Licofelone Explained
| Verifiedfields: | changed |
| Watchedfields: | changed |
| Verifiedrevid: | 376409282 |
| Iupac Name: | [6-(4-Chlorophenyl)-2,2-dimethyl-7-phenyl-2,3-dihydro-1''H''-pyrrolizin-5-yl]acetic acid |
| Legal Status: | Investigational |
| Cas Number: | 156897-06-2 |
| Unii: | P5T6BYS22Y |
| Pubchem: | 133021 |
| Chembl: | 52854 |
| Chemspiderid: | 117391 |
| C: | 23 |
| H: | 22 |
| Cl: | 1 |
| N: | 1 |
| O: | 2 |
| Stdinchi: | 1S/C23H22ClNO2/c1-23(2)13-19-22(15-6-4-3-5-7-15)21(16-8-10-17(24)11-9-16)18(12-20(26)27)25(19)14-23/h3-11H,12-14H2,1-2H3,(H,26,27) |
| Stdinchikey: | UAWXGRJVZSAUSZ-UHFFFAOYSA-N |
Licofelone is a dual COX/LOX inhibitor[1] [2] that was studied in clinical trials as a treatment for osteoarthritis[3] and which was under development by Merckle GmbH with partners Alfa Wassermann and Lacer.
Licofelone is both an analgesic and an anti-inflammatory. Inhibition of 5-lipoxygenase (5-LOX) may reduce the gastrointestinal toxicity associated with other nonsteroidal anti-inflammatory drugs (NSAID), which only inhibit cyclooxygenase (COX). Licofelone is the first drug to inhibit both.
Phase III trials for osteoarthritis were conducted in the early 2000s,[4] [5] but results were mixed and the drug has never been submitted for regulatory approval.
Notes and References
- Fischer L, Hornig M, Pergola C, Meindl N, Franke L, Tanrikulu Y, Dodt G, Schneider G, Steinhilber D, Werz O . 6 . The molecular mechanism of the inhibition by licofelone of the biosynthesis of 5-lipoxygenase products . British Journal of Pharmacology . 152 . 4 . 471–80 . October 2007 . 17704828 . 2050828 . 10.1038/sj.bjp.0707416 .
- Vidal C, Gómez-Hernández A, Sánchez-Galán E, González A, Ortega L, Gómez-Gerique JA, Tuñón J, Egido J . 6 . Licofelone, a balanced inhibitor of cyclooxygenase and 5-lipoxygenase, reduces inflammation in a rabbit model of atherosclerosis . The Journal of Pharmacology and Experimental Therapeutics . 320 . 1 . 108–16 . January 2007 . 17015640 . 10.1124/jpet.106.110361 . 73105840 .
- Alvaro-Gracia JM . Licofelone--clinical update on a novel LOX/COX inhibitor for the treatment of osteoarthritis . Rheumatology . 43 Suppl 1 . 90001 . i21-5 . February 2004 . 14752172 . 10.1093/rheumatology/keh105 . free .
- Web site: Licofelone – Novel Analgesic and Anti-Inflammatory Agent for Osteoarthritis . January 12, 2018.
- Wildi LM, Raynauld JP, Martel-Pelletier J, Abram F, Dorais M, Pelletier JP . Relationship between bone marrow lesions, cartilage loss and pain in knee osteoarthritis: results from a randomised controlled clinical trial using MRI . Annals of the Rheumatic Diseases . 69 . 12 . 2118–24 . December 2010 . 20610445 . 10.1136/ard.2009.127993 . 206864399 .
