Weight | 378.472 g/mol |
---|---|
Formula | C23H26N2O3 |
Hydrogen Acceptors | 5 |
Hydrogen Donors | 0 |
Aromatic Rings | 3 |
Rotatable Bonds | 6 |
Pravadoline (92623-83-1)
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- Conformationally restrained analogues of pravadoline: nanomolar potent, enantioselective, (aminoalkyl)indole agonists of the cannabinoid receptor. (Journal of Medicinal Chemistry, 1992)
- Pharmacology of pravadoline: a new analgesic agent. (Journal of Pharmacology and Experimental Therapeutics, 1990)
- Nephrotoxicity of Pravadoline Maleate (WIN 48098-6) in Dogs: Evidence of Maleic Acid-Induced Acute Tubular Necrosis (Toxicological Sciences, 1993)
- Pravadoline: profile in isolated tissue preparations. (Journal of Pharmacology and Experimental Therapeutics, 1990)
- Studies of the conformational properties of the cannabimimetic aminoalkylindole pravadoline using NMR and molecular modeling (European Journal of Medicinal Chemistry, 1995)
- Pravadoline and aminoalkylindole (AAI) analogues: actions which suggest a receptor interaction. (British Journal of Pharmacology, 1989)
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Including Acute Oral Tox, Skin Sensitization, Eye Irritation, Aquatic Tox, & more. -
SMILESCC1=C(C2=CC=CC=C2N1CCN3CCOCC3)C(=O)C4=CC=C(C=C4)OC
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InChIKeyMEUQWHZOUDZXHH-UHFFFAOYSA-N
- Pubchem - Pravadoline
- Wikipedia - pravadoline
Pravadoline (WIN 48,098) is an antiinflammatory and analgesic drug with an IC50 of 4.9M and a Ki of 2511nM at CB1, related in structure to nonsteroidal anti-inflammtory drugs (NSAIDs) such as indometacin. It was developed in the 1980s as a new antiinflammatory and prostaglandin synthesis inhibitor, acting through inhibition of the enzyme cyclooxygenase (COX). However, pravadoline was found to exhibit unexpectedly strong analgesic effects, which appeared at doses ten times smaller than the effective anti-inflammatory dose and so could not be explained by its action as a COX inhibitor.
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