MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 584643 | Name: Alloxazine
Featured

Description:

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

Alloxazine is an A2 receptor antagonist, which is approximately 10-fold more selective for the A2B receptor than for the A2A receptor.

Chemical Structure

Alloxazine
CAS#490-59-5

Theoretical Analysis

MedKoo Cat#: 584643

Name: Alloxazine

CAS#: 490-59-5

Chemical Formula: C10H6N4O2

Exact Mass: 214.0491

Molecular Weight: 214.18

Elemental Analysis: C, 56.08; H, 2.82; N, 26.16; O, 14.94

Price and Availability

Size Price Availability Quantity
250mg USD 250.00 2 Weeks
1g USD 450.00 2 Weeks
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Alloxazine; Isoalloxazine
IUPAC/Chemical Name
Benzo[g]pteridine-2,4(1H,3H)-dione
InChi Key
HAUGRYOERYOXHX-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H6N4O2/c15-9-7-8(13-10(16)14-9)12-6-4-2-1-3-5(6)11-7/h1-4H,(H2,12,13,14,15,16)
SMILES Code
O=C(N1)NC2=NC3=CC=CC=C3N=C2C1=O
Appearance
Solid powder
Purity
>95% (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
Shelf Life
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 214.18 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: Prukała D, Taczkowska M, Gierszewski M, Pędziński T, Sikorski M. Spectroscopy and Photophysics of Monomethyl-Substituted Derivatives of 5-Deazaalloxazine and 10-Ethyl-5-Deaza-Isoalloxazine. J Fluoresc. 2014 Mar;24(2):505-21. doi: 10.1007/s10895-013-1320-9. Epub 2013 Nov 23. PubMed PMID: 24272639. 2: Dudkin S, Iaroshenko VO, Sosnovskikh VY, Tolmachev AA, Villinger A, Langer P. Synthesis and reactivity of 5-polyfluoroalkyl-5-deazaalloxazines. Org Biomol Chem. 2013 Aug 28;11(32):5351-61. doi: 10.1039/c3ob26837c. PubMed PMID: 23846251. 3: Kanhed AM, Sinha A, Machhi J, Tripathi A, Parikh ZS, Pillai PP, Giridhar R, Yadav MR. Discovery of isoalloxazine derivatives as a new class of potential anti-Alzheimer agents and their synthesis. Bioorg Chem. 2015 Aug;61:7-12. doi: 10.1016/j.bioorg.2015.05.005. Epub 2015 May 21. PubMed PMID: 26042530. 4: Lans I, Frago S, Medina M. Understanding the FMN cofactor chemistry within the Anabaena Flavodoxin environment. Biochim Biophys Acta. 2012 Dec;1817(12):2118-27. doi: 10.1016/j.bbabio.2012.08.008. Epub 2012 Sep 7. PubMed PMID: 22982476. 5: Gurung AB, Aguan K, Mitra S, Bhattacharjee A. Identification of molecular descriptors for design of novel Isoalloxazine derivatives as potential Acetylcholinesterase inhibitors against Alzheimer's disease. J Biomol Struct Dyn. 2017 Jun;35(8):1729-1742. doi: 10.1080/07391102.2016.1192485. Epub 2016 Jul 28. PubMed PMID: 27410776. 6: Minor TR, Hanff TC. Adenosine signaling in reserpine-induced depression in rats. Behav Brain Res. 2015 Jun 1;286:184-91. doi: 10.1016/j.bbr.2015.02.032. Epub 2015 Feb 23. PubMed PMID: 25721738. 7: Tararina MA, Janda KD, Allen KN. Structural Analysis Provides Mechanistic Insight into Nicotine Oxidoreductase from Pseudomonas putida. Biochemistry. 2016 Dec 6;55(48):6595-6598. Epub 2016 Nov 18. PubMed PMID: 27933790. 8: Machhi J, Sinha A, Patel P, Kanhed AM, Upadhyay P, Tripathi A, Parikh ZS, Chruvattil R, Pillai PP, Gupta S, Patel K, Giridhar R, Yadav MR. Neuroprotective Potential of Novel Multi-Targeted Isoalloxazine Derivatives in Rodent Models of Alzheimer's Disease Through Activation of Canonical Wnt/β-Catenin Signalling Pathway. Neurotox Res. 2016 May;29(4):495-513. doi: 10.1007/s12640-016-9598-4. Epub 2016 Jan 21. PubMed PMID: 26797524. 