54-25-1 Usage
Chemical Properties
White powder
Uses
Different sources of media describe the Uses of 54-25-1 differently. You can refer to the following data:
1. Research on cell formation and cancer.
2. 6-Azauridine can be applied in antiviral studies. 6-azauridine inhibits de novo pyrimidine synthesis and DNA synthesis and is converted intracellularly into mono, di, and triphosphate derivatives, which incorporate into RNA and inhibit protein synthesis. It is also used as an antineoplastic antimetabolite. It interferes with pyrimidine biosynthesis thereby preventing formation of cellular nucleic acids. As the triacetate, it is also effective as an antipsoriatic.
3. 6-Azauridine (AzUrd) blocks the conversion of orotic acid into UMP and it is used in antiviral studies.
General Description
6-Azauridine is a pyrimidine nucleoside analog.
Biochem/physiol Actions
6-azauridine is a prodrug, upon conversion to 6-aza-UMP, inhibits uridine monophosphate synthase (UMPS). It is a broad spectrum anti-metabolite. It interferes with pyrimidine biosynthesis and affects the cellular nucleic acid levels. It is considered as a antineoplastic metabolite. It inhibits RNA viruses like chikungunya virus, semliki forest virus, and human coronavirus. It significantly inhibits the growth of Cryptosporidium parasites.
Check Digit Verification of cas no
The CAS Registry Mumber 54-25-1 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 5 and 4 respectively; the second part has 2 digits, 2 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 54-25:
(4*5)+(3*4)+(2*2)+(1*5)=41
41 % 10 = 1
So 54-25-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H11N3O6/c12-2-3-5(14)6(15)7(17-3)11-8(16)10-4(13)1-9-11/h1,3,5-7,12,14-15H,2H2,(H,10,13,16)
54-25-1Relevant articles and documents
New non-aromatic triazinic nucleosides : Synthesis and antiretroviral evaluation of β-ribosylamine nucleoside analogs
Depelley, Jean,Granet, Robert,Kaouadji, Mourad,Krausz, Pierre,Piekarski, Salomon,Delebassee, Sylvie,Bosgiraud, Claudine
, p. 995 - 1008 (2007/10/03)
Various 5-alkyl-6-aza-5,6-dihydrouridines and 6-(β-D-ribopyranosyl)-5-alkyl-6-aza-5,6-dihydrouracils have been synthesized. A new regioselective method is described for coupling triazinic bases to the sugar unit. Different epimers were isolated. Antiretroviral activity against Visna virus was evaluated.
2',3'-O-CARBONYL DERIVATIVES OF 6-AZAURIDINE IN THE SYNTHESIS OF ITS 5'-SUBSTITUTED AND 5'-DEOXY DERIVATIVES
Drasar, Pavel,Beranek, Jiri
, p. 2070 - 2082 (2007/10/02)
Preparation of 2',3'-O-carbonyl derivatives of 5'-deoxy-6-azauridine and 6-azauridine using 1,1'-carbonyldiimidazole has been elaborated. 5'-Chloro and 5'-bromo derivatives were prepared by treatment of the 5'-O-mesyl derivative with quarternary ammonium halides, 5'-chloro derivatives also by direct halogenation with thionyl chloride in hexamethylphosphortriamide or with tetrachloromethane, triphenyl phosphine, and dimethylformamide.Derivatives of 5'-bromo-6-azauridine were reduced with tributyltin hydride to 5'-deoxy-6-azauridine compounds. 6-Azauridine 2',3'-carbonate (IVa) and its 5'-derivatives IVc and IVe on treatment with imidazole in dimethylformamide afforded 2,2'-anhydronucleosides IIIa-IIIc.The 2,2'-anhydro-5'-deoxy compound IIIc underwent alkaline hydrolysis to 5'-deoxy-1-β-D-arabino-pentofuranosyl-6-azauracil (VIa).Treatment of 2,2'-anhydro-5'-deoxy-5'-chloro derivative IIIb with hydrogen chloride led to 2',5'-dichloro derivative If.
