Tiaprofenic acid

Chemical Name 5-Benzoyl-a-methyl-2-thiopheneacetic acid 

A mixture of 10.3 g of thiophene-20(-methylacetic acid [prepared by process of Bercot-Vat-teroni, et a., Bu/l. Soc. Chim. (1961) pp. 1820-21], 11.10 g of benzoyl chloride and a suspension of 23.73 g of aluminum chloride in 110 cc of chloroform was allowed to stand for 15 minutes and was then poured into a mixture of ice and hydrochloric acid. The chloroform phase was extracted with a t0% aqueous potassium carbonate solution and the aqueous alkaline phase was acidified with N hydrochloric acid and was then extracted with ether. The ether was evaporated off and the residue was crystallized from carbon tetrachloride to obtain a 54% yield of 5-benzoyl-thlophene-2a-methylacetic acid melting at 83°C to 85°C. The 

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Benfluorex hydrochloride Bentiromide Dienestrol Endralazine Hexylcaine HCI Tiaprofenic acid... 

C27H29C105 83880-65-3) see Mometasone furoate chloroglyoxylic acid ethyl ester (C4H5CIO3 4755-77-5) see Oxitefonium bromide Penthienate methobromide Tiaprofenic acid... 

CHjlMg 917-64-6) see Calcifediol Dexamethasone Fenpentadiol Indalpine Mesterolone Methyltestosterone Nabilone Paramethasone Tiaprofenic acid Troglitazone methyl malonamate (C4H7NO, 51513-29-2) see Cefotetan methyl malonate lithium salt (C4H,Li04 63460-24-2) see Misoprostol methyl mercaptane... 

C4H4S 110-02-1). see Clopidogrel hydrogensulfate Oxitefonium bromide Penthienate methobromide Suprofen 2-Thiophenecarboxylic acid Tiaprofenic acid Ticlopidine Tiemonium iodide Tienilic acid... 

Thiophene-containing molecules can be found in both natural products and synthetic chemotherapeutics. Bithiophene 1, a naturally occurring nematocide, is isolated from the roots of Echinops spaerocephalus, whereas tiaprofenic acid, an anti-inflammatory agent, is a synthetic thiophene derivative. Moreover, thiophene is a useful template for four-carbon homologation via reduction [1], as well as a bioisostere of the benzene ring and other heterocycles in medicinal chemistry. 

L. and Miranda, M.A. (2000) Tiaprofenic acid-photosensitized damage to nucleic acids a mechanistic study using complementary in vitro approaches. Photochemistry and Photobiology, 71, 499-505. 

Apart from the salicylates NSAIDs include several classes of weak acids like propionic acid derivatives such as ibuprofen, carprofen, fenbufen, fenoprofen, flurbiprofen, ketorolac, loxoprofen, naproxen, oxaprozin, tiaprofenic acid and suprofen. Phenylbutazone is the most important representative of the pyrazolon derivatives which have a bad reputation for their risk of potentially fatal bone-marrow toxicity. To the acetic acid derivatives belong in-domethacin, diclofenac and sulindac. Sulindac is a pro-drug with less toxicity than indomethacin. The enolic acids include piroxicam, droxicam and tenoxicam. Meloxicam is an analog of piroxicam and has a high selectivity for COX-2. 

Dimensional structures of small molecules that exhibit IL-1 modulating activities. They are tenidap, ciprofloxacin, 3-Deazaadenosine, (SK F 86002), E5110, DMARDs (Chloroquine, Auranofin, Sodium aurothiomalate and Dexamethasone) tiaprofenic acid, dexamethasone, tricyclic-ylidene-acetic acid and its derivative, Probucol, eicosapentenoic acid + docosahexenoic, pentoxifylline, Denbufylline, and Romazarit (Ro-31-3948). 

Clinical use Tiaprofenic acid (Plosker and Wagstaff, 1995) is a nonsteroidal anti-inflammatory drug used for the treatment of mild to moderate pain states in musculoskeletal, soft tissue and joint disorders as well as for postoperative pain. 

Tiaprofenic acid is a racemate and given as oral or rectal preparations (600 mg/day) and as an intramuscular injection of the trometamol salt. 

After oral administration, tiaprofenic acid reaches peak plasma concentrations after 1.5 h. Tiaprofenic acid binds efficiently to plasma proteins ( 98%) and has a short elimination half-life of about 2 h. Tiaprofenic acid and its metabolites are excreted mainly in urine (Davies, 1996). 

Davies, N. M. Clinical pharmacokinetics of tiaprofenic acid and its enantiomers, Clin Pharmacokinet. 1996, 31, 331-347. 

Plosker, G. L. and Wagstaff, A. J. Tiaprofenic acid. A reappraisal of its pharmacological properties and use in the management of rheumatic diseases, Drugs 1995, 50, 1050-1075. 

Davis, S. S., Khosla, R., Wilson, C. G., and Washington, N. Gastrointestinal transit of a controlled release pellet formulation of tiaprofenic acid and the effect of food. Int. J. Pharm. 35 253, 1987. 

Carboxylic acid-containing drugs a variety of NSAIDs, chloramphenicol, ciprofibrate, clofibric acid, dimethylxanthenone-4-acetic acid (DMXAA), MPA (acyl glucuronide), pitavastatin, simvastatin acid, tiaprofenic acid, and valproic acid... 

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