Paroxypropione

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Paroxypropione (INN) (brand names Frenantol, Frenormon, Hypophenon, Paroxon, Possipione, Profenone, numerous others; former developmental code name NSC-2834), also known as paroxypropiophenone (P.O.P.) or 4'-hydroxypropiophenone, is a synthetic, non-steroidal estrogen that has been used medically as an antigonadotropin in Spain and Italy.[1][2][3][4] It is closely related structurally to p-hydroxybenzoic acid and parabens such as methylparaben, and also bears a close resemblance to diethylstilbestrol (which, in fact, produces paroxypropione as an active metabolite)[5][6] and alkylphenols like nonylphenol, all of which are also estrogens.[7][8] The drug possesses relatively low affinity for the estrogen receptor[4] and must be given at high dosages to achieve significant estrogenic and antigonadotropic action, for instance, 0.8 to 1.6 g/day.[9][10] Paroxypropione was first synthesized in 1902.[1] Its antigonadotropic properties were discovered in 1951[3] and it entered clinical use shortly thereafter.[11]

Similarly to p-hydroxybenzoic acid,[12] paroxypropione has been found to possess antioxidant activity.[13]

Paroxypropione is a precursor in the chemical synthesis of diethylstilbestrol and dienestrol.[14][15]

See also

References

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Further reading

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