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Pravadoline (CAS 92623-83-1)

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Application:
Pravadoline is a cannabimimetic analgesic and Cox-1 and Cox-2 inhibitor
CAS Number:
92623-83-1
Purity:
98%
Molecular Weight:
378.5
Molecular Formula:
C23H26N2O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.

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Pravadoline is a cannabimimetic aminoalkylindole agonist of the cannabinoid receptors and an inhibitor of Cox-1 and Cox-2, demonstrating powerful analgesic effects through the combination of these actions. Pravadoline was developed for Cox inhibition activity and was found to produce analgesic effects at concentrations much lower than needed for Cox inhibition, leading to the observation of Pravadoline-induced inhibition of neuronally mediated smooth muscle contractions distinct from the activity of opioid analgesics. The cannabimimetic activity of Pravadoline was identified in comparison with the binding of CP-55940 (sc-200359), and derivatives of the aminoalkylindole have been subsequently explored towards generating specific cannabinoid receptor agonists.


Pravadoline (CAS 92623-83-1) References

  1. Aminoalkylindole analogs: cannabimimetic activity of a class of compounds structurally distinct from delta 9-tetrahydrocannabinol.  |  Compton, DR., et al. 1992. J Pharmacol Exp Ther. 263: 1118-26. PMID: 1335057
  2. Conformationally restrained analogues of pravadoline: nanomolar potent, enantioselective, (aminoalkyl)indole agonists of the cannabinoid receptor.  |  D'Ambra, TE., et al. 1992. J Med Chem. 35: 124-35. PMID: 1732519
  3. [Thiophene as a structural element of physiologically active compounds. 19. The synthesis of substituted (6H-thieno[2,3-b]pyrrol-4-yl)phenylmethanones].  |  Binder, D., et al. 1991. Arch Pharm (Weinheim). 324: 219-21. PMID: 1863200
  4. Antinociceptive (aminoalkyl)indoles.  |  Bell, MR., et al. 1991. J Med Chem. 34: 1099-110. PMID: 1900533
  5. Pravadoline: profile in isolated tissue preparations.  |  Ward, SJ., et al. 1990. J Pharmacol Exp Ther. 255: 1230-9. PMID: 2175798
  6. Pharmacology of pravadoline: a new analgesic agent.  |  Haubrich, DR., et al. 1990. J Pharmacol Exp Ther. 255: 511-22. PMID: 2243340
  7. Combined antiproliferative effects of the aminoalkylindole WIN55,212-2 and radiation in breast cancer cells.  |  Emery, SM., et al. 2014. J Pharmacol Exp Ther. 348: 293-302. PMID: 24259678
  8. Pravadoline and aminoalkylindole (AAI) analogues: actions which suggest a receptor interaction.  |  Ward, SJ., et al. 1989. Br J Pharmacol. 98 Suppl: 831P. PMID: 2611534
  9. Water-Soluble Hypervalent Iodine(III) Having an I-N Bond. A Reagent for the Synthesis of Indoles.  |  Xia, HD., et al. 2018. Org Lett. 20: 4052-4056. PMID: 29911872
  10. The Spicy Story of Cannabimimetic Indoles.  |  Howlett, AC., et al. 2021. Molecules. 26: PMID: 34684770
  11. Ni-Catalyzed Reductive Coupling of Alkynes and Amides to Access Multi-Functionalized Indoles.  |  Min, KH., et al. 2022. Org Lett. 24: 989-994. PMID: 35050641
  12. (Aminoalkyl)indole isothiocyanates as potential electrophilic affinity ligands for the brain cannabinoid receptor.  |  Yamada, K., et al. 1996. J Med Chem. 39: 1967-74. PMID: 8642555
  13. The bioactive conformation of aminoalkylindoles at the cannabinoid CB1 and CB2 receptors: insights gained from (E)- and (Z)-naphthylidene indenes.  |  Reggio, PH., et al. 1998. J Med Chem. 41: 5177-87. PMID: 9857088

Ordering Information

Product NameCatalog #UNITPriceQtyFAVORITES

Pravadoline, 5 mg

sc-200369
5 mg
$49.00

Pravadoline, 25 mg

sc-200369A
25 mg
$261.00