ABSTRACT
The synthesis of 3-substituted 2-phenyl-2,3-dihydro-4H-1,3,2-benzoxazaphosphorin-4-one 2-sulfide derivatives is described. The action of a series 2-oxide (1-6) and 2-sulfide (7-12) derivatives on the central nervous system has been evaluated. Compounds 1-4, 6, 7-10 exhibit neuroleptic activity. Derivatives of sulfide series act as antiserotoninergic drugs.
Subject(s)
Central Nervous System/drug effects , Organophosphorus Compounds/chemical synthesis , Organophosphorus Compounds/pharmacology , Animals , Antipsychotic Agents/chemical synthesis , Antipsychotic Agents/pharmacology , Behavior, Animal/drug effects , Female , Male , Mice , Rats , Rats, Wistar , Serotonin Antagonists/chemical synthesis , Serotonin Antagonists/pharmacology , Structure-Activity RelationshipABSTRACT
As a result of the reaction of salicylic amide with PCl3 and POCl3 2-chloro-2,3-dihydro-1,3,2-benzoxazaphosphorin-4-one (1) and its 2-oxide 2 are obtained. Compounds 1 and 2 form amides with amines in 2-position. Antineoplastic action of the derivatives containing the bis(2-chloroethyl)amide group in 2-position was found.
Subject(s)
Antineoplastic Agents/chemical synthesis , Organophosphorus Compounds/chemical synthesis , Animals , Antineoplastic Agents/pharmacology , Drug Screening Assays, Antitumor , Female , Leukemia L1210/drug therapy , Magnetic Resonance Spectroscopy , Male , Mice , Mice, Inbred DBA , Mice, Inbred Strains , Organophosphorus Compounds/pharmacology , Spectrophotometry, InfraredABSTRACT
A series of N-derivatives of 2-phenyl-2,3-dihydro-1,3,2(lambda 5)- benzoxazaphosphoryl-4-one and 2-phenyl-10-methyl-3a-triethoxyphosphonio- 1H,2,3,9,10-tetrahydropyrrolo[3,4-b]([1,4]benzoxazepine-1,3,9-trio ne have been prepared. The pharmacological investigation of the above mentioned compounds shows antitumor action against leukaemia in the case of three N-derivatives.
Subject(s)
Leukemia L1210/drug therapy , Organophosphorus Compounds/pharmacology , Oxazepines/pharmacology , Animals , Female , Lethal Dose 50 , Mice , Mice, Inbred DBA , Organophosphorus Compounds/chemical synthesis , Oxazepines/chemical synthesisABSTRACT
Preparation of 2,3-dihydro-1,3,2-benzoxazaphosphorin-4-one derivatives and their 2-oxo derivatives is described. Compounds 1 and 12 have anticancer activity.
