N-(2-aminophenyl)-4,5-dimethyl-thiazoline-2-thione | 199381-20-9

• 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-aminophenyl)-4,5-dimethyl-thiazoline-2-thione
• 英文别名: 3-(2-aminophenyl)-4,5-dimethylthiazole-2(3H)-thione；3-(2-aminophenyl)-4,5-dimethyl-1,3-thiazole-2-thione
• CAS: 199381-20-9
• 化学式: C₁₁H₁₂N₂S₂
• 分子量: 236.362
• InChiKey: IWBNUSHHJZJNJJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.47
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  30.95
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-(2-aminophenyl)-4,5-dimethyl-thiazoline-2-thione 在 2-溴-4'-硝基苯乙酮 作用下， 以 乙腈 、 苯 为溶剂， 反应 65.0h， 生成 3-[2-(4,5-dimethyl-2-thioxo-2,3-dihydrothiazol-3-yl)phenyl]-5-methyl-2-piperidino-4-sulfidothiazol-2-ium
  参考文献：
  名称：

  Towards Functionalised Quasi-planar Dithiadiazafulvalenes: Synthesis of Various Precursors

  摘要：

  DOI：

  10.1055/s-1998-2183
• 作为产物：
  描述：

  邻苯二胺 以 乙腈 为溶剂， 反应 27.0h， 生成 N-(2-aminophenyl)-4,5-dimethyl-thiazoline-2-thione
  参考文献：
  名称：

  Novel phenyl(thio)ureas bearing (thio)oxothiazoline group as potential BACE-1 inhibitors: synthesis and biological evaluation

  摘要：

  We report the synthesis and the beta-site amyloid precursor protein cleaving enzyme-1 inhibitory properties of novel phenyl(thio) ureas bearing 2-(thio)oxothiazoline derivatives. A library of analogues was prepared according to specific synthetic schemes and the inhibitory activity was monitored using a fluorescence resonance energy transfer assay. Several analogues show potent inhibitory activities ranging between 1 and 0.01 mu M and the activity is related to the NH acidity of the (thio) urea motif. Our results illustrate once again the close relationship between molecular recognition, complexation of the active site in enzymatic system, and organocatalysis utilizing explicit hydrogen bonding.

  DOI：

  10.3109/14756366.2011.642375

文献信息

• New Route to 3-Alkylthiazolo[3,2-a]benzimidazole Derivatives
  作者：Christian Roussel、Federico Andreoli、Mihaela Roman、Maria Hristova、Nicolas Vanthuyne

  DOI：10.3390/10020327

  日期：——

  3-Alkyl-thiazolo[3,2-a]benzimidazole derivatives are obtained in high yields via the corresponding 4-alkyl-N-3-(2-aminophenyl)-thiazoline-2-thiones which are easily prepared from 1,2-diaminobenzene, CS(2) and halogenoketones. This new route compares advantageously with the classical mercaptobenzimidazole routes in term of simplicity,isolated yields and availability of the starting materials.

  3-烷基-噻唑并[3,2-a]苯并咪唑衍生物是通过相应的4-烷基-N-3-(2-氨基苯基)-噻唑啉-2-硫酮以高产率获得的，这些4-烷基-N-3-(2-氨基苯基)-噻唑啉-2-硫酮很容易从1,2-二氨基苯、CS(2) 和卤代酮。该新路线在简单性、分离产率和起始原料的可用性方面与经典的巯基苯并咪唑路线相比具有优势。