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

MedKoo CAT#: 329683

CAS#: 91-19-0

Description: Quinoxaline, also called a benzopyrazine, in organic chemistry, is a heterocyclic compound containing a ring complex made up of a benzene ring and a pyrazine ring. It is a colorless oil that melts just above room temperature. Although quinoxaline itself is mainly of academic interest, quinoxaline derivatives are used as dyes, pharmaceuticals, and antibiotics such as olaquindox, carbadox, echinomycin, levomycin and actinoleutin.


Price and Availability

Size
Price

5g
USD 150
Size
Price

10g
USD 250
Size
Price

25g
USD 350

Quinoxaline, purity > 98%, is in stock. Current shipping out time is about 2 weeks after order is received. CoA, QC data and MSDS documents are available in one week after order is received.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 329683
Name: Quinoxaline
CAS#: 91-19-0
Chemical Formula: C8H6N2
Exact Mass: 130.0531
Molecular Weight: 130.15
Elemental Analysis: C, 73.83; H, 4.65; N, 21.52


Synonym: Quinoxaline

IUPAC/Chemical Name: Quinoxaline

InChi Key: XSCHRSMBECNVNS-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H

SMILES Code: C12=CC=CC=C1N=CC=N2


Technical Data

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

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).

Harmonized System Code:
293490


References

1: Pinheiro AC, Mendonça Nogueira TC, de Souza MV. Quinoxaline Nucleus: A Promising Scaffold in Anti-cancer Drug Discovery. Anticancer Agents Med Chem. 2016;16(10):1339-52. Review. PubMed PMID: 27349448.

2: Du J, Li XH, Li YJ. Glutamate in peripheral organs: Biology and pharmacology. Eur J Pharmacol. 2016 Aug 5;784:42-8. doi: 10.1016/j.ejphar.2016.05.009. Epub 2016 May 7. Review. PubMed PMID: 27164423.

3: El Newahie AM, Ismail NS, Abou El Ella DA, Abouzid KA. Quinoxaline-Based Scaffolds Targeting Tyrosine Kinases and Their Potential Anticancer Activity. Arch Pharm (Weinheim). 2016 May;349(5):309-26. doi: 10.1002/ardp.201500468. Epub 2016 Apr 9. Review. PubMed PMID: 27062086.

4: Cheng G, Sa W, Cao C, Guo L, Hao H, Liu Z, Wang X, Yuan Z. Quinoxaline 1,4-di-N-Oxides: Biological Activities and Mechanisms of Actions. Front Pharmacol. 2016 Mar 21;7:64. doi: 10.3389/fphar.2016.00064. eCollection 2016. Review. PubMed PMID: 27047380; PubMed Central PMCID: PMC4800186.

5: Unzue A, Lafleur K, Zhao H, Zhou T, Dong J, Kolb P, Liebl J, Zahler S, Caflisch A, Nevado C. Three stories on Eph kinase inhibitors: From in silico discovery to in vivo validation. Eur J Med Chem. 2016 Apr 13;112:347-66. doi: 10.1016/j.ejmech.2016.01.057. Epub 2016 Feb 2. Review. PubMed PMID: 26907157.

6: Tristán-Manzano M, Guirado A, Martínez-Esparza M, Gálvez J, García-Peñarrubia P, Ruiz-Alcaraz AJ. Quinoxalines Potential to Target Pathologies. Curr Med Chem. 2015;22(26):3075-108. Review. PubMed PMID: 26264925.

7: Gerace E, Pellegrini-Giampietro DE, Moroni F, Mannaioni G. Poly(ADP-Ribose)Polymerase 1 (PARP-1) Activation and Ca(2+) Permeable α-Amino-3-Hydroxy-5-Methyl-4-Isoxazolepropionic Acid (AMPA) Channels in Post-Ischemic Brain Damage: New Therapeutic Opportunities? CNS Neurol Disord Drug Targets. 2015;14(5):636-46. Review. PubMed PMID: 25924998.

