Chemistry:Piberaline

Short description: Chemical compound

Piberaline

Clinical data
Trade names	Trelibet
ATC code	none
Identifiers
IUPAC name [4-(phenylmethyl)piperazin-1-yl]-pyridin-2-ylmethanone
CAS Number	39640-15-8
PubChem CID	65975
ChemSpider	59374
UNII	8M09P36809
Chemical and physical data
Formula	C17H19N3O
Molar mass	281.359 g·mol−1
3D model (JSmol)	Interactive image
SMILES C1CN(CCN1CC2=CC=CC=C2)C(=O)C3=CC=CC=N3
InChI InChI=1S/C17H19N3O/c21-17(16-8-4-5-9-18-16)20-12-10-19(11-13-20)14-15-6-2-1-3-7-15/h1-9H,10-14H2 Key:TZFUBYYADABEAV-UHFFFAOYSA-N
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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. It was researched 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

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Patent: ~99%: ~75%:

2-Chloropyridine, carbon monoxide & BZP reacted together.

Or from picolinic acid & BZP.

See also

• Substituted piperazine
• Befuraline
• Fipexide