CHEBI:9352 - sulindac

ChEBI IDCHEBI:9352
ChEBI Namesulindac
Stars
DefinitionA monocarboxylic acid that is 1-benzylidene-1H-indene which is substituted at positions 2, 3, and 5 by methyl, carboxymethyl, and fluorine respectively, and in which the phenyl group of the benzylidene moiety is substituted at the para position by a methylsulfinyl group. It is a prodrug for the corresponding sulfide, a non-steroidal anti-inflammatory drug, used particularly in the treatment of acute and chronic inflammatory conditions.
Last Modified22 February 2017
DownloadsMolfile
FormulaC20H17FO3S
Net Charge0
Average Mass356.418
Monoisotopic Mass356.08824
SMILESCC1=C(CC(=O)O)c2cc(F)ccc2/C1=C\c1ccc(S(C)=O)cc1
InChIInChI=1S/C20H17FO3S/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)/b17-9-
InChIKeyMLKXDPUZXIRXEP-MFOYZWKCSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Roles:
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor  A compound or agent that combines with cyclooxygenases (EC 1.14.99.1) and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
Applications:
analgesic  An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
non-steroidal anti-inflammatory drug  An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antipyretic  A drug that prevents or reduces fever by lowering the body temperature from a raised state. An antipyretic will not affect the normal body temperature if one does not have fever. Antipyretics cause the hypothalamus to override an interleukin-induced increase in temperature. The body will then work to lower the temperature and the result is a reduction in fever.
prodrug  A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
tocolytic agent  Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
ChEBI Ontology
Outgoing Relation(s)
sulindac (CHEBI:9352) has functional parent acetic acid (CHEBI:15366)
sulindac (CHEBI:9352) has role analgesic (CHEBI:35480)
sulindac (CHEBI:9352) has role antineoplastic agent (CHEBI:35610)
sulindac (CHEBI:9352) has role antipyretic (CHEBI:35493)
sulindac (CHEBI:9352) has role apoptosis inducer (CHEBI:68495)
sulindac (CHEBI:9352) has role EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
sulindac (CHEBI:9352) has role non-narcotic analgesic (CHEBI:35481)
sulindac (CHEBI:9352) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
sulindac (CHEBI:9352) has role prodrug (CHEBI:50266)
sulindac (CHEBI:9352) has role tocolytic agent (CHEBI:66993)
sulindac (CHEBI:9352) is a monocarboxylic acid (CHEBI:25384)
sulindac (CHEBI:9352) is a organofluorine compound (CHEBI:37143)
sulindac (CHEBI:9352) is a sulfoxide (CHEBI:22063)
Incoming Relation(s)
nitrosulindac (CHEBI:75321) has functional parent sulindac (CHEBI:9352)
sulindac sulfide (CHEBI:75408) has functional parent sulindac (CHEBI:9352)
sulindac sulfone (CHEBI:64212) has functional parent sulindac (CHEBI:9352)
IUPAC Name 
{(1Z)-5-fluoro-2-methyl-1-[4-(methylsulfinyl)benzylidene]-1H-inden-3-yl}acetic acid
INNs  Source
sulindacChemIDplus
sulindacWHO MedNet
sulindacoChemIDplus
SulindacumChemIDplus
Synonyms  Source
cis-5-Fluoro-2-methyl-1-((4-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acidChemIDplus
cis-5-Fluoro-2-methyl-1-((p-methylsulfinyl)benzylidene)indene-3-acetic acidChemIDplus
SulindacKEGG COMPOUND
(Z)-5-Fluoro-2-methyl-1-((p-(methylsulfinyl)phenyl)methylene)-1H-indene-3-acetic acidChemIDplus
Brand Name  Source
ClinorilDrugBank
Manual XrefsDatabases
2534DrugCentral
C01531KEGG COMPOUND
D00120KEGG DRUG
DB00605DrugBank
DE2039426Patent
HMDB0014743HMDB
SulindacWikipedia
SUZPDBeChem
US3654349Patent
Registry NumbersSources
Reaxys:2951842Reaxys
CAS:38194-50-2NIST Chemistry WebBook
CAS:38194-50-2ChemIDplus
CAS:38194-50-2KEGG COMPOUND
Citations