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Chemical compound
Femoxetine (INN ; tentative brand name Malexil ; developmental code name FG-4963 ) is a drug related to paroxetine that was being developed as an antidepressant by Danish pharmaceutical company Ferrosan in 1975 before acquisition of the company by Novo Nordisk . It acts as a selective serotonin reuptake inhibitor (SSRI). Development was halted to focus attention on paroxetine instead, as femoxetine could not be administered as a daily pill.
Both femoxetine and paroxetine were invented in the 1970s. Jørgen Anders Christensen's name is on the patents[ 1] [ 2] and Jorgen Buus-Lassen's name is on the pharmacology paper .[ 3]
After Ferrosan's acquisition, femoxetine died from neglect.[ 4]
In a separate patent, Ferrosan stated that Femoxetine could be used as an appetite suppressant,[ 5] using ten times the dosage than for paroxetine, 300 - 400mg daily.
Femoxetine has the same stereochemical properties as Nocaine , another agent with a similar structure claimed to have been synthesized using arecoline as the starting alkaloid.[citation needed ]
Addition of the para -fluoro atom results in a different compound that is a hybrid of femoxetine & paroxetine named FG 7080,[ 6] which has a separate patent.[ 7] According to the patent tables, incorporation of the fluorine atom potentiated the 5-HT affinity considerably.
Pfizer made some similar analogs[ 8] E.g. a Viloxazine type of catechol ether is used, but 4-phenyl instead of based on a morpholine ring.
NNC-63-0780.[ 9] [ 10] binds to ORL1 instead of SERT .
^ U.S. patent 3,912,743
^ U.S. patent 4,007,196
^ Lassen JB, Petersen E, Kjellberg B, Olsson SO (May 1975). "Comparative studies of a new 5HT-uptake inhibitor and some tricyclic thymoleptics". European Journal of Pharmacology . 32 (1): 108–15. doi :10.1016/0014-2999(75)90329-5 . PMID 1149822 .
^ Healy D (2004). Let them eat Prozac: the unhealthy relationship between the pharmaceutical industry and depression . New York, NY: New York Univ. Press. pp. 26 –27. ISBN 9780814736692 . Jørgen Buus Lassen femoxetine.
^ U.S. patent 4,442,113
^ "(3S,4R)-4-(4-Fluorophenyl)-3-[(4-methoxyphenoxy)methyl]piperidine" . PubChem . U.S. National Library of Medicine.
^ U.S. patent 4,585,777
^ U.S. patent 20,070,142,389
^ Bignan GC, Connolly PJ, Middleton SA (2005). "Recent advances towards the discovery of ORL-1 receptor agonists and antagonists". Expert Opinion on Therapeutic Patents . 15 (4): 357–388 6. doi :10.1517/13543776.15.4.357 . S2CID 94720416 .
^ "CID:9862655" . PubChem . U.S. National Library of Medicine.
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