Ulmschneider, Sarah; Mueller-Vieira, Ursula; Klein, Christian D.; Antes, Iris; Lengauer, Thomas; Hartmann, Rolf W. published the artcile< Synthesis and Evaluation of (Pyridylmethylene)tetrahydronaphthalenes/-indanes and Structurally Modified Derivatives: Potent and Selective Inhibitors of Aldosterone Synthase>, Synthetic Route of 1003-32-3, the main research area is heteroarylidene aromatic compound stereoisomer preparation aldosterone oxidase inhibition; pyridylmethylene tetrahydronaphthalene indane stereoisomer preparation aldosterone oxidase inhibition; structure heteroarylidene aromatic compound stereoisomer aldosterone oxidase inhibition; CYP11B2 inhibiting heteroarylidene aromatic compound stereoisomer preparation; selective aldosterone oxidase inhibiting heteroarylidene aromatic compound; mol modeling heteroarylidene aromatic compound binding CYP11B1 CYP11B2.
Heteroarylmethylidene-substituted aromatic compounds such as heteroarylmethyleneindanes I (X = CH, N) are prepared as selective inhibitors of aldosterone synthase (CYP11B2) in the presence of related enzymes such as steroid 11β-hydroxylase (CYP11B1), CYP17, and CYP19. Substituted aromatic ketones, particularly substituted 1-indanones, are reduced with sodium borohydride; substitution of the aromatic alcs. with triphenylphosphine hydrobromide, and Wittig olefination of heterocyclic aldehydes with the generated triphenylphosphonium bromides yields heteroarylmethylene-substituted aromatic compounds such as I (X = CH, N). Both the (E) and the (Z) olefin stereoisomers of many of the heteroarylmethylene-substituted aromatic compounds are prepared Pyridinylmethyleneindane I (X = CH) is the most active inhibitor of CYP11B2 tested, with an IC50 value of 7 nM; pyrimidinylmethyleneindane I (X = N) is the most selective CYP11B2 inhibitor of those tested, with IC50 values of 27 nM for CYP11B2 and 3179 nM for CYP11B1. Mol. modeling of selected compounds and of their complexes with CYP11B1 and CYP11B2 is used to understand the dependence of CYP11B2 inhibition and selectivity on inhibitor structure.
Journal of Medicinal Chemistry published new progress about Homo sapiens. 1003-32-3 belongs to class thiazole, and the molecular formula is C4H3NOS, Synthetic Route of 1003-32-3.
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica