Citation: Guo Qiang HU, Wen Long HUANG, Hai WANG. Synthesis of Tetrahydropyridinyltriazolothiadiazines as Possible Muscarinic Agonists[J]. Chinese Chemical Letters, ;2005, 16(1): 1-3. shu

Synthesis of Tetrahydropyridinyltriazolothiadiazines as Possible Muscarinic Agonists

1.
Medical College of Henan Unversity, Kaifeng 475001;
2.
China Pharmaceutical University, Nanjing 210009;
3.
Academy of Military Medical Sciences, Beijing 100850

Received Date: 18 November 2003

Fund Project: This project was supported by the State Basic Research and Development Project (No. G 1998051112) and the Science Foundation of Henan University (XK02041).

4-Amino-5-(pyridin-3-yl)-4H-1,2,4-triazole-3-thiol 1 were condensed with 2-bromo-1-(substituted phenyl) ethanone to give pyridinyltriazolothiadiazines 2a~c, which were quaternarized with methyl iodide and oxidized with 30% hydrogen peroxide to afford the corresponding methyl pyridinium salts 3a~c and pyridine-l-oxides 4a~c, respectively. The reduction of compounds 3 and 4 with NaBH₄ in methanol produced the target compounds 1-methyl-1, 2, 5, 6-tetrahydropyridin-3-yl)-6-aryl-s-triazolothiadiazines 5a~c and 3-(1-hydroxyl-1, 2, 5, 6-tetrahydropyridin-3-yl)-6-aryl-s-triazolothiadiazines 6a~c, respectively. The endothelium vascular relaxing activity of the target compounds was screened.
- Tetrahydropyridine,
- triazolothiadiazine,
- muscarinic agonist,
- vascular activity.
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