Antrafenine
Antrafenine Basic information
- Product Name:
- Antrafenine
- Synonyms:
-
- 2-[[7-(Trifluoromethyl)-4-quinolyl]amino]benzenecarboxylic acid 2-[4-(3-trifluoromethylphenyl)-1-piperazinyl]ethyl ester
- 2-[[7-(Trifluoromethyl)quinolin-4-yl]amino]benzoic acid 2-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]ethyl ester
- SL-73-033
- Stakane
- NWGGKKGAFZIVBJ-UHFFFAOYSA-N
- Antrafenine
- Benzoic acid, 2-[[7-(trifluoromethyl)-4-quinolinyl]amino]-, 2-[4-[3-(trifluoromethyl)phenyl]-1-piperazinyl]ethyl ester
- CAS:
- 55300-29-3
- MF:
- C30H26F6N4O2
- MW:
- 588.54
- Mol File:
- 55300-29-3.mol
Antrafenine Chemical Properties
- Melting point:
- 88°
- Boiling point:
- 648.0±55.0 °C(Predicted)
- Density
- 1.359±0.06 g/cm3(Predicted)
- storage temp.
- Store at -20°C
- pka
- 5.89±0.10(Predicted)
Antrafenine Usage And Synthesis
Originator
Stakane,Dausse,France,1977
Uses
Immunizing agent (passive).
Definition
ChEBI: Antrafenine is a member of piperazines.
Manufacturing Process
A mixture of 18.65 g (0.05 mol) of allyl 2-(7'-trifluoromethy-4'- quinolylamino)benzoate, 16.2 g (0.059 mol) of 2-(4'-mtrifluoromethylphenylpiperazino) ethanol, 150 ml of anhydrous toluene and 0.03 g of sodium is heated under reflux for 2 ? hours, while the allyl alcohol formed during the reaction is slowly removed by distillation. A slight amount of insoluble matter is filtered off and the toluene is evaporated from the filtrate. The residue is dissolved in a mixture of methylene chloride and acetone (8:2) and this solution is passed through a silica column. Elution is carried out with the same mixture of solvents and the eluate is collected in 50ml fractions. These fractions are examined by thin layer chromatography. Those which contain the desired almost pure ester are combined and the solvent is driven off from them. The residual product is triturated in a mixture of ether and petroleum ether, filtered off and dried. 16.8 g (yield 57%) of 2- (4'-m-trifluoromethylphenylpiperazino)ethyl 2-(7'-trifluoromethyl-4'- quinolylamino)benzoate, melting point 88° to 90°C, are thus isolated.
Therapeutic Function
Analgesic