6-Azauracil

• CAT Number: R036983
• CAS Number: 461-89-2
• Molecular Formula: C3H3N3O2
• Molecular Weight: 113.076
• Purity: ≥95%
• Storage: Store at +4C
• IUPAC Name: 2H-1,2,4-triazine-3,5-dione
• InChI: InChI=1S/C3H3N3O2/c7-2-1-4-6-3(8)5-2/h1H,(H2,5,6,7,8)
• InChIKey: SSPYSWLZOPCOLO-UHFFFAOYSA-N
• SMILES: C1=NNC(=O)NC1=O

Azauracil is a plant growth regulator or inhibitor.

Reference

1:Ultrafast Excited-State Dynamics of 6-Azauracil Studied by Femtosecond Transient Absorption Spectroscopy. Hua X, Hua L, Liu X.J Phys Chem A. 2015 Dec 31;119(52):12985-9. doi: 10.1021/acs.jpca.5b08975. Epub 2015 Dec 21. PMID: 26689220 2:Genome-wide screen of fission yeast mutants for sensitivity to 6-azauracil, an inhibitor of transcriptional elongation. Zhou H, Liu Q, Shi T, Yu Y, Lu H.Yeast. 2015 Oct;32(10):643-55. doi: 10.1002/yea.3085. Epub 2015 Jul 31. PMID: 26173815 Free Article3:Photoelectron spectroscopy of the 6-azauracil anion. Chen J, Buonaugurio A, Dolgounitcheva O, Zakrzewski VG, Bowen KH, Ortiz JV.J Phys Chem A. 2013 Feb 14;117(6):1079-82. doi: 10.1021/jp303964j. Epub 2012 Jul 13. PMID: 22724557 4:Optimization of the physicochemical and pharmacokinetic attributes in a 6-azauracil series of P2X7 receptor antagonists leading to the discovery of the clinical candidate CE-224,535. Duplantier AJ, Dombroski MA, Subramanyam C, Beaulieu AM, Chang SP, Gabel CA, Jordan C, Kalgutkar AS, Kraus KG, Labasi JM, Mussari C, Perregaux DG, Shepard R, Taylor TJ, Trevena KA, Whitney-Pickett C, Yoon K.Bioorg Med Chem Lett. 2011 Jun 15;21(12):3708-11. doi: 10.1016/j.bmcl.2011.04.077. Epub 2011 Apr 24. PMID: 21565499 5:On the relaxation mechanisms of 6-azauracil. Gobbo JP, Borin AC, Serrano-Andrés L.J Phys Chem B. 2011 May 19;115(19):6243-51. doi: 10.1021/jp200297z. Epub 2011 Apr 19. PMID: 21504170 6:Overruling the energy gap law: fast triplet formation in 6-azauracil. Etinski M, Marian CM.Phys Chem Chem Phys. 2010 Dec 28;12(48):15665-71. doi: 10.1039/c0cp00106f. Epub 2010 Aug 3. PMID: 20680213 7:Overexpression of SNG1 causes 6-azauracil resistance in Saccharomyces cerevisiae. García-López MC, Mirón-García MC, Garrido-Godino AI, Mingorance C, Navarro F.Curr Genet. 2010 Jun;56(3):251-63. doi: 10.1007/s00294-010-0297-z. Epub 2010 Apr 28. PMID: 20424846 8:Excited state characteristics of 6-azauracil in acetonitrile: drastically different relaxation mechanism from uracil. Kobayashi T, Harada Y, Suzuki T, Ichimura T.J Phys Chem A. 2008 Dec 25;112(51):13308-15. doi: 10.1021/jp803096j. PMID: 19053223 9:6-Azauracil or 8-aza-7-deazaadenine nucleosides and oligonucleotides: the effect of 2/’-fluoro substituents and nucleobase nitrogens on conformation and base pairing. Seela F, Chittepu P.Org Biomol Chem. 2008 Feb 7;6(3):596-607. doi: 10.1039/b715512c. Epub 2008 Jan 2. PMID: 18219432 10:Mutations in the Saccharomyces cerevisiae RPB1 gene conferring hypersensitivity to 6-azauracil. Malagon F, Kireeva ML, Shafer BK, Lubkowska L, Kashlev M, Strathern JN.Genetics. 2006 Apr;172(4):2201-9. Epub 2006 Mar 1. PMID: 16510790 Free PMC Article