2011
DOI: 10.1016/j.bmcl.2011.01.123
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Synthesis of 5-arylated N-arylthiazole-2-amines as potential skeletal muscle cell differentiation promoters

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Cited by 23 publications
(16 citation statements)
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“…One such approach is the inclusion of drugs into cyclodextrins, macromolecules that can form inclusion complexes (ICs) modifying the physical, chemical, and/or biological properties of the included drug [ 3 6 ]. The most commonly used is the βcyclodextrin (βCD), which has applications in pharmaceuticals, food stuffs, and environmental protection, among many others [ 7 10 ]. Specifically, βCD is a water soluble, nontoxic cyclic oligosaccharide conformed of 7 glucopyranose units ( Fig 1A ) observable as a three-dimensional bucket-like shape, with primary hydroxyl groups in the narrowest extreme and secondary hydroxyls groups in the widest extreme.…”
Section: Introductionmentioning
confidence: 99%
“…One such approach is the inclusion of drugs into cyclodextrins, macromolecules that can form inclusion complexes (ICs) modifying the physical, chemical, and/or biological properties of the included drug [ 3 6 ]. The most commonly used is the βcyclodextrin (βCD), which has applications in pharmaceuticals, food stuffs, and environmental protection, among many others [ 7 10 ]. Specifically, βCD is a water soluble, nontoxic cyclic oligosaccharide conformed of 7 glucopyranose units ( Fig 1A ) observable as a three-dimensional bucket-like shape, with primary hydroxyl groups in the narrowest extreme and secondary hydroxyls groups in the widest extreme.…”
Section: Introductionmentioning
confidence: 99%
“…We started our investigations by using the reaction conditions that we recently introduced for the successful C-5 arylation of N -protected thiazoleamines. [ 18 ] There we used palladium acetate [Pd(OAc) 2 ] as catalyst without an additional ligand, potassium acetate (KOAc) as base and N , N -dimethylacetamide (DMAc) as solvent at 140 °C for 24 h. In the case of the arylation of thiazole, aryl iodides served as the aryl source, whereas for the arylation of benzo[ b ]furan we wanted to focus on cheaper and more readily available bromides. As a model reaction we investigated the coupling of 4-bromoanisole with benzo[ b ]furan.…”
Section: Resultsmentioning
confidence: 99%
“…Direct arylation of thiazole-2-amines towards cell differentiation accelerators. 44 Besides method development in C-H activation chemistry we also aim to apply these methods in the synthesis of functional molecules. We had identified a compound class which showed interesting activity in the field of cell differentiation modulators.…”
Section: Methodsmentioning
confidence: 99%