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212385-M

Carbamoylcholine chloride

≥98% (titration), nicotinic and muscarinic receptor agonist, solid (fine crystalline)

Synonym(s):

Carbachol, Carbamoylcholine Chloride

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About This Item

Empirical Formula (Hill Notation):
C6H15ClN2O2
CAS Number:
51-83-2
Molecular Weight:
182.65
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00012011
Assay:
≥98% (titration)
Form:
solid (fine crystalline)
Storage condition:
OK to freeze, desiccated (hygroscopic)
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Product Name

Carbachol, An unsubstituted carbamoyl ester that acts as an agonist for nicotinic and muscarinic acetylcholine receptors.

Quality Segment

100

description

Merck USA index - 14, 1779

assay

≥98% (titration)

form

solid (fine crystalline)

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic)

color

white

solubility

methanol: 100 mg/mL, water: 100 mg/mL, ethanol: 20 mg/mL

storage temp.

10-30°C

SMILES string

Cl.[N+](CCO\C(=N\[H])\[O-])(C)(C)C

InChI

1S/C6H14N2O2.ClH/c1-8(2,3)4-5-10-6(7)9;/h4-5H2,1-3H3,(H-,7,9);1H

InChI key

AIXAANGOTKPUOY-UHFFFAOYSA-N

General description

An unsubstituted carbamoyl ester that acts as an agonist for nicotinic and muscarinic acetylcholine receptors. Known to increase cytosolic Ca2+ and InsP3 and decrease cAMP levels. Resistant to the action of acetylcholine esterase (AChE) and non-specific cholinesterases. Inhibits apoptotic death of cultured granule neurons.

Biochem/physiol Actions

Primary Target
Agonist for nicotinic and muscarinic acetylcholine receptors

Preparation Note

Following reconstitution, store in the refrigerator (4°C). Stock solutions are stable for up to 6 months at 4°C.

Other Notes

Jence, M., et al. 1995. J. Neurochem. 64, 1605.
Yan, G.M., et al. 1995. Mol. Pharmacol. 47, 248.
Mangels, L.A., and Gnegy, M.E. 1992. J. Biol. Chem.267, 5847.
Watanabe, A.M., et al. 1992. In Basic and Clinical Pharmacology, Fifth Edition Katzung, B.G. ed.) Appleton and Lange, Norwalk, CT, p. 82.
Howe, P.H., et al. 1986. J. Pharmacol. Exp. Ther.239, 574.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Highly Toxic (H)

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pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H300

Hazard Classifications

Acute Tox. 2 Oral

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

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