1,3-双-(2-氯-苯基)-硫脲 | 1219-68-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,3-双-(2-氯-苯基)-硫脲
• 英文名称: 1,3-bis(2-chlorophenyl)thiourea
• 英文别名: N,N′-di(2-chlorophenyl)thiourea；N,N'-di-(o-chlorophenyl)thiourea；N,N'-di(o-chlorophenyl)thiourea；1,3-bis-(2-chloro-phenyl)-thiourea；N,N'-bis-(2-chloro-phenyl)-thiourea；N,N'-Bis-(2-chlor-phenyl)-thioharnstoff
• CAS: 1219-68-7
• 化学式: C₁₃H₁₀Cl₂N₂S
• mdl: MFCD00028378
• 分子量: 297.208
• InChiKey: RJTJZLBYKUDXRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 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：
  56.2
• 氢给体数：
  2
• 氢受体数：
  1

安全信息

• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  1,3-双-(2-氯-苯基)-硫脲 在 氢氧化钾 、 ammonium hydroxide 、 lead(II) oxide 作用下， 生成 1,3-bis(2-chlorophenyl)guanidine
  参考文献：
  名称：

  Thinking like a nurse: you have to be a nurse to do it

  摘要：

  DOI：

  10.1046/j.1440-1800.2002.00131.x
• 作为产物：
  描述：

  邻氯苯胺 在 氯仿 、 水 作用下， 生成 1,3-双-(2-氯-苯基)-硫脲
  参考文献：
  名称：

  Dyson; George; Hunter, Journal of the Chemical Society, 1926, p. 3043

  摘要：

  DOI：

文献信息

• Synthesis and Biological Evaluation of Halogenated 2-Arylimino-3-arythiazolidine- 4-ones Containing Benzoic Acid Fragments as Antibacterial Agents
  作者：Jie Zhang、Likang Zheng、Huayong Liu、Dan Zhao、Di Qu、Shiqing Han

  DOI：10.2174/15701808113109990031

  日期：2013.10.1

  A series of halogenated 2-arylimino-3-ary-thiazolidine-4-ones containing (5-furan-2-yl)-benzoic acid or (5-thiophene-2-yl)-benzoic acid fragments were synthesized, and evaluated in vitro for their antibacterial activity, antibiofilm activity, erythrocyte hemolysis and cytotoxicity. Compounds (7c, 7f, 7i, 7n and 7p) exhibited excellent potency in inhibiting the growth of Staphylococcus epidermidis ATCC35984 (minimal inhibitory concentration (MIC): 0.8 μg/mL). The five compounds also presented promising antibiofilm activity against S. epidermidis ATCC35984 and none of them showed obvious hemolytic activity and cytotoxicity. Further antibacterial effects of the selected five compounds (7c, 7f, 7i, 7n and 7p) against clinical isolates (methicillin-resistant Staphylococcus epidermidis and methicillin-resistant Staphylococcus aureus) were investigated in comparison with methicillin and ampicillin.7p showed the most potent antibacterial activities among the synthesized compounds.

  合成了包含(5-呋喃-2-基)苯甲酸或(5-噻吩-2-基)苯甲酸片段的一系列卤代2-芳基亚胺-3-芳基-噻唑烷-4-酮，并在体外评估了它们的抗菌活性、抗生物膜活性、红细胞溶血和细胞毒性。化合物(7c、7f、7i、7n和7p)表现出优异的抑制表皮葡萄球菌ATCC35984生长的功效（最小抑制浓度(MIC)：0.8 μg/mL）。这五种化合物还显示出对表皮葡萄球菌ATCC35984有前景的抗生物膜活性，并且均未表现出明显的溶血活性和细胞毒性。进一步研究了选定的五种化合物(7c、7f、7i、7n和7p)对临床分离株（耐甲氧西林表皮葡萄球菌和耐甲氧西林金黄色葡萄球菌）的抗菌效果，并与甲氧西林和氨苄西林进行了比较。7p在合成的化合物中显示出最强的抗菌活性。
• Formation of 1,4,2-Dithiazolidines or 1,3-Thiazetidines from 1,1-Dichloro-2-nitroethene and Phenylthiourea Derivatives
  作者：Yian Feng、Minming Zou、Runjiang Song、Xusheng Shao、Zhong Li、Xuhong Qian

  DOI：10.1021/acs.joc.6b01307

  日期：2016.11.4

  1,4,2-dithiazolidine or 1,3-thiazetidine heterocycles was developed by reactions of phenylthioureas with 1,1-dichloro-2-nitroethene. The solvent has a significant influence on the type of product formation. 1,4,2-Dithiazolidines were formed in the aprotic solvent chloroform, while in the protic solvent ethanol, 1,3-thiazetidines were the main products.

