Talopram

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Talopram
Talopram.svg
Clinical data
ATC code
  • none
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
Chemical and physical data
Formula C20H25NO
Molar mass 295.42 g/mol
3D model (Jmol)

Talopram (Lu 3-010),[1] 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,[2] as well as to melitracen:[3]

Synthesis[edit]

An unexpected/fortuitous rearrangement product in the synthesis of litracen is what lead to talopram.[3][4]

See also[edit]

References[edit]

  1. ^ Br. J. Pharmac. (1969), 36, 18-28. Effect of a new series of bicyclic compounds with potential thymoleptic properties on the reserpine-resistant uptake mechanism of central and peripheral monoamine neurones in vivo and in vitro A. CARLSSON, K. FUXE, B. HAMBERGER AND T. MALMFORS
  2. ^ 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. doi:10.1021/jm701602g. PMID 18429609. 
  3. ^ a b http://www.healyprozac.com/Book/Introduction.pdf
  4. ^ GB 939856 
  5. ^ 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. 
  6. ^ http://www.chemicalbook.com/ProductChemicalPropertiesCB71179577_EN.htm