Chemistry:Cimicoxib
From HandWiki
Short description: NSAID analgesic veterinary medication
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| Preferred IUPAC name
4-[4-Chloro-5-(3-fluoro-4-methoxyphenyl)-1H-imidazol-1-yl]benzene-1-sulfonamide | |
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3D model (JSmol)
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PubChem CID
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| Properties | |
| C16H13ClFN3O3S | |
| Molar mass | 381.81 g·mol−1 |
| Pharmacology | |
| 1=ATCvet code} | QM01AH93 (WHO) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). | |
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Tracking categories (test):
Cimicoxib (UR-8880 trade name Cimalgex) is a nonsteroidal anti-inflammatory drug (NSAID) used in veterinary medicine to treat dogs for pain and inflammation associated with osteoarthritis and for the management of pain and inflammation associated with surgery.[1] It acts as a COX-2 inhibitor.
Synthesis
Cimicoxib synthesis:[2]
Reaction of the imine with TosMIC in the presence of potassium carbonate leads to what may be viewed as 2+3 cycloaddition of the nitrogen analogue of a ketene to form the imidazole ring.
References
- ↑ "European Public Assessment Report: Cimalgex (cimicoxib)". European Medicines Agency. 17 September 2018. http://www.ema.europa.eu/ema/index.jsp?curl=pages/medicines/veterinary/medicines/000162/vet_med_000230.jsp&mid=WC0b01ac058008d7a8&jsenabled=true.
- ↑ Almansa, Carmen; Alfón, José; de Arriba, Alberto F.; Cavalcanti, Fernando L.; Escamilla, Ignasi; Gómez, Luis A.; Miralles, Agustí; Soliva, Robert et al. (2003). "Synthesis and Structure−Activity Relationship of a New Series of COX-2 Selective Inhibitors: 1,5-Diarylimidazoles". Journal of Medicinal Chemistry 46 (16): 3463–3475. doi:10.1021/jm030765s. ISSN 0022-2623. PMID 12877584.
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