CHEBI:31653 - glafenine

ChEBI IDCHEBI:31653
ChEBI Nameglafenine
Stars
DefinitionA 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.
Secondary ChEBI IDCHEBI:344737
Last Modified17 March 2017
DownloadsMolfile
FormulaC19H17ClN2O4
Net Charge0
Average Mass372.808
Monoisotopic Mass372.08768
SMILESO=C(OCC(O)CO)c1ccccc1Nc1ccnc2cc(Cl)ccc12
InChIInChI=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)
InChIKeyGWOFUCIGLDBNKM-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
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.
inhibitor  A substance that diminishes the rate of a chemical reaction.
Applications:
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.
ChEBI Ontology
Outgoing Relation(s)
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)
IUPAC Name 
2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino]benzoate
INNs  Source
glafenineKEGG DRUG
glafeninumChemIDplus
glafeninaChemIDplus
glafénineWHO MedNet
Synonyms  Source
GlicafanChemIDplus
GlafeninChemIDplus
GlaphenineChemIDplus
GlifanChemIDplus
GlapheninChemIDplus
4-(2'-beta,gamma-Dihydroxypropoxycarbonylphenylamino)-7-chloroquinolineChemIDplus
Manual XrefsDatabases
D01351KEGG DRUG
US3232944Patent
GlafenineWikipedia
LSM-4419LINCS
1297DrugCentral
Registry NumbersSources
Reaxys:497124Reaxys
CAS:3820-67-5ChemIDplus
CAS:3820-67-5NIST Chemistry WebBook
Citations