81465-76-1

Basic information

• Product Name: 5-[4-(1,1-DIMETHYLETHYL)PHENYL]-3-ISOXAZOLECARBOXYLIC ACID ETHYL ESTER
• Synonyms: 5-[4-(1,1-DIMETHYLETHYL)PHENYL]-3-ISOXAZOLECARBOXYLIC ACID ETHYL ESTER
• CAS NO: 81465-76-1
• Molecular Formula: C16H19NO3
• Molecular Weight: 273.33
• Mol File: 81465-76-1.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-[4-(1,1-DIMETHYLETHYL)PHENYL]-3-ISOXAZOLECARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[4-(1,1-DIMETHYLETHYL)PHENYL]-3-ISOXAZOLECARBOXYLIC ACID ETHYL ESTER(81465-76-1)
• EPA Substance Registry System: 5-[4-(1,1-DIMETHYLETHYL)PHENYL]-3-ISOXAZOLECARBOXYLIC ACID ETHYL ESTER(81465-76-1)

Safety Data

• Hazardous Substances Data: 81465-76-1(Hazardous Substances Data)

Upstream product

• 852814-91-6 ethyl (2Z)-4-[4-(1,1-dimethylethyl)phenyl]-2-hydroxy-4-oxo-2-butenoate 
• 943-27-1 4'-t-butylacetophenone 
• 101325-12-6 1-(4-tert-butylphenyl)ethanol 
• 3391-10-4 1-(p-chlorophenyl)ethyl alcohol 
• 104-88-1 4-chlorobenzaldehyde 

Relevant articles and documents

Synthesis of isoxazoles via cyclization of β-fluoro enones with sodium azide

A practical method for the synthesis of 3,5-disubstituted isoxazoles via cyclization of β-fluoro enones with sodium azide was disclosed. Density functional theory (DFT) calculation indicated that both (1) the azirine formation followed by intramolecular rearrangement and (2) direct enolate O-attack via 5-exo-trig cyclization of vinyl azide were possible for the isoxazole formation.

Design, synthesis and structure-based optimization of novel isoxazole-containing benzamide derivatives as FtsZ modulators

Antibiotic resistance among clinically significant bacterial pathogens is becoming a prevalent threat to public health, and new antibacterial agents with novel mechanisms of action hence are in an urgent need. Utilizing computational docking method and structure-based optimization strategy, we rationally designed and synthesized two series of isoxazol-3-yl- and isoxazol-5-yl-containing benzamide derivatives that targeted the bacterial cell division protein FtsZ. Evaluation of their activity against a panel of Gram-positive and -negative pathogens revealed that compounds B14 and B16 that possessed the isoxazol-5-yl group showed strong antibacterial activity against various testing strains, including methicillin-resistant Staphylococcus aureus and penicillin-resistant S. aureus. Further molecular biological studies and docking analyses proved that the compound functioned as an effective inhibitor to alter the dynamics of FtsZ self-polymerization via a stimulatory mechanism, which finally terminated the cell division and caused cell death. Taken together, these results could suggest a promising chemotype for development of new FtsZ-targeting bactericidal agent.

1-Benzoyl-3-(isoxazolyl or benzisoxazolyl)-ureas and insecticidal use thereof

The present invention is directed to 1-(benzoyl)-3-(isoxazolyl or benzisoxazolyl)urea or thiourea compounds useful as insecticides.