For research use only. Not for therapeutic Use.
Tiaprofenic acid is a non-steroidal anti-inflammatory drug (NSAID) of the arylpropionic acid (profen) class, used to treat pain, especially arthritic pain Long-term use of tiaprofenic acid is associated with severe cystitis, roughly 100 times more commonly than other NSAIDs. It is contraindicated in patients with cystitis and urinary tract infections.
| Catalog Number | R057620 |
| CAS Number | 33005-95-7 |
| Synonyms | 5-Benzoyl-α-methyl-2-thiopheneacetic Acid; (RS)-Tiaprofenic Acid; (±)-Tiaprofenic Acid; FC 3001; RU 15060; Suralgan; Surgam; Tiaprofen; α-(5-Benzoyl-2-thienyl)propionic Acid; |
| Molecular Formula | C14H12O3S |
| Purity | ≥95% |
| Target | COX |
| Storage | Store at RT |
| IUPAC Name | 2-(5-benzoylthiophen-2-yl)propanoic acid |
| InChI | InChI=1S/C14H12O3S/c1-9(14(16)17)11-7-8-12(18-11)13(15)10-5-3-2-4-6-10/h2-9H,1H3,(H,16,17) |
| InChIKey | GUHPRPJDBZHYCJ-UHFFFAOYSA-N |
| SMILES | CC(C1=CC=C(S1)C(=O)C2=CC=CC=C2)C(=O)O |
| Reference | </br>1:Reductive metabolism of tiaprofenic acid by the human liver and recombinant carbonyl reducing enzymes. Malátková P, Skarka A, Musilová K, Wsól V.Chem Biol Interact. 2017 Mar 18. pii: S0009-2797(17)30303-4. doi: 10.1016/j.cbi.2017.03.006. [Epub ahead of print] PMID: 28322780 </br>2:Time-resolved spectroscopic study of the photochemistry of tiaprofenic acid in a neutral phosphate buffered aqueous solution from femtoseconds to final products. Su T, Ma J, Li MD, Guan X, Yu L, Phillips DL.J Phys Chem B. 2013 Jan 24;117(3):811-24. doi: 10.1021/jp310315f. Epub 2013 Jan 14. PMID: 23231046 </br>3:The effect of terpenes on percutaneous absorption of tiaprofenic acid gel. Okyar A, Nuriyev M, Yildiz A, Pala-Kara Z, Ozturk N, Kaptan E.Arch Pharm Res. 2010 Nov;33(11):1781-8. doi: 10.1007/s12272-010-1110-8. Epub 2010 Nov 30. PMID: 21116781 </br>4:Single dose oral tiaprofenic acid for acute postoperative pain in adults. Moore RA, Derry S, Moore M, McQuay HJ.Cochrane Database Syst Rev. 2009 Oct 7;(4):CD007542. doi: 10.1002/14651858.CD007542.pub2. Review. PMID: 19821426 Free PMC Article</br>5:Photodegradation mechanism of nonsteroidal anti-inflammatory drugs containing thiophene moieties: suprofen and tiaprofenic acid. Musa KA, Eriksson LA.J Phys Chem B. 2009 Aug 13;113(32):11306-13. doi: 10.1021/jp904171p. PMID: 19719267 </br>6:Direct enantioselective HPLC monitoring of lipase-catalyzed kinetic resolution of tiaprofenic acid in nonstandard HPLC organic solvents. Ghanem A, Aboul-Enein MN, El-Azzouny A, El-Behairy MF, Al-Humaidi E, Alaidan AA, Amin K, Al-Ahdal MN.Chirality. 2008 Aug;20(8):871-7. doi: 10.1002/chir.20533. PMID: 18246593 </br>7:Effects of flurbiprofen and tiaprofenic Acid on oxidative stress markers in osteoarthritis: A prospective, randomized, open-label, active- and placebo-controlled trial. Tuzun S, Uzun H, Aydin S, Dinc A, Sipahi S, Topcuoglu MA, Yucel R, Belce A.Curr Ther Res Clin Exp. 2005 Jul;66(4):335-44. doi: 10.1016/j.curtheres.2005.08.002. Erratum in: Curr Ther Res Clin Exp. 2006 Mar;67(2):157. PMID: 24672133 Free PMC Article</br>8:Vehicle effects on in vitro release of tiaprofenic acid from different topical formulations. Ozsoy Y, Güngör S, Cevher E.Farmaco. 2004 Jul;59(7):563-6. PMID: 15231433 </br>9:Fixed drug eruption due to tiaprofenic acid. Tursen U, Bicer A, Kaya TI, Ikizoglu G.J Dermatolog Treat. 2002 Dec;13(4):205-6. PMID: 19753743 </br>10:Experimental study on phototoxicity and the photosensitization potential of ketoprofen, suprofen, tiaprofenic acid and benzophenone and the photocross-reactivity in guinea pigs. Sugiura M, Hayakawa R, Xie Z, Sugiura K, Hiramoto K, Shamoto M.Photodermatol Photoimmunol Photomed. 2002 Apr;18(2):82-9. PMID: 12147041 |
