147269-03-2

Basic information

• Product Name: Carbamic acid, [1,2-dihydro-2-oxo-1-[2-oxo-2-[[3,3,3-trifluoro-2-hydroxy-1-(1-methylethyl )propyl]amino]ethyl]-6-phenyl-3-pyridinyl]-, phenylmethyl ester
• CAS NO: 147269-03-2
• Molecular Formula: C27H28F3N3O5
• Molecular Weight: 531.532
• Mol File: 147269-03-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbamic acid, [1,2-dihydro-2-oxo-1-[2-oxo-2-[[3,3,3-trifluoro-2-hydroxy-1-(1-methylethyl )propyl]amino]ethyl]-6-phenyl-3-pyridinyl]-, phenylmethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbamic acid, [1,2-dihydro-2-oxo-1-[2-oxo-2-[[3,3,3-trifluoro-2-hydroxy-1-(1-methylethyl )propyl]amino]ethyl]-6-phenyl-3-pyridinyl]-, phenylmethyl ester(147269-03-2)
• EPA Substance Registry System: Carbamic acid, [1,2-dihydro-2-oxo-1-[2-oxo-2-[[3,3,3-trifluoro-2-hydroxy-1-(1-methylethyl )propyl]amino]ethyl]-6-phenyl-3-pyridinyl]-, phenylmethyl ester(147269-03-2)

Safety Data

• Hazardous Substances Data: 147269-03-2(Hazardous Substances Data)

Upstream product

• 147269-02-1 2-<3-<(benzyloxycarbonyl)amino>-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl>-N-<2-<(tert-butyldimethylsilyl)oxy>-3,3,3-trifluoro-1-isopropylpropyl>acetamide 
• 106746-09-2 3(RS)-amino-1,1,1-trifluoro-2(RS)-hydroxy-4-methylpentane hydrochloride 
• 43083-13-2 1,2-dihydro-2-oxo-6-phenylpyridine-3-carbonitrile 
• 56162-63-1 2-oxo-6-phenyl-1,2-dihydropyridine-3-carboxylic acid 
• 147269-04-3 2-chloro-N-(3,3,3-trifluoro-2-hydroxy-1-isopropylpropyl)acetamide 
• 147269-05-4 N-(2-tert-Butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropyl-propyl)-2-iodoacetamide 
• 147283-20-3 N-(2-tert-Butyldimethylsilyloxy-3,3,3-trifluoro-1-isopropyl-propyl)-2-chloroacetamide 
• 147283-46-3 6-(2-chlorophenyl)-2-oxo-1,2-dihydropyridine-3-carbonitrile 
• 147283-47-4 6-(2-chlorophenyl)pyrid-2-one-3-carboxylic acid 
• 147269-01-0 3-benzyloxycarbonylamino-6-phenylpyrid-2-one 
• 147313-48-2 benzyl 6-(2-chlorophenyl)-2-oxo-1,2-dihydropyridin-3-ylcarbamate 
• 106746-07-0 N-(3,3,3-trifluoro-2-hydroxy-1-(methylethyl)propyl)benzamide 
• 106942-45-4 N-<3,3,3-trifluoro-2-oxo-1-(2-methylethyl)propyl>benzamide 
• 106942-36-3 4-Isopropyl-2-phenyl-4-(2,2,2-trifluoro-acetyl)-4H-oxazol-5-one 

Downstream Products

• 147267-64-9 2-(3-amino-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl)-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide 
• 147267-17-2 2-<3-<(benzyloxycarbonyl)amino>-2-oxo-6-phenyl-1,2-dihydro-1-pyridyl>-N-(3,3,3-trifluoro-1-isopropyl-2-oxopropyl)acetamide 

Relevant articles and documents

Base-catalysed 18F-labelling of trifluoromethyl ketones. Application to the synthesis of 18F-labelled neutrophil elastase inhibitors

A new method for the fluorine-18 labelling of trifluoromethyl ketones has been developed. This method is based on the conversion of a-COCF3 functional group to a difluoro enol silyl ether followed by halogenation and fluorine-18 labelling. The utility of this new method was demonstrated by the synthesis of fluorine-18 labelled neutrophil elastase inhibitors, which are potentially useful for detection of inflammatory disorders.

Nonpeptidic inhibitors of human leukocyte elastase. 2. Design, synthesis, and in vitro activity of a series of 3-amino-6-arylopyridin-2-one trifluoromethyl ketones

A series of potent nonpeptidic inhibitors of the enzyme human leukocyte elastase (HLE) is reported. These inhibitors contain a 3-amino-2-pyridone ring as a central template in which the pyridone carbonyl and 3-position NH group are thought to form important hydrogen bonding interactions with the Val-216 residue of HLE. Substitution of the 6-position of the pyridone ring by various alkyl and aryl groups was found to afford increases in the in vitro potency of these inhibitors. A 6-position phenyl group, compound 10f, was found to result in a large increase in binding affinity, which was not obtained when the phenyl group was placed in either the 4- or 5-position of the molecule. Compound 10f was found to have good selectivity for HLE over other proteolytic enzymes, with the exception of bovine pancreatic chymotrypsin (BPC). Substitution of the 6-phenyl group in these molecules was found to decrease binding affinity for BPC without adversely affecting affinity for HLE.