Title: Antrafenine
CAS Registry Number: 55300-29-3
CAS Name: 2-[[7-(Trifluoromethyl)-4-quinolinyl]amino]benzoic acid 2-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]ethyl ester
Additional Names: 2-[4-(a,a,a-trifluoro-m-tolyl)-1-piperazinyl]ethyl-N-(7-trifluoromethyl-4-quinolyl)anthranilate
Manufacturers' Codes: SL-73.033
Trademarks: Stakane (Synthelabo)
Molecular Formula: C30H26F6N4O2
Molecular Weight: 588.54
Percent Composition: C 61.22%, H 4.45%, F 19.37%, N 9.52%, O 5.44%
Literature References: Analgesic with minimal anti-inflammatory and antipyretic activity, related structurally to floctafenine. Prepn: P. R. L. Giudicelli et al., DE 2415982; eidem, US 3935229 (1974, 1976 both to Synthelabo); P. M. Manoury et al., J. Med. Chem. 22, 554 (1979). Pharmacokinetic study: L. G. Dring et al., Br. J. Pharmacol. 63, 368P (1978). Metabolism: V. Rovei et al., Ann. Chim. 67, 733 (1977). Pharmacologic study: R. D. Sofia et al., Pharmacol. Res. Commun. 11, 179 (1979).
Properties: Crystals from isopropyl alc, mp 88°. LD50 orally in mice: 4000 mg/kg (Manoury).
Melting point: mp 88°
Toxicity data: LD50 orally in mice: 4000 mg/kg (Manoury)
Therap-Cat: Analgesic.
Keywords: Analgesic (Non-Narcotic).
Status: This monograph has been retired and is no longer subject to revision or update.
ANTU Apafant Apalcillin Apamin Apazone

Systematic (IUPAC) name
2-{4-[3-(trifluoromethyl)phenyl]piperazin-1-yl}ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate
Clinical data
Legal status Prescription only
Routes Oral
Pharmacokinetic data
Metabolism Hepatic
Excretion Renal
CAS number 55300-30-6
ATC code None
PubChem CID 68723
DrugBank DB01419
ChemSpider 61973 YesY
Chemical data
Formula C30H26F6N4O2 
Mol. mass 588.543 g/mol
 YesY (what is this?)  (verify)

Antrafenine (Stakane) is a phenylpiperazine derivative drug invented in 1979.[1] It acts as an analgesic and anti-inflammatory drug with similar efficacy to naproxen,[2] but is not widely used as it has largely been replaced by newer drugs.