N-(2,6-dichlorophenyl)-N'-benzoyl thiourea | 41542-10-3

• 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-(2,6-dichlorophenyl)-N'-benzoyl thiourea
• 英文别名: N-(2,6-dichlorophenyl)-N’-benzoylthiourea；N-[(2,6-dichlorophenyl) carbamothioyl] benzamide；1-(2,6-dichlorophenyl)-3-benzoyl-thiourea；1-(2,6-dichlorophenyl)-3-benzoylthiourea；N'-Benzoyl-N-(2,6-dichlorphenyl)-thioharnstoff；N-[(2,6-dichlorophenyl)carbamothioyl]benzamide
• CAS: 41542-10-3
• 化学式: C₁₄H₁₀Cl₂N₂OS
• mdl: MFCD00158750
• 分子量: 325.218
• InChiKey: VNMIXZLSPNJOGL-UHFFFAOYSA-N

物化性质

• 熔点：
  180-181 °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

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  N-(2,6-dichlorophenyl)-N'-benzoyl thiourea 在 sodium hydroxide 作用下， 反应 0.17h， 以97%的产率得到2,6-二氯苯基硫脲
  参考文献：
  名称：

  Improved Procedures for the Preparation of Cycloalkyl-, Arylalkyl-, and Arylthioureas

  摘要：

  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。

  DOI：

  10.1055/s-1988-27605
• 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-(2,6-dichlorophenyl)-N'-benzoyl thiourea
  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

• Synergism of fused bicyclic 2-aminothiazolyl compounds with polymyxin B against <i>Klebsiella pneumoniae</i>
  作者：Rong Wang、Shuang Hou、Xiaojing Dong、Daijie Chen、Lei Shao、Liujia Qian、Zhong Li、Xiaoyong Xu

  DOI：10.1039/c7md00354d

  日期：——

  A series of fused bicyclic 2-aminothiazolyl compounds were synthesized and evaluated for their synergistic effects with polymyxin B (PB) against Klebsiella pneumoniae (SIPI-KPN-1712).

  一系列融合的双环2-氨基噻唑基化合物被合成并评估其与多粘菌素B（PB）对抗肺炎克雷伯菌（SIPI-KPN-1712）的协同效应。
• Guanidines
  申请人：William H. Rorer, Inc.

  公开号：US03976643A1

  公开（公告）日：1976-08-24

  Novel substituted phenylquanidine compounds and processes for their preparation are disclosed. Their use as anti-hypertensive agents is also revealed.

  揭示了一种新型的取代苯基喹啉胺化合物及其制备方法。同时还揭示了它们作为降压药物的用途。
• Method of preparing 2-(phenylamino)-imidazolines-(2)
  申请人：DSO "Pharmachim"

  公开号：US04290971A1

  公开（公告）日：1981-09-22

  A process for preparing compounds of the formula: ##STR1## or pharmaceutically acceptable salts thereof, wherein R.sub.1 and R.sub.2 each individually are hydrogen, halogen, or nitro, which comprises the steps of: (a) alkylating a compound of the formula: ##STR2## wherein R.sub.3 is C.sub.1 to C.sub.4 alkyl or phenyl, with a compound of the formula: R.sub.4 --X wherein R.sub.4 is C.sub.1 to C.sub.6 alkyl or phenyl-alkyl where the alkyl is C.sub.1 to C.sub.4 and X is halogen, in the presence of a base to yield a compound of the formula: ##STR3## and; (b) cyclizing the compound formed during step (a) with ethylenediamine mono-p-toluenesulphonate at a temperature of 100.degree. to 200.degree. C. to yield the desired product. New intermediate compounds are also disclosed. The desired products have antihypertensive properties.

  制备式为：##STR1## 或其药学上可接受的盐的化合物的方法，其中R.sub.1和R.sub.2各自独立地为氢、卤素或硝基，包括以下步骤：(a)用式为：##STR2##其中R.sub.3为C.sub.1至C.sub.4烷基或苯基，与式为：R.sub.4 --X的化合物进行烷基化反应，其中R.sub.4为C.sub.1至C.sub.6烷基或苯基-烷基，烷基为C.sub.1至C.sub.4，X为卤素，在碱存在下得到式为：##STR3##的化合物；(b)将步骤(a)中形成的化合物与乙二胺单-p-甲苯磺酸盐在100℃至200℃的温度下环化，得到所需的产物。还公开了新的中间体化合物。所得的产物具有降压作用。
• Synthesis, single crystal X-ray, Hirshfeld surface analysis and characterization of novel 4-(2,4-dichlorophenyl)-N-(2,6-dichlorophenyl)-1,3-thiazol-2-amine
  作者：B.H. Gayathri、Jagadeesh Prasad Dasappa、N.R. Bhavya、Chandra、M. Mahendra

  DOI：10.1016/j.molstruc.2017.05.126

  日期：2017.10

  thiazole scaffold was studied. The formation of title compound 4-(2,4-dichlorophenyl)-N-(2,6-dichlorophenyl)-1,3-thiazol-2-amine(6) was evidenced through the changes in FTIR, 1H NMR, LCMS Data. The X-ray diffraction studies revealed that compound (6) crystallized in monoclinic crystal system with P21/c Space group with Z = 4. The percentage of intermolecular contacts contributing to the Hirshfeld surface

  摘要 在本研究中，研究了一种新型噻唑支架的光谱表征。通过FTIR、1H NMR、LCMS数据的变化证明标题化合物4-(2,4-二氯苯基)-N-(2,6-二氯苯基)-1,3-噻唑-2-胺(6)的形成. X 射线衍射研究表明，化合物 (6) 在 Z = 4 的 P21/c 空间群的单斜晶系中结晶。通过使用 2D 指纹的 Hirshfeld 表面分析解决了噻唑晶体中 Hirshfeld 表面的分子间接触百分比地块。
• Coordination Chemistry of Organoruthenium Compounds with Benzoylthiourea Ligands and their Biological Properties
  作者：Shahida Parveen、Kelvin K. H. Tong、Muhammad Khawar Rauf、Mario Kubanik、Muhammad Ashraf Shaheen、Tilo Söhnel、Stephen M. F. Jamieson、Muhammad Hanif、Christian G. Hartinger

  DOI：10.1002/asia.201801798

  日期：2019.4.15

  involving the S donor atom and surprisingly in bidentate coordination mode a deprotonated thiourea nitrogen resulting in a 4‐membered ring structure around the metal center. DFT calculations were used to explain the differences in coordination behavior. These were complemented by stability studies and biological investigations of the compounds as anticancer agents. Several of the synthesized derivatives

  苯甲硫脲衍生物的特征是几个能够与金属中心配位的供体原子。我们在这里报告了一系列的Ru（η 6 - p-苯甲基）配合物，采用苯甲酰基硫脲衍生物作为配体。此类配体通常通过其S和O供体原子与金属中心配位。我们分离出了复杂的配体，其中配体与Ru涉及S供体原子单配或双齿配位，而出乎意料的是，在双齿配位模式下，去质子化的硫脲氮在金属中心周围形成4元环结构。DFT计算被用来解释协调行为的差异。这些都得到了该化合物作为抗癌药的稳定性研究和生物学研究的补充。几种合成的衍生物表现出显着的细胞生长抑制活性，具有双齿配体的复合物比其单齿配体更有效。