55239-44-6

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 1978-37-6 3-fluoro-N-methylaniline 
• 75-44-5 phosgene 

Downstream Products

• 1462364-10-8 3-(1-cyanoethyl)-1-(3-fluorophenyl)-1-methylurea 
• 1462365-00-9 4-(3-fluorophenyl)-5-imino-1,3,4-trimethylimidazolidin-2-one 
• 1462365-61-2 (S)-2-(3-(3-fluorophenyl)-1,3-dimethylureido)propanoic acid 
• 1462365-18-9 C₁₂H₁₃FN₂O₂ 
• 1462366-68-2 (S)-1-((3-fluorophenyl)(methyl)carbamoyl)pyrrolidine-2-carboxylic acid 
• 1462364-17-5 3-(1-cyanoethyl)-1-(3-fluorophenyl)-1,3-dimethylurea 
• 1462365-53-2 tert-butyl (S)-2-(3-(3-fluorophenyl)-3-methylureido)propanoate 
• 1462365-58-7 tert-butyl (S)-2-(3-(3-fluorophenyl)-1,3-dimethylureido)propanoate 
• 1462366-67-1 benzyl (S)-1-((3-fluorophenyl)(methyl)carbamoyl)pyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

Chemoenzymatic Synthesis of Substituted Azepanes by Sequential Biocatalytic Reduction and Organolithium-Mediated Rearrangement

Enantioenriched 2-aryl azepanes and 2-arylbenzazepines were generated biocatalytically by asymmetric reductive amination using imine reductases or by deracemization using monoamine oxidases. The amines were converted to the corresponding N′-aryl ureas, which rearranged on treatment with base with stereospecific transfer of the aryl substituent to the 2-position of the heterocycle via a configurationally stable benzyllithium intermediate. The products are previously inaccessible enantioenriched 2,2-disubstituted azepanes and benzazepines.

Optimization of 1,2,5-thiadiazole carbamates as potent and selective ABHD6 inhibitors

At present, inhibitors of α/β-hydrolase domain 6 (ABHD6) are viewed as a promising approach to treat inflammation and metabolic disorders. This article describes the development of 1,2,5-thiadiazole carbamates as ABHD6 inhibitors. Altogether, 34 compounds were synthesized, and their inhibitory activity was tested using lysates of HEK293 cells transiently expressing human ABHD6 (hABHD6). Among the compound series, 4-morpholino-1,2,5-thiadiazol-3-yl cyclooctyl(methyl)carbamate (JZP-430) potently and irreversibly inhibited hABHD6 (IC50 = 44 nM) and showed ～ 230-fold selectivity over fatty acid amide hydrolase (FAAH) and lysosomal acid lipase (LAL), the main off-targets of related compounds. Additionally, activity-based protein profiling indicated that JZP-430 displays good selectivity among the serine hydrolases of the mouse brain membrane proteome. JZP-430 has been identified as a highly selective, irreversible inhibitor of hABHD6, which may provide a novel approach in the treatment of obesity and type II diabetes.

Intramolecular arylation of amino acid enolates

Dianionic enolates formed from N′-aryl urea derivatives of amino acids undergo intramolecular C-arylation by attack of the enolate anion on the N′-aryl ring, leading to a hydantoin derivative of a quaternary amino acid. In situ IR studies allow identification of four intermediates on the reaction pathway.