Butriptyline

Butriptyline
Clinical data
Trade namesEvadyne, others
Other namesAY-62014[1]
Routes of
administration		Oral
ATC code
Legal status
Legal status
  • BR: Class C1 (Other controlled substances)[2]
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Bioavailability?[3]
Protein binding>90%[3]
MetabolismHepatic (N-demethylation)
MetabolitesNorbutriptyline[3]
Elimination half-life20 hours[3]
Identifiers
  • (±)-3-(10,11-dihydro-5H-dibenzo[a,d]cycloheptene-5-yl)-N,N,2-trimethylpropan-1-amine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC21H27N
Molar mass293.454 g·mol−1
3D model (JSmol)
ChiralityRacemic mixture
  • c1cc3c(cc1)CCc2c(cccc2)C3CC(C)CN(C)C
  • InChI=1S/C21H27N/c1-16(15-22(2)3)14-21-19-10-6-4-8-17(19)12-13-18-9-5-7-11-20(18)21/h4-11,16,21H,12-15H2,1-3H3 checkY
  • Key:ALELTFCQZDXAMQ-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Butriptyline, sold under the brand name Evadyne among others, is a tricyclic antidepressant (TCA) that has been used in the United Kingdom and several other European countries for the treatment of depression but appears to no longer be marketed.[1][4][5][6][7] Along with trimipramine, iprindole, and amoxapine, it has been described as an "atypical" or "second-generation" TCA due to its relatively late introduction and atypical pharmacology.[8][9] It was very little-used compared to other TCAs, with the number of prescriptions dispensed only in the thousands.[10]

  1. ^ a b Elks J (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 201–. ISBN 978-1-4757-2085-3.
  2. ^ Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  3. ^ a b c d Dörwald FZ (4 February 2013). "Dibenzazepines and Related Tricyclic Compounds". Lead Optimization for Medicinal Chemists: Pharmacokinetic Properties of Functional Groups and Organic Compounds. John Wiley & Sons. pp. 313–. ISBN 978-3-527-64565-7.
  4. ^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0. Archived from the original on 2023-01-12. Retrieved 2020-10-30.
  5. ^ William Andrew Publishing (22 October 2013). Pharmaceutical Manufacturing Encyclopedia. Elsevier. pp. 777–. ISBN 978-0-8155-1856-3.
  6. ^ Holenz J, Diaz JL, Buschmann H (16 April 2007). "Tricyclic and tetracyclic antidepressants". In Buschmann H (ed.). Antidepressants, Antipsychotics, Anxiolytics: From Chemistry and Pharmacology to Clinical Application. Wiley. pp. 180–. ISBN 978-3-527-31058-6.[permanent dead link]
  7. ^ Paykel ES (1992). Handbook of Affective Disorders. Guilford Press. pp. 339–. ISBN 978-0-89862-674-2.
  8. ^ Sharma SS, Chawala P (18 November 2009). "Drug Therapy of Affective Disorders". In Seth A (ed.). Textbook Of Pharmacology. Elsevier India. pp. 119–. ISBN 978-81-312-1158-8.
  9. ^ Bhattacharya A (2003). "Central Nervous System". Pharmacology (2nd ed.). Elsevier India. pp. 292–. ISBN 978-81-8147-009-6.
  10. ^ Cite error: The named reference Aronson2009 was invoked but never defined (see the help page).