glafenine (CHEBI:31653)

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ChEBI Name	glafenine

ChEBI ID	CHEBI:31653

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

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)

InChIKey

GWOFUCIGLDBNKM-UHFFFAOYSA-N

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. inhibitor 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.

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)

IUPAC Name

2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino]benzoate

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

Last Modified

17 March 2017