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Contents

   



(Top)
  


1 See also  




2 References  













GYKI 52466






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From Wikipedia, the free encyclopedia
  

GYKI 52466
Skeletal formula
Space-filling model of GYKI-52,466
Names
Preferred IUPAC name

4-(8-Methyl-2H,9H-[1,3]dioxolo[4,5-h][2,3]benzodiazepin-5-yl)aniline

Identifiers

CAS Number
  • 192065-56-8 (HCl salt) ☒N

    • 3D model (JSmol)
    ChEBI
    ChEMBL
    ChemSpider
    ECHA InfoCard 100.162.378 Edit this at Wikidata

    IUPHAR/BPS
    KEGG

    PubChem CID
    UNII

    CompTox Dashboard (EPA)

    • InChI=1S/C17H15N3O2/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11/h2-5,7-8H,6,9,18H2,1H3 ☒N

      Key: LFBZZHVSGAHQPP-UHFFFAOYSA-N ☒N

    • InChI=1/C17H15N3O2/c1-10-6-12-7-15-16(22-9-21-15)8-14(12)17(20-19-10)11-2-4-13(18)5-3-11/h2-5,7-8H,6,9,18H2,1H3

      Key: LFBZZHVSGAHQPP-UHFFFAOYAH

    • CC1=NN=C(C2=CC3=C(C=C2C1)OCO3)C4=CC=C(C=C4)N

    Properties

    Chemical formula

    		 C17H15N3O2
    Molar mass 293.326 g·mol−1
    Appearance Yellow solid (HCl salt)
    Density 1.393 g/cm3

    Solubility in water

    		 >10 mg/mL (HCl salt)

    Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

    ☒N verify (what is checkY☒N ?)

    Infobox references

    GYKI 52466 is a 2,3-benzodiazepine that acts as an ionotropic glutamate receptor antagonist, which is a non-competitive AMPA receptor antagonist (IC50 values are 10-20, ~ 450 and >> 50 μM for AMPA-, kainate- and NMDA-induced responses respectively), orally-active anticonvulsant, and skeletal muscle relaxant.[1][2][3][4] Unlike conventional 1,4-benzodiazepines, GYKI 52466 and related 2,3-benzodiazepines do not act on GABAA receptors.[5] Like other AMPA receptor antagonists, GYKI 52466 has anticonvulsant and neuroprotective properties.[6]

    See also[edit]

    References[edit]

    1. ^ Donevan, S.D; Rogawski, M.A (1998). "Allosteric regulation of α-amino-3-hydroxy-5-methyl-4-isoxazole-propionate receptors by thiocyanate and cyclothiazide at a common modulatory site distinct from that of 2,3-benzodiazepines". Neuroscience. 87 (3): 615–629. doi:10.1016/s0306-4522(98)00109-2. PMID 9758228. S2CID 14817743.
  • ^ Donevan, Sean D.; Rogawski, Michael A. (1993). "GYKI 52466, a 2,3-benzodiazepine, is a highly selective, noncompetitive antagonist of AMPA/Kainate receptor responses". Neuron. 10 (1): 51–59. doi:10.1016/0896-6273(93)90241-i. PMID 7678966. S2CID 16011527.
  • ^ Tarnawa, István; Farkas, Sándor; Berzsenyi, Pál; Pataki, Ágnes; Andrási, Ferenc (1989). "Electrophysiological studies with a 2,3-benzodiazepine muscle relaxant: GYKI 52466". European Journal of Pharmacology. 167 (2): 193–199. doi:10.1016/0014-2999(89)90579-7. PMID 2574112.
  • ^ Rzeski, W.; Turski, L.; Ikonomidou, C. (2001). "Glutamate antagonists limit tumor growth". Proceedings of the National Academy of Sciences. 98 (11): 6372–6377. doi:10.1073/pnas.091113598. PMC 33475. PMID 11331750.
  • ^ Paternain, Ana V.; Morales, Miguel; Lerma, Juan (1995). "Selective antagonism of AMPA receptors unmasks kainate receptor-mediated responses in hippocampal neurons". Neuron. 14 (1): 185–189. doi:10.1016/0896-6273(95)90253-8. PMID 7826635. S2CID 6037517.
  • ^ Szabados, Tamás; Gigler, Gábor; Gacsályi, István; Gyertyán, István; Lévay, György (2001). "Comparison of anticonvulsive and acute neuroprotective activity of three 2,3-benzodiazepine compounds, GYKI 52466, GYKI 53405, and GYKI 53655". Brain Research Bulletin. 55 (3): 387–391. doi:10.1016/s0361-9230(01)00516-0. PMID 11489346. S2CID 23142293.

    • Retrieved from "https://en.wikipedia.org/w/index.php?title=GYKI_52466&oldid=1095880342"
    Categories: 
    ●AMPA receptor antagonists
     ●Anticonvulsants
     ●Muscle relaxants
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