N-p-tolyl-S-chloro isothiocarbamoyl chloride | 40288-50-4

• 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-p-tolyl-S-chloro isothiocarbamoyl chloride
• 英文别名: N-p-tolyl-S-chloroisothiocarbamoyl chloride；N-p-tolyl-S-chloroisothiocarbmoyl chloride；N-p-tolyl-carbonochloridimidic hypochlorous thioanhydride；[C-chloro-N-(4-methylphenyl)carbonimidoyl] thiohypochlorite
• CAS: 40288-50-4
• 化学式: C₈H₇Cl₂NS
• 分子量: 220.122
• InChiKey: FOARSJVRJJEBCM-UHFFFAOYSA-N

物化性质

• 沸点：
  314.2±35.0 °C(Predicted)
• 密度：
  1.29±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  12
• 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：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-p-tolyl-S-chloro isothiocarbamoyl chloride 以 苯 为溶剂， 生成 (5-benzylsulfanyl-[1,2,4]dithiazol-3-ylidene)-p-tolyl-amine
  参考文献：
  名称：

  Mahajan,A.S.; Paranjpe,M.G., Journal of the Indian Chemical Society, 1975, vol. 52, p. 237 - 239

  摘要：

  DOI：
• 作为产物：
  描述：

  对甲苯异硫氰酸酯 在 氯 作用下， 以 正己烷 为溶剂， 生成 N-p-tolyl-S-chloro isothiocarbamoyl chloride
  参考文献：
  名称：

  First Non-ATP Competitive Glycogen Synthase Kinase 3 β (GSK-3β) Inhibitors:  Thiadiazolidinones (TDZD) as Potential Drugs for the Treatment of Alzheimer's Disease

  摘要：

  Glycogen synthase kinase 3beta (GSK-3beta) has a central role in Alzheimer's disease (AD). Selective inhibitors which avoid tau hyperphosphorylation may represent an effective therapeutical approach to the AD pharmacotherapy and other neurodegenerative disorders. Here, we describe the synthesis, biological evaluation, and SAR of the small heterocyclic thiadiazolidinones (TDZD) as the first non-ATP competitive inhibitor of GSK-3beta. Their synthesis is based on the reactivity of sulfenyl chlorides. In GSK-3beta assays, TDZD derivatives showed IC50 values in the micromolar range, whereas in other protein kinases assays they were devoid of any inhibitory activity. SAR studies allowed the identification of the key structural features. Finally, a possible enzymatic binding mode is proposed.

  DOI：

  10.1021/jm011020u

文献信息

• Synthesis of quinoline based [1,2,4]-dithiazolidines through sulfur-sulfur bond formation and their evaluation as anti-inflammatory and antibacterial agents
  作者：Spruha A. Gharad、Baliram N. Berad、Snehal A. Chavan

  DOI：10.1080/10426507.2015.1100179

  日期：2016.2.1

  reacted with various 4-arylthiosemicarbazides to form the corresponding 1-[(2-chloroquinolin-3-yl)methylene]-4-arylthiosemicarbazides. The synthesis of 3,5-(diarylimino)-4[(2-chloroquinolin-3-yl)methyleneamino]-[1,2,4]-dithiazolidines was achieved by the interaction of 1-[(2-chloroquinolin-3-yl)methylene]-4-arylthiosemicarbazides with N-aryl-S-chloroisothiocarbamoyl chlorides through S–S and C–N bond

  图形摘要摘要已经合成了一系列带有喹啉部分的[1,2,4]-二噻唑烷。2-氯喹啉-3-甲醛与各种4-芳基氨基硫脲反应形成相应的1-[(2-氯喹啉-3-基)亚甲基]-4-芳基氨基硫脲。3,5-(二芳基亚氨基)-4[(2-氯喹啉-3-基)亚甲基氨基]-[1,2,4]-二噻唑烷的合成是通过1-[(2-氯喹啉-3-基）亚甲基]-4-芳基氨基硫脲与 N-芳基-S-氯异硫代氨基甲酰氯通过 S-S 和 C-N 键形成。新合成的化合物的结构根据 IR、1H 和 13C NMR 和质谱数据得到确认。筛选标题化合物的抗炎和抗菌活性。
• Heda, Kavita M., Indian Journal of Heterocyclic Chemistry, 2015, vol. 25, # 2, p. 141 - 142
  作者：Heda, Kavita M.

  DOI：——

  日期：——
• Paranjpe,M.G.; Mahajan,A.S., Indian Journal of Chemistry, 1972, vol. 10, p. 1138 - 1140
  作者：Paranjpe,M.G.、Mahajan,A.S.

  DOI：——

  日期：——
• Zade, Varsha S.; Deshmukh, Shirish P., Indian Journal of Heterocyclic Chemistry, 2014, vol. 24, # 2, p. 163 - 166
  作者：Zade, Varsha S.、Deshmukh, Shirish P.

  DOI：——

  日期：——
• Tittelbach, Franz, Journal fur praktische Chemie (Leipzig 1954), 1991, vol. 333, # 1, p. 107 - 117
  作者：Tittelbach, Franz

  DOI：——

  日期：——