Open Access Articles- Top Results for Talopram
Journal of Aquaculture Research & DevelopmentEffect of Citalopram on Reducing Transportation Stress in Rainbow Trout(Oncorhynchus mykiss)
Journal of Depression and AnxietyLow Dose of Citalopram-Induced Hyponatremia in an 88 Year Old Male
Journal of Bioequivalence & BioavailabilityBioavailability of Two Oral Tablet Formulations of citalopram 20 mg: Single-Dose, Open-Label, Randomized, Two-Period Crossover Comparison in Healthy M
|Systematic (IUPAC) name|
Talopram (Lu 3-010), also known as phthalapromine, is a selective norepinephrine reuptake inhibitor (NRI) which was researched for the management of depression in the 1960s and 1970s but was never commercialized. Along with talsupram, talopram is structurally related to the selective serotonin reuptake inhibitor (SSRI) citalopram, as well as to melitracen:
|“|| In 1971, the company hired Klaus Bøgesø as a medicinal chemist. Over the
years Bøgesø turned out to have a Midas touch at the game of drug hunting, creating more molecules that made it to the market than almost any other medicinal chemist in the field. The challenge facing him in 1971 following his recruitment was to produce a selective norepinephrine reuptake inhibitor. Like other companies at the time, Lundbeck had little interest in an SSRI. Bøgesø began from an accident in the laboratory. Trying to create a derivative of their norepinephrine reuptake inhibiting antidepressant melitracen, Lundbeck chemists accidentally produced a new chemical – a phenylphthalene. Against all the odds, just like melitracen, this was also a selective norepinephrine reuptake inhibitor. Two potential antidepressants came out of this – talopram and tasulopram, which were pressed into clinical trials. Both however turned out to be energizing, and in a number of cases there were suicide attempts. The fact that there were suicide attempts appeared to confirm another proposal of Paul Kielholz, that activating antidepressants might lead to suicide. Lundbeck’s experience suggested that norepinephrine reuptake inhibitors were likely to lead to just this problem.
Lundbeck retreated, scared. If norepinephrine reuptake inhibitors were likely to trigger suicide, the greatest hazard of an antidepressant, then Kielholz’s view suggested that an SSRI would be less likely to lead to suicide. Bøgesø’s job was to see whether the new series of drugs could be converted into a series of SSRIs. Following a lead from Carlsson on how to do this, he converted talopram into citalopram, the most selective serotonin reuptake inhibitor to come to the market.
- U.S. Patent 3,467,675, 1969 (#15).
- Original literature:
- Prindamine (21489-22-5) This interesting chemical is exactly the same as talopram but for the oxygen atom that is replaced by a methylene group.
- Eildal, Jonas N. N.; Andersen, Jacob; Kristensen, Anders S.; Jørgensen, Anne Marie; Bang-Andersen, Benny; Jørgensen, Morten; Strømgaard, Kristian (2008). "From the Selective Serotonin Transporter Inhibitor Citalopram to the Selective Norepinephrine Transporter Inhibitor Talopram: Synthesis and Structure−Activity Relationship Studies". Journal of Medicinal Chemistry 51 (10): 3045–3048. PMID 18429609. doi:10.1021/jm701602g.
- GB 939856
- Petersen, P. V.; Lassen, N.; Hansen, V.; Huld, T.; Hjortkjaer, J.; Holmblad, J.; Nielsen, I. M. L.; Nymark, M.; Pedersen, V.; Jørgensen, A.; Hougs, W. (2009). "Pharmacological Studies of a New Series of Bicyclic Thymoleptics". Acta Pharmacologica et Toxicologica 24 (2–3): 121. doi:10.1111/j.1600-0773.1966.tb00375.x.
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