CHEBI:31653 - glafenine

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ChEBI Name glafenine
Definition A carboxylic ester that is 2,3-dihydroxypropyl anthranilate in which the amino group is substituted by a 7-chloroquinolin-4-yl group. A non-steroidal anti-inflammatory drug, glafenine and its hydrochloride salt were used for the relief of all types of pain, but high incidence of anaphylactic reactions resulted in their withdrawal from the market.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:344737
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Formula C19H17ClN2O4
Net Charge 0
Average Mass 372.80200
Monoisotopic Mass 372.08768
InChI InChI=1S/C19H17ClN2O4/c20-12-5-6-14-17(7-8-21-18(14)9-12)22-16-4-2-1-3-15(16)19(25)26-11-13(24)10-23/h1-9,13,23-24H,10-11H2,(H,21,22)
SMILES OCC(O)COC(=O)c1ccccc1Nc1ccnc2cc(Cl)ccc12
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
A substance that diminishes the rate of a chemical reaction.
Application(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
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 glafenine (CHEBI:31653) has functional parent anthranilic acid (CHEBI:30754)
glafenine (CHEBI:31653) has functional parent glycerol (CHEBI:17754)
glafenine (CHEBI:31653) has role inhibitor (CHEBI:35222)
glafenine (CHEBI:31653) has role non-narcotic analgesic (CHEBI:35481)
glafenine (CHEBI:31653) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
glafenine (CHEBI:31653) is a aminoquinoline (CHEBI:36709)
glafenine (CHEBI:31653) is a carboxylic ester (CHEBI:33308)
glafenine (CHEBI:31653) is a glycol (CHEBI:13643)
glafenine (CHEBI:31653) is a organochlorine compound (CHEBI:36683)
glafenine (CHEBI:31653) is a secondary amino compound (CHEBI:50995)
2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino]benzoate
INNs Sources
glafenina ChemIDplus
glafenine KEGG DRUG
glafénine WHO MedNet
glafeninum ChemIDplus
Synonyms Sources
2,3-Dihydroxypropyl N-(7-chloro-4-quinolyl) anthranilate ChemIDplus
4-((2-Carboxyphenyl)amino)-7-chloroquinoline alpha-monoglyceride ChemIDplus
4-(2'-beta,gamma-Dihydroxypropoxycarbonylphenylamino)-7-chloroquinoline ChemIDplus
Glafenin ChemIDplus
Glaphenin ChemIDplus
Glaphenine ChemIDplus
Glicafan ChemIDplus
Glifan ChemIDplus
Glifanan ChemIDplus
Glycerylaminophenaquine ChemIDplus
Manual Xrefs Databases
1297 DrugCentral
Glafenine Wikipedia
US3232944 Patent
View more database links
Registry Numbers Types Sources
3820-67-5 CAS Registry Number NIST Chemistry WebBook
3820-67-5 CAS Registry Number ChemIDplus
497124 Reaxys Registry Number Reaxys
497124 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
19567678 PubMed citation Europe PMC
2210868 PubMed citation Europe PMC
Last Modified
17 March 2017