From Wikipedia, the free encyclopedia
Phaclofen
Names
IUPAC name
[3-amino-2-(4-chlorophenyl)propyl]phosphonic acid
Identifiers
108351-35-5 Y
3D model (JSmol )
ChemSpider
IUPHAR/BPS
show 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
show C1=CC(=CC=C1C(CN)CP(=O)(O)O)Cl
Properties
C9 H13 ClNO3 P
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).
N what is Y N
Infobox references
Chemical compound
Phaclofen , or phosphonobaclofen , is a selective antagonist for the GABAB receptor .[1] B antagonist discovered, but its utility was limited by the fact that it does not cross the blood brain barrier.[2]
References [ ]
^ David I.B. KerrCorresponding author contact information, Jennifer Ong, Rolf H. Prager, Bruce D. Gynther, David R. Curtis (3 March 1987). "Phaclofen: a peripheral and central baclofen antagonist". Brain Research . 405 : 150–154. doi :10.1016/0006-8993(87)90999-1 . CS1 maint: multiple names: authors list (link ) ^ 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): 3313-31. doi :10.1021/jm00017a016 . PMID 7650685 .
show Ionotropic
GABAA
Positive modulators (abridged; see here for a full list): Alcohols (e.g., drinking alcohol , 2M2B )Anabolic steroids Avermectins (e.g., ivermectin )Barbiturates (e.g., phenobarbital )Benzodiazepines (e.g., diazepam )Bromide compounds (e.g., potassium bromide )Carbamates (e.g., meprobamate )Carbamazepine Chloralose Chlormezanone Clomethiazole Dihydroergolines (e.g., ergoloid (dihydroergotoxine) )Etazepine Etifoxine Fenamates (e.g., mefenamic acid )Flavonoids (e.g., apigenin , hispidulin )Fluoxetine Flupirtine Imidazoles (e.g., etomidate )Kava constituents (e.g., kavain )Lanthanum Loreclezole Monastrol Neuroactive steroids (e.g., allopregnanolone , cholesterol , THDOC )Niacin Niacinamide Nonbenzodiazepines (e.g., β-carbolines (e.g., abecarnil ), cyclopyrrolones (e.g., zopiclone ), imidazopyridines (e.g., zolpidem ), pyrazolopyrimidines (e.g., zaleplon ))Norfluoxetine Petrichloral Phenols (e.g., propofol )Phenytoin Piperidinediones (e.g., glutethimide )Propanidid Pyrazolopyridines (e.g., etazolate )Quinazolinones (e.g., methaqualone )Retigabine (ezogabine) ROD-188 Skullcap constituents (e.g., baicalin )Stiripentol (e.g., sulfonmethane (sulfonal) )
Topiramate Valerian constituents (e.g., valerenic acid )Volatiles /gases (e.g., chloral hydrate , chloroform , diethyl ether , paraldehyde , sevoflurane )Negative modulators: 11-Ketoprogesterone 17-Phenylandrostenol α5IA (LS-193,268) Anabolic steroids Amiloride Anisatin β-Lactams (e.g., penicillins , cephalosporins , carbapenems )Basmisanil Bemegride Bicyclic phosphates (TBPS , TBPO , IPTBO )BIDN Bilobalide Bupropion Chlorophenylsilatrane Cicutoxin Cloflubicyne Cyclothiazide DHEA DHEA-S Dieldrin DMCM EBOB FG-7142 (ZK-31906) (e.g., fipronil )
Flavonoids (e.g., amentoflavone , oroxylin A )Flumazenil Fluoroquinolones (e.g., ciprofloxacin )Flurothyl Furosemide Golexanolone Iomazenil (123 I) IPTBO Isopregnanolone (sepranolone) L-655,708 Laudanosine Lindane Morphine Morphine-3-glucuronide MRK-016 Naloxone Naltrexone Nicardipine Nonsteroidal antiandrogens (e.g., apalutamide , bicalutamide , enzalutamide , flutamide , nilutamide )Oenanthotoxin Pentylenetetrazol (pentetrazol) Phenylsilatrane Picrotoxin (i.e., picrotin , picrotoxinin and dihydropicrotoxinin )Pregnenolone sulfate PWZ-029 Radequinil Ro 15-4513 Sarmazenil Suritozole TB-21007 TBPS Terbequinil TETS Thujone Zinc ZK-93426 GABAA -ρ
Metabotropic
See also
Receptor/signaling modulators GABAA receptor positive modulators GABA metabolism/transport modulators
Categories :
GABAB receptor antagonists Phosphonic acids Chloroarenes Nervous system drug stubs Hidden categories:
CS1 maint: multiple names: authors list Articles without EBI source Articles without KEGG source Articles without UNII source Chembox CAS registry number not linked Articles with changed ChemSpider identifier Articles with changed InChI identifier Pages using collapsible list with both background and text-align in titlestyle Articles containing unverified chemical infoboxes Articles with short description Short description matches Wikidata All stub articles
(what is 
?)
