129880-84-8Relevant articles and documents
Preparation and characterisation of N-disubstituted 2-amino-4-chloro-5-formyl-thiazoles and their dicyanmethylene derivatives
Israel, Jens Erhard,Flaig, Ronald,Hartmann, Ahorst
, p. 51 - 54 (1996)
In contrast to N-disubstituted 3-hydroxy-anilines 5 which react with the Vilsmeier reagent to N-substituted 4-amino-salicylaldehydes 7 their heteroanalogous N-disubstituted 2-amino-4-hydroxy-thiazoles 6 react with the same reagent to N-substituted 2-amino
Ultrasound promoted montmorillonite K-10 catalyzed synthesis, characterization, molecular modelling, SAR and hypoglycemic studies of new rhodanine bejeweled acridine analogues
Angajala, Gangadhara,Aruna, Valmiki,Pavan, Pasupala,Reddy, Pulikanti Guruprasad
, (2021)
In the present work an efficient ultrasound promoted synthesis of (Z)-2-((4-chloro-2-(piperidin/morpholin-1-yl)thiazol-5-yl)methylene)-3,3,7,9 tetra methyl-3,4-dihydroacridin-1 (2H) -one analogues 6(a-h) via Knoevenagel condensation using MK-10 catalyst have been reported. MK-10 due to its diverse properties and high surface area to volume ratio exhibits favorable features for the reaction response such as the shorter reaction time, simple work-up procedure, clean reaction profiles and excellent product yields through reusability of the catalyst upto five cycles. In silico molecular docking studies were carried out to find out the effective binding affinity of the synthesized acridine analogues towards PPARγ protein (Id-2XKW). The results obtained showed that compounds 6c and 6g possess good binding interaction towards PPARγ with binding energy of -9.6 and -9.0 k.cal/mol which was greater than standard Acarbose (-8.9 k.cal/mol) and comparable to that of standard pioglitazone (-9.8 k.cal/mol). In vitro α-amylase and α-glucosidase assays were performed for hypoglycemic activity evaluation. The compounds 6c and 6g at a concentration of 100 μg/mL showed 87.18 ± 0.90 and 83.34 ± 0.15 percent inhibition towards α-glucosidase, 85.24 ± 1.06 and 80.76 ± 0.55 percent inhibition towards α-amylase which was higher than standard pioglitazone and on par to that of Acarbose.
Efficient synthesis of novel 3-aryl-5-(4-chloro-2-morpholinothiazol-5-yl)- 4,5-dihydro-1h-pyrazoles and their antifungal activity alone and in combination with commercial antifungal agents
Ramírez, Juan,Rodríguez, María Victoria,Quiroga, Jairo,Abonia, Rodrigo,Sortino, Maximiliano,Zacchino, Susana A.,Insuasty, Braulio
, p. 566 - 575 (2014/08/18)
The α,β-unsaturated carbonyl compounds 5a-f were prepared by reaction between 2-chloro-4-morpholinothiazol-5-carbaldehyde 3 and substituted acetophenones 4a-f. Treatment of compounds 5a-f with hydrazine hydrate employing mild reaction conditions led to the formation of 4,5-dihydro-1H-pyrazoles 6a-f. Then the treatment with acetic anhydride or formic acid afforded the expected 4,5-dihydro-1H-pyrazoles 7a-f and 8a-f. The antifungal activity of each series of synthesized compounds was determined against the clinically important fungi Candida albicans and Cryptococcus neoformans. In addition, the most active compounds 7e and 7f were tested in combination with the commercial antifungal agents: fluconazole, itraconazole, and amphotericin B. Compound 7e showed a synergistic effect with fluconazole against C. albicans while 7f showed synergistic activities with all tested antifungal drugs against the same yeast.
Thiazole analogs of chalcones, capable of functionalization at the heterocyclic nucleus
Kotlyar,Pushkarev,Orlov,Chernenko,Desenko
experimental part, p. 334 - 341 (2011/04/22)
The synthesis of new amino and alkoxy derivatives of thiazole-5- carbaldehyde, on the basis of which a,β-unsaturated ketones of the thiazole series were synthesized, are described in this paper. The possibility of obtaining chalcones and variation of substitution reactions in the thiazole ring has been shown. 2010 Springer Science+Business Media, Inc.
