Pheniprazine

Pheniprazine (INN; also known as amphethydrazine and amphetamine hydrazide; brand names Catron and Cavodil) is an irreversible and nonselective monoamine oxidase inhibitor (MAOI) of the hydrazine chemical class that was used as an antidepressant in the 1960s.[1][2][3] It was also used in the treatment of angina pectoris and schizophrenia.[4][5] Pheniprazine has been largely discontinued due to toxicity concerns such as jaundice, amblyopia, and optic neuritis.[6][7][8]

Pheniprazine
Clinical data
Routes of
administration
Oral
ATC code
  • none
Legal status
Legal status
  • In general: uncontrolled
Identifiers
IUPAC name
  • (1-Methyl-2-phenyl-ethyl)hydrazine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.215
Chemical and physical data
FormulaC9H14N2
Molar mass150.225 g·mol−1
InChI
  • InChI=1S/C9H14N2/c1-8(11-10)7-9-5-3-2-4-6-9/h2-6,8,11H,7,10H2,1H3 Y
  • Key:VXTWEDPZMSVFEF-UHFFFAOYSA-N Y
 NY (what is this?)  (verify)

See also

References

  1. Lear TE, Browne MW, Greeves JA (November 1962). "A controlled trial of cavodil (pheniprazine) in depression". The Journal of Mental Science. 108 (457): 856–58. doi:10.1192/bjp.108.457.856. PMID 13928843.
  2. Fagervall I, Ross SB (April 1986). "Inhibition of monoamine oxidase in monoaminergic neurones in the rat brain by irreversible inhibitors". Biochemical Pharmacology. 35 (8): 1381–7. doi:10.1016/0006-2952(86)90285-6. PMID 2870717.
  3. Eberson LE, Persson K (July 1962). "Studies on Monoamine Oxidase Inhibitors. I. The Autoxidation of β-Phenylisopropylhydrazine as a Model Reaction for Irreversible Monoamine Oxidase Inhibition". Journal of Medicinal and Pharmaceutical Chemistry. 91 (4): 738–52. doi:10.1021/jm01239a006. PMID 14056405.
  4. Sandler G (March 1961). "Clinical evaluation of pheniprazine in angina pectoris". British Medical Journal. 1 (5228): 792–4. doi:10.1136/bmj.1.5228.792. PMC 1953879. PMID 13746179.
  5. Wickstrom L, Hahn N (September 1962). "[beta-Phenylisoprophlhydrazine (Catran) in schizophrenia]". Nordisk Medicin. 68: 1165–7. PMID 14000469.
  6. Fentem PH, Howitt G (December 1961). "Fatal jaundice after administration of pheniprazine". British Medical Journal. 2 (5267): 1616–7. doi:10.1136/bmj.2.5267.1616. PMC 1970739. PMID 13892290.
  7. Frandsen E (1962). "Toxic amblyopia during antidepressant treatment with pheniprazine (Catran)". Acta Psychiatrica Scandinavica. 38 (1): 1–14. doi:10.1111/j.1600-0447.1962.tb01780.x. PMID 13894598. S2CID 35152293.
  8. Thomsen NJ (January 1963). "[Optic neuritis after treatment with Catran]". Ugeskrift for Laeger. 125: 138–9. PMID 13981222.
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