Fezolamine

Fezolamine (Win-41,528-2) is a drug which was investigated by Sterling Drug as an antidepressant in the 1980s.^[1][2] The isomeric N,N-dimethyl-4,5-diphenyl-1H-pyrazole-1-propanamine was completely inactive in the primary antidepressant screens.

Fezolamine

Clinical data
Routes of administration	Oral
ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 3-(3,4-Diphenyl- 1H-pyrazol- 1-yl)- N,N-dimethylpropan- 1-amine
CAS Number	80410-36-2
PubChem CID	54567
ChemSpider	49284
UNII	1133E05F6C
CompTox Dashboard (EPA)	DTXSID00230305
Chemical and physical data
Formula	C20H23N3
Molar mass	305.425 g·mol−1
3D model (JSmol)	Interactive image
SMILES n1c(c(cn1CCCN(C)C)c2ccccc2)c3ccccc3

It acts as a serotonin, norepinephrine, and dopamine reuptake inhibitor, with 3- to 4-fold preference for the former neurotransmitter.^[3] It was found to be effective and well tolerated in clinical trials but was never marketed.^[4]

Changing the sidechain leads to an agent called ipazilide.

See also

• 3,3-Diphenylcyclobutanamine