Muscarinic acetylcholine receptor agonist
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Arecoline (hydrobromide)

Item No. 13662

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylic acid, methyl ester, monohydrobromide
CAS Number
300-08-3
Molecular Formula
C8H13NO2 • HBr
Formula Weight
236.1
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 3 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(OC)C1=CCCN(C)C1.Br
InChi Code
InChI=1S/C8H13NO2.BrH/c1-9-5-3-4-7(6-9)8(10)11-2;/h4H,3,5-6H2,1-2H3;1H
InChi Key
AXOJRQLKMVSHHZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

    $21

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    250 mg

    $46

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    500 mg

    $86

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    Product Description

    Arecoline is a natural alkaloid that is found in the betel nut of the Areca palm. It is an agonist of the muscarinic acetylcholine receptors with EC50 values of 7, 95, 11, 410, and 69 nM for M1, M2, M3, M4, and M5, respectively.1,2,3 Generally, arecoline causes smooth muscle contraction.1,4,5 Arecoline and other muscarinic receptor agonists have been shown to improve learning and memory and may prove to be useful in treating dementia.6,7,8

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Okamoto, H., Prestwich, S.A., Asai, S., et al. Muscarinic agonist potencies at three different effector systems linked to the M2 or M3 receptor in longitudinal smooth muscle of guinea-pig small intestine. Br. J. Pharmacol. 135(7), 1765-1775 (2002).

    2. Thomas, R.L., Langmead, C.J., Wood, M.D., et al. Contrasting effects of allosteric and orthosteric agonists on M1 muscarinic acetylcholine receptor internalization and down-regulation. J. Pharmacol. Exp. Ther. 331(3), 1086-1095 (2009).

    3. Heinrich, J.N., Butera, J.A., Carrick, T., et al. Pharmacological comparison of muscarinic ligands: Historical versus more recent muscarinic M1-preferring receptor agonists. Eur. J. Pharmacol. 605(1-3), 53-56 (2009).

    4. Garssen, J., Van Loveren, H., Gierveld, C.M., et al. Functional characterization of muscarinic receptors in murine airways. Br. J. Pharmacol. 109, 53-60 (1993).

    5. Ikeda, Y., and Kanai, A. Urotheliogenic modulation of intrinsic activity in spinal cord-transected rat bladders: Role of mucosal muscarinic receptors. Am. J. Physiol. Renal Physiol. 295, F454-F461 (2008).

    6. Bratt, A.M., Kelly, M.E., Domeney, A.M., et al. Acute and chronic arecoline: Effects on a scopolamine-induced deficit in complex maze learning. Pharmacol. Biochem. Behav. 53(3), 713-721 (1996).

    7. Morley, J.E., Farr, S.A., and Flood, J.F. Antibody to amyloid β protein alleviates impaired acquisition, retention, and memory processing in SAMP8 mice. Neurobiol. Learn. Mem. 78, 125-138 (2002).

    8. Christie, J.E., Shering, A., Ferguson, J., et al. Physostigmine and arecoline: Effects of intravenous infusions in Alzheimer presenile dementia. Br. J. Psychiatry 138, 46-50 (1981).