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:
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
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.
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.
Applications:
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.
non-narcotic analgesic  A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
tocolytic agent  Any compound used to suppress premature labour and immature birth by suppressing uterine contractions.
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.
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.
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.
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