A muscarinic acetylcholine receptor agonist
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Arecaidine but-2-ynyl ester (tosylate)

Item No. 39816

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,5,6-tetrahydro-1-methyl-3-pyridinecarboxylic acid, 2-butyn-1-yl ester 4-methylbenzenesulfonate
CAS Number
119630-77-2
Molecular Formula
C11H15NO2 • C7H8O3S
Formula Weight
365.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Sparingly soluble: 1-10 mg/mlMethanol: Slightly soluble: 0.1-1 mg/ml
SMILES
O=C(C1=CCCN(C1)C)OCC#CC.O=S(O)(C2=CC=C(C)C=C2)=O
InChi Code
InChI=1S/C11H15NO2.C7H8O3S/c1-3-4-8-14-11(13)10-6-5-7-12(2)9-10;1-6-2-4-7(5-3-6)11(8,9)10/h6H,5,7-9H2,1-2H3;2-5H,1H3,(H,8,9,10)
InChi Key
GKPXMGUNTQSFGA-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

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    Product Description

    Arecaidine but-2-ynyl ester is an agonist of muscarinic acetylcholine receptors (mAChRs).1 It binds to M1, M2, and M3 mChARs (pD2s = 7.93, 8.33, and 7.67, respectively). Arecaidine but-2-ynyl ester inhibits calcium channel currents in a whole-cell patch clamp assay using primary rat sphenopalatine ganglia (SPG) cells (EC50 = 3.6 µM).2 It inhibits transmural nerve stimulation-induced vasodilation in isolated and washed porcine basilar arterial rings (EC50 = 0.5 µM). In vivo, arecaidine but-2-ynyl ester reduces mean arterial pressure (MAP) and beats per minute (BPM) in normotensive rats in a dose-dependent manner.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tumiatti, V., Wehrle, J., Hildebrandt, C., et al. Muscarinic properties of compounds related to arecaidine propargyl ester. Arzneimittelforschung. 50(1), 11-15 (2000).

    2. Liu, J., Evans, M.S., and Lee, T.J.-F. Presynaptic muscarinic M2-receptor-mediated inhibition of N-type Ca2+ channels in cultured sphenopalatine ganglion: Direct evidence for acetylcholine inhibition of cerebral nitrergic neurogenic vasodilation. J. Pharmacol. Exp. Ther. 303(1), 397-405 (2002).

    3. Zhang, C., Sun, T., Zhou, P., et al. Role of muscarinic acetylcholine receptor-2 in the cerebellar cortex in cardiovascular modulation in anaesthetized rats. Neurochem. Res. 41(4), 804-812 (2016).