33161-99-8Relevant articles and documents
1,2,3-Triazole-based inhibitors of Porphyromonas gingivalis adherence to oral streptococci and biofilm formation
Patil, Pravin C.,Tan, Jinlian,Demuth, Donald R.,Luzzio, Frederick A.
, p. 5410 - 5417 (2016/10/24)
The development and use of small-molecule inhibitors of the adherence of Porphyromonas gingivalis to oral streptococci represents a potential therapy for the treatment of periodontal disease as these organisms work in tandem to colonize the oral cavity. Earlier work from these laboratories demonstrated that a small synthetic peptide was an effective inhibitor of the interaction between P. gingivalis and Streptococcus gordonii and that a small-molecule peptidomimetic would provide a more stable, less expensive and more effective inhibitor. An array of 2-(azidomethyl)- and 2-(azidophenyl)-4,5-diaryloxazoles having a full range of hydrophobic groups were prepared and reacted with substituted arylacetylenes to afford the corresponding ‘click’ products. The title compounds were evaluated for their ability to inhibit P. gingivalis’ adherence to oral streptococci and several were found to be inhibitory in the range of (IC50) 5.3–67?μM.
Oxazoles for click chemistry II: Synthesis of extended heterocyclic scaffolds
Patil, Pravin C.,Luzzio, Frederick A.,Demuth, Donald R.
supporting information, p. 3039 - 3041 (2015/05/27)
Abstract New routes to 2,4,5-trisubstituted oxazoles were established whereby the substitution pattern was established by the structure of the starting nonsymmetrical acyloins. 2-Chloromethyl-4, 5-disubstituted oxazoles were prepared by refinements of an earlier described process whereby chloroacetyl esters of symmetrical and nonsymmetrical acyloins were cyclized using an ammonium acetate/acetic acid protocol. After substitution is effected, the azide moiety is then installed by substitution under mild conditions. While dibrominated and iodinated phenyloxazoles are required for further synthetic elaboration, the cyclization reaction was found to be very sensitive to the relative positions of the halogens in the starting materials.
2-Aminomethyl- and 2-(2-aminoethyl)-substituted 4,5-diphenyloxazoles
-
, (2008/06/13)
2-Aminomethyl- and 2-(2-aminoethyl)-substituted 4,5-diphenyloxazoles of the general formula STR1 and salts thereof with non-toxic organic or inorganic acids having antiphlogistic, analgesic, anti-aggregant and local anaesthetic properties with low toxicity are provided, as well as processes for preparing them.