Befuraline

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Befuraline
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Clinical data
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  • none
Identifiers
  • 1-benzofuran-2-yl(4-benzylpiperazin-1-yl)methanone
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Chemical and physical data
FormulaC20H20N2O2
Molar mass320.392 g·mol−1
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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.[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

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Synthesis:[1] Patent:[3]

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

References

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  1. ^ a b Page Module:Citation/CS1/styles.css has no content.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. ^ Page Module:Citation/CS1/styles.css has no content.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 4374990 (1980 to Hoechst Aktiengesellschaft).

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