Dimethyloaminoacetyl-4-phenylthiazol | 66179-92-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: Dimethyloaminoacetyl-4-phenylthiazol
• 英文别名: N,N-dimethyl-glycine 4-phenyl-thiazol-2-ylamide；2-(dimethylazaniumyl)-N-(4-phenyl-1,3-thiazol-2-yl)ethanimidate
• CAS: 66179-92-8
• 化学式: C₁₃H₁₅N₃OS
• 分子量: 261.348
• InChiKey: NBHOEGCSNLZGCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  73.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氨基-4-苯基噻唑 在 sodium carbonate 作用下， 以 乙醇 为溶剂， 反应 12.0h， 生成 Dimethyloaminoacetyl-4-phenylthiazol
  参考文献：
  名称：

  Aminothiazole derivatives with antidegenerative activity on cartilage

  摘要：

  A series of 2-dialkylamino-N-(4-substituted thiazolyl-2)acetamides and 3-dialkylamino-N-(4-substituted thiazolyl-2)propionamides were synthesized and evaluated for their anti-inflammatory activity. Encouraging results led us to investigate the effect of these compounds on NO production and GAGs release. Their effects were evaluated in vitro on the metabolism of pig cartilage, treated with IL-1beta. The amount of glycosaminoglycans (GAGs) and the production of nitric oxide (NO) in the culture medium were determined. The results, obtained, showed that all compounds, in the presence of IL-1beta, blocked the cartilage breakdown, with different behavior. A quantitative structure-activity relationship (QSAR) study was performed. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(03)00149-4

文献信息

• SRIVASTAVA P. K.; SHARMA R. D.; RAI S. K., ACTA CHIM. ACAD. SCI. HUNG., 1977, 94, NO 3, 229-232
  作者：SRIVASTAVA P. K.、 SHARMA R. D.、 RAI S. K.

  DOI：——

  日期：——
• Aminothiazole derivatives with antidegenerative activity on cartilage
  作者：Anna Maria Panico、Athina Geronikaki、Remi Mgonzo、Venera Cardile、Barbara Gentile、Irini Doytchinova

  DOI：10.1016/s0968-0896(03)00149-4

  日期：2003.7

  A series of 2-dialkylamino-N-(4-substituted thiazolyl-2)acetamides and 3-dialkylamino-N-(4-substituted thiazolyl-2)propionamides were synthesized and evaluated for their anti-inflammatory activity. Encouraging results led us to investigate the effect of these compounds on NO production and GAGs release. Their effects were evaluated in vitro on the metabolism of pig cartilage, treated with IL-1beta. The amount of glycosaminoglycans (GAGs) and the production of nitric oxide (NO) in the culture medium were determined. The results, obtained, showed that all compounds, in the presence of IL-1beta, blocked the cartilage breakdown, with different behavior. A quantitative structure-activity relationship (QSAR) study was performed. (C) 2003 Elsevier Science Ltd. All rights reserved.