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Chemical Compound Review

Azauridine     2-[(2R,3R,4S,5R)-3,4- dihydroxy-5...

Synonyms: AzUR, Riboazauracil, Riboazauratsil, Ribo-azuracil, SureCN3250, ...
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Disease relevance of Azauridine


Psychiatry related information on Azauridine

  • Considering the sensitivity peaks of the morphogenetic processes which were observed, the dose-response relationships, the transformation of the teratogenic to a lethal effect and critical period extension with increasing doses, it was found that the effects of ia and im administered 6-azauridine did not differ [4].

High impact information on Azauridine

  • OMPase may be responsible, in part, for the low levels of intracellular "free" OMP and for orotidine accumulation in cells treated with 6-azauridine and patients suffering from aortic aciduria [5].
  • L1210 cells treated with 1 mM 6-azauridine (AzUrd) (concentration causing 50% inhibition of cell growth, 3 microM) continued to divide at a reduced rate for 72 h before stopping [6].
  • UMP synthase in extracts from deficient cells is more readily denatured by heat and is stabilized after growth of cells in 6-azauridine [7].
  • In fibroblasts from individuals with orotic aciduria, these two enzymatic activities are about 1% of normal but increase dramatically when deficient cells are grown in the presence of 6-azauridine [7].
  • Resistant Chinese hamster cells remain sensitive to 5-fluorouridine; this indicates that uridine kinase, the enzyme necessary to convert 6-azauridine to the monophosphate, is still functional [8].

Chemical compound and disease context of Azauridine


Biological context of Azauridine


Anatomical context of Azauridine


Associations of Azauridine with other chemical compounds


Gene context of Azauridine


Analytical, diagnostic and therapeutic context of Azauridine


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  2. Paramyxovirus-avian cell relationship: discrepant impact of 6-azauridine on virus production by susceptible and less susceptible cells. Saint Geme, J.W., Martin, H.L., Davis, C.W. Infect. Immun. (1975) [Pubmed]
  3. Evaluation of 6-azauridine and 5-iododeoxyuridine in the treatment of experimental viral infections. Steffenhagen, K.A., Easterday, B.C., Galasso, G.J. J. Infect. Dis. (1976) [Pubmed]
  4. Embryotoxicity of transplacentally and intraamniotically administered 6-azauridine in mice. Dostál, M., Jelínek, R. Teratology (1979) [Pubmed]
  5. Isolation and partial characterization of a 5'-nucleotidase specific for orotidine-5'-monophosphate. El Kouni, M.H., Cha, S. Proc. Natl. Acad. Sci. U.S.A. (1982) [Pubmed]
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  7. Orotic aciduria fibroblasts express a labile form of UMP synthase. Perry, M.E., Jones, M.E. J. Biol. Chem. (1989) [Pubmed]
  8. Coordinate overproduction of orotate phosphoribosyltransferase and orotidine-5'-phosphate decarboxylase in hamster cells resistant to pyrazofurin and 6-azauridine. Suttle, D.P., Stark, G.R. J. Biol. Chem. (1979) [Pubmed]
  9. Stimulation by 6-azauridine of carbamoyl phosphate synthesis for pyrimidine biosynthesis in mouse spleen slices. Tatibana, M., Kita, K., Asai, T. Eur. J. Biochem. (1982) [Pubmed]
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  11. Inhibitory effect of selected antiviral compounds on measles (SSPE) virus replication in vitro. Hosoya, M., Shigeta, S., Nakamura, K., De Clercq, E. Antiviral Res. (1989) [Pubmed]
  12. Interferon, ribavirin, 6-azauridine and glycyrrhizin: antiviral compounds active against pathogenic flaviviruses. Crance, J.M., Scaramozzino, N., Jouan, A., Garin, D. Antiviral Res. (2003) [Pubmed]
  13. Effect of 6-azauridine and pyrazofurin on fibrinolysis by L1210 leukemic cells. Novak, J.F. Oncology (1982) [Pubmed]
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  19. Identification of active antiviral compounds against a New York isolate of West Nile virus. Morrey, J.D., Smee, D.F., Sidwell, R.W., Tseng, C. Antiviral Res. (2002) [Pubmed]
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  21. Crystallization of yeast orotidine 5'-monophosphate decarboxylase complexed with 1-(5'-phospho-beta-D-ribofuranosyl) barbituric acid. Bell, J.B., Jones, M.E., Carter, C.W. Proteins (1991) [Pubmed]
  22. Modulation of production of hepatitis B surface antigen by a human hepatoma cell line. Clementi, M., Bagnarelli, P., Pauri, P., Calegari, L. J. Med. Virol. (1984) [Pubmed]
  23. Cytotoxicity of diterpenes from Premna schimperi and Premna oligotricha. Habtemariam, S. Planta Med. (1995) [Pubmed]
  24. UMP synthase activity expressed in deficient hamster cells by separate transferase and decarboxylase proteins or by linker-deleted bifunctional protein. Lin, T., Suttle, D.P. Somat. Cell Mol. Genet. (1995) [Pubmed]
  25. Inhibition of sandfly fever Sicilian virus (Phlebovirus) replication in vitro by antiviral compounds. Crance, J.M., Gratier, D., Guimet, J., Jouan, A. Res. Virol. (1997) [Pubmed]
  26. In vivo synthesis of 6-azauridine 5'-triphosphate and incorporation of 6-azauridine into RNA of germinating wheat embryonic axes. Rodaway, S., Marcus, A. J. Biol. Chem. (1980) [Pubmed]
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