N-(2,3-dichlorophenyl)-N’-benzoylthiourea | 83697-81-8

• 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-(2,3-dichlorophenyl)-N’-benzoylthiourea
• 英文别名: N-((2,3-dichlorophenyl)carbamothioyl)benzamide；N-[(2,3-dichlorophenyl)carbamothioyl]benzamide
• CAS: 83697-81-8
• 化学式: C₁₄H₁₀Cl₂N₂OS
• 分子量: 325.218
• InChiKey: RKTZKVKYRBHOFG-UHFFFAOYSA-N

物化性质

• 熔点：
  165-166 °C
• 密度：
  1.461±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2,3-dichlorophenyl)-N’-benzoylthiourea 在 sodium ethanolate 、 三乙胺 、 sodium hydroxide 、 三氯氧磷 作用下， 以 乙醇 、 水 为溶剂， 反应 21.25h， 生成 6-chloro-3-(2,3-dichlorophenyl)-2-(methylsulfanyl)-3,4-dihydropyrimidin-4-one
  参考文献：
  名称：

  Discovery of 6-[(3S,4S)-4-Amino-3-methyl-2-oxa-8-azaspiro[4.5]decan-8-yl]-3-(2,3-dichlorophenyl)-2-methyl-3,4-dihydropyrimidin-4-one (IACS-15414), a Potent and Orally Bioavailable SHP2 Inhibitor

  摘要：

  DOI：

  10.1021/acs.jmedchem.1c01132
• 作为产物：
  描述：

  苯甲酸 在 氯化亚砜 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 N-(2,3-dichlorophenyl)-N’-benzoylthiourea
  参考文献：
  名称：

  Solution-phase microwave assisted parallel synthesis of N,N′-disubstituted thioureas derived from benzoic acid: Biological evaluation and molecular docking studies

  摘要：

  An efficient and facile microwave-assisted solution phase parallel synthesis for a 26-member library of N,N'-disubstituted thiourea analogs were accomplished successfully. The reaction time for synthesis of analogs was drastically reduced from a reported 8-12 h to only 10 min. Compounds were more than 95% pure, as characterized by modern analytical techniques, i.e. H-1 & C-13 NMR and FT-IR. The solid phase structural analysis has also been performed by single crystal XRD analysis. Synthesized compounds were preliminary screened for their in vitro urease inhibition and antifungal activity. Most of the compounds were found to be potent inhibitors of urease. However, the most significant activity was found for 11 with IC50 of 1.67 mu M. The docking scores correlate with the IC50 values of inhibitors. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.10.012

文献信息

• Synthesis and antitumor evaluation of 5-(benzo[d][1,3]dioxol-5-ylmethyl)-4-(tert-butyl)-N-arylthiazol-2-amines
  作者：Z. L. Wu、Y. L. Fang、Y. T. Tang、M. W. Xiao、J. Ye、G. X. Li、A. X. Hu

  DOI：10.1039/c6md00234j

  日期：——

  The strategy for designing target compounds as antitumor agents.

  设计靶向化合物作为抗肿瘤药物的策略。
• Improved Procedures for the Preparation of Cycloalkyl-, Arylalkyl-, and Arylthioureas
  作者：C. R. Rasmussen、F. J. Villani, Jr.、L. E. Weaner、B. E. Reynolds、A. R. Hood、L. R. Hecker、S. O. Nortey、A. Hanslin、M. J. Costanzo、E. T. Powell、A. J. Molinari

  DOI：10.1055/s-1988-27605

  日期：——

  An improved procedure for the preparation of arylthioureas consists of the reaction of benzoyl isothiocyanate with anilines in acetone and debenzoylation of the resultant N-aryl-N′-benzoylthioureas with 5% aqueous sodium hydroxide. Bicycloalkylthioureas and N-(arylalkyl)thioureas (e.g., 9H-9-fluorenylthiourea) are directly prepared from the corresponding isothiocyanates and ammonia.

  制备芳基硫脲的改进方法包括将苯甲酰异硫氰酸酯与苯胺在丙酮中反应，然后用5%氢氧化钠水溶液对生成的N-芳基-N'-苯甲酰硫脲进行去苯甲酰化。双环烷基硫脲和N-(芳烷基)硫脲（例如9H-9-芴基硫脲）可直接由相应的异硫氰酸酯与氨反应制备。
• Biologically Active New N, N', N''-Tri-Substituted Ferrocenyl Phenylguanidines and their Characterization
  作者：Rukhsana Gul、Ataf A. Altaf、Amin Badshah、Afzal Shah、Zia ur Rehman、Rabia Naz、Muhammad N. Tahir、Asif Junaid

  DOI：10.2174/1573406412666160129104817

  日期：2016.9.27

  BACKGROUND Introducing new candidates for various biological targets is a prime characteristic of the present day medicinal research and development. Guanidines are the important bioactive compounds and are well recognized for their diverse biological activities, especially as anticancer, antimicrobial and antioxidant agents. Due to the favorable electronic properties of ferrocene like lipophilicity

  背景技术为各种生物靶标引入新的候选物是当今医学研究和开发的主要特征。胍是重要的生物活性化合物，并因其多种生物活性而广为人知，尤其是作为抗癌剂，抗微生物剂和抗氧化剂。由于二茂铁的良好的电子性质，如亲脂性，氧化还原活性，溶液状态的稳定性及其易于衍生化，使得二茂铁基化合物成为非常流行的生物用途分子。目的长期以来，合成二茂铁胍胍以增加与DNA的结合力，使其具有氧化还原活性和更亲脂性的化合物非常有价值。方法已经通过多步骤方案合成了六个新的二茂铁基苯基胍（F1-F6）。通过使用元素分析，紫外可见，多核（1H和13C）NMR和FTIR光谱确定F1-F6的结构。合成的化合物的溶液相氧化还原行为已通过循环伏安法表征。两种化合物（F2和F4）通过单晶XRD表征。结果由于胍的生物学重要性；对这些二茂铁基胍盐进行了不同的生物学活性筛选，例如抗菌，抗真菌，抗氧化剂和DNA结合。通过使用紫外线-可见光谱法进行的DNA
• Upadhyaya Srivastava, Journal of the Indian Chemical Society, 1982, vol. 59, # 6, p. 767 - 768
  作者：Upadhyaya Srivastava

  DOI：——

  日期：——
• Badachikar, S. V.; Tikure, R. K.; Puranik, G. S., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1986, vol. 25, p. 444 - 446
  作者：Badachikar, S. V.、Tikure, R. K.、Puranik, G. S.

  DOI：——

  日期：——