N-(3-chloro-4-methylphenyl)-N-[1-(3-hydroxyphenyl)-2-oxo-2-(propan-2-ylamino)ethyl]-5-methylthiadiazole-4-carboxamide | 1234840-16-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(3-chloro-4-methylphenyl)-N-[1-(3-hydroxyphenyl)-2-oxo-2-(propan-2-ylamino)ethyl]-5-methylthiadiazole-4-carboxamide
• CAS: 1234840-16-4
• 化学式: C₂₂H₂₃ClN₄O₃S
• 分子量: 458.969
• InChiKey: SCORCFTZFHCEEZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  31
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  124
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  5-甲基-1,2,3-噻二唑-4-羧酸 、 异氰化异丙酯 、 间羟基苯甲醛 、 3-氯-4-甲基苯胺 以 甲醇 为溶剂， 以51%的产率得到N-(3-chloro-4-methylphenyl)-N-[1-(3-hydroxyphenyl)-2-oxo-2-(propan-2-ylamino)ethyl]-5-methylthiadiazole-4-carboxamide
  参考文献：
  名称：

  5-Methyl-1,2,3-thiadiazoles Synthesized via Ugi Reaction and Their Fungicidal and Antiviral Activities

  摘要：

  1,2,3-Thiadiazoles, an important synthetic active substructure, are nowadays becoming one of the important branches in novel pesticide development. To develop pesticide candidates with diverse biological activities and probe their structure activity relationship, three series of 5-methyl-1,2,3-thiadiazoles were rationally designed and synthesized using a simple and convenient one-step synthetic procedure via Ugi reaction. Biological activities of the target compounds including fungicidal activity, antivirus activity in vitro and in vivo, and systemic acquired resistance were systematically evaluated. The results indicated that compound III10 showed broad-spectrum of activities against most fungi tested, and compounds I-10 and II17 showed excellent potential antivirus activities as compared to positive control agent ribavirin. The preliminary structure activity relationship was also discussed. The results of these studies indicated that the 5-position-substituted 1,2,3-thiadiazoles exhibited good antivirus activity and were worthy of further study in pesticide development.

  DOI：

  10.1021/jf1006193

文献信息

• 5-Methyl-1,2,3-thiadiazoles Synthesized via Ugi Reaction and Their Fungicidal and Antiviral Activities
  作者：Qingxiang Zheng、Na Mi、Zhijin Fan、Xiang Zuo、Haike Zhang、Huan Wang、Zhikun Yang

  DOI：10.1021/jf1006193

  日期：2010.7.14

  1,2,3-Thiadiazoles, an important synthetic active substructure, are nowadays becoming one of the important branches in novel pesticide development. To develop pesticide candidates with diverse biological activities and probe their structure activity relationship, three series of 5-methyl-1,2,3-thiadiazoles were rationally designed and synthesized using a simple and convenient one-step synthetic procedure via Ugi reaction. Biological activities of the target compounds including fungicidal activity, antivirus activity in vitro and in vivo, and systemic acquired resistance were systematically evaluated. The results indicated that compound III10 showed broad-spectrum of activities against most fungi tested, and compounds I-10 and II17 showed excellent potential antivirus activities as compared to positive control agent ribavirin. The preliminary structure activity relationship was also discussed. The results of these studies indicated that the 5-position-substituted 1,2,3-thiadiazoles exhibited good antivirus activity and were worthy of further study in pesticide development.