Chemistry:Befuraline

Short description: Psychoactive drug of the piperazine chemical class

Befuraline

Clinical data
ATC code	none
Identifiers
IUPAC name 1-benzofuran-2-yl(4-benzylpiperazin-1-yl)methanone
CAS Number	41717-30-0 Y 41716-84-1
PubChem CID	68664
ChemSpider	61918 Y
UNII	787AQ35GHR
ChEMBL	ChEMBL1076256 Y
Chemical and physical data
Formula	C20H20N2O2
Molar mass	320.392 g·mol−1
3D model (JSmol)	Interactive image
SMILES O=C(N1CCN(CC1)CC2=CC=CC=C2)C3=CC4=C(C=CC=C4)O3
InChI InChI=1S/C20H20N2O2/c23-20(19-14-17-8-4-5-9-18(17)24-19)22-12-10-21(11-13-22)15-16-6-2-1-3-7-16/h1-9,14H,10-13,15H2 Y Key:SRIJFPBZWUFLFD-UHFFFAOYSA-N Y
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Befuraline (DIV-154) is a psychoactive drug and member of the piperazine chemical class which was developed in Germany in the 1970s. Befuraline has stimulant and antidepressant effects and has seen some use in Germany and France , although it has never become widely used. Befuraline's active metabolite benzylpiperazine is likely to contribute to its effects.

Synthesis

Synthesis: Patent:

A one-step coupling between coumarilic acid (benzofuran-2-carboxylic acid) [496-41-3] (1) and benzylpiperazine (BzP) (2) gives an amide, and hence Befuraline (3).

See also

• Substituted piperazine
• Fipexide
• Piberaline