IMIDAZO[1,2-B]PYRIDAZINES .16. SYNTHESIS AND CENTRAL-NERVOUS-SYSTEM ACTIVITIES OF SOME 6-(CHLORO, ALKYLTHIO, PHENYLTHIO, BENZYLTHIO OR PYRIDINYLMETHYLTHIO)-3-(UNSUBSTITUTED, BENZAMIDOMETHYL OR METHOXY)-2-(STYRYL OR BENZOYL)IMIDAZO[1,2-B]PYRIDAZINES
Gb. Barlin et al., IMIDAZO[1,2-B]PYRIDAZINES .16. SYNTHESIS AND CENTRAL-NERVOUS-SYSTEM ACTIVITIES OF SOME 6-(CHLORO, ALKYLTHIO, PHENYLTHIO, BENZYLTHIO OR PYRIDINYLMETHYLTHIO)-3-(UNSUBSTITUTED, BENZAMIDOMETHYL OR METHOXY)-2-(STYRYL OR BENZOYL)IMIDAZO[1,2-B]PYRIDAZINES, Australian Journal of Chemistry, 47(11), 1994, pp. 1989-1999
Some 6-(chloro, alkylthio, phenylthio, benzylthio or pyridinylmethylth
io)-3-(unsubstituted, benzamidomethyl or methoxy)-2-styrylimidazo[1,2-
b]pyridazines and 6-chloro-3- (unsubstituted and enzamidomethyl)-2-ben
zoylimidazo[1,2-b]pyridazines have been prepared and tested for their
ability to displace [H-3]diazepam from rat brain plasma membranes. The
structures of 6-chloro-2-benzoyl[and 6-fluoro-2-(4'-tolyl)]imidazo[1,
2-b]pyridazine have been confirmed by X-ray analyses. The reactions of
6-methylthio(and 6-phenylthio)pyridazin-3-amines with 3-bromo-1-pheny
lpropane-1,2-dione also have been investigated. The 6-substituted 3-un
substituted 2-styryl(and benzoyl)imidazo[1,2-b]pyridazines did not bin
d strongly to rat brain benzodiazepine receptors; nor did the 3-benzam
idomethyl or 3-methoxy derivatives (cf. the 2-phenyl analogues). Howev
er, ethyl-6-(pyridin-3-ylmethylthio)-2-styrylimidazo[1 ,2-b]pyridazine
was an exception with IC50 68 nM.