185381-95-7

Basic information

• Product Name: (4S,5R,6R)-4-Amino-6-[N-(2-phenylethyl)-N-propylcarbamoyl]-5-(trifluoroacetamido)-5,6-dihydro-4H-pyran-2-carboxylic acid
• CAS NO: 185381-95-7
• Molecular Formula: C₂₀H₂₄F₃N₃O₅
• Molecular Weight: 443.42658
• Mol File: 185381-95-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4S,5R,6R)-4-Amino-6-[N-(2-phenylethyl)-N-propylcarbamoyl]-5-(trifluoroacetamido)-5,6-dihydro-4H-pyran-2-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (4S,5R,6R)-4-Amino-6-[N-(2-phenylethyl)-N-propylcarbamoyl]-5-(trifluoroacetamido)-5,6-dihydro-4H-pyran-2-carboxylic acid(185381-95-7)
• EPA Substance Registry System: (4S,5R,6R)-4-Amino-6-[N-(2-phenylethyl)-N-propylcarbamoyl]-5-(trifluoroacetamido)-5,6-dihydro-4H-pyran-2-carboxylic acid(185381-95-7)

Safety Data

• Hazardous Substances Data: 185381-95-7(Hazardous Substances Data)

Upstream product

• 185382-33-6 (2R,3R,4S)-4-Azido-3-(tert-butoxycarbonylamino)-3,4-dihydro-2H-pyran-2,6-dicarboxylic acid 6-methyl ester 
• 343934-44-1 (4S,5R,6R)-5-Amino-4-azido-6-(phenethyl-propyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid methyl ester 
• 171241-94-4 methyl 5-( tert-butoxycarbonyl)amino-4-azido-2,6-anhydro-3,4,5-trideoxydideoxy-D-glycero-D-galactonon-2-enonate 
• 27906-91-8 N-propyl-2-phenylethylamine 

Relevant articles and documents

Sialidase inhibitors related to zanamivir. Further SAR studies of 4-amino-4H-pyran-2-carboxylic acid-6-propylamides

SAR investigations of the 4- and 5-positions of a series of 4-amino-4H-pyran-2-carboxylic acid 6-carboxamides are reported. Potent inhibitors of influenza A sialidase with marked selectivity over the influenza B enzyme were obtained when the basic 4-amino substituent was replaced by hydroxyl or even deleted. Modifications at the 5-position exhibited a tight steric requirement, with trifluoroacetamide being optimal.