63471-93-2

Basic information

• Product Name: 4-(4-phenethylphenyl)-4-oxobutanoic acid
• Synonyms: 4-(4-phenethylphenyl)-4-oxobutanoic acid
• CAS NO: 63471-93-2
• Molecular Weight: 282.339
• Mol File: 63471-93-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(4-phenethylphenyl)-4-oxobutanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-phenethylphenyl)-4-oxobutanoic acid(63471-93-2)
• EPA Substance Registry System: 4-(4-phenethylphenyl)-4-oxobutanoic acid(63471-93-2)

Safety Data

• Hazardous Substances Data: 63471-93-2(Hazardous Substances Data)

Upstream product

• 108-30-5 succinic acid anhydride 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 

Downstream Products

• 1094213-91-8 (RS)-5-(4-phenethylphenyl)dihydrofuran-2(3H)-one 
• 1094596-26-5 C₁₈H₂₀O₃ 

Relevant articles and documents

Novel high-affinity and selective biaromatic 4-substituted γ-hydroxybutyric acid (GHB) analogues as GHB ligands: Design, synthesis, and binding studies

γ-Hydroxybutyrate (GHB) is a metabolite of γ-aminobutyric acid (GABA) and has been proposed to function as a neurotransmitter or neuromodulator. GHB is used in the treatment of narcolepsy and is a drug of abuse. GHB binds to both GABAB receptors and specific high-affinity GHB sites in brain, of which the latter have not been linked unequivocally to function, but are speculated to be GHB receptors. In this study, a series of biaromatic 4-substituted GHB analogues, including 4′-phenethylphenyl, 4′-styrylphenyl, and 4′-benzyloxyphenyl GHB analogues, were synthesized and characterized pharmacologically in a [3H](E,RS)-(6,7, 8,9-tetrahydro-5-hydroxy-5H-benzocyclohept-6-ylidene)acetic acid ([ 3H]NCS-382) binding assay and in GABAA and GABA B receptor binding assays. The compounds were selective for the high-affinity GHB binding sites and several displayed Ki values below 100 nM. The affinity of the 4-[4′-(2-iodobenzyloxy)phenyl] GHB analogue 17b was shown to reside predominantly with the R-enantiomer (Ki = 22 nM), which has higher affinity than previously reported GHB ligands.

Fenbufen, a new anti inflammatory analgesic: synthesis and structure activity relationships of analogs

100 analogs of fenbufen were prepared and tested using the carrageenan, polyarthritis, and UV erythema anti inflammatory tests and the 2 phenyl 1,4 benzoquinone writhing and inflamed paw pressure analgesic tests. Only 3 retained the same full spectrum of activity as fenbufen: dl 4 (4 biphenylyl) 4 hydroxybutyric acid, dl 4 (4 biphenylyl) 1,4 butanediol, and 4 biphenylacetic acid. Fenbufen had the same spectrum of activity as aspirin, phenylbutazone, and indomethacin in the 5 tests. In addition, dose response derived potencies show fenbufen more potent than aspirin and at least as potent as phenylbutazone in all 5 tests. Two related compounds were generally similar.