1376220-55-1

Basic information

• Product Name: C₁₉H₂₀O₅
• Synonyms: C₁₉H₂₀O₅
• CAS NO: 1376220-55-1
• Molecular Weight: 328.365
• Mol File: 1376220-55-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₉H₂₀O₅(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₉H₂₀O₅(1376220-55-1)
• EPA Substance Registry System: C₁₉H₂₀O₅(1376220-55-1)

Safety Data

• Hazardous Substances Data: 1376220-55-1(Hazardous Substances Data)

Upstream product

• 71862-15-2 ethyl (2'R)-2-carboethoxy-3-(tetrahydro-2'-furyl)propanoate 
• 22415-60-7 [(2R)-tetrahydrofuran-2-yl]methyl 4-methylbenzenesulfonate 
• 97-99-4 (R)-(tetrahydrofuran-2-yl)methanol 
• 86-52-2 1-Chloromethylnaphthalene 
• 1376220-54-0 (R)-diethyl 2-[(naphthalen-1-yl)methyl]-3-(tetrahydrofuran-2-yl)malonate 

Downstream Products

• 3200-06-4 (R)-3-Naphthalen-1-yl-2-[(R)-1-(tetrahydro-furan-2-yl)methyl]-propionic acid 2-diethylamino-ethyl ester; compound with oxalic acid 
• 3200-06-4 (S)-3-Naphthalen-1-yl-2-[(R)-1-(tetrahydro-furan-2-yl)methyl]-propionic acid 2-diethylamino-ethyl ester; compound with oxalic acid 
• 25379-26-4 (2R,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique 
• 25379-26-4 (2S,2'R)-acide 2-<(naphth-1-yl)methyl>-3-(tetrahydrofur-2-yl)propanoique 
• 31329-57-4 (2R,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate 
• 31329-57-4 (2S,2'R)-2-(diethylamino)ethyl-2-<(naphth-1-yl)methyl>-3-(tetrahydro-2-yl)propanoate 

Relevant articles and documents

Practical access to four stereoisomers of naftidrofuryl and their binding affinity towards 5-hydroxytryptamine 2A receptor

Naftidrofuryl oxalate (Praxilene, 1) has been used for the treatment of intermittent claudication for more than 30 years. It selectively blocks vascular and platelet 5-hydroxytryptamine 2 (5-HT2) receptors. This drug is marketed as a mixture of four stereoisomers, and so far there is no individual biological evaluation on the single isomers. The purpose of this study is to provide an improved method for the preparation of all four stereoisomers of naftidrofuryl, and more importantly, to distinguish them in terms of their binding affinity to 5-hydroxytryptamine 2A (5-HT2A) receptor. The bioassay results revealed that the C-2S configuration of naftidrofuryl was crucial for the binding affinity with 5-HT2A receptor, and the C-2′ configuration was less important for binding. In conclusion, our study may pave the way to develop single naftidrofuryl isomers with C-2S configuration as inhibitors of 5-HT2A receptor that have clinical significance as vasodilators and CNS agents.