212385-M

Carbamoylcholine chloride

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

• Synonym(s): Carbachol, Carbamoylcholine Chloride
• Empirical Formula (Hill Notation): C₆H₁₅ClN₂O₂
• CAS Number: 51-83-2
• Molecular Weight: 182.65
• MDL number: MFCD00012011
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Product Name: Carbachol, An unsubstituted carbamoyl ester that acts as an agonist for nicotinic and muscarinic acetylcholine receptors.
• Quality Level: 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

Description

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

Warning

Toxicity: Highly Toxic (H)

Reconstitution

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

Safety Information

• pictograms: GHS06
• signalword: Danger
• hcodes: H300
• pcodes: P264 - P270 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 2 Oral
• Storage Class: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable