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Pravadoline

Item No. 10006973

Product Insert (PDF)GC-MS (PDF)Safety Data Sheet (SDS) (PDF)
Synonyms
Synonyms
  • WIN 48,098
Technical Information
Formal Name
(4-methoxyphenyl)[2-methyl]-1-[2-(4-morpholinyl)ethyl]-1H-indol-3-yl]-methanone
CAS Number
92623-83-1
Molecular Formula
C23H26N2O3
Formula Weight
378.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 5 mg/mlDMSO:PBS (pH 7.2) (1:10): 0.1 mg/mlEthanol: 0.15 mg/ml
λmax
219, 272, 322 nm
SMILES
CC1=C(C(C2=CC=C(OC)C=C2)=O)C3=C(N1CCN4CCOCC4)C=CC=C3
InChi Code
InChI=1S/C23H26N2O3/c1-17-22(23(26)18-7-9-19(27-2)10-8-18)20-5-3-4-6-21(20)25(17)12-11-24-13-15-28-16-14-24/h3-10H,11-16H2,1-2H3
InChi Key
MEUQWHZOUDZXHH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Pravadoline is a nonacidic, aminoalkylindole analgesic agent that inhibits cyclooxygenase.1 Like NSAIDs, pravadoline inhibits prostaglandin synthesis (IC50 = 5 μM in mouse brain microsomes) and displays antinociceptive activity (ED50 = 26 mg/kg in an acetylcholine-induced writhing assay in mice).1 In contrast to NSAIDs, pravadoline inhibits neuronally stimulated contractions in mouse vas deferens preparations (IC50 = 0.45 μM), an effect similar to that which is produced by opioid analgesics, yet is not attenuated by the opioid receptor antagonist, naloxone.1 Pravadoline does not produce gastrointestinal irritation following acute or chronic administration to rodents.1

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. D'Ambra, T.E., Estep, K.G., Bell, M.R., et al. Conformationally restrained analogues of pravadoline: Nanomolar potent, enantioselective, (aminoalkyl)indole agonists of the cannabinoid receptor. J. Med. Chem. 35(1), 124-135 (1992).

    Product Citations

    Ciolino, L.A. Quantitation of synthetic cannabinoids in plant materials using high performance liquid chromatography with UV detection (validated method). J. Forensic Sci. 60(5), 1171-1181 (2015).