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Key Documents

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P118

Sigma-Aldrich

Phaclofen

solid

Sinónimos:

3-Amino-2-(4-chlorophenyl)propanephosphonic acid

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About This Item

Fórmula empírica (notación de Hill):
C9H13ClNO3P
Número de CAS:
114012-12-3
Peso molecular:
249.63
MDL number:
MFCD00069328
UNSPSC Code:
12352200
PubChem Substance ID:
24278189
NACRES:
NA.32

form

solid

impurities

≥97% (NMR)

color

white

solubility

0.1 M HCl: 13.3 mg/mL
methanol: 19.3 mg/mL
DMSO: insoluble

SMILES string

NCC(CP(O)(O)=O)c1ccc(Cl)cc1

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)

InChI key

VSGNGLJPOGUDON-UHFFFAOYSA-N

Gene Information

human ... GABBR1(2550) , GABBR2(9568)

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General description

Phaclofen is a phosphonic acid derivative of baclofen.

Application

Phaclofen has been used to block GABAB receptor.

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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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N-Acetylprocainamide hydrochloride ≥99% (HPLC), powder

Sigma-Aldrich

A5513

N-Acetylprocainamide hydrochloride

CGP36742 ≥97% (NMR)

Sigma-Aldrich

SML0475

CGP36742

CGP52432 ≥98% (HPLC)

Sigma-Aldrich

SML0593

CGP52432

Baclofen European Pharmacopoeia (EP) Reference Standard

B0200000

Baclofen

Aconitine ≥95% (HPLC), crystalline

Sigma-Aldrich

A8001

Aconitine

P Dutar et al.
Nature, 332(6160), 156-158 (1988-03-10)
The role of GABA in synaptic transmission in the mammalian central nervous system is more firmly established than for any other neurotransmitter. With virtually every neuron studied, the synaptic action of GABA is mediated by bicuculline-sensitive GABAA receptors which selectively
Kazuo Kunisawa et al.
European journal of pharmacology, 796, 122-130 (2016-12-13)
GABA mediated neuronal system regulates hippocampus-dependent memory and stress responses by controlling plasticity and neuronal excitability. Here, we demonstrate that betaine ameliorates water-immersion restraint stress (WIRS)-induced memory impairments. This improvement was inhibited by a betaine/GABA transporter-1 (GABA transporter-2: GAT2) inhibitor
Effat Ramshini et al.
International journal of preventive medicine, 4(2), 158-164 (2013-04-02)
There is only little information about the effects of GABA receptors agonist and antagonist on morphine self-administration. Present study was designed to assess role of GABAB receptors in the regulation of morphine-reinforced self-administration. THIS STUDY WAS PERFORMED IN FOUR GROUPS
D I Kerr et al.
Brain research, 405(1), 150-154 (1987-03-03)
Phaclofen, the phosphonic acid derivative of baclofen, reversibly antagonized the depression of the cholinergic twitch response of the guinea pig ileum and distal colon by either baclofen or GABA. When administered microelectrophoretically, phaclofen reversibly blocked the presumed presynaptic reduction by
H Hasuo et al.
Neuroscience letters, 86(1), 77-81 (1988-03-21)
Phaclofen has recently been described as an antagonist to baclofen at both peripheral and central receptors. We have applied phaclofen in known concentrations to an isolated rat brain slice preparation containing the septal nuclei. Our data demonstrate that phaclofen antagonizes
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