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1.
J Med Chem ; 57(10): 3912-23, 2014 May 22.
Artigo em Inglês | MEDLINE | ID: mdl-24712661

RESUMO

The beneficial effects of thyroid hormone (TH) on lipid levels are primarily due to its action at the thyroid hormone receptor ß (THR-ß) in the liver, while adverse effects, including cardiac effects, are mediated by thyroid hormone receptor α (THR-α). A pyridazinone series has been identified that is significantly more THR-ß selective than earlier analogues. Optimization of this series by the addition of a cyanoazauracil substituent improved both the potency and selectivity and led to MGL-3196 (53), which is 28-fold selective for THR-ß over THR-α in a functional assay. Compound 53 showed outstanding safety in a rat heart model and was efficacious in a preclinical model at doses that showed no impact on the central thyroid axis. In reported studies in healthy volunteers, 53 exhibited an excellent safety profile and decreased LDL cholesterol (LDL-C) and triglycerides (TG) at once daily oral doses of 50 mg or higher given for 2 weeks.


Assuntos
Descoberta de Drogas , Dislipidemias/tratamento farmacológico , Piridazinas/síntese química , Receptores beta dos Hormônios Tireóideos/agonistas , Uracila/análogos & derivados , Animais , Densidade Óssea/efeitos dos fármacos , Ensaios Clínicos como Assunto , Humanos , Masculino , Camundongos , Camundongos Endogâmicos C57BL , Piridazinas/metabolismo , Piridazinas/farmacologia , Piridazinas/uso terapêutico , Ratos , Ratos Sprague-Dawley , Relação Estrutura-Atividade , Uracila/síntese química , Uracila/metabolismo , Uracila/farmacologia , Uracila/uso terapêutico
2.
Bioorg Med Chem Lett ; 17(14): 3835-9, 2007 Jul 15.
Artigo em Inglês | MEDLINE | ID: mdl-17532214

RESUMO

New modifications on the C-8 4-aminobenzyl unit of the previously reported 3-alkyl-1,8-dibenzylxanthine inhibitors of cPEPCK are presented. The most active compound reported here is the 5-chloro-1,3-dimethyl-1H-pyrazole-4-sulfonic acid amide derivative 2 with an IC(50) of 0.29+/-0.08 microM. An X-ray analysis of a heteroaromatic sulfonamide is presented showing a new pi-pi interaction.


Assuntos
Citosol/enzimologia , Inibidores Enzimáticos/farmacologia , Fosfoenolpiruvato Carboxiquinase (GTP)/antagonistas & inibidores , Xantinas/farmacologia , Inibidores Enzimáticos/química , Humanos , Modelos Moleculares , Xantinas/química
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