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 YesY
PubChem[1][2] 7045
ChemSpider[3] 21106470 YesY
KEGG[4] C18575
ChEBI 36616
ChEMBL[5] CHEMBL39444 YesY
Jmol-3D slike Slika 1
Svojstva
Molekulska formula C8H6N2
Molarna masa 130,15 g/mol
pKa 0,60[6]

 YesY (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]

Vidi još[уреди]