2-Imino-3-(m-nitrophenyl)-4-thiazolin. | 728854-63-5

• 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-3-(m-nitrophenyl)-4-thiazolin.
• 英文别名: 3-(3-nitro-phenyl)-4-phenyl-3H-thiazol-2-ylideneamine；3-(3-Nitrophenyl)-4-phenyl-1,3-thiazol-2(3H)-imine；3-(3-nitrophenyl)-4-phenyl-1,3-thiazol-2-imine
• CAS: 728854-63-5
• 化学式: C₁₅H₁₁N₃O₂S
• 分子量: 297.337
• InChiKey: UHHWHPGRISTSKZ-UHFFFAOYSA-N

物化性质

• 沸点：
  470.7±55.0 °C(Predicted)
• 密度：
  1.37±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  98.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  9-chloro-4-methoxyacridine 、 2-Imino-3-(m-nitrophenyl)-4-thiazolin. 以 甲醇 为溶剂， 以40%的产率得到N-(4-phenyl-3-(3'-nitrophenyl)thiazol-2(3H)-ylidene)-4-methoxyacridin-9-amine
  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 、 间硝基苯胺 以 乙醇 为溶剂， 生成 2-Imino-3-(m-nitrophenyl)-4-thiazolin.
  参考文献：
  名称：

  Mahajan,M.P. et al., Indian Journal of Chemistry, 1972, vol. 10, p. 318 - 319

  摘要：

  DOI：

文献信息

• 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：——
• 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：——
• Synthesis of acridinyl-thiazolino derivatives and their evaluation for anti-inflammatory, analgesic and kinase inhibition activities
  作者：Sham M. Sondhi、Nirupma Singh、Anand M. Lahoti、Kiran Bajaj、Ashok Kumar、Olivier Lozach、Laurent Meijer

  DOI：10.1016/j.bmc.2005.04.017

  日期：2005.7

  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.