39225-30-4Relevant academic research and scientific papers
Research on heterocyclic compounds, XLI. 2-phenylimidazo[1,2- b]pyridazine-3-acetic derivatives: Synthesis and anti-inflammatory activity
Sacchi, Antonia,Laneri, Sonia,Arena, Francesca,Abignente, Enrico,Gallitelli, Marina,D'amico, Michele,Filippelli, Walter,Rossi, Francesco
, p. 1003 - 1008 (2007/10/03)
The synthesis of a group of 2-phenylimidazo[1,2-b]pyridazine-3-acetic esters and acids is described. The structures of the new compounds are supported by 1H-NMR spectra. These compounds were tested in vivo for their anti-inflammatory, analgesic and ulcerogenic activity. All new compounds showed remarkable anti-inflammatory action in the carrageenan rat paw oedema (one third of that for indomethacin) but no significant analgesic activity in the acetic acid writhing test together with negligible ulcerogenic action, and were also found to be lacking inhibitory activity on cyclooxygenase in vitro.
Synthesis and binding affinity of 2-phenylimidazo[1,2-α]pyridine derivatives for both central and peripheral benzodiazepine receptors. A new series of high-affinity and selective ligands for the peripheral type
Trapani, Giuseppe,Franco, Massimo,Ricciardi, Laura,Latrofa, Andrea,Genchi, Giuseppe,Sanna, Enrico,Tuveri, Francesca,Cagetti, Elisabetta,Biggio, Giovanni,Liso, Gaetano
, p. 3109 - 3118 (2007/10/03)
A number of 6-substituted or 6,8-disubstituted alkyl 2- phenylimidazo[1,2-a]pyridine-3-carboxylates 5a-h,-acetates 5i-s, 6a-g, and - propionates 5t, 6h and of N,N-dialkyl-2-phenylimidazo[1,2-α]pyridlne-3- carboxamides 7a-d, -aceramides 7e-t or -propionamide 7u were prepared following new synthetic methods, and their affinities for both the central (CBR) and the peripheral (PBR) benzodiazepine receptors evaluated. The compounds of the ester series displayed low affinity for both receptor types. Conversely, most of N,N-dialkyl(2-phenylimidazo[1,2-a]pyridin-3-yl)acetamides 7e-t proved to possess high affinity and selectivity for CBR or PBR depending on the nature of substituents at C(6)- and/or C(8) on the heterocyclic ring system. In particular, the 6-substituted compounds 7f-n displayed ratios of IC50 values (IC50(CBR)/IC50(PBR)) ranging from 0.32 (7m) to 232 (7k), while the 6,8-disubstituted compounds 7o-t were more than 1000-fold more selective for PBR versus CBR. Compounds 7f,m were examined in several different benzodiazepine receptor subtypes. Expression of specific GABA(A) receptor subunit assemblies in Xenopus oocytes was utilized to evaluate functionally both the efficacy and potency of the positive modulation of GABA-evoked C1+ currents by 7f and 7m in comparison with Zolpidem. The rank order of potencies of these drugs was 7f (EC50 = 3.2 x 10-8 M) > Zolpidem (EC50 = 3.6 x 10-8 M) > 7m (EC50 = 2.2 x 10-7 M). The actions of these compounds were also tested on α2β2γ2(s) receptors. However, the EC50 of these compounds was increased, compared to α1β2γ2(s) receptors, by 30-, 4-, and 5-fold for 7m, 7f, and Zolpidem, respectively. Finally, these compounds were almost completely devoid of activity at receptors containing the α5 subunit.
Synthesis and Mass Spectral Studies of Some 3-Alkyl-6-aryl-7-carbethoxy/carboxy-methyl-s-triazolothiadiazines
Dhindsa, G. S.,Vaid, R. K.
, p. 283 - 287 (2007/10/02)
Several 3-alkyl-6-aryl-7-carbethoxymethyl-s-triazolothiadiazines (IV) have been synthesized by the condensation of appropriate ethyl β-aroyl-β-bromopropionates (II) with 4-amino-s-triazole-5-thiol (III, R'= H) and its 3-methyl/ethyl analogue
