Article · Wikipedia archive · Last revised Jun 29, 2026

Azapride

Azapride is the azide derivative of the dopamine antagonist clebopride synthesized in order to label dopamine receptors. It is an irreversible dopamine antagonist.

Last revised
Jun 29, 2026
Read time
≈ 1 min
Length
110 w
Citations
3
Source
Azapride
Clinical data
Other namesAzidoclebopride
ATC code
  • None
Identifiers
  • 4-Azido-5-chloro-2-methoxy-N-[1-(phenylmethyl)piperidin-4-yl]benzamide
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H22ClN5O2
Molar mass399.88 g·mol−1
3D model (JSmol)
  • Clc1cc(c(OC)cc1/N=[N+]=[N-])C(=O)NC3CCN(Cc2ccccc2)CC3
  • InChI=1S/C20H22ClN5O2/c1-28-19-12-18(24-25-22)17(21)11-16(19)20(27)23-15-7-9-26(10-8-15)13-14-5-3-2-4-6-14/h2-6,11-12,15H,7-10,13H2,1H3,(H,23,27) checkY
  • Key:CKKHIIXHAWWTNP-UHFFFAOYSA-N checkY
  (verify)

Azapride is the azide derivative of the dopamine antagonist clebopride synthesized in order to label dopamine receptors.12 It is an irreversible dopamine antagonist.2

References

References

  1. Niznik HB, Guan JH, Neumeyer JL, Seeman P (February 1985). "A photoaffinity ligand for dopamine D2 receptors: azidoclebopride". Molecular Pharmacology. 27 (2): 193–9. doi:10.1016/S0026-895X(25)12275-X. PMID 3969068.
  2. Wouters W, Van Dun J, Laduron PM (December 1984). "Photoaffinity labelling of dopamine receptors. Synthesis and binding characteristics of azapride". European Journal of Biochemistry. 145 (2): 273–8. doi:10.1111/j.1432-1033.1984.tb08548.x. PMID 6548707.