Zacopride

ATC code

• none

CAS Number

• 90182-92-6 ^Y

PubChem CID

• 108182

IUPHAR/BPS

• 245

Zacopride

Clinical data
ATC code	none
Identifiers
IUPAC name 4-amino-5-chloro-2-methoxy-N-(quinuclidin-3-yl)benzamide
CAS Number	90182-92-6 Y
PubChem CID	108182
IUPHAR/BPS	245
ChemSpider	97262 N
UNII	9GN3OT4156
ChEBI	CHEBI:235525
ChEMBL	ChEMBL18041 N
CompTox Dashboard (EPA)	DTXSID1048251
Chemical and physical data
Formula	C15H20ClN3O2
Molar mass	309.79 g·mol−1
3D model (JSmol)	Interactive image
SMILES COC1=CC(=C(C=C1C(=O)NC2CN3CCC2CC3)Cl)N
InChI InChI=1S/C15H20ClN3O2/c1-21-14-7-12(17)11(16)6-10(14)15(20)18-13-8-19-4-2-9(13)3-5-19/h6-7,9,13H,2-5,8,17H2,1H3,(H,18,20) N Key:FEROPKNOYKURCJ-UHFFFAOYSA-N N
NY (what is this?)  (verify)

Zacopride is a potent antagonist at the 5-HT₃ receptor^[1] and an agonist at the 5-HT₄ receptor.^[2] It has anxiolytic^[3] and nootropic effects in animal models,^[4] with the (R)-(+)-enantiomer being the more active form.^[5] It also has antiemetic^[6] and pro-respiratory effects, both reducing sleep apnea^[7] and reversing opioid-induced respiratory depression in animal studies.^[8] Early animal trials have also revealed that administration of zacopride can reduce preference for and consumption of ethanol.^[9]

Zacopride was found to significantly increase aldosterone levels in human subjects for 180 minutes at a dose of 400 micrograms. It is thought to do this by stimulating the 5-HT₄ receptors on the adrenal glands. Zacopride also stimulated aldosterone secretion when applied to human adrenal glands in vitro. No significant changes were observed in renin, ACTH, or cortisol levels.^[2]

Zacopride has been tested in clinical trials for the treatment of schizophrenia, but was found unsuccessful.^[10]