8: Jampilek J. Recent advances in design of potential quinoxaline anti-infectives. Curr Med Chem. 2014;21(38):4347-73. Review. PubMed PMID: 25312209.

9: Yang Y, Cui M. Radiolabeled bioactive benzoheterocycles for imaging β-amyloid plaques in Alzheimer's disease. Eur J Med Chem. 2014 Nov 24;87:703-21. doi: 10.1016/j.ejmech.2014.10.012. Epub 2014 Oct 7. Review. PubMed PMID: 25305715.

10: Corrêa MF, dos Santos Fernandes JP. Histamine H4 receptor ligands: future applications and state of art. Chem Biol Drug Des. 2015 Apr;85(4):461-80. doi: 10.1111/cbdd.12431. Epub 2014 Oct 27. Review. PubMed PMID: 25228262.

11: Ajani OO. Present status of quinoxaline motifs: excellent pathfinders in therapeutic medicine. Eur J Med Chem. 2014 Oct 6;85:688-715. doi: 10.1016/j.ejmech.2014.08.034. Epub 2014 Aug 10. Review. PubMed PMID: 25128670.

12: Pereira JA, Pessoa AM, Cordeiro MN, Fernandes R, Prudêncio C, Noronha JP, Vieira M. Quinoxaline, its derivatives and applications: A State of the Art review. Eur J Med Chem. 2015 Jun 5;97:664-72. doi: 10.1016/j.ejmech.2014.06.058. Epub 2014 Jul 1. Review. PubMed PMID: 25011559.

13: Nambu A, Tachibana Y. Mechanism of parkinsonian neuronal oscillations in the primate basal ganglia: some considerations based on our recent work. Front Syst Neurosci. 2014 May 23;8:74. doi: 10.3389/fnsys.2014.00074. eCollection 2014. Review. PubMed PMID: 24904309; PubMed Central PMCID: PMC4033056.

14: Moorthy NS, Manivannan E, Karthikeyan C, Trivedi P. 6H-Indolo[2,3-b]quinoxalines: DNA and protein interacting scaffold for pharmacological activities. Mini Rev Med Chem. 2013 Aug;13(10):1415-20. Review. PubMed PMID: 23701655.

15: Jovené C, Chugunova EA, Goumont R. The properties and the use of substituted benzofuroxans in pharmaceutical and medicinal chemistry: a comprehensive review. Mini Rev Med Chem. 2013 Jun 1;13(8):1089-136. Review. PubMed PMID: 23544466.

16: Liu ZY, Sun ZL. The metabolism of carbadox, olaquindox, mequindox, quinocetone and cyadox: an overview. Med Chem. 2013 Dec;9(8):1017-27. Review. PubMed PMID: 23521002.

17: Poulie CB, Bunch L. Heterocycles as nonclassical bioisosteres of α-amino acids. ChemMedChem. 2013 Feb;8(2):205-15. doi: 10.1002/cmdc.201200436. Epub 2013 Jan 15. Review. PubMed PMID: 23322633.

18: González M, Cerecetto H. Quinoxaline derivatives: a patent review (2006--present). Expert Opin Ther Pat. 2012 Nov;22(11):1289-302. doi: 10.1517/13543776.2012.724677. Epub 2012 Sep 13. Review. PubMed PMID: 22971178.

19: Balderas-Renteria I, Gonzalez-Barranco P, Garcia A, Banik BK, Rivera G. Anticancer drug design using scaffolds of β-lactams, sulfonamides, quinoline, quinoxaline and natural products. Drugs advances in clinical trials. Curr Med Chem. 2012;19(26):4377-98. Review. PubMed PMID: 22709002.

20: Shan L. Radioiodinated N-(2-diethylaminoethyl)-6-iodoquinoxaline-2-carboxamide dihydrochloride salt. 2011 Aug 5 [updated 2011 Sep 28]. Molecular Imaging and Contrast Agent Database (MICAD) [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2004-2013. Available from http://www.ncbi.nlm.nih.gov/books/NBK63869/ PubMed PMID: 21977534.