1.0 2011-09-21 00:32:00 UTC 2018-05-28 18:36:46 UTC FDB023586 Celecoxib Celecoxib (INN) is a non-steroidal anti-inflammatory drug (NSAID) used in the treatment of osteoarthritis, rheumatoid arthritis, acute pain, painful menstruation and menstrual symptoms, and to reduce numbers of colon and rectum polyps in patients with familial adenomatous polyposis. It is marketed by Pfizer under the brand name Celebrex. In some countries, it is branded Celebra.; Celecoxib is a non-steroidal anti-inflammatory drug (NSAID) used in the treatment of osteoarthritis, rheumatoid arthritis, acute pain, painful menstruation and menstrual symptoms, and to reduce numbers of colon and rectum polyps in patients with familial adenomatous polyposis. Celecoxib is a highly selective COX-2 inhibitor and primarily inhibits this isoform of cyclooxygenase, whereas traditional NSAIDs inhibit both COX-1 and COX-2. Celecoxib is approximately 10-20 times more selective for COX-2 inhibition over COX-1. In theory, this specificity allows celecoxib and other COX-2 inhibitors to reduce inflammation (and pain) while minimizing gastrointestinal adverse drug reactions (e.g. stomach ulcers) that are common with non-selective NSAIDs. It also means that it has a reduced effect on platelet aggregation compared to traditional NSAIDs; Celecoxib is a highly selective COX-2 inhibitor and primarily inhibits this isoform of cyclooxygenase, whereas traditional NSAIDs inhibit both COX-1 and COX-2. Celecoxib is approximately 10-20 times more selective for COX-2 inhibition over COX-1. In theory, this specificity allows celecoxib and other COX-2 inhibitors to reduce inflammation (and pain) while minimizing gastrointestinal adverse drug reactions (e.g. stomach ulcers) that are common with non-selective NSAIDs. It also means that it has a reduced effect on platelet aggregation compared to traditional NSAIDs. [HMDB] Celebrex Celecoxib Celecoxibum Celocoxib P-(5-P-Tolyl-3-(trifluoromethyl)pyrazol-1-yl)benzenesulfonamide P-(5-P-Tolyl-3-(trifluoromethyl)pyrazol-1-yl)benzenesulphonamide C17H14F3N3O2S 381.372 381.075882012 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzene-1-sulfonamide celecoxib 169590-42-5 CC1=CC=C(C=C1)C1=CC(=NN1C1=CC=C(C=C1)S(N)(=O)=O)C(F)(F)F InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25) RZEKVGVHFLEQIL-UHFFFAOYSA-N belongs to the class of organic compounds known as phenylpyrazoles. Phenylpyrazoles are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. Phenylpyrazoles Organic compounds Organoheterocyclic compounds Azoles Pyrazoles Aromatic heteromonocyclic compounds Alkyl fluorides Aminosulfonyl compounds Azacyclic compounds Benzenesulfonamides Benzenesulfonyl compounds Heteroaromatic compounds Hydrocarbon derivatives Organic oxides Organofluorides Organonitrogen compounds Organopnictogen compounds Organosulfonamides Toluenes Alkyl fluoride Alkyl halide Aminosulfonyl compound Aromatic heteromonocyclic compound Azacycle Benzenesulfonamide Benzenesulfonyl group Benzenoid Heteroaromatic compound Hydrocarbon derivative Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organic oxygen compound Organic sulfonic acid or derivatives Organofluoride Organohalogen compound Organonitrogen compound Organopnictogen compound Organosulfonic acid amide Organosulfonic acid or derivatives Organosulfur compound Phenylpyrazole Sulfonyl Toluene organofluorine compound pyrazoles sulfonamide Solid logp 3.99 ALOGPS logs -4.88 ALOGPS solubility 5.03e-03 g/l ALOGPS logp 4.01 ChemAxon pka_strongest_acidic 10.7 ChemAxon pka_strongest_basic -0.42 ChemAxon iupac 4-[5-(4-methylphenyl)-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzene-1-sulfonamide ChemAxon average_mass 381.372 ChemAxon mono_mass 381.075882012 ChemAxon smiles CC1=CC=C(C=C1)C1=CC(=NN1C1=CC=C(C=C1)S(N)(=O)=O)C(F)(F)F ChemAxon formula C17H14F3N3O2S ChemAxon inchi InChI=1S/C17H14F3N3O2S/c1-11-2-4-12(5-3-11)15-10-16(17(18,19)20)22-23(15)13-6-8-14(9-7-13)26(21,24)25/h2-10H,1H3,(H2,21,24,25) ChemAxon inchikey RZEKVGVHFLEQIL-UHFFFAOYSA-N ChemAxon polar_surface_area 77.98 ChemAxon refractivity 92.23 ChemAxon polarizability 35.2 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 3 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 11642 Specdb::CMs 137707 Specdb::CMs 145441 Specdb::MsMs 99063 Specdb::MsMs 99064 Specdb::MsMs 99065 Specdb::MsMs 164142 Specdb::MsMs 164143 Specdb::MsMs 164144 Specdb::MsMs 374709 Specdb::MsMs 440604 Specdb::MsMs 450610 Specdb::MsMs 451359 Specdb::MsMs 452358 Specdb::MsMs 2236026 Specdb::MsMs 2236062 Specdb::MsMs 2237340 Specdb::MsMs 2237378 Specdb::MsMs 2238074 Specdb::MsMs 2238188 Specdb::MsMs 2239373 Specdb::MsMs 2239481 Specdb::MsMs 2240336 Specdb::MsMs 2241387 Specdb::MsMs 2242364 Specdb::MsMs 2243478 Specdb::MsMs 2244490 Specdb::MsMs 2245600 HMDB05014 3520 CEL 3-phosphoinositide-dependent protein kinase 1 O15530 PDPK1