Femoxetine

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 by Novo Nordisk. It acts as a selective serotonin reuptake inhibitor (SSRI). Development was halted to focus attention on paroxetine instead, given femoxetine's inability to be administered as a daily pill.

Femoxetine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Pharmacokinetic data
Elimination half-life7-27 hours
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC20H25NO2
Molar mass311.42 g/mol g·mol−1
3D model (JSmol)
  (verify)

Both femoxetine and paroxetine were invented in the 1970s by Jorgen Buus-Lassen (Jørgen Anders Christensen name on the patents though).[1][2] Jorgen Buus-Lassen's name is on the pharmacology paper, however.[3]

After Ferrosan's acquisition, femoxetine died from neglect.[4]

Analogs

  1. Addition of the para-fluoro atom results in a different compound that is a hybrid of femoxetine & paroxetine named FG 7080, which has a separate patent.[5] According to the patent tables, incorporation of the fluorine atom potentiated the 5-HT affinity considerably.
  2. Pfizer made some similar analogs in U.S. Patent 20,070,142,389. E.g. a Viloxazine type of catechol ether is used, but 4-phenyl instead of based on a morpholine ring.

See also

References

  1. U.S. Patent 3,912,743
  2. U.S. Patent 4,007,196
  3. Lassen, Jørgen Buus; Petersen, Erling; Kjellberg, Bengt; Olsson, Sven O. (1975). "Comparative studies of a new 5HT-uptake inhibitor and some tricyclic thymoleptics". European Journal of Pharmacology. 32 (1): 108–115. doi:10.1016/0014-2999(75)90329-5. ISSN 0014-2999.
  4. Healy, David (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.
  5. U.S. Patent 4,585,777



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