Synthesis and benzodiazepine receptor activity of some 4,5-dihydro-1H-pyrazolo[4,3-c][1,8]naphthyridine derivatives.
The preparation of 5-substituted 1-aryl-4,5-dihydro-1H-pyrazolo[4,3- c][1,8] naphthyridines by reaction of 5-substituted 3-hydroxymethylene-2,3-dihydro-1,8-naphthyridin-4(1H)-ones with various phenylhydrazines is described. The benzodiazepine binding activity of these compounds was evaluated in vitro. Only the 5-methyl substituted derivatives showed affinity for the benzodiazepine receptor, with K1 values ranging from 2.9 to 0.195 microM for the para-phenyl substituted compounds. A hypothesis of interaction of these ligands with the receptor site is reported.
Da Settimo
A
A
Istituto Chimica Farmaceutica e Tossicologica, Università di Pisa, Italy.
Primofiore
G
G
Da Settimo
F
F
Simorini
F
F
Barili
P L
PL
Senatore
G
G
Martini
C
C
Lucacchini
A
A
D000818:Animals; D002417:Cattle; D008024:Ligands; D009287:Naphthyridines / Q000138:chemical synthesis* / Q000378:metabolism; D011963:Receptors, GABA-A / Q000378:metabolism*; D013329:Structure-Activity Relationship
D008024:Ligands; D009287:Naphthyridines; D011963:Receptors, GABA-A