methyl N-[4-(dimethylamino)-5-(4-methylsulfonylbenzoyl)-1,3-thiazol-2-yl]carbamate | 1009834-53-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl N-[4-(dimethylamino)-5-(4-methylsulfonylbenzoyl)-1,3-thiazol-2-yl]carbamate
• CAS: 1009834-53-0
• 化学式: C₁₅H₁₇N₃O₅S₂
• 分子量: 383.449
• InChiKey: KGTRWDREFZVWMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  1,1,3,3-tetramethyl-2-[(carbmethoxyazamethyl)thiamethylidenemethyl]guanidine 、 2-溴-1-(4-甲磺酰基)苯乙酮 以 乙腈 为溶剂， 反应 24.0h， 以75%的产率得到methyl N-[4-(dimethylamino)-5-(4-methylsulfonylbenzoyl)-1,3-thiazol-2-yl]carbamate
  参考文献：
  名称：

  2-Amino-5-thiazolyl motif: A novel scaffold for designing anti-inflammatory agents of diverse structures

  摘要：

  Substituted thiazoles with different structural features were synthesized and screened for their anti-inflammatory activity in acute carrageenin induced rat paw edema model and chronic formalin induced rat paw edema model. The compounds 1-5 showed 83, 30, 63, 69 and 73% protection, respectively, in acute carrageenin induced rat paw edema model. In 5-day chronic formalin induced rat paw edema model on the fifth day 1 and 5 gave 66 and 41% protection. Both studies were carried out at a dose of 100 mg/kg body weight. The activity was compared with that of Ibuprofen, Rofecoxib, and Dexamethasone both in acute and chronic anti-inflammatory models. Compound 1 without COX-1 and COX-2 inhibitory activity showed good activity profile almost mimicking the gold standard Dexamethasone in terms of efficacy. A 7-day study in rats at dose of 100 mg/kg showed that this compound does not have any ulcerogenic activity and toxicity. The activity of 5 shows that incorporating two pharmacophoric features in one molecule can be a good drug designing strategy. 2,4-Diaminothiazoles with an aliphatic oxime esters attached via a ketone bridge to the 5th position of thiazole was identified as a novel scaffold for designing anti-inflammatory agents. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.02.008