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MedKoo Cat#: 524323 | Name: Azauracil

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Azauracil is a plant growth regulator or inhibitor.

Chemical Structure

Azauracil
Azauracil
CAS#461-89-2

Theoretical Analysis

MedKoo Cat#: 524323

Name: Azauracil

CAS#: 461-89-2

Chemical Formula: C3H3N3O2

Exact Mass: 113.0225

Molecular Weight: 113.07

Elemental Analysis: C, 31.87; H, 2.67; N, 37.16; O, 28.30

Price and Availability

Size Price Availability Quantity
5g USD 170.00
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Related CAS #
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Synonym
Azauracil; CCRIS 2710; AI3-26412; Azauracil; CCRIS 2710; AI3-26412; EINECS 207-318-0; AZU; IPO 3834; NSC 3425; UNII-I14TWN70LR; USAF CB-30; EINECS 207-318-0; AZU; IPO 3834; NSC 3425; UNII-I14TWN70LR; USAF CB-30;
IUPAC/Chemical Name
1,2,4-Triazine-3,5(2H,4H)-dione
InChi Key
SSPYSWLZOPCOLO-UHFFFAOYSA-N
InChi Code
InChI=1S/C3H3N3O2/c7-2-1-4-6-3(8)5-2/h1H,(H2,5,6,7,8)
SMILES Code
[nH]1c(=O)[nH]c(=O)cn1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 113.07 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Hua X, Hua L, Liu X. Ultrafast Excited-State Dynamics of 6-Azauracil Studied by Femtosecond Transient Absorption Spectroscopy. J Phys Chem A. 2015 Dec 31;119(52):12985-9. doi: 10.1021/acs.jpca.5b08975. Epub 2015 Dec 21. PubMed PMID: 26689220. 2: Zhou H, Liu Q, Shi T, Yu Y, Lu H. Genome-wide screen of fission yeast mutants for sensitivity to 6-azauracil, an inhibitor of transcriptional elongation. Yeast. 2015 Oct;32(10):643-55. doi: 10.1002/yea.3085. Epub 2015 Jul 31. PubMed PMID: 26173815. 3: Diez-Martinez A, Kim EK, Krishnamurthy R. Hydrogen-Bonding Complexes of 5-Azauracil and Uracil Derivatives in Organic Medium. J Org Chem. 2015 Jul 17;80(14):7066-75. doi: 10.1021/acs.joc.5b00911. Epub 2015 Jul 7. PubMed PMID: 26098835. 4: Corzo HH, Dolgounitcheva O, Zakrzewski VG, Ortiz JV. Valence-bound and diffuse-bound anions of 5-azauracil. J Phys Chem A. 2014 Aug 28;118(34):6908-13. doi: 10.1021/jp505307m. Epub 2014 Aug 13. PubMed PMID: 25102270. 5: Chen J, Buonaugurio A, Dolgounitcheva O, Zakrzewski VG, Bowen KH, Ortiz JV. Photoelectron spectroscopy of the 6-azauracil anion. J Phys Chem A. 2013 Feb 14;117(6):1079-82. doi: 10.1021/jp303964j. Epub 2012 Jul 13. PubMed PMID: 22724557. 6: 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. 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. Bioorg Med Chem Lett. 2011 Jun 15;21(12):3708-11. doi: 10.1016/j.bmcl.2011.04.077. Epub 2011 Apr 24. PubMed PMID: 21565499. 7: Gobbo JP, Borin AC, Serrano-Andrés L. On the relaxation mechanisms of 6-azauracil. J Phys Chem B. 2011 May 19;115(19):6243-51. doi: 10.1021/jp200297z. Epub 2011 Apr 19. PubMed PMID: 21504170. 8: Etinski M, Marian CM. Overruling the energy gap law: fast triplet formation in 6-azauracil. Phys Chem Chem Phys. 2010 Dec 28;12(48):15665-71. doi: 10.1039/c0cp00106f. Epub 2010 Aug 3. PubMed PMID: 20680213. 