Antrafenine (Stakane) is a

phenylpiperazine 1-Phenylpiperazine is a simple chemical compound featuring a phenyl group bound to a piperazine ring. The suffix ‘-piprazole’ is sometimes used in the names of drugs to indicate they belong to this class. List phenylpiperazine derivativesAlp ...

derivative In mathematics, the derivative of a function of a real variable measures the sensitivity to change of the function value (output value) with respect to a change in its argument (input value). Derivatives are a fundamental tool of calculus. ...

drug invented in 1979. It acts as an analgesic and

anti-inflammatory Anti-inflammatory is the property of a substance or treatment that reduces inflammation or swelling. Anti-inflammatory drugs, also called anti-inflammatories, make up about half of analgesics. These drugs remedy pain by reducing inflammation as o ...

drug with similar efficacy to

naproxen Naproxen is a nonsteroidal anti-inflammatory drug (NSAID) used to treat pain, menstrual cramps, inflammatory diseases such as rheumatoid arthritis, gout and fever. It is taken orally. It is available in immediate and delayed release formulat ...

, but is not widely used as it has largely been replaced by newer drugs.

Synthesis

Method E: The reaction between 2- -[3-(trifluoromethyl)phenyl1-piperazinyl.html" ;"title="-(trifluoromethyl)phenyl.html" ;"title="-[3-(trifluoromethyl)phenyl">-[3-(trifluoromethyl)phenyl1-piperazinyl">-(trifluoromethyl)phenyl.html" ;"title="-[3-(trifluoromethyl)phenyl">-[3-(trifluoromethyl)phenyl1-piperazinylthanol [40004-29-3] (1) and Isatoic anhydride [118-48-9] (2) goes on to give 4-(3-(Trifluoromethyl)phenyl)piperazine-1-ethyl 2-aminobenzoate [51941-08-3] (3). Method G: Alkylation with 4-chloro-7-(trifluoromethyl)quinoline 46-55-4(4) completed the synthesis of antrafenine (5).

References

meta-Trifluoromethylphenylpiperazines Anthranilates Quinolines {{musculoskeletal-drug-stub

Synthesis

See also

References