Key Documents

(+)-Muscarine chloride

Name: (+)-Muscarine chloride
Brand: SIGMA

~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

Pricing and availability is not currently available.

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Properties

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

Description

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

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Show Differences

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This Item	M104	SML3490	T1660
Sigma-Aldrich M6532 (+)-Muscarine chloride	Sigma-Aldrich M104 (±)-Muscarine chloride hydrate	Sigma-Aldrich SML3490 FMC	Sigma-Aldrich T1660 Nε,Nε,Nε-Trimethyllysine hydrochloride
form powder	form powder	form (Crystals to semi-solid)	form powder
assay ~95% (TLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥97% (TLC)
Quality Level 200	Quality Level 100	Quality Level 100	Quality Level 200
solubility H₂O: 50 mg/mL	solubility deionized water: ≥20 mg/mL	solubility DMSO: 2 mg/mL, clear	solubility -
color white	color white	color colorless to beige	color white

pictograms

GHS06

signalword

Danger

hcodes

H300 + H310 + H330

pcodes

P260 - P262 - P264 - P280 - P302 + P352 + P310 - P304 + P340 + P310

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

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Certificates of Analysis (COA)

Lot/Batch Number

0000276229

0000276228

059K37992

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Muscarine modulates Ca2+ channel currents in rat sensorimotor pyramidal cells via two distinct pathways.

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

Cholinergic axons regulate type I acini in salivary glands of Ixodes ricinus and Ixodes scapularis ticks.

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

Three-dimensional analysis of the heart function and effect cholinergic agonists in the cockroach Gromphadorhina portentosa.

Alfonso Claros-Guzmán et al.

Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology, 206(6), 857-870 (2020-09-22)

Many relevant aspects of mammal's cardiac physiology have been mainly investigated in insect models such as Drosophila melanogaster and Periplaneta americana. Cardiac function has been poorly studied in the cockroach Gromphadorhina portentosa, which has some advantages for experimental purposes such

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Global Trade Item Number

SKU	GTIN
M6532-5MG	04061834061014
M6532-10MG	04061832092126

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