9: García-López MC, Mirón-García MC, Garrido-Godino AI, Mingorance C, Navarro F. Overexpression of SNG1 causes 6-azauracil resistance in Saccharomyces cerevisiae. Curr Genet. 2010 Jun;56(3):251-63. doi: 10.1007/s00294-010-0297-z. Epub 2010 Apr 28. PubMed PMID: 20424846. 10: Kobayashi T, Harada Y, Suzuki T, Ichimura T. Excited state characteristics of 6-azauracil in acetonitrile: drastically different relaxation mechanism from uracil. J Phys Chem A. 2008 Dec 25;112(51):13308-15. doi: 10.1021/jp803096j. PubMed PMID: 19053223. 11: Seela F, Chittepu P. 6-Azauracil or 8-aza-7-deazaadenine nucleosides and oligonucleotides: the effect of 2'-fluoro substituents and nucleobase nitrogens on conformation and base pairing. Org Biomol Chem. 2008 Feb 7;6(3):596-607. doi: 10.1039/b715512c. Epub 2008 Jan 2. PubMed PMID: 18219432. 12: Poiarkov AA, Frasiniuk MS, Kibirev VK, Poiarkova SA. [The synthesis of arginine derivatives of chromone and azauracil]. Bioorg Khim. 2006 May-Jun;32(3):308-10. Russian. PubMed PMID: 16808173. 13: Malagon F, Kireeva ML, Shafer BK, Lubkowska L, Kashlev M, Strathern JN. Mutations in the Saccharomyces cerevisiae RPB1 gene conferring hypersensitivity to 6-azauracil. Genetics. 2006 Apr;172(4):2201-9. Epub 2006 Mar 1. PubMed PMID: 16510790; PubMed Central PMCID: PMC1456368. 14: Tansey WP. 6-azauracil sensitivity assay for yeast. CSH Protoc. 2006 Dec 1;2006(7). pii: pdb.prot4613. doi: 10.1101/pdb.prot4613. PubMed PMID: 22484669. 15: Kabbaj Y, Lazrek HB, Barascut JL, Imbach JL. Synthesis and biological activity of some unsaturated 6-azauracil acyclonucleosides. Nucleosides Nucleotides Nucleic Acids. 2005;24(3):161-72. PubMed PMID: 15892255. 16: Riles L, Shaw RJ, Johnston M, Reines D. Large-scale screening of yeast mutants for sensitivity to the IMP dehydrogenase inhibitor 6-azauracil. Yeast. 2004 Feb;21(3):241-8. PubMed PMID: 14968429; PubMed Central PMCID: PMC3371602. 17: Dow RL, Schneider SR, Paight ES, Hank RF, Chiang P, Cornelius P, Lee E, Newsome WP, Swick AG, Spitzer J, Hargrove DM, Patterson TA, Pandit J, Chrunyk BA, LeMotte PK, Danley DE, Rosner MH, Ammirati MJ, Simons SP, Schulte GK, Tate BF, DaSilva-Jardine P. Discovery of a novel series of 6-azauracil-based thyroid hormone receptor ligands: potent, TR beta subtype-selective thyromimetics. Bioorg Med Chem Lett. 2003 Feb 10;13(3):379-82. PubMed PMID: 12565933. 18: Jirků V V, Masák J, Cejková A. Yeast cell attachment: a tool modulating wall composition and resistance to 5-bromo-6-azauracil. Enzyme Microb Technol. 2000 Jun 1;26(9-10):808-811. PubMed PMID: 10862889. 19: Shimoaraiso M, Nakanishi T, Kubo T, Natori S. Transcription elongation factor S-II confers yeast resistance to 6-azauracil by enhancing expression of the SSM1 gene. J Biol Chem. 2000 Sep 22;275(38):29623-7. PubMed PMID: 10858443. 20: Novotný L, Vachálková A, Pískala A. Potential carcinogenicity of the synthetic 1,3,6-triazine (6-azapyrimidine) nucleic acid analogues determined by DC polarography. II. Nucleosides of 6-azauracil. Neoplasma. 1999;46(3):156-60. PubMed PMID: 10613590.