Fezolamine

Fezolamine
Systematic (IUPAC) name
	3-(3,4-Diphenyl- 1H-pyrazol- 1-yl)- N,N-dimethylpropan- 1-amine
Clinical data
Legal status	Uncontrolled;
Routes of; administration	Oral
Identifiers
CAS Number	80410-36-2
ATC code	None
PubChem	CID 54567
ChemSpider	49284
UNII	1133E05F6C
Chemical data
Formula	C20H23N3
Molar mass	305.42 g/mol
	SMILES n1c(c(cn1CCCN(C)C)c2ccccc2)c3ccccc3 ;

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.

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]

References[edit]

^ U.S. Patent 4,182,895
^ Bailey, D. M.; Hansen, P. E.; Hlavac, A. G.; Baizman, E. R.; Pearl, J.; Defelice, A. F.; Feigenson, M. E. (1985). "3,4-Diphenyl-1H-pyrazole-1-propanamine antidepressants". Journal of Medicinal Chemistry 28 (2): 256–60. doi:10.1021/jm00380a020. PMID 3968690.
^ Baizman, E. R.; Ezrin, A. M.; Ferrari, R. A.; Luttinger, D (1987). "Pharmacologic profile of fezolamine fumarate: A nontricyclic antidepressant in animal models". The Journal of pharmacology and experimental therapeutics 243 (1): 40–54. PMID 3668867.
^ Zisook, S.; Mendels, J.; Janowsky, D.; Feighner, J.; Lee, J. C. M.; Fritz, A. (1987). "Efficacy and Safety of Fezolamine in Depressed Patients". Neuropsychobiology 17 (3): 133–8. doi:10.1159/000118353. PMID 3683802.

[1] U.S. Patent 4,182,895

[2] Bailey, D. M.; Hansen, P. E.; Hlavac, A. G.; Baizman, E. R.; Pearl, J.; Defelice, A. F.; Feigenson, M. E. (1985). "3,4-Diphenyl-1H-pyrazole-1-propanamine antidepressants". Journal of Medicinal Chemistry 28 (2): 256–60. doi:10.1021/jm00380a020. PMID 3968690.

[3] Baizman, E. R.; Ezrin, A. M.; Ferrari, R. A.; Luttinger, D (1987). "Pharmacologic profile of fezolamine fumarate: A nontricyclic antidepressant in animal models". The Journal of pharmacology and experimental therapeutics 243 (1): 40–54. PMID 3668867.

[4] Zisook, S.; Mendels, J.; Janowsky, D.; Feighner, J.; Lee, J. C. M.; Fritz, A. (1987). "Efficacy and Safety of Fezolamine in Depressed Patients". Neuropsychobiology 17 (3): 133–8. doi:10.1159/000118353. PMID 3683802.

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Dec	JAN	Feb
	29
2015	2016	2017

Fezolamine

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