Hinoksalin

Из Википедије, слободне енциклопедије
Hinoksalin
IUPAC ime
Drugi nazivi Benzo[a]pirazin, Benzopirazin, Benzoparadiazin, 1,4-Benzodiazin, Fenopiazin, Fenpiazin, Hinazin
Identifikacija
CAS registarski broj 91-19-0 ДаY
PubChem[1][2] 7045
ChemSpider[3] 21106470 ДаY
KEGG[4] C18575
ChEBI 36616
ChEMBL[5] CHEMBL39444 ДаY
Jmol-3D slike Slika 1
Svojstva
Molekulska formula C8H6N2
Molarna masa 130,15 g/mol
pKa 0,60[6]

 ДаY (šta je ovo?)   (verifikuj)

Ukoliko nije drugačije napomenuto, podaci se odnose na standardno stanje (25 °C, 100 kPa) materijala

Hinoksalin (benzopirazin) je organsko heterociklično jedinjenje koje se sastoji od kondenzovanih prstena benzena i pirazina. On je izomeran sa hinazolinom, ftalazinom i cinolinom.[7][8]

Hinoksalini se koriste kao boje i lekovi, npr. antibiotici poput ehinomicina, levomicina i aktinoleutina. Derivati hinoksalina su ispitivani kao potencijalni antitumorski agensi.[9] Oni se isto tako koriste kao katalitički ligandi:[10]

Sinteza[уреди]

U jednoj studiji je korištena 2-jodoksibenzojeva kiselina (IBX) kao katalizator reakcije benzila sa 1,2-diaminobenzenom:[11]

Quinoxaline Synthesis

Reference[уреди]

  1. Li Q, Cheng T, Wang Y, Bryant SH (2010). „PubChem as a public resource for drug discovery.”. Drug Discov Today. 15 (23-24): 1052—7. doi:10.1016/j.drudis.2010.10.003. PMID 20970519.  edit
  2. Evan E. Bolton; Yanli Wang; Paul A. Thiessen; Stephen H. Bryant (2008). „Chapter 12 PubChem: Integrated Platform of Small Molecules and Biological Activities”. Annual Reports in Computational Chemistry. 4: 217—241. doi:10.1016/S1574-1400(08)00012-1. 
  3. Hettne KM, Williams AJ, van Mulligen EM, Kleinjans J, Tkachenko V, Kors JA (2010). „Automatic vs. manual curation of a multi-source chemical dictionary: the impact on text mining”. J Cheminform. 2 (1): 3. doi:10.1186/1758-2946-2-3. PMID 20331846.  edit
  4. Joanne Wixon; Douglas Kell (2000). „Website Review: The Kyoto Encyclopedia of Genes and Genomes — KEGG”. Yeast. 17 (1): 48—55. doi:10.1002/(SICI)1097-0061(200004)17:1<48::AID-YEA2>3.0.CO;2-H. 
  5. Gaulton A, Bellis LJ, Bento AP, Chambers J, Davies M, Hersey A, Light Y, McGlinchey S, Michalovich D, Al-Lazikani B, Overington JP (2012). „ChEMBL: a large-scale bioactivity database for drug discovery”. Nucleic Acids Res. 40 (Database issue): D1100—7. doi:10.1093/nar/gkr777. PMID 21948594.  edit
  6. Brown, H.C., et al., in Baude, E.A. and Nachod, F.C., Determination of Organic Structures by Physical Methods, Academic Press, New York, 1955.
  7. Katritzky A.R.; Pozharskii A.F. (2000). Handbook of Heterocyclic Chemistry. Academic Press. ISBN 0080429882. 
  8. Clayden Jonathan; Nick Greeves; Stuart Warren; Peter Wothers (2001). Organic chemistry. Oxford, Oxfordshire: Oxford University Press. ISBN 0-19-850346-6. 
  9. Heterocyclic quinones.2.Quinoxaline-5,6-(and 5-8)-diones-Potential antitumoral agents. Jean Renault, Michel Baron, Patrick Mailliet & al., Eur. J. Med. Chem., 16, 6, 545-550, 1981
  10. Regioselective Synthesis of Asymmetrically Substituted 2-Quinoxalinol Salen Ligands. Xianghong Wu, Anne E. V. Gorden. J. Org. Chem., 72, 8691-8699, 2007
  11. Facile synthesis of quinoxaline derivatives using o-iodoxybenzoic acid (IBX) at room temperature (06-2190LP) Majid M. Heravi, Khadijeh Bakhtiari, Maryam H. Tehrani, Negar M. Javadi, and Hossien A. Oskooie ARKIVOC 2006 (xvi) 16-22 [1]

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