Structure via PubChem · Public domain (PubChem)
sulindac
Sign in to saveAlso 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 Ų
- H-bond donors
- 1
- H-bond acceptors
- 5
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1978
- Admin. routes
- oral
- Indications
- rheumatic disease, head and neck squamous cell carcinoma, acute myeloid leukemia, cutaneous melanoma
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Has part
- sulfur
- Mass
- 356.088
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₀H₁₇FO₃S
- significant drug interaction
- tacrolimus
- medical condition treated
- rheumatoid arthritis
- 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
Sources (6)
via Wikidata · CC0
~5 min read
Encyclopedic overview
7 sectionsContents
- 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
| tradename = Clinoril | Drugs.com = | MedlinePlus = a681037 | pregnancy_AU = C | pregnancy_US = C | legal_AU = S4 | legal_UK = POM | legal_US = Rx-only | routes_of_administration = By mouth
Excerpted from Wikipedia’s “sulindac” article, available under the CC BY-SA 4.0 licence.