114012-12-3

Basic information

• Product Name: PHACLOFEN
• Synonyms: 3-AMINO-2-(4-CHLOROPHENYL)PROPYLPHOSPHONIC ACID;PHACLOFEN;(RS)-3-AMINO-2-(4-CHLOROPHENYL)PROPYLPHOSPHONIC ACID;3-amino-2-(4-chlorophenyl)*propanephosphonic acid;PHACLOFEN GABA(B) RECEPTOR ANTA;Phosphonic acid, (3-amino-2-(4-chlorophenyl)propyl)-
• CAS NO: 114012-12-3
• Molecular Formula: C₉H₁₃ClNO₃P
• Molecular Weight: 249.63
• Product Categories: GABA/Glycine receptor
• Mol File: 114012-12-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 467.1 °C at 760 mmHg
• Flash Point: 236.3 °C
• Appearance: white/solid
• Density: 1.432 g/cm³
• Storage Temp.: Store at RT
• Solubility: 0.1 M HCl: 13.3 mg/mL
• CAS DataBase Reference: PHACLOFEN(CAS DataBase Reference)
• NIST Chemistry Reference: PHACLOFEN(114012-12-3)
• EPA Substance Registry System: PHACLOFEN(114012-12-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 114012-12-3(Hazardous Substances Data)

Usage

Uses

Phaclofen is a selective GABAB?receptor antagonist.

General Description

Phaclofen is a phosphonic acid derivative of baclofen.

Biological Activity

Selective GABA B antagonist. Phosphono analog of GABA B agonist baclofen ((RS)-4-Amino-3-(4-chlorophenyl)butanoic acid ).

Biochem/physiol Actions

Phaclofen plays a vital role in identifying the physiological importance of central and peripheral bicuculline-insensitive receptors with which GABA and (?) baclofen interact. Phaclofen acts as a GABAB receptor antagonist. Phaclofen has an ability to reversibly block the late, bicuculline resistant, K+ dependent inhibitory postsynaptic potential (IPSP) logged in projection cells of the cat and rat dorsal lateral geniculate nucleus and in rat hippocampal CA1 pyramidal neurons.

InChI: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)

Upstream product

• 124831-11-4 Dimethyl 2-(4-chlorophenyl)-3-nitropropylphosphonate 
• 706-07-0 1-chloro-4-(2-nitrovinyl)benzene 
• 114566-97-1 ethyl 3-(4-chlorophenyl)-4-dimethoxyphosphinylbutanoate 
• 153805-70-0 (Z)-ethyl 4-bromo-3-(4-chlorophenyl)but-2-enoate 
• 21757-98-2 ethyl (E)-3-(4-chlorophenyl)-2-butenoate 
• 114567-00-9 3-(4-chlorophenyl)-4-phosphonobutanoic acid 
• 124831-12-5 Dimethyl 3-amino-2-(4-chlorophenyl)propylphosphonate 

Related news

Actions of baelofen and PHACLOFEN (cas 114012-12-3) upon ON- and OFF-ganglion cells in the cat retina09/03/2019

The effects of the GABAB (γ-amino butyric acidB) receptor agonist, baclofen and its antagonist, phaclofen on physiologically identified retinal ganglion cells were studied in the optically intact eye of pentobarbitone-anaesthetized cats. These results were compared with the effects of the GABAA...detailed

Short communicationStimulation by PHACLOFEN (cas 114012-12-3) of inositol 1,4,5-triphosphate production in cultured neurons from chick tectum09/02/2019

The influence of γ-aminobutyric acid (GABA) receptor agonists and antagonists on the intracellular concentration of inositol 1,4,5-triphosphate (IP3) was examined in neuronal cultures of embryonic chick tectum. GABA and selective agonists of its receptors were inactive, whereas phaclofen, a GAB...detailed

Thioether analogues of baclofen, PHACLOFEN (cas 114012-12-3) and saclofen08/30/2019

Analogues of baclofen, phaclofen and saclofen, incorporating a sulfur atom within the methylene chain, have been tested against responses induced by baclofen for activity at γ-aminobutyric acid-B (GABAB) receptor sites, using a number of preparations including the guinea-pig isolated ileum and ...detailed

PHACLOFEN (cas 114012-12-3) antagonizes the depressant effect of baclofen on spinal reflex transmission in rats08/29/2019

The action of phaclofen, the phosphonic acid derivative of baclofen, on baclofen-induced suppression of spinal reflex transmission was tested in anaesthetized rats. Intrathecal (i.th.) injection of phaclofen, 100 nmol, antagonized the depressant effect of baclofen, 2 nmol, on spinal Hoffmann (H)...detailed

PHACLOFEN (cas 114012-12-3) antagonizes the antinociceptive but not the sedative effects of (−)-baclofen08/26/2019

1. Intraperitoneal (ip) injection of (−)-baclofen induced long-lasting antinociceptive and sedative effects in rats.2. Phaclofen, the phosphonic derivative of baclofen, fully antagonized the antinociceptive effect of (−)-baclofen. when injected intracerebroven-tricularly (icv), but not ip, phacl...detailed

Relevant articles and documents

An efficient synthesis of (±)-3-amino-2-(4-chlorophenyl)-propylphosphonic acid (PHACLOFEN)

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