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Merck
CN

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:
2763-96-4
Molecular Weight:
114.10
NACRES:
NA.77
PubChem Substance ID:
24896662
UNSPSC Code:
12352200
EC Number:
220-430-4
MDL number:
MFCD00057894
Beilstein/REAXYS Number:
1618960

Key Documents

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Product Name

Muscimol, powder

InChI key

ZJQHPWUVQPJPQT-UHFFFAOYSA-N

InChI

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

SMILES string

NCC1=CC(=O)NO1

form

powder

color

white to off-white

storage temp.

2-8°C

Quality Level

200

Gene Information

rat ... Gabra2(29706)

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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.

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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300,H336

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000412801
0000412800
0000412800
0000412801
0000404425

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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)
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)
Muscimol as an ionotropic GABA receptor agonist
Johnston GAR
Neurochemical Research, 39(10), 1942-1947 (2014)
Prototypic GABA A receptor agonist muscimol acts preferentially through forebrain high-affinity binding sites
Chandra D, et al.
Neuropsychopharmacology, 35(4), 999-999 (2010)
Handbook of Mushroom Poisoning: Diagnosis and Treatment (1994)
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