Synthesis and anti-inflammatory activities of some thiazolo[3,2-a]pyrimidine derivatives

Sixteen new 2-benzylidene-7-methyl-3-oxo-5-(substituted phenyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid methyl esters ( 1a– 4d) have been synthesized by reacting 1,2,3,4-tetrahydropyrimidine-2-thiones ( 1– 4) with chloroacetic acid and appropriate benzaldehydes in a single step. T...

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Bibliographic Details
Published in:Farmaco (Società chimica italiana : 1989) 1999-09, Vol.54 (9), p.588-593
Main Authors: Tozkoparan, Birsen, Ertan, Mevlüt, Kelicen, Pelin, Demirdamar, Rümeysa
Format: Article
Language:English
Subjects:
1,2,3,4-Tetrahydropyrimidine-2-thiones
Animals
Anti-inflammatory activity
Anti-Inflammatory Agents, Non-Steroidal - chemical synthesis
Anti-Inflammatory Agents, Non-Steroidal - chemistry
Anti-Inflammatory Agents, Non-Steroidal - pharmacology
Biological and medical sciences
Bones, joints and connective tissue. Antiinflammatory agents
Female
Magnetic Resonance Spectroscopy
Male
Mass Spectrometry
Medical sciences
Mice
Pharmacology. Drug treatments
Pyrimidines - chemical synthesis
Pyrimidines - chemistry
Pyrimidines - pharmacology
Spectrophotometry, Infrared
Synthesis
Thiazolo[3,2-a]pyrimidines
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Summary:Sixteen new 2-benzylidene-7-methyl-3-oxo-5-(substituted phenyl)-2,3-dihydro-5H-thiazolo[3,2-a]pyrimidine-6-carboxylic acid methyl esters ( 1a– 4d) have been synthesized by reacting 1,2,3,4-tetrahydropyrimidine-2-thiones ( 1– 4) with chloroacetic acid and appropriate benzaldehydes in a single step. Their structures have been proved by IR, 1H NMR, mass spectra and elemental analysis. The compounds were tested for their anti-inflammatory activities. Test results revealed that compounds 1b, 1c, 4a and 4c exerted moderate anti-inflammatory activity at the 100 mg/kg dose level compared with indomethacin.
ISSN:0014-827X
1879-0569
DOI:10.1016/S0014-827X(99)00068-3