Journal of Medicinal Chemistry p. 746 - 753 (1978)
Update date:2022-08-04
Topics:
Saari
Freedman
Hartman
King
Raab
Randall
Engelhardt
Hirschmann
Rosegay
Ludden
Scriabine
A variety of esters of methyldopa was synthesized with the objective of obtaining derivatives that would be more efficiently absorbed from the gastrointestinal tract than the free amino acid and would undergo conversion to methyldopa readily in the blood or target tissues. Two of the esters, α-pivaloyloxyethyl and α-succinimidoethyl, were found to be more potent antihypertensive agents than methyldopa in animal models and were selected for further study in man. The amino esters were prepared by three different methods, including direct esterification of methyldopa without the use of N- or O-protecting groups.
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