108895-49-4

Basic information

• Product Name: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione
• Synonyms: 2,4(1H,3H)-Pyrimidinedione, 5-ethyl-1-((2R,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl)-; 2,4(1H,3H)-Pyrimidinedione, 5-ethyl-1-[(2R,5S)-tetrahydro-5-(hydroxymethyl)-2-furanyl]-; 5-Ethyl-2',3'-dideoxyuridine
• CAS NO: 108895-49-4
• Molecular Formula: C₁₁H₁₆N₂O₄
• Molecular Weight: 240.2557
• Mol File: 108895-49-4.mol
• Article Data: 4

Chemical Properties

• Density: 1.282g/cm³
• Refractive Index: 1.54
• CAS DataBase Reference: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione(108895-49-4)
• EPA Substance Registry System: 5-ethyl-1-[(2R,5S)-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidine-2,4(1H,3H)-dione(108895-49-4)

Safety Data

• Hazardous Substances Data: 108895-49-4(Hazardous Substances Data)

Upstream product

• 114008-12-7 5-ethyl-3'-iodo-2',3'-dideoxyuridine 
• 108895-47-2 1-(2-deoxy-3-O-methanesulfonyl-5-O-trityl-β-D-ribopentafuranosyl)-5-ethyluracil 
• 114008-11-6 5-ethyl-3'-iodo-5'-O-trityl-2',3'-dideoxyuridine 
• 67912-88-3 5'-O-Trityl-5-ethyl-2'-deoxyuridine 
• 15176-29-1 edoxudine 
• 7285-11-2 chloroform methanol 

Relevant articles and documents

Antimycobacterial activities of 5-alkyl (or halo)-3′-substituted pyrimidine nucleoside analogs

Several 5-alkyl (or halo)-3′-azido (amino or halo) analogs of pyrimidine nucleosides have been synthesized and evaluated against Mycobacterium bovis, Mycobacterium tuberculosis and Mycobacterium avium. Among these compounds, 3′-azido-5-ethyl-2′,3′-dideoxyuridine (3) was found to have significant antimycobacterial activities against M. bovis (MIC 50 = 1 μg/mL), M. tuberculosis (MIC50 = 10 μg/mL) and M. avium (MIC50 = 10 μg/mL).

Pyrimidine derivatives

Compounds of the formula STR1 wherein R1 is halogen, C1-4 -alkyl, halo-(C1-4 -alkyl) or C2-4 -alkanoyl, R2 is hydrogen, hydroxy, C1-4 alkoxy, C1-4 -alkylthio or phenyl-(C1-4 -alkoxy) or , when X is O, also acyloxy, R3 is hydrogen or C1-4 -alkyl, R4 is a carbocyclic group or a heterocyclic group, R5 is hydrogen or fluorine, m stands for zero, 1 or 2, X is O or NH and Y is a direct bond, --CH=CH--, --C C-- or a group of the formula of in which A is a C1-8 alkylene group which is optionally substituted by one or two phenyl groups, Z is O, S, SO or SO2 and n stands for zero or 1, with the proviso that R1 is different from iodine, when R2 is hydroxy or benzoyloxy, R3 is hydrogen, R4 is unsubstituted phenyl, R5 is hydrogen, m stands for zero, X is O, and Y is a direct bond, and tautomers thereof, which possess antiviral activity and can therefore be used in the form of medicaments for the control and prevention of viral infections are described. The compounds of formula I can be prepared according to known methods.