GBR-12783
GBR-12783.svg
Names
Preferred IUPAC name
1-[2-(Diphenylmethoxy)ethyl]-4-[(2E)-3-phenylprop-2-en-1-yl]piperazine
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
  • InChI=1S/C28H32N2O/c1-4-11-25(12-5-1)13-10-18-29-19-21-30(22-20-29)23-24-31-28(26-14-6-2-7-15-26)27-16-8-3-9-17-27/h1-17,28H,18-24H2/b13-10+
    Key: XFBDGHFDKJITGC-JLHYYAGUSA-N
  • InChI=1/C28H32N2O/c1-4-11-25(12-5-1)13-10-18-29-19-21-30(22-20-29)23-24-31-28(26-14-6-2-7-15-26)27-16-8-3-9-17-27/h1-17,28H,18-24H2/b13-10+
    Key: XFBDGHFDKJITGC-JLHYYAGUBU
  • C1CN(CCN1CCOC(C2=CC=CC=C2)C3=CC=CC=C3)C/C=C/C4=CC=CC=C4
Properties
C28H32N2
Molar mass 396.578 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

GBR-12783 is a psychostimulant which acts as a selective dopamine reuptake inhibitor.[1]

It was shown that the fortuitous discovery of psychostimulant activity was actually the result of serendipity. The SAR similarity of the predecessor S-350 [61897-04-9] relative to diphenhydramine had meant that it was originally anticipated that the discovery would be based on antihistamine pharmacology.

See also

References

  1. ^ Knab, A. M.; Bowen, R. S.; Hamilton, A. T.; Lightfoot, J. T. (2012). "Pharmacological manipulation of the dopaminergic system affects wheel-running activity in differentially active mice". J. Biol. Regul. Homeost. Agents. 26 (1): 119–29. PMC 4190615. PMID 22475103.