Etofenamate

Structural formula
General
Non-proprietary name	Etofenamate
other names	2- (3-Trifluoromethylphenylamino) benzoic acid 2- (2-hydroxyethoxy) ethyl ester ( IUPAC )
Molecular formula	C 18 H 18 F 3 NO 4
Brief description	white solid with a characteristic odor
External identifiers / databases
EC number	250-231-8
ECHA InfoCard	100.045.650
PubChem	35375
ChemSpider	32560
DrugBank	DB08984
Wikidata	Q414378
Drug information
ATC code	M02 AA06
properties
Molar mass	369.34 g mol −1
solubility	partially soluble in water; miscible with lower alcohols, ethyl acetate, acetone, CHCl3, ether and benzene;
safety instructions
	Please note the exemption from the labeling requirement for drugs, medical devices, cosmetics, food and animal feed
H and P phrases	H: 301-410
	P: 273-264-301 + 310-321-405-501
Toxicological data	292 mg kg −1 ( LD 50 , rat , oral )
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Etofenamate , also 2- (2-hydroxyethoxy) ethyl N- (3-trifluoromethylphenyl) anthranilate Etofenamatum , is an ester of flufenamic acid and a non-steroidal anti-inflammatory from the group of anthranilic acid derivatives . The active ingredient is used externally for inflammatory pain in the musculoskeletal system.

Etofenamat was developed by Karl-Heinz Boltze at Tropon-Werke in Cologne-Mülheim.

Mode of action

Besides cyclooxygenase, etofenamate also inhibits lipoxygenase and thus inhibits the biosynthesis of leukotrienes , in particular leukotriene B4 in polymorphonuclear leukocytes . However, higher concentrations are required for this in vitro than for cyclooxygenase inhibition and it is doubtful whether this effect plays a role under normal conditions.

Side effects

In addition to the undesirable effects that can be attributed to the inhibition of cyclooxygenase, allergic, locally limited skin reddening rarely occurs.

Trade names

Rheumalix, Traumalix, Traumon

Individual evidence

↑ ^a ^b ^c ^d ^e fagron: Etofenamate , accessed December 27, 2019.
↑ ^a ^b ^c Franz v. Bruchhausen, Gerd Dannhardt, Siegfried Ebel, August W. Frahm, Eberhard Hackenthal, Ulrike Holzgrabe: Hagers Handbook of Pharmaceutical Practice Volume 8: Substances EO . Springer-Verlag, 2013, ISBN 978-3-642-57994-3 , pp. 144 ( limited preview in Google Book search).

[fagron-1] ↑ ^a ^b ^c ^d ^e fagron: Etofenamate , accessed December 27, 2019.

[Franz_v._Bruchhausen-2] Franz v. Bruchhausen, Gerd Dannhardt, Siegfried Ebel, August W. Frahm, Eberhard Hackenthal, Ulrike Holzgrabe: Hagers Handbook of Pharmaceutical Practice Volume 8: Substances EO . Springer-Verlag, 2013, ISBN 978-3-642-57994-3 , pp. 144 ( limited preview in Google Book search).