THEREOF<br/>[FR] DÉRIVÉS DE 2-GUANIDINO-4-OXO-IMIDAZOLINE EN TANT QU'AGENTS ANTIPALUDIQUES, SYNTHÈSE ET PROCÉDÉS D'UTILISATION DE CEUX-CI
  申请人：US OF AMERICA AS REPRESENTED BY THE SECRETARY OF ARMY

  公开号：WO2012149093A1

  公开（公告）日：2012-11-01

  The present invention relates to new 2-guanidino-4-oxo-imidazoline derivatives (deoxo-IZ), methods of making these compounds, compositions containing the same, and methods of using the same to prevent, treat, or inhibit malaria in a subject.

  本发明涉及新的2-胍基-4-氧代-咪唑啉衍生物（deoxo-IZ），制备这些化合物的方法，含有这些化合物的组合物，以及利用这些化合物预防、治疗或抑制受试者体内疟疾的方法。