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phenoxypropazine

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phenoxypropazine

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Phenoxypropazine (trade name Drazine) is an irreversible and non-selective monoamine oxidase inhibitor (MAOI) of the hydrazine family. It was introduced as an antidepressant in 1961, but was subsequently withdrawn in 1966 due to hepatotoxicity concerns.

Chemical data

Formula
C9H14N2O
Molecular weight
166.22 g/mol
IUPAC name
1-phenoxypropan-2-ylhydrazine
SMILES
CC(COC1=CC=CC=C1)NN
InChIKey
QNEXFJFTGQBXBJ-UHFFFAOYSA-N
XLogP
1.1
Polar surface area
47.3 Ų
H-bond donors
2
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Withdrawn
Max clinical phase
Approved
Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
166.110613
Has use
medication
Show 3 more facts
chemical formula
C₉H₁₄N₂O
canonical SMILES
CC(COC1=CC=CC=C1)NN
Commons category
Phenoxypropazine
Sources (2)

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Encyclopedic overview

2 sections
Contents
  • See also
  • References

Phenoxypropazine (trade name Drazine) is an irreversible and non-selective monoamine oxidase inhibitor (MAOI) of the hydrazine family. It was introduced as an antidepressant in 1961, but was subsequently withdrawn in 1966 due to hepatotoxicity concerns.

==See also== Hydrazine (antidepressant)

Excerpted from Wikipedia’s “phenoxypropazine” article, available under the CC BY-SA 4.0 licence.

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