1,1,3,3-tetramethyl-2-[(carbmethoxyazamethyl)thiamethylidenemethyl]guanidine | 1009834-57-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,1,3,3-tetramethyl-2-[(carbmethoxyazamethyl)thiamethylidenemethyl]guanidine
• 英文别名: methyl N-[bis(dimethylamino)methylidenecarbamothioyl]carbamate
• CAS: 1009834-57-4
• 化学式: C₈H₁₆N₄O₂S
• 分子量: 232.307
• InChiKey: JQUWEIILCRSRHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  89.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,1,3,3-tetramethyl-2-[(carbmethoxyazamethyl)thiamethylidenemethyl]guanidine 、 苄脒盐酸盐 在 三乙胺 、 mercury dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 methyl N-[4-(dimethylamino)-6-phenyl-1,3,5-triazin-2-yl]carbamate
  参考文献：
  名称：

  通过中间体a基硫脲方便地一锅合成三取代的1,3,5-三嗪

  摘要：

  已研究了由异硫氰酸酯，N，N-二乙基am和尿素起始的由噻吩促进的一锅合成三取代1,3,5-三嗪。该反应通过形成中间体a基硫脲而进行，该中间体在氯化汞（II）的存在下与氨基甲酰胺反应生成所需的1,3,5-三嗪，并具有良好至中等的收率（40-70％）。

  DOI：

  10.1016/j.tetlet.2010.01.034
• 作为产物：
  描述：

  异硫氰酰甲酸甲酯 、 四甲基胍 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 1,1,3,3-tetramethyl-2-[(carbmethoxyazamethyl)thiamethylidenemethyl]guanidine
  参考文献：
  名称：

  通过中间体a基硫脲方便地一锅合成三取代的1,3,5-三嗪

  摘要：

  已研究了由异硫氰酸酯，N，N-二乙基am和尿素起始的由噻吩促进的一锅合成三取代1,3,5-三嗪。该反应通过形成中间体a基硫脲而进行，该中间体在氯化汞（II）的存在下与氨基甲酰胺反应生成所需的1,3,5-三嗪，并具有良好至中等的收率（40-70％）。

  DOI：

  10.1016/j.tetlet.2010.01.034

文献信息

• Novel thiazole–thiophene conjugates as adenosine receptor antagonists: Synthesis, biological evaluation and docking studies
  作者：Dhaivat H. Pandya、Jayesh A. Sharma、Hitesh B. Jalani、Amit N. Pandya、V. Sudarsanam、Sonja Kachler、Karl Norbert Klotz、Kamala K. Vasu

  DOI：10.1016/j.bmcl.2015.01.040

  日期：2015.3

  Here we report novel thiazole-thiophene conjugates as adenosine receptor antagonists. All the molecules were evaluated for their binding affinity for adenosine receptors. Most of the molecules were found to interact with the A(1), A(2A) and A(3) adenosine receptor subtypes with good affinity values. The most potent and selective compound 8n showed an A(3) K-i value of 0.33 mu M with selectivity ratios of >90 versus the A(1) and >30 versus the A(2) subtypes. For compound 8n docking studies into the binding site of the A(3) adenosine receptor are provided to visualize its binding mode. (C) 2015 Published by Elsevier Ltd.
• 2-Amino-5-thiazolyl motif: A novel scaffold for designing anti-inflammatory agents of diverse structures
  作者：P.X. Franklin、Ajay D. Pillai、Parendu D. Rathod、Swapnil Yerande、Manish Nivsarkar、Harish Padh、Kamala K. Vasu、V. Sudarsanam

  DOI：10.1016/j.ejmech.2007.02.008

  日期：2008.1

  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.