  通过苯硫脲与1，1-二氯-2-硝基乙烯的反应，开发了一种制备1,4,2-二噻唑烷或1,3-噻氮杂环丁烷杂环的方法。溶剂对产物形成的类型有重大影响。在质子惰性溶剂氯仿中形成1,4,2-二噻唑烷，而在质子惰性溶剂乙醇中，主要产物为1,3-噻唑烷。
• Ionic and Neutral Half‐Sandwich Guanidinatoruthenium(II) Complexes and Their Solution Behavior
  作者：Ram Kishan、Robin Kumar、Sambath Baskaran、Chinnappan Sivasankar、Natesan Thirupathi

  DOI：10.1002/ejic.201500395

  日期：2015.7

  Ionic and neutral half-sandwich guanidinatoruthenium(II) complexes [(η6-C10H14)RuL(κ2(N,N′)(ArN)2C-N(H)Ar})][OTf] [Ar = 4-MeC6H4, L = 2-methylimidazole (1); Ar = 2-MeC6H4, L = 1,3,5-triaza-7-phosphaadamantane (PTA; 2)], [(ArNH)3C][(η6-C10H14)RuCl3] [Ar = 2-ClC6H4 (3)] and [(η6-C10H14)RuCl(κ2(N,N′)(ArN)2C-N(H)Ar})] [Ar = 2-ClC6H4 (4), 2-FC6H4 (5), 4-ClC6H4 (6), and 4-(NO2)C6H4 (7)] have been isolated

  离子和中性半夹心胍基钌 (II) 配合物 [(η6-C10H14)RuL(κ2(N,N')(ArN)2C-N(H)Ar})][OTf] [Ar = 4-MeC6H4, L = 2-甲基咪唑 (1)；Ar = 2-MeC6H4, L = 1,3,5-triaza-7-phosphaadamantane (PTA; 2)], [(ArNH)3C][(η6-C10H14)RuCl3] [Ar = 2-ClC6H4 (3)]和 [(η6-C10H14)RuCl(κ2(N,N')(ArN)2C-N(H)Ar})] [Ar = 2-ClC6H4 (4), 2-FC6H4 (5), 4-ClC6H4 (6) 和 4-(NO2)C6H4 (7)] 已被分离出来，除 6 之外的所有分子结构均通过单晶 X 射线衍射确定。配合物 2 的 VT 31P1H} NMR 光谱显示存在比例约为 1.4:11.0:1
• Carbon Tetrabromide Promoted Reaction of Amines with Carbon Disulfide: Facile and Efficient Synthesis of Thioureas and Thiuram Disulfides
  作者：Fushun Liang、Qun Liu、Jing Tan、Chengri Piao

  DOI：10.1055/s-0028-1083199

  日期：2008.11

  A novel carbon tetrabromide promoted one-pot reaction of amines and carbon disulfide under mild conditions has been developed, which provides a straightforward and efficient access to thioureas and thiuram disufides, depending on the nature of the amines employed. The promotion effect is explained as the transient formation of a sulfenyl bromide intermediate from dithiocarbamate and carbon tetrabromide

  已经开发出一种在温和条件下促进胺和二硫化碳的一锅反应的新型四溴化碳，根据所用胺的性质，它可以直接有效地获得硫脲和二硫化秋兰姆。促进作用被解释为在反应过程中由二硫代氨基甲酸酯和四溴化碳瞬时形成亚磺酰溴中间体。
• A simple and straightforward synthesis of phenyl isothiocyanates, symmetrical and unsymmetrical thioureas under ball milling
  作者：Ze Zhang、Hao-Hao Wu、Ya-Jun Tan

  DOI：10.1039/c3ra43252a

  日期：——

  anilines were efficiently transformed into isothiocyanates (in presence of 5.0 equiv. CS2) or symmetrical thioureas (in presence of 1.0 equiv. CS2), without using any other harsh or toxic decomposition reagent. Some in situ generated isothiocyanates can directly “click” with other amines to afford unsymmetrical thioureas.

  推动者 酸值在球磨下，无需使用任何其他刺激性或有毒的分解试剂，即可将苯胺有效地转化为异硫氰酸酯（存在5.0当量CS 2）或对称硫脲（存在1.0当量CS 2）。一些原位生成的异硫氰酸酯可以直接与其他胺“点击”，从而提供不对称的硫脲。