Pheniprazine

Chemical compound From Wikipedia, the free encyclopedia

Pheniprazine, formerly sold under the brand names Catron and Cavodil, is an irreversible and non-selective monoamine oxidase inhibitor (MAOI) of the hydrazine group that was used as an antidepressant to treat depression in the 1960s.[3][4][5][6] It was also used in the treatment of angina pectoris and schizophrenia.[7][8] Pheniprazine has been largely discontinued due to toxicity concerns such as jaundice, amblyopia, and optic neuritis.[9][10][11]

Trade namesCatron, Cavodil
Other namesAmphetamine hydrazide;[1] α-Methylphenethylhydrazine; JB-516; α-Methylphenelzine; N-Aminoamphetamine
ATC code
  • None
Quick facts Clinical data, Trade names ...
Pheniprazine
Clinical data
Trade namesCatron, Cavodil
Other namesAmphetamine hydrazide;[1] α-Methylphenethylhydrazine; JB-516; α-Methylphenelzine; N-Aminoamphetamine
Routes of
administration
Oral
ATC code
  • None
Legal status
Legal status
  • BR: Class C1 (Other controlled substances)[2]
  • In general: uncontrolled
Identifiers
  • (1-Methyl-2-phenyl-ethyl)hydrazine
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.000.215 Edit this at Wikidata
Chemical and physical data
FormulaC9H14N2
Molar mass150.225 g·mol−1
  • InChI=1S/C9H14N2/c1-8(11-10)7-9-5-3-2-4-6-9/h2-6,8,11H,7,10H2,1H3 checkY
  • Key:VXTWEDPZMSVFEF-UHFFFAOYSA-N checkY
 â˜’NcheckY (what is this?)  (verify)
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Pharmacology

Pheniprazine is a monoamine oxidase inhibitor (MAOI).[3]

Amphetamine has been detected as an active metabolite of pheniprazine in animals.[12] Pheniprazine produces amphetamine- and psychostimulant-like effects at high doses in animals.[13] The same is true of certain other MAOIs, including iproniazid, phenelzine, tranylcypromine, and pargyline, but not nialamide.[13][14][15]

Chemistry

Pheniprazine, also known as α-methylphenethylhydrazine,[1] is a phenethylamine, amphetamine, and hydrazine derivative.

It is a close analogue of phenelzine (phenethylhydrazine) and amphetamine (α-methylphenethylamine) and can also be referred to by synonyms including amphetamine hydrazide,[1] α-methylphenelzine, and N-aminoamphetamine.

Metfendrazine (α,N-dimethylphenethylhydrazine; N-methylpheniprazine) is the corresponding methamphetamine (N-methylamphetamine) analogue.

Society and culture

Names

Pheniprazine is the generic name of the drug and its INNTooltip International Nonproprietary Name and BANTooltip British Approved Name.[3] It is also known by the former developmental code name JB-516.[3]

References

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