260548-87-6Relevant academic research and scientific papers
Synthesis, molecular modelling and anticancer evaluation of new pyrrolo[1,2-b]pyridazine and pyrrolo[2,1-a]phthalazine derivatives
Popovici, Lacramioara,Amarandi, Roxana-Maria,Mangalagiu, Ionel I.,Mangalagiu, Violeta,Danac, Ramona
, p. 230 - 243 (2019)
Two new series of heterocyclic derivatives with potential anticancer activity, in which a pyrrolo[1,2-b]pyridazine or a pyrrolo[2,1-a]phthalazine moiety was introduced in place of the 3′-hydroxy-4′-methoxyphenyl ring of phenstatin have been synthesised and their structure-activity relationship (SAR) was studied. Fourteen of the new compounds were evaluated for their in vitro cytotoxic activity by National Cancer Institute (NCI) against 60 human tumour cell lines panel. The best five compounds in terms of in vitro growth inhibition were screened in the second stage five dose-response studies, three of them showing a very good antiproliferative activity with GI50100 nM on several cell lines including colon, ovarian, renal, prostate, brain and breast cancer, melanoma and leukemia. Docking experiments on the biologically active compounds showed a good compatibility with the colchicine binding site of tubulin.
Transylidation of 3-methyl-phenacylpyridazinium ylides with phenylisocyanate. Influence of triethylamonium cation over prototropic rearrangement
Ivanov, Daniela,Petrovanu, Magda,Constantinescu, Mircea
experimental part, p. 261 - 268 (2012/07/03)
Monosubstituted 3-methyl-phenacylpyridazinium ylides when treated in situ with phenylisocyanate in the presence of triethylamine give an intermediate that undergoes a prototropic rearrangement to the final disubstituted ylides. In order to gain further insight into the mechanism corresponding to the influence of triethylamine, three possible pathways were investigated, in the absence of tertiary base, in the presence of triethylamine, and via triethylamonium bromide by-product. It was our hypothesis that the presence of triethylamine in reacting mixture is responsible for reaction to take place. Indeed, theoretical study at B3LYP level of computation indicated triethylamonium catalyst as particular effective in this reaction for prototropy. Theoretical findings are consistent with the experimental study results.
Symmetrical and non-symmetrical olefinic and acetylenic dipolarophiles in the synthesis of pyrrolo[1,2-b]pyridazine derivatives
Dumitra?cu, Florea,Drǎghici, Constantin,Miu, Barbu,Dumitrescu, Dan G.,Popa, Marcel
experimental part, p. 509 - 514 (2010/01/07)
The pyrrolo[1,2-b]pyridazines 6a-j were synthesized via a 1,3-dipolar cycloaddition between pyridazinium N-ylides and symmetrical and non-symmetrical acetylenic and olefinic dipolarophiles, by two distinct procedures. Structural assignment of the new comp
