Iprindole

Iprindole
Clinical data
Trade namesProndol, Galatur, Tertran
Other namesPramindole; WY-3263
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
MetabolismHepatic[3]
Elimination half-life52.5 hours[1]
ExcretionUrine, Feces[2]
Identifiers
  • 3-(6,7,8,9,10,11-hexahydro-5H-cycloocta[b]indol-5-yl)-N,N-dimethylpropan-1-amine
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.024.485 Edit this at Wikidata
Chemical and physical data
FormulaC19H28N2
Molar mass284.447 g·mol−1
3D model (JSmol)
  • c13c(n(c2ccccc12)CCCN(C)C)CCCCCC3
  • InChI=1S/C19H28N2/c1-20(2)14-9-15-21-18-12-6-4-3-5-10-16(18)17-11-7-8-13-19(17)21/h7-8,11,13H,3-6,9-10,12,14-15H2,1-2H3 checkY
  • Key:PLIGPBGDXASWPX-UHFFFAOYSA-N checkY
  (verify)

Iprindole, sold under the brand names Prondol, Galatur, and Tertran, is an atypical tricyclic antidepressant (TCA) that has been used in the United Kingdom and Ireland for the treatment of depression but appears to no longer be marketed.[4][5][6][7] It was developed by Wyeth and was marketed in 1967.[8] The drug has been described by some as the first "second-generation" antidepressant to be introduced.[9] However, it was very little-used compared to other TCAs, with the number of prescriptions dispensed only in the thousands.[10]

  1. ^ Caillé G, de Montigny C, Besner JG (1982). "Quantitation of iprindole in plasma by GLC". Biopharmaceutics & Drug Disposition. 3 (1): 11–17. doi:10.1002/bdd.2510030103. PMID 7082775.
  2. ^ Sisenwine SF, Tio CO, Ruelius HW (April 1979). "The disposition of [14C]iprindole in man, dog, miniature swine, rhesus monkey and rat". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 9 (4): 237–246. doi:10.3109/00498257909038726. PMID 113942.
  3. ^ Rotzinger S, Bourin M, Akimoto Y, Coutts RT, Baker GB (August 1999). "Metabolism of some "second"- and "fourth"-generation antidepressants: iprindole, viloxazine, bupropion, mianserin, maprotiline, trazodone, nefazodone, and venlafaxine". Cellular and Molecular Neurobiology. 19 (4): 427–442. doi:10.1023/A:1006953923305. PMID 10379419. S2CID 19585113.
  4. ^ Cite error: The named reference IndexNominum2000 was invoked but never defined (see the help page).
  5. ^ Ayd FJ (2000). "Iprindole". Lexicon of psychiatry, neurology, and the neurosciences. Philadelphia, Pa: Lippincott-Williams & Wilkins. ISBN 0-7817-2468-6.
  6. ^ Dictionary of organic compounds. London: Chapman & Hall. 1996. ISBN 0-412-54090-8.
  7. ^ McNeal E, Cimbolic P (1989). "Antidepressant and Biochemical Theories of Depression". In Davison GC, Hooley JM, Neale JM (eds.). Readings in Abnormal Psychology. New York: Wiley. p. 186. ISBN 0-471-63107-8. iprindole.
  8. ^ "Jaundice from iprindole (Prondol)". Drug and Therapeutics Bulletin. 9 (3): 10–11. January 1971. doi:10.1136/dtb.9.3.10. PMID 5548547. S2CID 31232918.
  9. ^ Horn AS, Trace RC (January 1983). "Second generation antidepressants: The pharmacological and clinical significance of selected examples". Drug Development Research. 3 (3): 203–211. doi:10.1002/ddr.430030302. S2CID 84018071.
  10. ^ Aronson JK (2009). "Tricyclic Antidepressants". Meyler's Side Effects of Psychiatric Drugs. Elsevier. pp. 18–. ISBN 978-0-444-53266-4.