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Synthesis and Hypnotic Activity of New 4‐Thiazolidinone and 2‐Thioxo‐4,5‐imidazolidinedione Derivatives
Author(s) -
Ergenç Nedime,
Çapan Gültaze,
Günay Nur Sibel,
Özkirimli Sumru,
Güngör Mehmet,
Özbey Süheyla,
Kendi Engin
Publication year - 1999
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/(sici)1521-4184(199910)332:10<343::aid-ardp343>3.0.co;2-0
Subject(s) - chemistry , chloroacetic acid , hypnotic , pentobarbital , medicinal chemistry , chloride , ethyl chloride , ethyl ester , stereochemistry , nuclear chemistry , organic chemistry , pharmacology , medicine
Conveniently accessible 4‐[(2‐(3,4‐dimethoxyphenyl)ethyl]‐3‐thiosemicarbazide ( 2 ) was converted to new 1‐substituted benzylidene/furfurylidene‐4‐[2‐(3,4‐dimethoxyphenyl)ethyl]‐3‐thiosemicarbazides ( 3 ) which furnished 2‐(substituted benzylidene/furfurylidene)hydrazono‐3‐[2‐(3,4‐dimethoxyphenyl)ethyl]thiaz‐olidin‐4‐ones ( 4 ) and 1‐(substituted benzylidene/furfurylidene)‐amino‐3‐[2‐(3,4‐dimethoxyphenyl)ethyl]‐2‐thioxo‐4,5‐imidazol‐idinediones ( 5 ) on reaction with chloroacetic acid and oxalyl chloride, respectively. The structure of 5 was confirmed by X‐ray diffraction studies performed on 5a . 4 and 5 were evaluated for their potentiating effects on pentobarbital induced hypnosis. Most of the compounds caused remarkable increases in pentobarbital sleeping time.