61507-80-0Relevant articles and documents
Synthesis of triazoloquinazolinone based compounds as tubulin polymerization inhibitors and vascular disrupting agents
Driowya, Mohsine,Leclercq, Julien,Verones, Valerie,Barczyk, Amélie,Lecoeur, Marie,Renault, Nicolas,Flouquet, Nathalie,Ghinet, Alina,Berthelot, Pascal,Lebegue, Nicolas
, p. 393 - 405 (2016/04/06)
A series of 1-phenyl-[1,2,4]triazolo[4,3-a]quinazolin-5-ones designed as conformationally restricted CA-4 analogues, were tested for their tubulin polymerization and growth inhibitory activities. The 3-hydroxy-4-methoxy derivatives 11d and 12d are potent inhibitors of tubulin assembly but only the N-methylated amid counterpart 12d possesses potent anticancer activity in a large panel of cancer cell lines. Upon treatment with compound 12d, remarkable cell shape changes as cell migration and tube formation were elicited in HUVECs, consistent with vasculature damaging activity.
New pyrazoline bearing 4(3H)-quinazolinone inhibitors of monoamine oxidase: Synthesis, biological evaluation, and structural determinants of MAO-A and MAO-B selectivity
Goekhan-Kelekci, Nesrin,Koyunoglu, Semra,Yabanoglu, Samiye,Yelekci, Kemal,Oezgen, Oezen,Ucar, Guelberk,Erol, Kevser,Kendi, Engin,Yesilada, Akguel
scheme or table, p. 675 - 689 (2009/06/28)
A new series of pyrazoline derivatives were prepared starting from a quinazolinone ring and evaluated for antidepressant, anxiogenic and MAO-A and -B inhibitory activities by in vivo and in vitro tests, respectively. Most of the synthesized compounds show
Regioselectivity of electrophilic attack on 4-methyl-1-thioxo-1,2,4,5- tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one. Part 1: Reactions at the sulfur atom
Fathalla, Walid,Cajan, Michal,Pazdera, Pavel
, p. 557 - 573 (2007/10/03)
The regioselectivity of the model compound 4-methyl-1-thioxo-1,2,4,5- tetrahydro[1,2,4]triazolo[4,3-a]quinazolin-5-one (3) towards different electrophiles was studied. Compound 3 reacts with alkyl and aryl halides to give the corresponding S-substituted derivatives. The reaction of the model thioamide with acyl halides proceeds by the formation of kinetically controlled S-acyl derivatives followed by a transacylation reaction to give the N 2-acyl derivatives as thermodynamically controlled products. Theoretical DFT computational studies supported the explanation of these results. The synthesized compounds were characterized by FTIR, 1H-NMR, 13C-NMR, and mass spectroscopy.