An agonist of acetylcholine receptors
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Carbamoylcholine (chloride)

Item No. 14486

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[(aminocarbonyl)oxy]-N,N,N-trimethyl-ethanaminium, monochloride
CAS Number
51-83-2
Synonyms
  • Carbachol
Molecular Formula
C6H15N2O2 • Cl
Formula Weight
182.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 0.1 mg/mlPBS (pH 7.2): 5 mg/ml
SMILES
NC(OCC[N+](C)(C)C)=O.[Cl-]
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $103

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    Product Description

    Carbamoylcholine, also known as carbachol, is an analog of acetylcholine that activates acetylcholine receptors (AChR). Carbamoylcholine is an agonist of both nicotinic (nAChR) and muscarinic (mAChR) receptors, with reported Ki values ranging from 10 to 10,000 nM for different receptors and different preparations.1,2,3,4,5 Carbamoylcholine (chloride) is used to study responses mediated by nAChR and mAChR, including smooth muscle contraction, gut motility, and neuronal signaling.6,7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Dávila-García, M.I., Musachio, J.L., Perry, D.C., et al. [125I]IPH, an epibatidine analog, binds with high affinity to neuronal nicotinic cholinergic receptors. J. Pharmacol. Exp. Ther. 282(1), 445-451 (1997).

    2. Eaton, J.B., Peng, J.-H., Schroeder, K.M., et al. Characterization of human α4β2-nicotinic acetylcholine receptors stably and heterologously expressed in native nicotinic receptor-null SH-EP1 human epithelial cells. Mol. Pharmacol. 64(6), 1283-1294 (2003).

    3. Grinevich, V.P., Letchworth, S.R., Lindenberger, K.A., et al. Heterologous expression of human α6β4β3α5 nicotinic acetylcholine receptors: Binding properties consistent with their natural expression require quaternary subunit assembly including the α5 subunit. J. Pharm. Exp. Ther. 312(2), 619-626 (2005).

    4. Jensen, A.A., Mikkelsen, I., Frolund, B., et al. Carbamoylcholine homologs: Novel and potent agonists at neuronal nicotinic acetylcholine receptors. Mol. Pharmacol. 64(4), 865-875 (2003).

    5. Xiao, Y., and Kellar, K.J. The comparative pharmacology and up-regulation of rat neuronal nicotinic receptor subtype binding sites stably expressed in transfected mammalian cells. J. Pharmacol. Exp. Ther. 310(1), 98-107 (2004).

    6. Aldini, R., Micucci, M., Cevenini, M., et al. Antiinflammatory effect of phytosterols in experimental murine colitis model: Prevention, induction, remission study. PLoS One 9(9), 1-16 (2014).

    7. Lee, H.S., Ghetti, A., Pinto-Duarte, A., et al. Astrocytes contribute to gamma oscillations and recognition memory. Proc. Natl. Acad. Sci. USA 111(32), E3343-E3352 (2014).

    8. Mori, D., Watanabe, N., Kaminuma, O., et al. IL-17A induces hypo-contraction of intestinal smooth muscle via induction of iNOS in muscularis macrophages. J. Pharmacol. Sci. 125(4), 394-405 (2014).