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Merck
CN

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:
Molecular Weight:
209.71
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
EC Number:
218-963-2
MDL number:
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Product Name

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

InChI key

WUFRNEJYZWHXLC-CTERPIQNSA-M

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

SMILES string

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

assay

~95% (TLC)

form

powder

color

white

solubility

H2O: 50 mg/mL

Quality Level

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Biochem/physiol Actions

Prototype muscarinic acetylcholine receptor agonist; active enantiomer.

Disclaimer

Extremely hygroscopic

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.

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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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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
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
F J Evans
Journal of ethnopharmacology, 32(1-3), 91-101 (1991-04-01)
One traditional aspect of natural products in medical research has been their use in the identification and investigation of the physiological/pathological role of receptors and enzymes as possible targets for drug design programmes. Classical examples of this function of natural
A G Karczmar
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 9(3), 181-199 (1993-11-01)
This year marks the seventieth anniversary of Otto Loewi's demonstration of chemical transmission generally and autonomic cholinergic transmission specifically and the fortieth anniversary of John Eccles's proof of the existence of central cholinergic transmission. Following these epochal findings, the subsequent
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

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