FEZOLAMINE FUMARATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H23N3.C4H4O4
Molecular Weight	421.4889
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)\C=C\C(O)=O.CN(C)CCCN1C=C(C(=N1)C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=ASDTZBJQJPTXLA-WLHGVMLRSA-N

InChI=1S/C20H23N3.C4H4O4/c1-22(2)14-9-15-23-16-19(17-10-5-3-6-11-17)20(21-23)18-12-7-4-8-13-18;5-3(6)1-2-4(7)8/h3-8,10-13,16H,9,14-15H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1+

HIDE SMILES / InChI

Molecular Formula	C4H4O4
Molecular Weight	116.0722
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Molecular Formula	C20H23N3
Molecular Weight	305.4167
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3683802 | https://www.ncbi.nlm.nih.gov/pubmed/3668867

FEZOLAMINE is a nontricyclic antidepressant. It acts as a serotonin, norepinephrine, and dopamine reuptake inhibitor, with a preference for the former neurotransmitter. It was found to be effective and well tolerated in clinical trials but was never marketed.

Originator

Approval Year

PubMed

Title	Date	PubMed
Pharmacologic profile of fezolamine fumarate: a nontricyclic antidepressant in animal models.	1987-10	3668867
Efficacy and safety of fezolamine in depressed patients.	1987	3683802
3,4-Diphenyl-1H-pyrazole-1-propanamine antidepressants.	1985-02	3968690

Patents

Sample Use Guides

In Vivo Use Guide

Therapy initiation at 100 mg/day. Maintenance dosage usually ranged between 100 and 450 mg/day.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:51:59 GMT 2025` Edited by `admin` on `Mon Mar 31 17:51:59 GMT 2025`
Record UNII	I1GX0BGV7P
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

WIN 41528-2

Preferred Name

English

FEZOLAMINE FUMARATE

Official Name

English

FEZOLAMINE FUMARATE [MART.]

Common Name

English

1H-PYRAZOLE-1-PROPANAMINE, N,N-DIMETHYL-3,4-DIPHENYL-, (E)-2-BUTENEDIOATE (1:1)

Systematic Name

English

WIN-41,528-2

Code

English

FEZOLAMINE FUMARATE [USAN]

Common Name

English

WIN-41528-2

Code

English

1-[3-(Dimethylamino)propyl]-3,4-diphenylpyrazole fumarate (1:1)

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265