Phenoxypropanolamines with 1-oxo-isoindoline (12–16) and 5,6-dimethoxy-1-oxo-isoindoline groups (17–20) at the para position were synthesized. beta1, beta2-Adrenergic receptor binding affinities for the synthesized compounds were tested and compared with propranolol and atenolol. It was found that the incorporation of para-amidic functionality within the 1-oxo-isoindoline ring and 5,6-dimethoxy-1-oxo-isoindoline ring system led to a high degree of cardioselectivity in the phenoxypropanolamines. Two of the compounds 12 and 20 possessed beta1-adrenergic receptor affinity comparable with that of atenolol and both showed a better cardioselectivity than atenolol. Both 12 and 20 are undergoing further pharmacological evaluation.

JINDAL D., P., Singh, B., COUMAR M., S., Bruni, G., & Massarelli, P. (2005). Synthesis of 4-(1-oxo-isoindoline) and 4-(5,6-dimethoxy-1-oxo-isoindoline)-substituted phenoxypropanolamines and their beta1-, beta2-adrenergic receptor binding studies. BIOORGANIC CHEMISTRY, 33, 310-324 [10.1016/j.bioorg.2005.05.001].

Synthesis of 4-(1-oxo-isoindoline) and 4-(5,6-dimethoxy-1-oxo-isoindoline)-substituted phenoxypropanolamines and their beta1-, beta2-adrenergic receptor binding studies

BRUNI, GIANCARLO;MASSARELLI, PAOLA
2005

Abstract

Phenoxypropanolamines with 1-oxo-isoindoline (12–16) and 5,6-dimethoxy-1-oxo-isoindoline groups (17–20) at the para position were synthesized. beta1, beta2-Adrenergic receptor binding affinities for the synthesized compounds were tested and compared with propranolol and atenolol. It was found that the incorporation of para-amidic functionality within the 1-oxo-isoindoline ring and 5,6-dimethoxy-1-oxo-isoindoline ring system led to a high degree of cardioselectivity in the phenoxypropanolamines. Two of the compounds 12 and 20 possessed beta1-adrenergic receptor affinity comparable with that of atenolol and both showed a better cardioselectivity than atenolol. Both 12 and 20 are undergoing further pharmacological evaluation.
JINDAL D., P., Singh, B., COUMAR M., S., Bruni, G., & Massarelli, P. (2005). Synthesis of 4-(1-oxo-isoindoline) and 4-(5,6-dimethoxy-1-oxo-isoindoline)-substituted phenoxypropanolamines and their beta1-, beta2-adrenergic receptor binding studies. BIOORGANIC CHEMISTRY, 33, 310-324 [10.1016/j.bioorg.2005.05.001].
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11365/8314
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