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Talopram

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Talopram
File:Talopram.png
Systematic (IUPAC) name
3-(3,3-dimethyl-1-phenyl-isobenzofuran-1-yl)-N-methyl-propan-1-amine
Clinical data
Identifiers
7182-51-6
None
PubChem CID 23573
ChemSpider 22042
UNII 5PY881HC79 7pxY
Chemical data
Formula C20H25NO
295.42 g/mol

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,[1] as well as to melitracen:[2]

Synthesis

An unexpected/fortuitous rearrangement product in the synthesis of litracen is what lead to talopram.[2][3]

See also

References

  1. ^ 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.  edit
  2. ^ a b http://www.healyprozac.com/Book/Introduction.pdf
  3. ^ GB 939856 
  4. ^ 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.  edit
  5. ^ http://www.chemicalbook.com/ProductChemicalPropertiesCB71179577_EN.htm



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