N-(4-chloro-3-nitrophenyl)thiourea | 373601-07-1

• 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-(4-chloro-3-nitrophenyl)thiourea
• 英文别名: (4-Chloro-3-nitrophenyl)thiourea；(4-chloro-3-nitrophenyl)thiourea
• CAS: 373601-07-1
• 化学式: C₇H₆ClN₃O₂S
• mdl: MFCD11908802
• 分子量: 231.663
• InChiKey: OELIAJOIVWXZBZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  116
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-(4-chloro-3-nitrophenyl)thiourea 在 三乙胺 作用下， 以 乙醇 、 水 、 丙酮 为溶剂， 反应 1.0h， 生成 N-(4-Chloro-3-nitro-phenyl)-N-(4,5-dihydro-thiazol-2-yl)-4-nitro-benzamide
  参考文献：
  名称：

  Synthesis and QSAR Studies in 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole Derivatives as Potential Antithrombotic Agents

  摘要：

  A series of 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives have been synthesized via cyclocondensation of N-aryl thioureas with 2-bromoethylamine hydrobromide followed by the reaction of the product thus obtained with aroyl chlorides. Title compounds were evaluated for their antithrombotic activity in vivo in mice where one of these compound 29 provided 65% protection as compared to 77% protection offered by the standard Indomethacin. Quantitative Structure-Activity Relationship (QSAR) studies were performed on these compounds using physicochemical (hydrophobic, electronic, steric) parameter as independent and antithrombic activity as dependent parameter, where antithrombotic activity correlated best (r > 0.8) with electronic parameters (F, sigma or mu) having high statistical significance > 99.9% (F-2,F-22 > 15.0; F-2,F-22 alpha :0.001 = 11.0) suggesting that hydrophobic, steric and resonance factors are insignificant in this set of molecules for the activity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(01)00082-7
• 作为产物：
  描述：

  4-氯-3-硝基苯基硫代异氰酸酯 在 氨 作用下， 以 乙二醇二甲醚 为溶剂， 以99%的产率得到N-(4-chloro-3-nitrophenyl)thiourea
  参考文献：
  名称：

  Continuous-Flow Processing of Gaseous Ammonia Using a Teflon AF-2400 Tube-in-Tube Reactor: Synthesis of Thioureas and In-Line Titrations

  摘要：

  A simple tube-in-tube reactor based on the gas-permeable membrane Teflon AF-2400 was used in the continuous flow reaction of gaseous ammonia with isothiocyanates and one isocyanate. A colourimetric in-line titration technique is also reported as a simple method to quantify the amount of ammonia taken up by the solvent in the system.

  DOI：

  10.1055/s-0031-1290963

文献信息

• Synthesis and QSAR Studies in 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole Derivatives as Potential Antithrombotic Agents
  作者：Anil K. Saxena、Suresh K. Pandey、P. Seth、M.P. Singh、M. Dikshit、A. Carpy

  DOI：10.1016/s0968-0896(01)00082-7

  日期：2001.8

  A series of 2-(N-aryl-N-aroyl)amino-4,5-dihydrothiazole derivatives have been synthesized via cyclocondensation of N-aryl thioureas with 2-bromoethylamine hydrobromide followed by the reaction of the product thus obtained with aroyl chlorides. Title compounds were evaluated for their antithrombotic activity in vivo in mice where one of these compound 29 provided 65% protection as compared to 77% protection offered by the standard Indomethacin. Quantitative Structure-Activity Relationship (QSAR) studies were performed on these compounds using physicochemical (hydrophobic, electronic, steric) parameter as independent and antithrombic activity as dependent parameter, where antithrombotic activity correlated best (r > 0.8) with electronic parameters (F, sigma or mu) having high statistical significance > 99.9% (F-2,F-22 > 15.0; F-2,F-22 alpha :0.001 = 11.0) suggesting that hydrophobic, steric and resonance factors are insignificant in this set of molecules for the activity. (C) 2001 Elsevier Science Ltd. All rights reserved.
• Continuous-Flow Processing of Gaseous Ammonia Using a Teflon AF-2400 Tube-in-Tube Reactor: Synthesis of Thioureas and In-Line Titrations
  作者：Steven Ley、Duncan Browne、Matthew O'Brien、Peter Koos、Philippa Cranwell、Anastasios Polyzos

  DOI：10.1055/s-0031-1290963

  日期：2012.6

  A simple tube-in-tube reactor based on the gas-permeable membrane Teflon AF-2400 was used in the continuous flow reaction of gaseous ammonia with isothiocyanates and one isocyanate. A colourimetric in-line titration technique is also reported as a simple method to quantify the amount of ammonia taken up by the solvent in the system.