1401734-75-5

Basic information

• Product Name: 2-(azidomethyl)-4,5-diphenyloxazole
• Synonyms: 2-(azidomethyl)-4,5-diphenyloxazole
• CAS NO: 1401734-75-5
• Molecular Weight: 276.297
• Mol File: 1401734-75-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-(azidomethyl)-4,5-diphenyloxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(azidomethyl)-4,5-diphenyloxazole(1401734-75-5)
• EPA Substance Registry System: 2-(azidomethyl)-4,5-diphenyloxazole(1401734-75-5)

Safety Data

• Hazardous Substances Data: 1401734-75-5(Hazardous Substances Data)

Upstream product

• 51891-89-5 2-oxo-1,2-diphenylethyl-2-chloroacetate 
• 1401734-78-8 2-oxo-1,2-diphenylethyl-2-azidoacetate 
• 119-53-9 2-hydroxy-2-phenylacetophenone 
• 33161-99-8 2-(chloromethyl)-4,5-diphenyloxazole 

Downstream Products

• 1421369-19-8 N²,N⁴-diisopentyl-6-(1-((4,5-diphenyloxazol-2-yl)methyl)-1H-1,2,3-triazol-4-yl)-1,3,5-triazine-2,4-diamine 

Relevant articles and documents

1,2,3-Triazole-based inhibitors of Porphyromonas gingivalis adherence to oral streptococci and biofilm formation

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.

ANTI-BIOFILM COMPOUNDS

The present invention provides non-peptide compounds of formula (I) wherein: X is -(C1-C8)allcyl-, aryl or -aryl(C1-C8)alkyl-; Y is -(C1-C8)alkyl- or absent; W is heteroaryl, (C3-C7)carbocycle or aryl, wherein any heteroaryl, (C3-C7)carbocycle or, aryl of W is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) Z1 groups; R1 is (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl or aryl, wherein aryl is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) groups selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, halo(C1-C3)alkyl, -CN, NO2, halogen, -ORa, -SRa, -S(O)2NRbRc, -NRbRc, -NRaCORd, -C(O)Ra, -C(O)ORa, and -C(O)NRbRc; R2 is (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)Jalkynyl or aryl, wherein aryl is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) groups selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, halo(C1-C3)alkyl, -CN, NO2, halogen, -ORe, -SRe, -S(O)2NRfRg, -NRfRg -NReCORh, -C(O)Re, -C(O)ORe and -C(O)NRfRg; I that mimic the streptococcal; SspB Adherence Region (BAR) and function as inhibitors of P. gingivalis adherence to streptococci. The invention also provides methods of making and using the inhibitors.