13020-97-8

Basic information

• Product Name: Carbamic chloride, methyl(4-methylphenyl)-
• CAS NO: 13020-97-8
• Molecular Formula: C9H10ClNO
• Molecular Weight: 183.637
• Mol File: 13020-97-8.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Carbamic chloride, methyl(4-methylphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic chloride, methyl(4-methylphenyl)-(13020-97-8)
• EPA Substance Registry System: Carbamic chloride, methyl(4-methylphenyl)-(13020-97-8)

Safety Data

• Hazardous Substances Data: 13020-97-8(Hazardous Substances Data)

Upstream product

• 32315-10-9 bis(trichloromethyl) carbonate 
• 623-08-5 N-methyl-p-toluidine 
• 75-44-5 phosgene 

Downstream Products

• 66967-94-0 trimethyl-[3-(methyl-p-tolyl-carbamoyloxy)-[2]pyridylmethyl]-ammonium; bromide 
• 1235712-68-1 3,4-dibutyl-1,6-dimethylquinolin-2(1H)-one 
• 111092-09-2 tri-N-methyl-3-(methyl-p-tolyl-carbamoyloxy)-anilinium; bromide 
• 1421492-11-6 N-methyl-N-(p-tolyl)-carbamoyl cyanide 
• 22782-34-9 C₂₄H₃₀N₄O₄S 
• 22782-32-7 C₂₂H₃₀N₄O₄S 

Relevant articles and documents

Rhodium catalyzed regioselective arene homologation of aryl urea via double C–H bond activation and migratory insertion of alkyne

A convenient rhodium catalyzed oxidative arene homologation of aniline derivatives with symmetrical or unsymmetrical alkynes using Cu(OAc)2as oxidant is described. Urea group is shown to be effective as a directing group for initial ortho C–H activation. Two migratory insertion events of alkyne into Rh–C bond occur successively, both with complete regioselectivity. This method is particularly useful for synthesis of polyarenes with different substituents, which has not been reported with conventional protocol. A mechanism has been proposed to explain the observed data.

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.

Iridium-catalyzed annulation of N -arylcarbamoyl chlorides with internal alkynes

An iridium complex successfully catalyzed the annulation of various N-arylcarbamoyl chlorides with internal alkynes to afford 2-quinolones in good to excellent yields. The present reaction is widely applicable to substrates with various functionalities. An amide-iridacycle complex was isolated, and it is likely that such an iridacycle species is a key intermediate in the catalytic reaction.