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Phaclofen

From Wikipedia, the free encyclopedia
GABAB receptor antagonist
Phaclofen
Names
IUPAC name
[3-amino-2-(4-chlorophenyl)propyl]phosphonic acid
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C9H13ClNO3P/c10-9-3-1-7(2-4-9)8(5-11)6-15(12,13)14/h1-4,8H,5-6,11H2,(H2,12,13,14) ☒N
    Key: VSGNGLJPOGUDON-UHFFFAOYSA-N ☒N
  • InChI=1/C9H13ClNO3P/c10-9-3-1-7(2-4-9)8(5-11)6-15(12,13)14/h1-4,8H,5-6,11H2,(H2,12,13,14)
    Key: VSGNGLJPOGUDON-UHFFFAOYAO
  • C1=CC(=CC=C1C(CN)CP(=O)(O)O)Cl
Properties
C9H13ClNO3P
Molar mass249.631 g/mol
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Phaclofen, orphosphonobaclofen, is a selectiveantagonist for theGABAB receptor.[1] It was the first selective GABAB antagonist discovered, but its utility was limited by the fact that it does not cross the blood brain barrier.[2]

References

[edit]
  1. ^Kerrn D, Ong J, Prager R, Gynther B, Curtis D (3 March 1987). "Phaclofen: a peripheral and central baclofen antagonist".Brain Research.405 (1):150–154.doi:10.1016/0006-8993(87)90999-1.PMID 3032346.S2CID 29595421.
  2. ^Froestl W, Mickel SJ, von Sprecher G, Diel PJ, Hall RG, Maier L, Strub D, Melillo V, Baumann PA, Bernasconi R, et al. (August 18, 1995). "Phosphinic acid analogues of GABA. 2. Selective, orally active GABAB antagonists".J Med Chem.38 (17):3313–3331.doi:10.1021/jm00017a016.PMID 7650685.
Ionotropic
GABAATooltip γ-Aminobutyric acid A receptor
GABAA-ρTooltip γ-Aminobutyric acid A-rho receptor
Metabotropic
GABABTooltip γ-Aminobutyric acid B receptor
Stub icon

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