77814-38-1

Upstream product

• 18496-54-3 phenylbutyric acid chloride 
• 39181-61-8 4-phenylbutyric acid hydrazide 
• 10031-93-3 ethyl 4-phenylbutyrate 
• 1821-12-1 4-Phenylbutyric acid 

Downstream Products

• 529-34-0 3,4-dihydronaphthalene-1(2H)-one 
• 68664-23-3 3-phenylpropylisocyanate 

Relevant academic research and scientific papers

Design and synthesis of uracil urea derivatives as potent and selective fatty acid amide hydrolase inhibitors

Fatty acid amide hydrolase (FAAH) is one of the key enzymes involved in the biological degradation of endocannabinoids, especially anandamide. Pharmacological blockage of FAAH restores the levels of endocannabinoids, providing therapeutic benefits in the management of inflammation, depression and multiple sclerosis. In this study, a series of uracil urea derivatives as FAAH inhibitors were designed and synthesized. Structural modifications at the C5 position and side chain of N-hexyl-2,4-dioxo-3,4-dihydropyrimidine-1(2H)-carboxamide (1a) led to FAAH inhibitors with improved potency and selectivity. Structure-activity relationship (SAR) studies indicated that C5 electron-withdrawing substituents were preferred for optimal potency but not for selectivity, whereas replacement of the alkyl chain with phenylalkyl moieties or biphenyl groups significantly improved both inhibitory potency and selectivity towards FAAH. Two highly potent picomolar FAAH inhibitors (4c, IC50 = 0.3 ± 0.05 nM; 4d, IC50 = 0.8 ± 0.1 nM) were developed. Compound 4c inhibited FAAH in a rapid, selective, noncompetitive, and irreversible pattern. This study provides several highly potent and selective FAAH inhibitors and an optimized chemical scaffold for the development of FAAH inhibitors. We anticipate that these FAAH inhibitors will enable new possibilities in understanding FAAH functions and development of therapeutics for pain and inflammatory diseases.

Synthesis and biological evaluation of homoserine lactone derived ureas as antagonists of bacterial quorum sensing

A series of 15 racemic alkyl- and aryl-N-substituted ureas, derived from homoserine lactone, were synthesized and tested for their ability to competitively inhibit the action of 3-oxohexanoyl-l-homoserine lactone, the natural inducer of bioluminescence in

Complexation of anions including nucleotide anions by open-chain host compounds with amide, urea, and aryl functions

A systematical evaluation of association constants between halide, phosphate, and carboxylate anions with N-methylformamide (1) and the related bidentate receptors 2-6 (derived from, e.g., phthalic acid or ethylenediamine) in CDCl3 as solvent y

A study on the influence of a silicon group on the Curtius reaction

The effect of a dimethyl(phenyl)silyl group at different positions with respect to an acyl azide moiety on the Curtius reaction has been investigated. A silyl group at the β-position enhanced the reaction rate by about three times compared to a non-silylated analog. However, a silyl group at the γ-position had only a minor influence on the reaction. A diacyl azide having a silyl group at the β-position with respect to one acyl azide group and at the γ-position with respect to the other acyl azide group has been prepared and subjected to the Curtius reaction in order to evaluate the possible synthetic potential which originates from the control exerted by the silicon group in such systems.

REACTIONS OF CARBAMYL RADICALS: INTRAMOLECULAR HYDROGEN ABSTRACTION REACTIONS

ω-Phenylalkyl-N-methylcarbamyl radicals undergo intermolecular addition to 3,3-dimethylbut-1-ene in preference to intramolecular hydrogen abstraction.Methyl N-(ω-phenylalkyl) carbamyl radicals and methyl N-pentylcarbamyl radicals readily abstract hydrogen