title: Synthesis and hypnotic activity of new 4-thiazolidinone and 2-thioxo-4,5-imidazolidinedione derivatives.
abstract: 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]thiazolidin-4-ones (4) and 1-(substituted benzylidene/furfurylidene)-amino -3-[2-(3,4-dimethoxyphenyl)ethyl]-2-thioxo-4,5-imidazolidinedio nes (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.
authors.affiliation: Department of Pharmaceutical Chemistry, Faculty of Pharmacy, University of Istanbul, Turkey.
authors.forename: N
authors.initials: N
authors.lastname: Ergenç
authors.forename: G
authors.initials: G
authors.lastname: Capan
authors.forename: N S
authors.initials: NS
authors.lastname: Günay
authors.forename: S
authors.initials: S
authors.lastname: Ozkirimli
authors.forename: M
authors.initials: M
authors.lastname: Güngör
authors.forename: S
authors.initials: S
authors.lastname: Ozbey
authors.forename: E
authors.initials: E
authors.lastname: Kendi
mesh_terms: D000818:Animals; D006993:Hypnotics and Sedatives / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D007093:Imidazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D008297:Male; D051379:Mice; D008807:Mice, Inbred BALB C; D010424:Pentobarbital / Q000378:metabolism; D012890:Sleep / Q000187:drug effects; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D014961:X-Ray Diffraction
chemical_list: D006993:Hypnotics and Sedatives; D007093:Imidazoles; D013844:Thiazoles; D010424:Pentobarbital