Active Ingredient History

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Isocarboxazid (Marplan, Marplon, Enerzer) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class used as an antidepressant. In vivo and in vitro studies demonstrated inhibition of MAO in the brain, heart, and liver. Depression is a complicated disease that is not fully understood. It is thought that depression may be linked to an imbalance of chemicals within the brain. When depression occurs, there may be a decrease in the amount of chemicals released from nerve cells in the brain. These chemicals are called monoamines. Monoamines are broken down by a chemical called monoamine oxidase. Isocarboxazid prevents monoamine oxidase from breaking down the monoamines. This results in an increased amount of active monoamines in the brain. By increasing the amount of monoamines in the brain, the imbalance of chemicals thought to be caused by depression is altered. This helps relieve the symptoms of depression. Isocarboxazid works by irreversibly blocking the action of a chemical substance known as monoamine oxidase (MAO) in the nervous system. MAO subtypes A and B are involved in the metabolism of serotonin and catecholamine neurotransmitters such as epinephrine, norepinephrine, and dopamine. Isocarboxazid, as a nonselective MAO inhibitor, binds irreversibly to monoamine oxidase–A (MAO-A) and monoamine oxidase–B (MAO-B). The reduced MAO activity results in an increased concentration of these neurotransmitters in storage sites throughout the central nervous system (CNS) and sympathetic nervous system. This increased availability of one or more monoamines is the basis for the antidepressant activity of MAO inhibitors. May be used to treat major depressive disorder.   NCATS

  • SMILES: CC1=CC(=NO1)C(=O)NNCC2=CC=CC=C2
  • InChIKey: XKFPYPQQHFEXRZ-UHFFFAOYSA-N
  • Mol. Mass: 231.2505
  • ALogP: 1.42
  • ChEMBL Molecules:
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Drug Pricing (per unit)

United States

$0.9102 - $1.3237
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Note: This drug pricing data is preliminary, incomplete, and may contain errors.

benazide | isocarboxazid | isocarboxazida | isocarboxazide | isocarboxazidum | isocarboxyzid | marplan | ro 5-0831 | ro 5-0831/1

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