24088-59-3

Basic information

• Product Name: 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoate
• Synonyms: 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoate;3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoic acid(SALTDATA: FREE)
• CAS NO: 24088-59-3
• Molecular Formula: C₁₁H₁₀N₂O₃
• Molecular Weight: 218.21
• Mol File: 24088-59-3.mol
• Article Data: 8

Chemical Properties

• Melting Point: 119-120 °C(Solv: chloroform (67-66-3))
• Boiling Point: 433.4°Cat760mmHg
• Flash Point: 215.9°C
• Appearance: /
• Density: 1.299g/cm³
• Vapor Pressure: 2.79E-08mmHg at 25°C
• Storage Temp.: 2-8°C
• PKA: 4.07±0.10(Predicted)
• CAS DataBase Reference: 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoate(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoate(24088-59-3)
• EPA Substance Registry System: 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoate(24088-59-3)

Safety Data

• Hazard Codes: Xn
• Statements: 22
• HazardClass: IRRITANT
• Hazardous Substances Data: 24088-59-3(Hazardous Substances Data)

Usage

Description

3-(3-Phenyl-1,2,4-oxadiazol-5-yl)propanoate is an organic compound characterized by its oxadiazole ring structure, which is fused with a phenyl group. 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanoate is known for its potential applications in the pharmaceutical and chemical industries due to its unique chemical properties and reactivity.

Uses

Used in Pharmaceutical Industry:
3-(3-Phenyl-1,2,4-oxadiazol-5-yl)propanoate is used as a reactant for the preparation of N-arylamide oxadiazoles, which are selective oral CB2 agonists. These agonists have potential therapeutic applications in various medical conditions, including pain management, inflammation, and neurodegenerative diseases. The compound's reactivity and structural features make it a valuable building block in the synthesis of these pharmaceutical agents.

InChI:InChI=1/C11H10N2O3/c14-10(15)7-6-9-12-11(13-16-9)8-4-2-1-3-5-8/h1-5H,6-7H2,(H,14,15)/p-1

Upstream product

• 108-30-5 succinic acid anhydride 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 613-92-3 N-hydroxyl-benzamidine 
• 100-47-0 benzonitrile 
• 155500-79-1 C₁₂H₁₂N₂O₃ 
• 1175001-94-1 4-(((amino(phenyl)methylene)amino)oxy)-4-oxobutanoic acid 

Downstream Products

• 433717-33-0 3-(phenyl-1,2,4-oxadiazol-5-yl)propionyl chloride 
• 172678-75-0 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanol 
• 322723-65-9 N-(9-ethyl-9H-carbazol-3-yl)-3-(3-phenyl-1,2,4-oxadiazol-5-yl)propanamide 
• 1187182-65-5 3-(3-phenyl-1,2,4-oxadiazol-5-yl)propionic acid prop-2-ynyl ester 

Relevant articles and documents

Synthesis of 3-[(aryl)-1,2,4-oxadiazol-5-yl]propionic acids

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Room-temperature synthesis of pharmaceutically important carboxylic acids bearing the 1,2,4-oxadiazole moiety

An efficient and mild one-pot protocol has been developed for the synthesis of 1,2,4-oxadiazoles via the reaction of amidoximes with dicarboxylic acid anhydrides in a NaOH/DMSO medium. The method allows the synthesis of diversely substituted carboxylic acids bearing the 1,2,4-oxadiazole motif, – a popular building block for pharmaceutical research, in moderate to excellent yields. The reaction scope includes aromatic and heteroaromatic amidoximes as well as five-, six- and seven-membered anhydrides. The advantages of this procedure are proven gram-scalability and the use of inexpensive starting materials, which from a process chemistry point of view are essential for future industrial applications.

Synthesis, characterization, and antimicrobial activities of clubbed [1,2,4]-oxadiazoles with fluorobenzimidazoles

(Chemical Equation Presented) In this study, a novel series of substituted 4,6-difluoro-2-{2-[3-(substituted-phenyl)-[1,2,4]-oxadiazol-5-yl]-ethyl} -1H-benzo[d]imidazole derivatives were synthesized by condensation of 2,4-difluoro-6-nitrophenyl amine with 3-(substitutedphenyl-[1,2,4]-oxadiazol- 5yl) propionic acid by using 2,4,6-trichlorobenzoyl chloride in the presence of triethyl amine base. The compounds were evaluated for their preliminary in vitro antibacterial activity against Pseudomonas aeruginosa, Escherichia coli, Staphylococcus aureus, and Salmonella typhosa. The antibacterial data of the tested compounds indicated that most of the synthesized compounds showed moderate activity with reference standard Gentamycin.

DISUBSTITUTED THIENYL COMPOUNDS AND THEIR USE AS PHARMACEUTICALS

The present invention relates to modulators of HM74a receptor, and pharmaceutical compositions thereof. The compounds of the invention can be useful in the treatment of various diseases associated with HM74a receptor.