33318-75-1

Basic information

• Product Name: Oxazole, 5-ethoxy-4-(phenylmethyl)-
• CAS NO: 33318-75-1
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Mol File: 33318-75-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Oxazole, 5-ethoxy-4-(phenylmethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazole, 5-ethoxy-4-(phenylmethyl)-(33318-75-1)
• EPA Substance Registry System: Oxazole, 5-ethoxy-4-(phenylmethyl)-(33318-75-1)

Safety Data

• Hazardous Substances Data: 33318-75-1(Hazardous Substances Data)

Upstream product

• 5143-71-5 ethyl 2-(formyl-amino)-3-phenylpropanoate 
• 3182-93-2 ethyl 2-amino-3-phenylpropanoate hydrochloride 
• 150-30-1 Phenylalanine 

Downstream Products

• 34619-62-0 2-benzyl-3-hydroxypyridine-4-carboxylic acid 
• 59123-24-9 (±)-β-apopicropodophyllin 
• 38186-81-1 2-benzyl-3-hydroxypyridine 
• 34619-56-2 6-benzyl-5-hydroxy-pyridine-3,4-dicarboxylic acid dimethyl ester 
• 34619-61-9 2-benzyl-3-hydroxy-isonicotinonitrile 
• 1353566-06-9 C₁₄H₁₃NO₂ 

Relevant articles and documents

Synthesis and preliminary anti-inflammatory and anti-bacterial evaluation of some diflunisal aza-analogs

Our aim was to identify new multi-target compounds endowed with both anti-inflammatory and anti-bacterial activities for treatment of human infections. Diflunisal, a nonsteroidal anti-inflammatory agent, has recently been repurposed for its anti-virulence properties against methicillin-resistant Staphylococcus aureus. Effective synthesis of some aza-analogs of the anti-inflammatory drug diflunisal was carried out following the route involving key oxazole intermediates to obtain o- and m-hydroxypyridinecarboxylic acid derivatives. The newly synthesized diflunisal aza-analogs did not exhibit cytotoxic activity up to 80 μM and some of them exhibited anti-inflammatory activities, decreasing the levels of pro-inflammatory cytokines and prostaglandins induced by bacterial lipopolysaccharide in human primary macrophages. Ten of the diflunisal aza-analogs were found to have interesting antibacterial activity, sensitizing S. aureus, Streptococcus pyogenes, Enterococcus faecium, and Pseudomonas aeruginosa to the antibacterial effects of beta-lactam antibiotics and protein synthesis inhibitors.

Synthesis of polysubstituted 3-hydroxypyridines via the revisited hetero-Diels-Alder reaction of 5-alkoxyoxazoles with dienophiles

A general and single-step access to polysubstituted 3-hydroxypyridine scaffolds via hetero-Diels-Alder (HDA) reactions between readily prepared 5-ethoxyoxazoles and dienophiles is reported. The HDA reaction, run in the presence of Nd(OTf)3 at r