9: Andrioli WJ, Lopes AA, Cavalcanti BC, Pessoa C, Nanayakkara NPD, Bastos JK. Isolation and characterization of 2-pyridone alkaloids and alloxazines from Beauveria bassiana. Nat Prod Res. 2017 Aug;31(16):1920-1929. doi: 10.1080/14786419.2016.1269091. Epub 2016 Dec 29. PubMed PMID: 28032511. 10: Prukała D, Gierszewski M, Karolczak J, Sikorski M. Study of photophysical properties of 5-deazaalloxazine and 1,3-dimethyl-5-deazaalloxazine in dependence of pH using different spectral techniques. Phys Chem Chem Phys. 2015 Jul 28;17(28):18729-41. doi: 10.1039/c5cp01566a. PubMed PMID: 26120609. 11: Bucci A, Yu TQ, Vanden-Eijnden E, Abrams CF. Kinetics of O2 Entry and Exit in Monomeric Sarcosine Oxidase via Markovian Milestoning Molecular Dynamics. J Chem Theory Comput. 2016 Jun 14;12(6):2964-72. doi: 10.1021/acs.jctc.6b00071. Epub 2016 May 19. PubMed PMID: 27168219; PubMed Central PMCID: PMC5501303. 12: Laptenok SP, Lukacs A, Brust R, Haigney A, Gil A, Towrie M, Greetham GM, Tonge PJ, Meech SR. Electron transfer quenching in light adapted and mutant forms of the AppA BLUF domain. Faraday Discuss. 2015;177:293-311. doi: 10.1039/c4fd00189c. PubMed PMID: 25633480. 13: Weber S, Kay CW, Bacher A, Richter G, Bittl R. Probing the N(5)-H bond of the isoalloxazine moiety of flavin radicals by X- and W-band pulsed electron-nuclear double resonance. Chemphyschem. 2005 Feb;6(2):292-9. PubMed PMID: 15751352. 14: Mollahosseini M, Karunaratne E, Gibson GN, Gascón JA, Papadimitrakopoulos F. Fullerene-Assisted Photoinduced Charge Transfer of Single-Walled Carbon Nanotubes through a Flavin Helix. J Am Chem Soc. 2016 May 11;138(18):5904-15. doi: 10.1021/jacs.5b13496. Epub 2016 Apr 29. PubMed PMID: 27127896. 15: Keirsse-Haquin J, Picaud T, Bordes L, de Gracia AG, Desbois A. Modulation of the flavin-protein interactions in NADH peroxidase and mercuric ion reductase: a resonance Raman study. Eur Biophys J. 2018 Apr;47(3):205-223. doi: 10.1007/s00249-017-1245-3. Epub 2017 Sep 9. PubMed PMID: 28889232. 16: Daniel B, Konrad B, Toplak M, Lahham M, Messenlehner J, Winkler A, Macheroux P. The family of berberine bridge enzyme-like enzymes: A treasure-trove of oxidative reactions. Arch Biochem Biophys. 2017 Oct 15;632:88-103. doi: 10.1016/j.abb.2017.06.023. Epub 2017 Jul 1. Review. PubMed PMID: 28676375. 17: Hamdane D, Bou-Nader C, Cornu D, Hui-Bon-Hoa G, Fontecave M. Flavin-Protein Complexes: Aromatic Stacking Assisted by a Hydrogen Bond. Biochemistry. 2015 Jul 21;54(28):4354-64. doi: 10.1021/acs.biochem.5b00501. Epub 2015 Jul 8. PubMed PMID: 26120776. 18: Cao X, Di M, Wang J. Expansion of the active site of the azoreductase from Shewanella oneidensis MR-1. J Mol Graph Model. 2017 Nov;78:213-220. doi: 10.1016/j.jmgm.2017.10.020. Epub 2017 Oct 31. PubMed PMID: 29100166. 19: Ferreira P, Martínez-Júlvez M, Medina M. Electron transferases. Methods Mol Biol. 2014;1146:79-94. doi: 10.1007/978-1-4939-0452-5_5. Review. PubMed PMID: 24764089. 20: Burgstaller P, Hermann T, Huber C, Westhof E, Famulok M. Isoalloxazine derivatives promote photocleavage of natural RNAs at G.U base pairs embedded within helices. Nucleic Acids Res. 1997 Oct 15;25(20):4018-27. PubMed PMID: 9321652; PubMed Central PMCID: PMC146990.