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Merck

M1523

Muscimol

≥98% (TLC), powder, GABAA receptor agonist.

Synonym(s):

3-Hydroxy-5-aminomethyl-isoxazole, 5-Aminomethyl-3-hydroxy-isoxazole, 5-Aminomethyl-3-isoxazolol, Agarine, Pantherine

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About This Item

Empirical Formula (Hill Notation):
C4H6N2O2
CAS Number:
Molecular Weight:
114.10
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
220-430-4
MDL number:
Beilstein/REAXYS Number:
1618960
Form:
powder
Quality level:
Technical Service
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Product Name

Muscimol, powder

form

powder

Quality Level

color

white to off-white

storage temp.

2-8°C

SMILES string

NCC1=CC(=O)NO1

InChI

1S/C4H6N2O2/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)

InChI key

ZJQHPWUVQPJPQT-UHFFFAOYSA-N

Gene Information

rat ... Gabra2(29706)

General description

Muscimol is a psychoactive isoxazole component, which is found in Amanita muscaria and related mushrooms. It lowers cerebral glucose metabolism and increases the level of 5-hydroxytryptamine in brain. Muscimol has hallucinogenic effects. It is associated with distorted perceptions, nausea and vomiting.

Application

Muscimol has been used:
  • to reduce conditioned fear-expression in lateral amygdala (LA)
  • to eliminate cortical cell response in ferrets
  • to inactivate lateral magnocellular nucleus of the nidopallium (LMAN) in zebra finches

Biochem/physiol Actions

GABAA receptor agonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the GABAA Receptors and GABAC Receptors pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.


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pictograms

Skull and crossbones

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 2 Oral - STOT SE 3

target_organs

Central nervous system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges



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Articles

DISCOVER Bioactive Small Molecules for Neuroscience


Muscimol as an ionotropic GABA receptor agonist
Johnston GAR
Neurochemical Research, 39(10), 1942-1947 (2014)
Relation of cortical cell orientation selectivity to alignment of receptive fields of the geniculocortical afferents that arborize within a single orientation column in ferret visual cortex
Chapman B, et al.
The Journal of Neuroscience, 11(5), 1347-1358 (1991)
The role of the lateral amygdala in the retrieval and maintenance of fear-memories formed by repeated probabilistic reinforcement
Erlich JC, et al.
Frontiers in Behavioral Neuroscience, 6, 16-16 (2012)



Global Trade Item Number

SKUGTIN
M1523-25MG04061834040811
M1523-5MG04061834040828
M1523-10MG04061834040804