Novel potassium channel activators. III. Synthesis and pharmacological evaluation of 3,4-dihydro-2H-1,4-benzoxazine derivatives: Modification at the 2 position

Article abstract of DOI:10.1248/cpb.48.428

A new series of 3,4-dihydro-2H-1,4-benzoxazine derivatives, where various substituents were introduced into one of the geminal dimethyl groups at the 2 position, were synthesized and their potassium channel-activating activity was evaluated. Introduction of a hydroxyl group, as in compound 5, resulted in good solubility in water and a long duration of action compared with the parent compound 1. Introduction of a nitrato group, as in compound 8, produced typical nitrate activity such as exhibited by nitroglycerine in addition to potassium channel-activating activity, X-ray structural analysis of compound 5 showed that the sum of the bond angles around the N atom at the 4 position was 357.8°, suggesting that the N atom had an approximately sp²- like planar bond configuration.

Full text of DOI:10.1248/cpb.48.428

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