1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3,4-dichlorophenyl)urea | 1427-94-7

• 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: 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3,4-dichlorophenyl)urea
• 英文别名: N-(4-chloro-3-trifluoromethyl-phenyl)-N'-(3,4-dichloro-phenyl)-urea；N-(4-Chlor-3-trifluormethyl-phenyl)-N'-(3,4-dichlor-phenyl)-harnstoff；N-[4-chloro-3-(trifluoromethyl)phenyl]-N'-(3,4-dichlorophenyl)urea；1-[4-chloro-3-(trifluoromethyl)phenyl]-3-(3,4-dichlorophenyl)urea
• CAS: 1427-94-7
• 化学式: C₁₄H₈Cl₃F₃N₂O
• 分子量: 383.585
• InChiKey: MVMXTBDUXJGRAR-UHFFFAOYSA-N

物化性质

• 熔点：
  242-243 °C
• 沸点：
  353.7±42.0 °C(Predicted)
• 密度：
  1.603±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  41.1
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  草酸醛 、 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3,4-dichlorophenyl)urea 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 4.0h， 以51%的产率得到1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3,4-dichlorophenyl)-4,5-dihydroxyimidazolidin-2-one
  参考文献：
  名称：

  Antischistosomal activity of N,N′-arylurea analogs against Schistosoma japonicum

  摘要：

  Although the antischistosomal activities of N,N'-arylurea analogs were reported, systematic structure-activity relationships have not been conducted. In this Letter, we reported the design, synthesis and evaluation of 45 N,N'-arylurea analogs. Among these prepared compounds, 13 compounds were urea linker modified and 32 were N,N'-arylurea derivatives. The activity evaluation revealed 12 analogs exhibited IC50 values lower than 22.6 mu M, and 7 of them had IC50 less than 10 mu M against the juvenile Schistosoma japonicum in vitro. Their worm killing potency was even higher against adult worm. Unfortunately, low to moderate worm burden reduction of 0-33.4% was recorded after administration of a single oral dose of 200 mg/kg or 400 mg/kg to mice harboring S. japonicum. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.01.075
• 作为产物：
  描述：

  3,4-二氯苯异氰酸酯 、 2-氯-5-氨基三氟甲苯 以 二氯甲烷 为溶剂， 生成 1-(4-chloro-3-(trifluoromethyl)phenyl)-3-(3,4-dichlorophenyl)urea
  参考文献：
  名称：

  Antischistosomal activity of N,N′-arylurea analogs against Schistosoma japonicum

  摘要：

  Although the antischistosomal activities of N,N'-arylurea analogs were reported, systematic structure-activity relationships have not been conducted. In this Letter, we reported the design, synthesis and evaluation of 45 N,N'-arylurea analogs. Among these prepared compounds, 13 compounds were urea linker modified and 32 were N,N'-arylurea derivatives. The activity evaluation revealed 12 analogs exhibited IC50 values lower than 22.6 mu M, and 7 of them had IC50 less than 10 mu M against the juvenile Schistosoma japonicum in vitro. Their worm killing potency was even higher against adult worm. Unfortunately, low to moderate worm burden reduction of 0-33.4% was recorded after administration of a single oral dose of 200 mg/kg or 400 mg/kg to mice harboring S. japonicum. (C) 2016 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2016.01.075

文献信息

• N,N'-DIARYLUREA COMPOUNDS AND N,N'-DIARYLTHIOUREA COMPOUNDS AS INHIBITORS OF TRANSLATION INITIATION
  申请人：Aktas Bertal Huseyin

  公开号：US20120115915A1

  公开（公告）日：2012-05-10

  Compositions and methods for inhibiting translation initiation are provided. Compositions, methods and kits for treating (1) cellular proliferative disorders, (2) non-proliferative, degenerative disorders, (3) viral infections, and/or (4) disorders associated with viral infections, using N,N′-diarylureas and/or N,N′-diarylthiourea compounds are described.

  本文提供了抑制翻译起始的组合物和方法。描述了使用N，N'-二芳基脲和/或N，N'-二芳基硫脲化合物治疗（1）细胞增生性疾病，（2）非增生性退行性疾病，（3）病毒感染和/或（4）与病毒感染相关的疾病的组合物、方法和试剂盒。
• Insecticidal derivatives of diphenyl urea
  申请人：GEIGY AG J R

  公开号：US02745874A1

  公开（公告）日：1956-05-15
• DE1003717
  申请人：——

  公开号：——

  公开（公告）日：——
• N,N'-Diarylurea Compounds and N,N'-Diarylthiourea Compounds as Inhibitors of Translation Initiation
  申请人：President and Fellows of Harvard College

  公开号：US20160318857A1

  公开（公告）日：2016-11-03

  Compositions and methods for inhibiting translation initiation are provided. Compositions, methods and kits for treating (1) cellular proliferative disorders, (2) non-proliferative, degenerative disorders, (3) viral infections, and/or (4) disorders associated with viral infections, using N,N′-diarylureas and/or N,N′-diarylthiourea compounds are described.
• US9421211B2
  申请人：——

  公开号：US9421211B2

  公开（公告）日：2016-08-23