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Pravadoline (WIN 48098) is an antiinflammatory and analgesic compound with an IC50 of 4.9 uM for inhibition of the synthesis of prostaglandins (PGs) in mouse brain. Pravadoline (WIN 48098) is related in structure to non-steroidal antinflammtory agents such as indometacin. Pravadoline (WIN 48098) was developed in the 1980s as a new antiinflammatory and prostaglandin synthesis inhibitor, acting through inhibition of the enzyme cyclooxygenase (COX).
Org Lett. 2016 Feb 5;412-5.
[3 + 2]-Annulations of N-Hydroxy Allenylamines with Nitrosoarenes: One-Pot Synthesis of Substituted Indole Products.
Pravadoline purchased from AbMole
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Source | Org Lett (2016). Scheme 1. WIN 48098 (Abmole Bioscience Inc.) |
| Method | Short Synthesis | |
| Cell Lines | ||
| Concentrations | ||
| Incubation Time | ||
| Results | This new synthetic method provides a short synthesis of pravadoline 7a (WIN 48098) that acts as a potent antiinflammatory and analgesic drug (IC50 4.9 μM, Ki 2511 nM at CB1). |
| Molecular Weight | 378.46 |
| Formula | C23H26N2O3 |
| CAS Number | 92623-83-1 |
| Solubility (25°C) | DMSO |
| Storage |
Powder -20°C 3 years ; 4°C 2 years In solvent -80°C 6 months ; -20°C 1 month |
[1] Allyn C Howlett, et al. The Spicy Story of Cannabimimetic Indoles
[4] D R Haubrich, et al. Pharmacology of pravadoline: a new analgesic agent
[5] S J Ward, et al. Pravadoline: profile in isolated tissue preparations
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