Article · Wikipedia archive · Last revised Jul 25, 2026

Befuraline

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.

Last revised
Jul 25, 2026
Read time
≈ 1 min
Length
185 w
Citations
4
Source
Wikipedia ↗
Befuraline
Clinical data
ATC code
  • none
Identifiers
  • 1-benzofuran-2-yl(4-benzylpiperazin-1-yl)methanone
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H20N2O2
Molar mass320.392 g·mol−1
3D model (JSmol)
  • O=C(N1CCN(CC1)CC2=CC=CC=C2)C3=CC4=C(C=CC=C4)O3
  • 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 checkY
  • Key:SRIJFPBZWUFLFD-UHFFFAOYSA-N checkY
  (verify)

Befuraline (DIV-154) is a psychoactive drug and member of the piperazine chemical class which was developed in Germany in the 1970s.1 Befuraline has stimulant and antidepressant effects and has seen some use in Germany and France, although it has never become widely used.2 Befuraline's active metabolite benzylpiperazine is likely to contribute to its effects.

Synthesis

Synthesis:1 Patent:3 source ↗

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

See also

References

References

  1. Boksay IJ, Popendiker K, Weber RO, Söder A (1979). "Synthesis and pharmacological activity of befuraline (N-benzo[b]furan-2-ylcarbonyl-N'-benzylpiperazine), a new antidepressant compound". Arzneimittel-Forschung. 29 (2): 193–204. PMID 582130.
  2. Gastpar M, Gastpar G, Gilsdorf U (November 1985). "Befuraline, its safety and efficacy in depressed inpatients". Pharmacopsychiatry. 18 (6): 351–5. doi:10.1055/s-2007-1017396. PMID 4089015. S2CID 9322026.
  3. DE2157424 idem Rolf-Ortwin Weber, Alfons Soder, Istvan Boksay, U.S. patent 4,374,990 (1980 to Hoechst Aktiengesellschaft).