N-(m-tolyl)-dithiocarbamic acid | 53662-45-6

• 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-(m-tolyl)-dithiocarbamic acid
• 英文别名: N-(m-tolyl)dithiocarbamic acid；m-tolyl-dithiocarbamic acid；m-Tolyl-dithiocarbamidsaeure；[(3-Methylphenyl)amino]methanedithioic acid；(3-methylphenyl)carbamodithioic acid
• CAS: 53662-45-6
• 化学式: C₈H₉NS₂
• 分子量: 183.298
• InChiKey: YPIJYJNKNZDPFQ-UHFFFAOYSA-N

物化性质

• 沸点：
  264.8±33.0 °C(Predicted)
• 密度：
  1.271±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  45.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(m-tolyl)-dithiocarbamic acid 在 sodium monochloroacetic acid 、 一水合肼 作用下， 反应 4.0h， 生成 3-甲基苯基氨基硫脲
  参考文献：
  名称：

  Microwave-Assisted Synthesis and Antibacterial Activity of Novel Chenodeoxycholic Acid Thiosemicarbazone Derivatives

  摘要：

  报告了一种在无溶剂条件下利用微波辐照合成新型酚去氧胆酸硫代氨基甲酸脲衍生物的快速高效方法。十种新型化合物的合成收率良好。通过 1H NMR、IR、ESI-MS 光谱和元素分析阐明了它们的结构。初步结果表明，其中一些化合物对鼠伤寒杆菌和大肠杆菌具有抑制作用。

  DOI：

  10.3184/174751911x13129090186347
• 作为产物：
  描述：

  二硫化碳 、 3-甲基苯胺 在 三乙烯二胺 作用下， 以 甲苯 为溶剂， 生成 N-(m-tolyl)-dithiocarbamic acid
  参考文献：
  名称：

  二芳基硫脲衍生物作为抗癌剂的设计，合成及抗增殖活性

  摘要：

  设计并合成了两个新的含索拉非尼衍生物9a - 9t的二芳基硫脲系列产品，并评估了它们对PC-3，HCT116和MDA-MB-231细胞系的抗增殖活性。所有化合物通常对PC-3细胞均具有抗增殖活性，大多数类似物均对HCT116细胞具有有效的抗增殖活性，化合物9e，9f，9o和9p对所有这三种细胞系均具有抑制活性。所有新合成的化合物的结构均通过1 H NMR，13 C NMR和HRMS确定。

  DOI：

  10.1002/cjoc.201200708

文献信息

• Thiazolidinone CFTR inhibitors with improved water solubility identified by structure–activity analysis
  作者：N.D. Sonawane、A.S. Verkman

  DOI：10.1016/j.bmc.2008.07.044

  日期：2008.9

  The thiazolidinone 3-[(3-trifluoromethyl)phenyl]-5-[(4-carboxyphenyl)methylene]-2-thioxo-4-thiazolidinone (CFTRinh-172) inhibits cystic fibrosis transmembrane conductance regulator ( CFTR) chloride channel conductance with submicromolar affinity and blocks cholera toxin-induced intestinal fluid secretion. Fifty-eight CFTRinh-172 analogs were synthesized to identify CFTR inhibitors with improved water solubility, exploring modi. cations in its two phenyl rings, thiazolidinone core, and core-phenyl connectors. Greatest CFTR inhibition potency was found for 3-CF3 and polar group-substituted-phenyl rings, and a thiazolidinone core. Two compounds with similar to 1 mu M CFTR inhibition potency and solubility >180 mu M(>10-fold more than CFTRinh-172) were identified: Tetrazolo-172, containing 4-tetrazolophenyl in place of 4-carboxyphenyl, and Oxo-172, containing thiazolidinedione in place of the thiazolidinone core. These water soluble thiazolidinone analogs had low cellular toxicity. The improved water solubility of Tetrazolo- and Oxo-172 make them potential lead candidates for therapy of secretory diarrheas and polycystic kidney disease. (C) 2008 Elsevier Ltd. All rights reserved.
• 1H and13C NMR studies on 3-aryl-2-thioxo-4-oxazolidinones and 3-arylrhodanines
  作者：Zihni Aksaç、Esat Pinar、Sîddîk Içli

  DOI：10.1002/omr.1270210906

  日期：1983.9

  Abstract3‐Aryl‐2‐thioxo‐4‐oxazolidinones and 3‐arylrhodanines have been studied for magnetic non‐equivalence of diastereotopically related proton and 13C nuclei in rotational isomers, and for steric interactions between the aryl and heterocyclic moieties of these compounds. For the majority of rotational isomers the barriers to internal rotation about the aryl CN bond were >100 kJ mol−1, due to the steric bulk of the thiocarbonyl group. Chemical isolation of several of the diastereomers was achieved. The enhanced steric effect and the difference in the electronic effect of the sulphur atom in relation to the oxygen atom appeared to have no influence on the small chemical shift differences of the rotational isomers, detected for some 1H and some 13C nuclei.
• Tulyupa, F. M.; Tkacheva, L. M.; Usatenko, Yu. I., Soviet progress in chemistry, 1969, vol. 35, # 5, p. 8 - 10
  作者：Tulyupa, F. M.、Tkacheva, L. M.、Usatenko, Yu. I.

  DOI：——

  日期：——
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Ag: MVol.B7, 1.20.6.3, page 103 - 104
  作者：

  DOI：——

  日期：——
• SHAH, V. H.;PAREKH, HANSA;PARIKH, A. R., J. INST. CHEM., 59,(1987) N 2, 100-102
  作者：SHAH, V. H.、PAREKH, HANSA、PARIKH, A. R.

  DOI：——

  日期：——