Comparison of pharmacophore cinnoline and quinoline systems on the basis of computer calculation and pharmacological screening of their condensed systems
A. Stanczak et al., Comparison of pharmacophore cinnoline and quinoline systems on the basis of computer calculation and pharmacological screening of their condensed systems, PHARMAZIE, 56(6), 2001, pp. 501-505
A series of new pyrimido[5,4-c]quinoline derivatives were prepared to compa
re the pharmacophore systems of cinnoline and quinoline. These compounds we
re obtained by the cyclocondensation of appropriately substituted 4-amino-3
-quinolinecarboxylic acids 3 with acetic anhydride to the respective 2methy
l-1,3 -oxazino [5,4-c]quinolin-4(3 H)-ones 4. These derivatives reacted wit
h amines and gave N-3 substituted 2-methylpyrimido[5,4-c]quinolin-4(3 H)-on
es 6. 4-Amino-3-quinolinecarboxamide 2 reacted with diethyl carbonate to gi
ve 1,2,3,4-tetrahydropyrimido[5,4-c]quinolin-2,4-diones 5. The SAR paramete
rs of the derivatives obtained were analysed with the HyperChem 5.1/ChemPlu
s 2.0 computer program. The compounds synthesized were screened for their e
ffect on the CNS.