Synthesis of 1-methyl-5-(pyrazol-3- and -5-yl- and 1,2,4-triazol-3- and 5-yl)-1,2,3,6-tetrahydropyridine derivatives and their evaluation as muscarinic receptor ligands was written by Del Giudice, Maria Rosaria;Mustazza, Carlo;Borioni, Anna;Gatta, Franco;Tayebati, Khosrow;Amenta, Francesco;Tucci, Paolo;Pieretti, Stefano. And the article was included in Archiv der Pharmazie (Weinheim, Germany) in 2003.COA of Formula: C8H7N3 This article mentions the following:
A series of 1-methyl-5-(pyrazol-3- and -5-yl- and 1,2,4-triazol-3- and 5-yl)-1,2,3,6-tetrahydropyridine derivatives structurally related to arecoline were synthesized and evaluated on M1, M2, and M3 muscarinic receptors using [3H]pirenzepine and [3H]NMS as ligands. The binding affinity depended on the position and size of the substituents. The most interesting compounds were further evaluated in functional studies on isolated organs and in vivo for cholinergic side effects. Compounds 5l and 6i displayed good M1 and M3 antagonistic properties in vitro and were devoid of cholinergic side effects in vivo. In the experiment, the researchers used many compounds, for example, 3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9COA of Formula: C8H7N3).
3-(1H-Pyrazol-3-yl)pyridine (cas: 45887-08-9) belongs to pyrazole derivatives. Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. The presence of both electronegative nitrogen atoms in the pyrazole ring reduces the electron density of the C3- and C5-positions leaving electron density of C4-position unaltered. Thus the C4-position is vulnerable to electrophilic attack. The C3 electrophilic-position may undergo deprotonation in the presence of a strong base leading to ring opening.COA of Formula: C8H7N3
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics