6-AZAURIDINE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C8H11N3O6
Molecular Weight	245.1894
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC[C@H]1O[C@H]([C@H](O)[C@@H]1O)N2N=CC(=O)NC2=O

InChI

InChIKey=WYXSYVWAUAUWLD-SHUUEZRQSA-N

InChI=1S/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)/t3-,5-,6-,7-/m1/s1

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Insights into arbovirus evolution and adaptation from experimental studies.	2010-12	21994633
Historical perspectives in the development of antiviral agents against poxviruses.	2010-06	21994682
Triplet formation of 6-azauridine and singlet oxygen sensitization with UV light irradiation.	2010-05-21	20445916
Six RNA viruses and forty-one hosts: viral small RNAs and modulation of small RNA repertoires in vertebrate and invertebrate systems.	2010-02-12	20169186
Antiviral activity of indole derivatives.	2009-08	19445965
Antiviral and cytotoxic activities of aminoarylazo compounds and aryltriazene derivatives.	2009-07-01	19482481
Hepatoprotective Activity of Licorice Water Extract against Cadmium-induced Toxicity in Rats.	2009-06	18955229
Recognition of acyl donors by lipase CAL-B in the acylation of 6-azauridine.	2009-05-20	19452525
Transcript elongation factor TFIIS is involved in arabidopsis seed dormancy.	2009-02-27	19150360
Antimicrobial and cytotoxic arylazoenamines. Part III: antiviral activity of selected classes of arylazoenamines.	2008-09-15	18760610
N-methylisatin-beta-thiosemicarbazone derivative (SCH 16) is an inhibitor of Japanese encephalitis virus infection in vitro and in vivo.	2008-05-22	18498627
Structure and inhibition of orotidine 5'-monophosphate decarboxylase from Plasmodium falciparum.	2008-03-25	18303855
6-Azauracil or 8-aza-7-deazaadenine nucleosides and oligonucleotides: the effect of 2'-fluoro substituents and nucleobase nitrogens on conformation and base pairing.	2008-02-07	18219432
Azacytidine (Vidaza(R)) in the treatment of myelodysplastic syndromes.	2006-12	18360650
Broad-spectrum inhibitor of viruses in the Flaviviridae family.	2005-11	16199098
Synthesis of N3-substituted uridine and related pyrimidine nucleosides and their antinociceptive effects in mice.	2005-03	15744105
[Biotechnological synthesis of ribavirin. Effect of ribavirin and its various combinations on the reproduction of Vaccinia virus].	2004-12-14	15586813
Comprehensive analysis of risk factors associating with Hepatitis B virus (HBV) reactivation in cancer patients undergoing cytotoxic chemotherapy.	2004-04-05	15054446
A simple assay for determining antiviral activity against Crimean-Congo hemorrhagic fever virus.	2004-04	15026198
In vitro inhibition of Chikungunya and Semliki Forest viruses replication by antiviral compounds: synergistic effect of interferon-alpha and ribavirin combination.	2004-02	14670584
Use of nucleotide analogs by class I and class II CCA-adding enzymes (tRNA nucleotidyltransferase): deciphering the basis for nucleotide selection.	2003-08	12869708
Glycyrrhizin, an active component of liquorice roots, and replication of SARS-associated coronavirus.	2003-06-14	12814717
Interferon, ribavirin, 6-azauridine and glycyrrhizin: antiviral compounds active against pathogenic flaviviruses.	2003-03	12719009
Comparison of colorimetric, fluorometric, and visual methods for determining anti-influenza (H1N1 and H3N2) virus activities and toxicities of compounds.	2002-10	12367731
Identification of active antiviral compounds against a New York isolate of West Nile virus.	2002-07	12076755
In vitro metabolism studies of the prodrug, 2',3',5'-triacetyl-6-azauridine, utilizing an automated analytical system.	2001-12	11600283
Site specific incorporation of 6-azauridine into the genomic HDV ribozyme active site.	2001-11-27	11719998
Enantiomeric synthesis of D- and L-cyclopentenyl nucleosides and their antiviral activity against HIV and West Nile virus.	2001-11-08	11689085
Antiviral activity and mode of action studies of ribavirin and mycophenolic acid against orthopoxviruses in vitro.	2001-11	12018677
Phosphorylation of uridine and cytidine nucleoside analogs by two human uridine-cytidine kinases.	2001-05	11306702
Inhibition of sandfly fever Sicilian virus (Phlebovirus) replication in vitro by antiviral compounds.	1997-12-24	9403935
Inhibitory effect of selected antiviral compounds on measles (SSPE) virus replication in vitro.	1989-09	2480744
6-Azauridine in combination chemotherapy of childhood acute myelocytic leukemia.	1972-04	4552812

Patents

Name

Type

Language

AZAURIDINE

Preferred Name

English

6-AZAURIDINE

Systematic Name

English

6-AZAURACIL RIBOSIDE

Common Name

English

6-AZAURIDINE [HSDB]

Common Name

English

6-AZAURIDINE [MI]

Common Name

English

6-AZAURACIL-.BETA.-D-RIBOSIDE

Common Name

English

NSC-32074

Code

English

RIBOAZAURACIL

Common Name

English

AZAURIDINE [MART.]

Common Name

English

6-AZUR

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C2170