4-[(3-Bromo-4-hydroxyphenyl)amino]-6,7-dimethoxyquinazolin-1-ium chloride methanol solvate and 4-[(3-hydroxyphenyl)amino]-6,7-di-methoxy-1-quinazolinium chloride

The title compounds, C16H15BrN3O3+. Cl-. CH4O (WHI-P154) and C16H16N3O3+. C l- (WHI-P180), are potent inhibitors [WHI-P154 with IC50 = 5.6 muM and WHI- P180 with IC50 = 4.0 muM for epidermal growth factor receptor (EGFR) kinase inhibition] of the EGFR tyrosine kinase as well as Janus Kinase 3. The mol ecular structures of these compounds are very similar except for the dihedr al angle between the anilino and quinazoline moieties which is 1.10 (5)degr ees for WHI-P154, and 45.66 (6) and 25.29 (7)degrees for the two molecules of WHI- P180 in the asymmetric unit. The nitrogen at the N3 position is pro tonated in both structures and participates in hydrogen bonding with the ch lorine anions.