Facile synthetic approach towards vasorelaxant active 4-hydroxyquinazoline-4-carboxamides.

Autor: Aziz MN; Department of Pesticide Chemistry, National Research Centre Dokki Giza 12622 Egypt girgisas10@yahoo.com., Panda SS; Department of Chemistry & Physics, Augusta University Augusta GA 30912 USA., Shalaby EM; X-Ray Crystallography Lab, Physics Division, National Research Centre Dokki Giza 12622 Egypt., Fawzy NG; Department of Pesticide Chemistry, National Research Centre Dokki Giza 12622 Egypt girgisas10@yahoo.com., Girgis AS; Department of Pesticide Chemistry, National Research Centre Dokki Giza 12622 Egypt girgisas10@yahoo.com.
Jazyk: angličtina
Zdroj: RSC advances [RSC Adv] 2019 Sep 10; Vol. 9 (49), pp. 28534-28540. Date of Electronic Publication: 2019 Sep 10 (Print Publication: 2019).
DOI: 10.1039/c9ra04321g
Abstrakt: A Facile synthetic approach is reported towards 4-hydroxyquinazoline-4-carboxamides 13a-i through ring expansion of 2,3-dioxoindoline-1-carboxamides 10a-c during secondary amine 11a-d nucleophilic reaction. Single crystal X-ray studies of 10c and 13d support the structures. Some of the synthesized quinazolinecarboxamides 13 show promising vasorelaxant properties with potency higher than that of Doxazosin through the pre-contracted (norepinephrine hydrochloride) rat aorta standard bioassay. Good molecular models (2D-QSAR, pharmacophore) describe the biological observations.
Competing Interests: The authors have declared no conflict of interest.
(This journal is © The Royal Society of Chemistry.)
Databáze: MEDLINE