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.

In the Vinony graph

Within Vinony's link graph, befuraline is referenced by 154 other articles, and connects out to Anatomical Therapeutic Chemical Classification System, indopan and 1-phenylpiperazine.

It sits within the topics Anthelmintics, Benzofuran-2-carboxamides and Benzylpiperazines.

Its subject is documented across 4 Wikipedia language editions.

Chemical data

Formula: C20H20N2O2
Molecular weight: 320.4 g/mol
IUPAC name: 1-benzofuran-2-yl-(4-benzylpiperazin-1-yl)methanone
SMILES: C1CN(CCN1CC2=CC=CC=C2)C(=O)C3=CC4=CC=CC=C4O3
InChIKey: SRIJFPBZWUFLFD-UHFFFAOYSA-N
XLogP: 3.6
Polar surface area: 36.7 Å²
H-bond donors: 0
H-bond acceptors: 3
Formal charge: 0

via PubChem

Drug data · ChEMBL

Max clinical phase: Phase 2
Molecule type: Small molecule

via ChEMBL · EBI

Wikidata facts

Mass: 320.152
Has use: psychoactive drug

Show 3 more facts

Commons category: Befuraline
chemical formula: C₂₀H₂₀N₂O₂
canonical SMILES: C1CN(CCN1CC2=CC=CC=C2)C(=O)C3=CC4=CC=CC=C4O3

Sources (2)

via Wikidata · CC0

~1 min read

Encyclopedic overview

3 sections

Contents

Synthesis
See also
References

==Synthesis== thumb|center|500px|class=skin-invert-image|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).

Excerpted from Wikipedia’s “befuraline” article, available under the CC BY-SA 4.0 licence.