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M6532

(+)-Muscarine chloride

~95% (TLC), Muscarinic acethylcholine receptor agonist, powder

Synonym(s):

(+)-(2S,4R,5S)-Tetrahydro-4-hydroxy-N,N,N,5-tetramethyl-2-furanmethanammonium chloride, (+)-Tetrahydro-4β-hydroxy-N,N,N,5α-tetramethyl-2α-furanmethanaminium chloride

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About This Item

Empirical Formula (Hill Notation):
C9H20ClNO2
CAS Number:
2303-35-7
Molecular Weight:
209.71
NACRES:
NA.77
PubChem Substance ID:
24897094
UNSPSC Code:
12352200
EC Number:
218-963-2
MDL number:
MFCD00069312
Assay:
~95% (TLC)
Form:
powder
Quality level:
200
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Product Name

(+)-Muscarine chloride, ~95% (TLC), powder

assay

~95% (TLC)

Quality Level

200

form

powder

color

white

solubility

H2O: 50 mg/mL

SMILES string

[Cl-].C[C@@H]1O[C@@H](C[C@H]1O)C[N+](C)(C)C

InChI

1S/C9H20NO2.ClH/c1-7-9(11)5-8(12-7)6-10(2,3)4;/h7-9,11H,5-6H2,1-4H3;1H/q+1;/p-1/t7-,8-,9+;/m0./s1

InChI key

WUFRNEJYZWHXLC-CTERPIQNSA-M

Biochem/physiol Actions

Prototype muscarinic acetylcholine receptor agonist; active enantiomer.

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 Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Disclaimer

Extremely hygroscopic

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 1 Inhalation - Acute Tox. 2 Dermal - Acute Tox. 2 Oral

Storage Class

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

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000276229
0000276229
0000276228
0000276228
118K3797

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Articles

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

I Slutsky et al.
The Journal of physiology, 514 ( Pt 3), 769-782 (1999-01-12)
1. Presynaptic effects of muscarine on neurotransmitter release were studied at the frog neuromuscular junction, using focal depolarization of the presynaptic terminal to different levels. 2. Muscarine (10 microM) had a dual effect on ACh release: concomitant inhibition and enhancement
A E Stewart et al.
Journal of neurophysiology, 81(1), 72-84 (1999-01-23)
We used the whole cell patch-clamp technique and single-cell reverse transcription-polymerase chain reaction (RT-PCR) to study the muscarinic receptor-mediated modulation of calcium channel currents in both acutely isolated and cultured pyramidal neurons from rat sensorimotor cortex. Single-cell RT-PCR profiling for
Lourdes Mateos-Hernandéz et al.
Scientific reports, 10(1), 16054-16054 (2020-10-01)
Regulatory factors controlling tick salivary glands (SGs) are direct upstream neural signaling pathways arising from the tick's central nervous system. Here we investigated the cholinergic signaling pathway in the SG of two hard tick species. We reconstructed the organization of
View All Related Papers

Global Trade Item Number

SKUGTIN
M6532-5MG04061834061014
M6532-10MG04061832092126