sulindac

Also known as Clinoril®, cis-5-Fluoro-2-methyl-1-((p-methylsulfinyl)benzylidene)indene-3-acetic acid, cis-5-Fluoro-2-methyl-1-((4-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid, (Z)-5-Fluoro-2-methyl-1-((p-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid, (Z)-5-Fluoro-2-methyl-1-((P-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acid, cis-5-Fluoro-2-methyl-1-((P-methylsulfinyl)benzylidene)indene-3-acetic acid, Sulindaco

Sulindac is a nonsteroidal anti-inflammatory drug (NSAID) of the arylalkanoic acid class that is marketed as Clinoril. Imbaral is another name for this drug. Its name is derived from sul(finyl)+ ind(ene)+ ac(etic acid) It was patented in 1969 and approved for medical use in 1976.

Chemical data

Formula: C20H17FO3S
Molecular weight: 356.4 g/mol
IUPAC name: 2-[(3Z)-6-fluoro-2-methyl-3-[(4-methylsulfinylphenyl)methylidene]inden-1-yl]acetic acid
SMILES: CC\1=C(C2=C(/C1=C\C3=CC=C(C=C3)S(=O)C)C=CC(=C2)F)CC(=O)O
InChIKey: MLKXDPUZXIRXEP-MFOYZWKCSA-N
XLogP: 3.4
Polar surface area: 73.6 Å²
H-bond donors: 1
H-bond acceptors: 5
Formal charge: 0

via PubChem

Wikidata facts

Mass: 356.088

Show 5 more facts

chemical formula: C₂₀H₁₇FO₃S
isomeric SMILES: CC\1=C(C2=C(/C1=C\C3=CC=C(C=C3)S(=O)C)C=CC(=C2)F)CC(=O)O
canonical SMILES: CC1=C(C2=C(C1=CC3=CC=C(C=C3)S(=O)C)C=CC(=C2)F)CC(=O)O
World Health Organisation international non-proprietary name: sulindac
Commons category: Sulindac

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Medical uses
Adverse effects
Society and culture
Litigation
Synthesis
References
External links

{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 470474499 | IUPAC_name = {(1Z)-5-fluoro-2-methyl-1-[4-(methylsulfinyl)benzylidene]-1H-indene-3-yl}acetic acid | image = Sulindac structure.svg | image_class = skin-invert-image