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Synthesis of 5‐(4‐Alkylsulfanyl‐[1, 2, 5]Thiadiazol‐3‐yl)‐3‐Methyl‐1, 2, 3, 4‐Tetrahydropyrimidine Oxalate Salts and their Evaluation as Muscarinic Receptor Agonists
Author(s) -
Jung Myung Hee,
Park JewnGiew,
Park WooKyu
Publication year - 2003
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.200300730
Subject(s) - chemistry , muscarinic acetylcholine receptor , oxalic acid , oxalate , muscarinic acetylcholine receptor m3 , in vitro , stereochemistry , receptor , biochemistry , organic chemistry
The synthesis and biological test of 5‐(4‐alkylsulfanyl‐[1, 2, 5]thiadiazol‐3‐yl)‐3‐me‐thyl‐1, 2, 3, 4‐tetrahydropyrimidine oxalate salts 7 as muscarinic receptor agonists are described. The key intermediate 4 was obtained by a modified Strecker reaction and cyclization, and the 3‐methyl‐1, 2, 3, 4‐tetrahydropyrimidines were obtained by subsequent substitution, quarternization, and reduction. The final products 7 were obtained as oxalic acid salts. The prepared compounds were examined in vitro for their binding affinities to the cloned human muscarinic receptor by the [ 3 H]‐NMS binding assay.