Sulindac
OH
O O S
F
General
IUPAC name : {(1 Z)-5-fluoro-2-methyl-1-[4- Application (methylsulfinyl)benzylidene]-1H-indene-3- yl}acetic acid Sulindac is a non-steriodal anti inflammatory Formula: C H FO S 20 17 3 drug (NSAID). Molar mass : 356,412 g/mol The medicament is used to treat acute and Melting point : 182°C – 185°C chronical inflammation like osteoporosis or
arthritis. Furthermore the drug is commonly Synthesis used for inflammations in the musculoskeletal
system. Sulindac is absorbed in the stomach 4-Fluorobenzyl chloride is condensated with and intestine. The daily dosage is around 150 diethylmethyl malonate, afterwards hydrolyzed to 200 mg. Sulindac blocks the enzyme that is with KOH. Furthermore CO 2 is released. responsible for pain and pyrexia. By blocking the enzyme the injury can be repaired much quicker.
Effect
The enzyme responsible for the regulation of The closure of the ring is initiated with a lewis the inflammation process is carbooxygenese acid. Alternatively phosphoric acid can be used (COX). It is the catalyst for the production of for the cyclization. After that the Reformatsky the hormone prostagladine which is the cause reaction is used with zinc in bromoacetic ester. of pain, pyrexia and other symptoms. Sulindac acts as COX inhibitor and decreases in this way the production of prostagladine, what results in lowering the ailment.
Side Effect
Next is a condensation with cyanoacetic acid Known side effects are similar to those of aspirin. Therefore the drug is not agreeable followed by a hydrolysis. people with gastric disorders like light For the last steps the solution is condensated bleeding, irritated stomach or alike. Out of all with methylthiobenzaldeyde ending with an the NSAIDs sulindac is the most agreeable with oxidation with sodium metaperiodate to the stomach but is harder on the liver. Other synthesis sulindac. side effects include damaging the lining of the stomach, intestine pain, cramps, blood in stool
and liver poisoning. Some side effects are not as serious for example skin discoloration, irritated kidney, ear noises or light hypersensitivity.
Metabolism
Sulindac itself is a sulfoxide, in the human body it can as well be oxidized to its sulfone as it can be reducted to its sulfide. Only the last one is medical active. Sulindac and its sulfone take part in the Aspirin (acetylsalicylicacid) is an analgic, anti- enterhepatic circulation, what causes a delay of pyretic, platelet aggregation inhibitor. Its effect all the following processes. is also caused by blocking the prostagladine production. Elimination
The majority (50%) of the administered sulindac is eliminated as sulfone in the urine. About 25% are released as sulfide and sulfone in the feces. The half life of sulindac itself is 7.8 hours, the medical active sulfide 16.4 hours.
Alternative Agents Sources
Ibuprofen is a nonsteriodal anti-inflammatory - en.cnki.com.cn/Article_en/CJFDTOTAL- drug (NASID). It blocks non-selective the GXHX200904023.htm hydrooxygenese, what causes a lowering of - worldwide.espacenet.com/publicationDetail pyrexia and inflammation. s/originalDocument?CC=DE&NR=2039426 A1&KC=A1&FT=D&ND=1&date=1971021 8&DB=&locale=en_EP page 9-15 - en.wikipedia.org/wiki/Sulindac - www.medicinenet.com/sulindac/article.htm - www.pharmawiki.ch/wiki/index.php?wiki =Sulindac
- www.rxlist.com/clinoril-drug.htm
Indometacin is also a NSAID. It is used to treat symptoms of arthritis, Bekhterev’s disease or gout, just to mention a few.
Nabumetone is mostly used for rheumatism and inflammation of musculosketal system.