6533b7d4fe1ef96bd1263115
RESEARCH PRODUCT
2-Aryl-substituted 4H-3,1-benzoxazin-4-ones as novel active substances for the cardiovascular system
U. Rosesubject
chemistry.chemical_classificationChemistryBenzoxazinonesArylOrganic Chemistrychemistry.chemical_elementBiological activityCalciumMedicinal chemistryPhosphonatechemistry.chemical_compoundIn vivoCirculatory systemLactonedescription
4H-3,1-Benzoxazin-4-ones of the structural types 3 and 4 are accessible by cyclization reactions. The introduction of the phosphonate group was achieved by way of Wohl-Ziegler bromination and subsequent Michaelis-Arbuzow reaction with a trialkyl phosphite. Pharmacological investigations on isolated left atria, ileum specimens, and Langendorff hearts as well as in vivo circulatory studies on anesthetized rats revealed that the phosphonates 4 exert calcium antagonistic effects. Whereas 2-(arylvinyl)benzoxazinones gave rise to pronounced negative inotropic effects, compound 3e exhibited relaxing effects on smooth musculature in particular and markedly increased the coronary flow through Langendorff hearts.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1991-12-01 | Journal of Heterocyclic Chemistry |