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Scopolamine (hydrobromide)

Item No. 14108

Synonyms
Synonyms
  • Hyoscine
Technical Information
Formal Name
(1α,2β,4β,5α,7β)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]non-7-yl ester αS-(hydroxymethyl)-benzeneacetic acid, monohydrobromide
CAS Number
114-49-8
Molecular Formula
C17H21NO4 • HBr
Formula Weight
Purity
≥95%
Formulation
A crystalline solid
DMF: 5 mg/mlDMSO: 5 mg/mlEthanol: 1 mg/mlPBS (pH 7.2): 2 mg/ml
SMILES
O=C([C@H](CO)C1=CC=CC=C1)O[C@H]2C[C@H](N3C)[C@H](O4)[C@H]4[C@H]3C2
InChi Code
InChI=1S/C17H21NO4/c1-18-13-7-11(8-14(18)16-15(13)22-16)21-17(20)12(9-19)10-5-3-2-4-6-10/h2-6,11-16,19H,7-9H2,1H3/t11-,12-,13-,14+,15-,16+/m1/s1
InChi Key
STECJAGHUSJQJN-FWXGHANASA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Scopolamine is a tropane alkaloid that can be found in many plants of the Solanaceae (nightshade) family.1 It is a muscarinic receptor antagonist that can be used to induce memory impairment in animals.2,3,4 Scopolamine prevents motion sickness, nausea, and vomiting in animals.3,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ziegler, J., and Facchini, P.J. Alkaloid biosynthesis: Metabolism and trafficking. Annu. Rev. Plant Biol. 59, 735-769 (2008).

    2. Woods, S., Clarke, N.N., Layfield, R., et al5-HT(6) receptor agonists and antagonists enhance learning and memory in a conditioned emotion response paradigm by modulation of cholinergic and glutamatergic mechanisms. Br. J. Pharmacol. 167, 436-449 (2012).

    3. Soto, E., and Vega, R. Neuropharmacology of vestibular system disorders. Curr. Neuropharmacol. 8(1), 26-40 (2010).

    4. Shannon, H.E., Hart, J.C., Bymaster, F.P., et alMuscarinic receptor agonists, like dopamine receptor antagonist antipsychotics, inhibit conditioned avoidance response in rats. J. Pharmacol. Exp. Ther. 290(2), 901-907 (1999).

    5. Grynkiewicz, G., and Gadzikowska, M. Tropane alkaloids as medicinally useful natural products and their synthetic derivatives as new drugs. Pharmacol. Rep. 60(4), 439-463 (2008).