CHEBI:364453 - carprofen

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ChEBI Name carprofen
Definition Propanoic acid in which one of the methylene hydrogens is substituted by a 6-chloro-9H-carbazol-2-yl group. A non-steroidal anti-inflammatory drug, it is no longer used in human medicine but is still used for treatment of arthritis in elderly dogs.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C15H12ClNO2
Net Charge 0
Average Mass 273.71400
Monoisotopic Mass 273.05566
InChI InChI=1S/C15H12ClNO2/c1-8(15(18)19)9-2-4-11-12-7-10(16)3-5-13(12)17-14(11)6-9/h2-8,17H,1H3,(H,18,19)
SMILES CC(C(O)=O)c1ccc2c(c1)[nH]c1ccc(Cl)cc21
Roles Classification
Biological Role(s): EC (prostaglandin-endoperoxide synthase) inhibitor
A compound or agent that combines with cyclooxygenases (EC and thereby prevents its substrate-enzyme combination with arachidonic acid and the formation of icosanoids, prostaglandins, and thromboxanes.
Application(s): photosensitizing agent
A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells.
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.
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ChEBI Ontology
Outgoing carprofen (CHEBI:364453) has role EC (prostaglandin-endoperoxide synthase) inhibitor (CHEBI:35544)
carprofen (CHEBI:364453) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
carprofen (CHEBI:364453) has role photosensitizing agent (CHEBI:47868)
carprofen (CHEBI:364453) is a carbazoles (CHEBI:48513)
carprofen (CHEBI:364453) is a organochlorine compound (CHEBI:36683)
Incoming (R)-carprofen (CHEBI:59206) is a carprofen (CHEBI:364453)
(S)-carprofen (CHEBI:59207) is a carprofen (CHEBI:364453)
2-(6-chloro-9H-carbazol-2-yl)propanoic acid
INNs Sources
carprofen ChemIDplus
carprofene ChemIDplus
carprofeno ChemIDplus
carprofenum ChemIDplus
Synonyms Sources
(±)-6-chloro-α-methylcarbazole-2-acetic acid ChemIDplus
(+/-)-2-(3-chloro-9H-carbazol-7-yl)propanoic acid ChEMBL
2-(6-Chloro-9H-carbazol-2-yl)-propionic acid ChEMBL
6-chloro-α-methyl-9H-carbazole-2-acetic acid ChEBI
Manual Xrefs Databases
1788 VSDB
518 DrugCentral
Carprofen Wikipedia
DB00821 DrugBank
DE2337340 Patent
US3896145 Patent
View more database links
Registry Numbers Types Sources
487098 Reaxys Registry Number Reaxys
487098 Beilstein Registry Number Beilstein
53716-49-7 CAS Registry Number KEGG COMPOUND
53716-49-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
11262075 PubMed citation ChEMBL
15974585 PubMed citation ChEMBL
17181139 PubMed citation ChEMBL
21561314 PubMed citation Europe PMC
6884551 PubMed citation Europe PMC
Last Modified
22 February 2017