A muscarinic receptor agonist
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Guvacoline (hydrobromide)

Item No. 17190

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1,2,5,6-tetrahydro-3-pyridinecarboxylic acid, methyl ester, monohydrobromide
CAS Number
17210-51-4
Synonyms
  • Norarecoline
Molecular Formula
C7H11NO2 • HBr
Formula Weight
222.1
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlPBS (pH 7.2): 10 mg/ml
SMILES
O=C(OC)C1=CCCNC1.Br
InChi Code
InChI=1S/C7H11NO2.BrH/c1-10-7(9)6-3-2-4-8-5-6;/h3,8H,2,4-5H2,1H3;1H
InChi Key
DOXOETUWVNVADB-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $49

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    5 mg

    $178

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    10 mg

    $329

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    Product Description

    Guvacoline is a natural alkaloid found in areca nuts that is related to the nootropic, arecoline (Item No. 13662). Guvacoline can act as a full agonist of atrial and ileal muscarinic receptors, although at 15-fold reduced potency compared to arecoline.1 The metabolomics and toxicity of this compound have been reported.2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wolf-Pflugmann, M., Lambrecht, G., Wess, J., et al. Synthesis and muscarinic activity of a series of tertiary and quaternary N-substituted guvacine esters structurally related to arecoline and arecaidine propargyl ester. Arzneimittelforschung 39(5), 539-544 (1989).

    2. Giri, S., Idle, J.R., Chen, C., et al. A metabolomic approach to the metabolism of the areca nut alkaloids arecoline and arecaidine in the mouse. Chem. Res. Toxicol. 19(6), 818-827 (2006).

    3. Sundqvist, K., Liu, Y., Nair, J., et al. Cytotoxic and genotoxic effects of areca nut-related compounds in cultured human buccal epithelial cells. Cancer Res. 49(19), 5294-5298 (1989).