PZQ Analogs

Page dedicated to possible PZQ analogs. Either add below, or create child pages.

Aromatic replacements for cyclohexane moiety


(2-benzoyl-2,3,6,7-tetrahydro-1H-pyrazino[2,1-a]isoquinolin-4(11bH)-one)
InChI=1S/C19H18N2O2/c22-18-13-20(19(23)15-7-2-1-3-8-15)12-17-16-9-5-4-6-14(16)10-11-21(17)18/h1-9,17H,10-13H2
SMILES O=C1CN(C(C2=CC=CC=C2)=O)CC3N1CCC4=C3C=CC=C4
The analog containing benzoyl in place of cyclohexanoyl was described in one of the early PZQ patents. Interestingly the patent says this (column 2, top): "[The enantiopure compound] exhibits its althelmintic activity on [organism] in a dose which is up to five times smaller than that of the racemic [compound]. This effect could not be expected, since one would anticipate a doubling of the efficiency at most, if only one isomer were active."