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Systematic (IUPAC) name
CAS number 24886-52-0
ATC code none
PubChem 159977
ChemSpider 140640
Chemical data
Formula C16H19N5O 
Mol. mass 297.36 g/mol
Therapeutic considerations
Pregnancy cat.  ?
Legal status Prescription only
Routes Oral

Pipofezine (Azafen or Azaphen) is a tricyclic antidepressant (TCA) approved in Russia for the treatment of depression.[1][2][3][4] It was introduced in the late 1960s and is still used today.[5][6]

Pipofezine has been shown to act as a potent inhibitor of the reuptake of serotonin.[7][8] It also inhibits the reuptake of GABA to a very weak extent.[7] In addition to its antidepressant action, pipofezine has sedative effects as well, indicating antihistamine activity.[4] Other properties such as anticholinergic or antiadrenergic actions are less clear but are likely.

See also


  1. ^ Aleeva GN, Molodavkin GM, Voronina TA (July 2009). "Comparison of antidepressant effects of azafan, tianeptine, and paroxetine". Bulletin of Experimental Biology and Medicine 148 (1): 54–6. PMID 19902096. 
  2. ^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0. 
  3. ^ European Drug Index, 4th Edition. Boca Raton: CRC Press. 1998. ISBN 3-7692-2114-1. 
  4. ^ a b John E. Macor (2009). Annual Reports in Medicinal Chemistry, Volume V44. Boston: Academic Press. ISBN 0-12-374766-X. 
  5. ^ Mashkovskii MD, Polezhaeva AI, Avrutskii GIa, Vertozgadova OP, Smulevich AB (1969). "[The pharmacologic properties and therapeutic effectiveness of the new antidepressant preparation Azaphen]" (in Russian). Zhurnal Nevropatologii I Psikhiatrii Imeni S.S. Korsakova (Moscow, Russia : 1952) 69 (8): 1234–8. PMID 5392529. 
  6. ^ Shinaev NN, Akzhigitov RG (2005). "[Azaphen: a return to clinical practice]" (in Russian). Zhurnal Nevrologii I Psikhiatrii Imeni S.S. Korsakova / Ministerstvo Zdravookhraneniia I Meditsinskoĭ Promyshlennosti Rossiĭskoĭ Federatsii, Vserossiĭskoe Obshchestvo Nevrologov [I] Vserossiĭskoe Obshchestvo Psikhiatrov 105 (10): 55–6. PMID 16281382. 
  7. ^ a b Avdulov NA, Maĭsov NI (November 1981). "[Atypical antidepressants: effect on synaptosomal uptake of serotonin and GABA]" (in Russian). Biulleten' Eksperimental'noĭ Biologii I Meditsiny 92 (11): 564–6. PMID 7198493. 
  8. ^ Valdman AV, Avdulov NA, Rozganets VV, Rusacov DY (1983). "Behavioural and neurochemical studies of the action of atypical antidepressants". Acta Physiologica Et Pharmacologica Bulgarica 9 (3): 3–10. PMID 6142583. 

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