30149-93-0

Basic information

• Product Name: 3-[3-(4-CHLOROPHENYL)-1,2,4-OXADIAZOL-5-YL]PROPANOIC ACID
• Synonyms: 3-(4-Chlorophenyl)-1,2,4-oxadiazole-5-propionic acid;3-[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5-yl]propionic acid;1,2,4-oxadiazole-5-propanoic acid, 3-(4-chlorophenyl)-;3-(4-chlorophenyl)-1,2,4-Oxadiazole-5-propanoic acid
• CAS NO: 30149-93-0
• Molecular Formula: C₁₁H₉ClN₂O₃
• Molecular Weight: 252.66
• Mol File: 30149-93-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 455.4 °C at 760 mmHg
• Flash Point: 229.2 °C
• Appearance: /
• Density: 1.404 g/cm³
• Vapor Pressure: 4.37E-09mmHg at 25°C
• CAS DataBase Reference: 3-[3-(4-CHLOROPHENYL)-1,2,4-OXADIAZOL-5-YL]PROPANOIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-[3-(4-CHLOROPHENYL)-1,2,4-OXADIAZOL-5-YL]PROPANOIC ACID(30149-93-0)
• EPA Substance Registry System: 3-[3-(4-CHLOROPHENYL)-1,2,4-OXADIAZOL-5-YL]PROPANOIC ACID(30149-93-0)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 30149-93-0(Hazardous Substances Data)

Usage

General Description

3-[3-(4-Chlorophenyl)-1,2,4-oxadiazol-5-yl]propanoic acid is a chemical compound with potential biological activities. It belongs to the class of oxadiazole derivatives and contains a propanoic acid group. Oxadiazoles have been investigated for their various pharmacological properties, including antimicrobial, antifungal, anti-inflammatory, and anticancer activities. The chlorophenyl substitution in this compound adds an additional element of diversity and potential biological activity. 3-[3-(4-CHLOROPHENYL)-1,2,4-OXADIAZOL-5-YL]PROPANOIC ACID may have potential for further study in the development of new pharmaceuticals or as a research tool in medicinal chemistry. Its specific biological activities and potential therapeutic applications would need to be elucidated through further research and experimentation.

InChI:InChI=1/C11H9ClN2O3/c12-8-3-1-7(2-4-8)11-13-9(17-14-11)5-6-10(15)16/h1-4H,5-6H2,(H,15,16)/p-1

Upstream product

• 108-30-5 succinic acid anhydride 
• 5033-28-3 4-chloro-N'-hydroxybenzimidamide 
• 5033-28-3 4-chlorobenzamidoxime 
• 623-03-0 4-Cyanochlorobenzene 

Downstream Products

• 1187182-75-7 3-[3-(4-chlorophenyl)-1,2,4-oxadiazol-5-yl]propionic acid prop-2-ynyl ester 

Relevant articles and documents

Development of fluorinated CB2 receptor agonists for PET studies

A convergent strategy was followed to modify systematically carbazole based CB2 receptor ligands. The length of the N-(fluoroalkyl) group (n in 7), the length of the alkanamide (m in 7) and the substitution pattern of the phenyl moiety (X and Y in 7) were varied systematically. The highest CB 2 affinity was found for the 2-fluoroethyl substituted carbazole derivative 20a (Ki = 5.8 nM) containing the propionamide and the 2-bromo-4-fluorophenyl moiety. According to docking studies 20a fits nicely into the binding pocket of the CB2 receptor, but elongation of the fluoroethyl side chain leads to a different binding mode of the ligands. The high CB2 affinity together with the high selectivity over the CB 2 subtype qualifies the fluoroethyl derivative 20a to be developed as a PET tracer.

Synthesis and structure determination of N,N-diethyl-3-[3-aryl-1,2,4- oxadiazol-5-yl]propionamides

An efficient and facile synthesis of six new 1,2,4-oxadiazoles (6a-f) with a tertiary amide group attached on the side-chain, in high yield, is described. Correct assignments of side-chain methylene, methyl protons, and carbon signals have been made with the assistance of COSY, NOESY and HETCOR NMR experiments.