19959-15-0Relevant articles and documents
Schiff bases of 4-Phenyl-2-Aminothiazoles as hits to new antischistosomals: Synthesis, in vitro, in vivo and in silico studies
Amorim, Carina R.,Duque, Marcelo D.,Lopes, Andrey F. S.,Mengarda, Ana C. A.,Pavani, Thais F. A.,Rando, Daniela G. G.,Silva, Marcos P.,de Moraes, Josué
, (2020/05/18)
The treatment of schistosomiasis is based on a single drug, the praziquantel (PZQ), an oral bioavailable and efficient agent which causes minimal side effects. The main concern about this approach, however, is that relying on only one drug to treat a helminthic disease is a dangerous strategy since history shows that pathogens easily evolve to resistant forms. Actually, reports about experimental strains exhibiting low sensibility to PZQ can be found in literature. The search for new antischistosomals, consequently, is urgent. Here we report the synthesis of seventeen Schiff bases of 4-(4-Substituted phenyl)-N-(4-substituted benzylidene)thiazole-2-amines which were tested in vitro and in vivo against Schistosoma mansoni adult worms. Moreover, in silico studies to propose potential macromolecular targets and to predict the oral bioavailability were also performed. The analog GPQF-108 exhibited the best in vitro performance (IC50: 29.4 μM, SI:6.1) associated with promising in vivo activity, with a significant decrease in the adult life forms and oviposition. Oral bioavailability could be impaired by the predicted low water solubility of GPQF-108, although it also exhibited good membrane permeability. The water solubility, however, could be improved by decreasing the particles size. Serine/Threonine- and Tyrosine Kinases, Carbonic Anhydrase, Tyrosine Phosphatase and Arginase were predicted as potential macromolecular targets through which the GPQF-108 could be acting against the helminth. This class of compounds exhibited an interesting initial therapeutic profile with the advantage of being chemically diverse from the PZQ and be easily synthesized from commercial reagents which could lead to low-cost drugs. These aspects make this class of compounds interesting hits to be explored against schistosomiasis.
Design, synthesis, biological evaluation of thiazolyl schiff base derivatives as novel anti-inflammatory agents
Bhosale,Chavan,Bhosale
, p. 1649 - 1654 (2013/01/15)
A series of new 4-(4-substitutedphenyl)-N-(4-substitutedbenzylidene)- thiazol-2-amine derivatives 5a-l has been synthesized and evaluated for their anti-inflammatory and analgesic activities at a dose of 50 mg/kg p.o. The most active compounds 5a, 5j have been subjected to acute ulcerogenesis study at a dose of 150 mg/kg. The structure of all these compounds have been established on the basis of spectral (IR, 1H NMR data) studies.
Formation of azomethines from 2-aminothiazoles and (heterocyclic) aromatic aldehydes
Hopkinson,Meakins,Purcell
, p. 621 - 624 (2007/10/02)
Reexamination of previous work and new studies show that the reactions of 2-aminothiazoles with (heterocyclic) aromatic aldehydes are not straightforward; there are wide divergencies in behaviour between the various amine-aldehyde pairs. Simple efficient
