Phaclofen

Last updated
Phaclofen
Phaclofen.svg
Names
IUPAC name
[3-amino-2-(4-chlorophenyl)propyl]phosphonic acid
Identifiers
3D model (JSmol)
ChemSpider
PubChem CID
  • 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) X mark.svgN
    Key: VSGNGLJPOGUDON-UHFFFAOYSA-N X mark.svgN
  • 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 mass 249.631 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Phaclofen, or phosphonobaclofen, is a selective antagonist for the GABAB 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

  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.
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