2-Imino-4-phenyl-3-(o-tolyl)-4-thiazolin | 75542-50-6

• 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: 2-Imino-4-phenyl-3-(o-tolyl)-4-thiazolin
• 英文别名: 4-phenyl-3-o-tolyl-3H-thiazol-2-ylideneamine；3-(2-Methylphenyl)-4-phenyl-1,3-thiazol-2(3H)-imine；3-(2-methylphenyl)-4-phenyl-1,3-thiazol-2-imine
• CAS: 75542-50-6
• 化学式: C₁₆H₁₄N₂S
• 分子量: 266.367
• InChiKey: AYHUUZUGARTVRV-UHFFFAOYSA-N

物化性质

• 沸点：
  405.8±55.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-异硫氰酸酯吖啶 、 2-Imino-4-phenyl-3-(o-tolyl)-4-thiazolin 以 四氢呋喃 为溶剂， 以30%的产率得到{1-(acridin-9-yl)-3-[4-phenyl-3-(2'-methylphenyl)thiazol-2(3H)-ylidene]}thiourea
  参考文献：
  名称：

  Synthesis of acridinyl-thiazolino derivatives and their evaluation for anti-inflammatory, analgesic and kinase inhibition activities

  摘要：

  Variety of N-(4-phenyl-3-(2',3',4'(un) substituted phenyl)thiazol-2(3H)-ylidene)-2,4(un)substituted acridin-9-amine (4a-o) and 1-[(2,4-(un)substituted acridin-9-yl)-3-(4-phenyl-3-(2',3',4'(un)substituted phenyl)thiazol-2(3H)-ylidene)lisothiourea (5a-h) derivatives have been synthesized by condensation of 4-phenyl-3-(2',3',4'(un)substituted phenyl)thiazol-2(3H)-imine (3a-g) with 9-chloro-2,4-(un)substituted acridine (la-c) and 9-isothiocyanato-2,4-(un)substituted acridine (2a-d), respectively. All these compounds were characterized by correct H-1 NMR, FT-IR, MS and elemental analyses. These compounds were screened for antiinflammatory, analgesic and kinase (CDK1, CDK5 and GSK3) inhibition activities. Some compounds exhibited good anti-inflammatory (25-32%) and potent analgesic (50-75%) activities, at 50 mg/kg p.o. A compound, 4o (R-1 = H, R-2 = OCH3, R-3 = CH3, R-4 = CH3, R-5 = H) exhibited moderate CDK1 (IC50 = 8.5 mu M) inhibition activity. (c) 2005 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmc.2005.04.017
• 作为产物：
  描述：

  苯乙酰基硫氰酸酯 、 邻甲苯胺 在 盐酸 、 sodium carbonate 作用下， 以 甲醇 、 水 为溶剂， 生成 2-Imino-4-phenyl-3-(o-tolyl)-4-thiazolin
  参考文献：
  名称：

  Sondhi, Sham M.; Johar, Monika; Singh, Nirupma, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2004, vol. 43, # 1, p. 162 - 167

  摘要：

  DOI：

文献信息

• Synthesis of amidine and amide derivatives and their evaluation for anti-inflammatory and analgesic activities
  作者：Sham M. Sondhi、Jaiveer Singh、Ashok Kumar、Hyder Jamal、P.P. Gupta

  DOI：10.1016/j.ejmech.2008.06.029

  日期：2009.3

  analysis. Compounds (2a–i) and (3a–h) at 50 mg/kg p.o. were screened for anti-inflammatory activity whereas 2a–d, f, g, i and 3a, b, d, f at 50 mg/kg p.o. were evaluated for analgesic activity. Compounds 2e and 3g exhibited good anti-inflammatory activity (49% and 34%, respectively) and 2f, g showed interesting (50% in each case) analgesic activity.

  通过2-氰基吡啶与各种3,4-二芳基-2-亚氨基-4-噻唑啉的缩合反应合成了许多am衍生物（2a – i）。通过微波辐射将乳清酸和乙内酰脲-5-乙酸与许多3,4-二芳基-2-亚氨基-4-噻唑啉缩合，合成了各种酰胺衍生物（3a – h）。所有合成的化合物，即（2a – i）和（3a – h）均通过光谱法和元素分析进行​​了表征。化合物（2a – i）和（3a – h）以50 mg / kg po的抗炎活性进行筛查，而2a – d，f，g，i和3 mg ，b，d，f在50 mg / kg po的镇痛活性进行了评估。化合物2e和3g显示出良好的抗炎活性（分别为49％和34％）和2f，g显示出令人感兴趣的镇痛活性（在每种情况下为50％）。
• Mahajan,M.P. et al., Indian Journal of Chemistry, 1972, vol. 10, p. 318 - 319
  作者：Mahajan,M.P. et al.

  DOI：——

  日期：——
• Sondhi, Sham M.; Singh, Nirupma; Rajvanshi, Shefali, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2005, vol. 44, # 2, p. 387 - 399
  作者：Sondhi, Sham M.、Singh, Nirupma、Rajvanshi, Shefali、Johar, Monika、Shukla, Rakesh、Raghubir, Ram、Dastidar, Sunanda G.

  DOI：——

  日期：——
• Bhattacharjee, Gurudas; Sondhi, Sham M.; Singh, Nirupma, Journal of the Indian Chemical Society, 2006, vol. 83, # 5, p. 462 - 467
  作者：Bhattacharjee, Gurudas、Sondhi, Sham M.、Singh, Nirupma、Jameel, Rafid K.

  DOI：——

  日期：——
• SONDHI S. M.; MAHAJAN M. P.; RALHAN N. K., INDIAN J. CHEM., 1980, B 17, NO 6, 632-635
  作者：SONDHI S. M.、 MAHAJAN M. P.、 RALHAN N. K.

  DOI：——

  日期：——