159181-77-8Relevant academic research and scientific papers
Synthesis of novel derivatives of 1H-imidazo[1,2-b]pyrazole as potential CNS-agents
Vanotti,Fiorentini,Villa
, p. 737 - 743 (1994)
As part of a preliminary study on novel 5-HT3 ligands, the synthesis of a series of 1H-imidazo[1,2-b]-pyrazole derivatives is described. The bicyclic heteroaromatic nucleus was functionalized as positions 1, 6 and 7 to give the series of tropanyl derivatives 4a-g, 12a, 12d. Different synthetic approaches were utilized to obtain the desired molecules: endo and exo 6-amides 4a, 12a and 6-ester 4b required two independent schemes due to the opposite behavior of the intermediate imidazolide 3 towards tropine and tropanamine. The 7-congeners, ester 4c, its tropinium salt 4e, the endo and exo amides 4d and 12d were prepared from the known common precursor 8, while derivatives 4f-g, originated by functionalizing position 1, were obtained from 1H-imidazo[1,2-b]pyrazole by direct N-acylation. Since the structural features of these molecules seemed to meet the main rules of the S.A.R. studies published so far, they were evaluated 'in vitro' for 5-HT3 receptor affinity. The biochemical data show significant activity for derivatives 4a-e, 4g. These results are encouraging and justify further investigational work on this class of molecules.
Synthesis of mono- and disubstituted 1H-imidazo[1,2-b]pyrazoles
Seneci,Nicola,Inglesi,Vanotti,Resnati
, p. 311 - 341 (2007/10/03)
The improved synthesis of 1H-imidazo[1,2-b]pyrazole 1 and of mono- and disubstituted derivatives is described and representative experimental procedures are given. Namely, 2-, 3-, 7- and 6-monosubstituted (2-15k), 2,3- and 6,7-disubstituted (16,17) compounds are prepared and characterized.
