Sulindac sodiumProduct ingredient for Sulindac
- Name
- Sulindac sodium
- Drug Entry
- Sulindac
Sulindac is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid class that is marketed by Merck under the brand name Clinoril. Like other NSAIDs, it may be used in the treatment of acute or chronic inflammatory conditions. Sulindac is a prodrug, derived from sulfinylindene, that is converted in vivo to an active sulfide compound by liver enzymes. There is evidence from some studies that sulindac may be associated with fewer gastrointestinal side effects than other NSAIDs, except for the cyclooxygenase-2 (COX-2) inhibitor drug class. This may be due to the sulfide metabolite undergoing enterohepatic circulation thus maintaining constant blood levels of the compound without inducing gastrointestinal effects, where the drug is excreted in the bile and then reabsorbed from the intestines. While its full mechanism of action is not fully understood, sulindac is thought to primarily mediate its action by inhibiting prostaglandin synthesis by inhibiting COX-1 and COX-2.
- Accession Number
- DBSALT002293
- Structure
- Synonyms
- Not Available
- UNII
- NJV14I2XPC
- CAS Number
- 63804-15-9
- Weight
- Average: 378.39
Monoisotopic: 378.07018799 - Chemical Formula
- C20H16FNaO3S
- InChI Key
- YMXUJDLCLXHYBO-WPTDRQDKSA-M
- InChI
- InChI=1S/C20H17FO3S.Na/c1-12-17(9-13-3-6-15(7-4-13)25(2)24)16-8-5-14(21)10-19(16)18(12)11-20(22)23;/h3-10H,11H2,1-2H3,(H,22,23);/q;+1/p-1/b17-9-;
- IUPAC Name
- sodium 2-[(1Z)-5-fluoro-1-[(4-methanesulfinylphenyl)methylidene]-2-methyl-1H-inden-3-yl]acetate
- SMILES
- [Na+].C[S+]([O-])C1=CC=C(\C=C2\C(C)=C(CC([O-])=O)C3=CC(F)=CC=C23)C=C1
- External Links
- ChemSpider
- 4938097
- Predicted Properties
Property Value Source Water Solubility 0.0541 mg/mL ALOGPS logP 3.59 ALOGPS logP 2.93 Chemaxon logS -3.8 ALOGPS pKa (Strongest Acidic) 4.09 Chemaxon pKa (Strongest Basic) -8.1 Chemaxon Physiological Charge -1 Chemaxon Hydrogen Acceptor Count 3 Chemaxon Hydrogen Donor Count 0 Chemaxon Polar Surface Area 57.2 Å2 Chemaxon Rotatable Bond Count 4 Chemaxon Refractivity 110.4 m3·mol-1 Chemaxon Polarizability 36.77 Å3 Chemaxon Number of Rings 3 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter Yes Chemaxon Veber's Rule No Chemaxon MDDR-like Rule No Chemaxon