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1 References  














PEAQX






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From Wikipedia, the free encyclopedia
 


PEAQX

Clinical data

Other names

PEAQX, NVP-AAM077

Identifiers

  • ({[(1S)-1-(4-bromophenyl)ethyl]amino}-(2,3-dioxo-1,4-dihydroquinoxalin-5-yl)methyl)phosphonic acid

PubChem CID

ChemSpider

UNII

Chemical and physical data

Formula

C17H17BrN3O5P

Molar mass

454.217 g·mol−1

3D model (JSmol)

  • C[C@@H](C1=CC=C(C=C1)Br)NC(C2=C3C(=CC=C2)N=C(C(=N3)O)O)P(=O)(O)O

  • InChI=1S/C17H17BrN3O5P/c1-9(10-5-7-11(18)8-6-10)19-17(27(24,25)26)12-3-2-4-13-14(12)21-16(23)15(22)20-13/h2-9,17,19H,1H3,(H,20,22)(H,21,23)(H2,24,25,26)/t9-,17?/m0/s1 ☒N

  • Key:XXZGNAZRWCBSBK-WFVOFKTRSA-N ☒N

  •  ☒NcheckY (what is this?)  (verify)

    PEAQX is a competitive antagonist at the NMDA receptor. Although originally described as 100-fold selective for GluN1/GluN2A receptors vs. GluN1/GluN2B receptors, more detailed studies[1] of the Ki of PEAQX revealed it only shows a 5 fold difference in affinity for GluN1/GluN2A vs. GluN1/GluN2B receptors. It is also a potent anticonvulsant in animal tests.[2]

    References[edit]

    1. ^ Frizelle PA, Chen PE, Wyllie DJ (September 2006). "Equilibrium constants for (R)-[(S)-1-(4-bromo-phenyl)-ethylamino]-(2,3-dioxo-1,2,3,4-tetrahydroquinoxalin-5-yl)-methyl]-phosphonic acid (NVP-AAM077) acting at recombinant NR1/NR2A and NR1/NR2B N-methyl-D-aspartate receptors: Implications for studies of synaptic transmission". Molecular Pharmacology. 70 (3): 1022–32. doi:10.1124/mol.106.024042. PMID 16778008. S2CID 14304805.
  • ^ Auberson YP, Allgeier H, Bischoff S, Lingenhoehl K, Moretti R, Schmutz M (April 2002). "5-Phosphonomethylquinoxalinediones as competitive NMDA receptor antagonists with a preference for the human 1A/2A, rather than 1A/2B receptor composition". Bioorganic & Medicinal Chemistry Letters. 12 (7): 1099–102. doi:10.1016/s0960-894x(02)00074-4. PMID 11909726.
  • AMPARTooltip α-Amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid receptor

  • Acromelic acid (acromelate)
  • AMPA
  • BOAA
  • Domoic acid
  • Glutamate
  • Ibotenic acid
  • Proline
  • Quisqualic acid
  • Willardiine; Positive allosteric modulators: Aniracetam
  • Cyclothiazide
  • CX-516
  • CX-546
  • CX-614
  • Farampator (CX-691, ORG-24448)
  • CX-717
  • CX-1739
  • CX-1942
  • Diazoxide
  • Hydrochlorothiazide (HCTZ)
  • IDRA-21
  • LY-392098
  • LY-395153
  • LY-404187
  • LY-451646
  • LY-503430
  • Mibampator (LY-451395)
  • Nooglutyl
  • ORG-26576
  • Oxiracetam
  • PEPA
  • Pesampator (BIIB-104, PF-04958242)
  • Piracetam
  • Pramiracetam
  • S-18986
  • Tulrampator (S-47445, CX-1632)
  • KARTooltip Kainate receptor

  • 5-Iodowillardiine
  • Acromelic acid (acromelate)
  • AMPA
  • ATPA
  • Domoic acid
  • Glutamate
  • Ibotenic acid
  • Kainic acid
  • LY-339434
  • Proline
  • Quisqualic acid
  • SYM-2081; Positive allosteric modulators: Cyclothiazide
  • Diazoxide
  • Enflurane
  • Halothane
  • Isoflurane
  • NMDARTooltip N-Methyl-D-aspartate receptor

    • Agonists: Main site agonists: AMAA
  • Aspartate
  • Glutamate
  • Homocysteic acid (L-HCA)
  • Homoquinolinic acid
  • Ibotenic acid
  • NMDA
  • Proline
  • Quinolinic acid
  • Tetrazolylglycine
  • Theanine; Glycine site agonists: β-Fluoro-D-alanine
  • ACBD
  • ACC (ACPC)
  • ACPD
  • AK-51
  • Apimostinel (NRX-1074)
  • B6B21
  • CCG
  • D-Alanine
  • D-Cycloserine
  • D-Serine
  • DHPG
  • Dimethylglycine
  • Glycine
  • HA-966
  • L-687414
  • L-Alanine
  • L-Serine
  • Milacemide
  • Neboglamine (nebostinel)
  • Rapastinel (GLYX-13)
  • Sarcosine; Polyamine site agonists: Neomycin
  • Spermidine
  • Spermine; Other positive allosteric modulators: 24S-Hydroxycholesterol
  • DHEATooltip Dehydroepiandrosterone (prasterone)
  • DHEA sulfate (prasterone sulfate)
  • Epipregnanolone sulfate
  • Plazinemdor
  • Pregnenolone sulfate
  • SAGE-201
  • SAGE-301
  • SAGE-718
  • Metabotropic glutamate receptor modulators
  • Glutamate metabolism/transport modulators

  • Retrieved from "https://en.wikipedia.org/w/index.php?title=PEAQX&oldid=1154585782"

    Categories: 
    NMDA receptor antagonists
    Organobromides
    Quinoxalines
    Lactams
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    This page was last edited on 13 May 2023, at 12:21 (UTC).

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