Piberaline Explained

Piberaline (EGYT-475; Trelibet) is a psychoactive drug and member of the piperazine chemical class which was developed in the 1980s. It has stimulant and antidepressant effects which are thought to be due largely to its active metabolite benzylpiperazine.^[1] It was studied to a limited extent in Hungary and Spain, but was not widely accepted and does not seem to be in current use, although a closely related drug befuraline with similar effects has been slightly more successful.

Synthesis

Piberaline can be prepared by reaction of picolinic acid with benzylpiperazine.^{[2] [3] [4]}

Alternatively, it can be synthesized from 2-chloropyridine, carbon monoxide, and benzylpiperazine.

See also

• Substituted piperazine
• Befuraline
• Fipexide

Notes and References

1. Tekes K, Tóthfalusi L, Malomvölgyi B, Hermán F, Magyar K . Studies on the biochemical mode of action of EGYT-475, a new antidepressant . Polish Journal of Pharmacology and Pharmacy . 39 . 2 . 203–211 . 1987 . 2448760 .
2. DE . 2215545 . Pyridinderivate und ihre Salze sowie ihre Verwendung und Verfahren zur Herstellung derselben [Pyridine derivatives and their salts and their use and processes for the preparation thereof] ]. Korösi J, Erdelyi L, Balla I, Lay A, Szabo G, Kiszelly E . Egyt Gyogyszervegyeszeti Gyar, Budapest . 11 March 1976 . . .
3. Kumar K, Michalik D, Garcia Castro I, Tillack A, Zapf A, Arlt M, Heinrich T, Böttcher H, Beller M . Biologically Active Compounds through Catalysis: Efficient Synthesis of N -(Heteroarylcarbonyl)- N ′-(arylalkyl)piperazines . Chemistry . 10 . 3 . 746–757 . February 2004 . 14767940 . 10.1002/chem.200305327 .
4. Younes S, Labssita Y, Baziard-Mouysset G, Payard M, Rettori M, Renard P, Pfeiffer B, Caignard D . Synthesis and structure-activity relationships of novel arylalkyl 4-benzyl piperazine derivatives as sigma site selective ligands . European Journal of Medicinal Chemistry . 35 . 1 . 107–121 . January 2000 . 10733608 . 10.1016/S0223-5234(00)00113-6 .