28089-74-9Relevant academic research and scientific papers
Tetrazolylpropan-2-ones as inhibitors of fatty acid amide hydrolase: Studies on structure-activity relationships and metabolic stability
Garzinsky, David,Zahov, Stefan,Ekodo Voundi, Merlin,Hanekamp, Walburga,Lehr, Matthias
, p. 183 - 192 (2018)
A series of derivatives of 1-(4-octylphenoxy)-3-(2H-tetrazol-2-yl)propan-2-one (3) and 1-(4-octylphenoxy)-3-(1H-tetrazol-1-yl)propan-2-one (4) was synthesized and tested for fatty acid amide hydrolase (FAAH) inhibitory potency and phase I metabolic stability. Introduction of certain substituents like 4-chlorophenyl, 4-methoxycarbonylphenyl and carboxyl in position 5 of the tetrazole ring of 3 led to a significant increase of the metabolic stability of the scissile ketone pharmacophore, while the high activity towards FAAH was not affected markedly. In contrast, substituents in position 5 of the heterocyclic system of 4 did not have a considerable impact on the undesired ketone reduction. Furthermore, the effect of shielding the ketone group of some derivatives of 3 by a methyl substituent in position 3 of the propan-2-one scaffold and the consequences of the replacement of the lipophilic octyl residue of these compounds by more drug-like substituents were examined.
Conformational restriction of aryl thiosemicarbazones produces potent and selective anti-Trypanosoma cruzi compounds which induce apoptotic parasite death
Magalhaes Moreira, Diogo Rodrigo,De Oliveira, Ana Daura Travassos,Teixeira De Moraes Gomes, Paulo André,De Simone, Carlos Alberto,Villela, Filipe Silva,Ferreira, Rafaela Salgado,Da Silva, Aline Caroline,Dos Santos, Thiago André Ramos,Brelaz De Castro, Maria Carolina Accioly,Pereira, Valéria Rego Alves,Leite, Ana Cristina Lima
, p. 467 - 478 (2014/03/21)
Chagas disease, caused by Trypanosoma cruzi, is a life-threatening infection leading to approximately 12,000 deaths per year. T. cruzi is susceptible to thiosemicarbazones, making this class of compounds appealing for drug development. Previously, the hom
