Quinoxaline

For research use only. Not for therapeutic Use.

  • CAT Number: I012001
  • CAS Number: 91-19-0
  • Molecular Formula: C8H6N2
  • Molecular Weight: 130.15
  • Purity: ≥95%
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Quinoxaline(Cat No.:I012001), is a heterocyclic compound composed of a fused benzene and pyrazine ring. It is a colorless oil that solidifies slightly above room temperature. While quinoxaline itself is primarily of academic interest, its derivatives find practical applications as dyes, pharmaceuticals, and antibiotics. Notable examples include olaquindox, carbadox, echinomycin, levomycin, and actinoleutin. These compounds have diverse uses in various fields due to their pharmacological and biological activities, making them important in medicinal chemistry and related industries.


Catalog Number I012001
CAS Number 91-19-0
Synonyms

Quinoxaline;Quinoxaline

Molecular Formula C8H6N2
Purity ≥95%
Solubility Soluble in DMSO
Storage 2-8°C
IUPAC Name quinoxaline
InChI InChI=1S/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H
InChIKey XSCHRSMBECNVNS-UHFFFAOYSA-N
SMILES C1=CC=C2C(=C1)N=CC=N2
Reference

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

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