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Iproniazid information


Iproniazid
Clinical data
Trade namesMarsilid, others
AHFS/Drugs.comInternational Drug Names
ATC code
  • N06AF05 (WHO)
Pharmacokinetic data
Bioavailability1
Identifiers
IUPAC name
  • N-isopropylisonicotinohydrazide
CAS Number
  • 54-92-2 checkY
PubChem CID
  • 3748
DrugBank
  • DB04818 checkY
ChemSpider
  • 3617 checkY
UNII
  • D892HFI3XA
KEGG
  • D02579 checkY
ChEMBL
  • ChEMBL92401 checkY
CompTox Dashboard (EPA)
  • DTXSID5023168 Edit this at Wikidata
ECHA InfoCard100.000.199 Edit this at Wikidata
Chemical and physical data
FormulaC9H13N3O
Molar mass179.223 g·mol−1
3D model (JSmol)
  • Interactive image
Density1.084 g/cm3
Boiling point265.9 °C (510.6 °F)
SMILES
  • O=C(NNC(C)C)c1ccncc1
InChI
  • InChI=1S/C9H13N3O/c1-7(2)11-12-9(13)8-3-5-10-6-4-8/h3-7,11H,1-2H3,(H,12,13) checkY
  • Key:NYMGNSNKLVNMIA-UHFFFAOYSA-N checkY
  (verify)

Iproniazid (Marsilid, Rivivol, Euphozid, Iprazid, Ipronid, Ipronin) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class.[1][2] It is a xenobiotic that was originally designed to treat tuberculosis, but was later most prominently used as an antidepressant drug. However, it was withdrawn from the market because of its hepatotoxicity.[3][4] The medical use of iproniazid was discontinued in most of the world in the 1960s, but remained in use in France until its discontinuation in 2015.

  1. ^ Maxwell RA, Eckhardt SB (1990). "Iproniazid". Drug Discovery. Humana Press. pp. 143–154. ISBN 9780896031807.
  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): 1381–1387. doi:10.1016/0006-2952(86)90285-6. PMID 2870717.
  3. ^ Timbrell J (2008). Taylor & Francis Group. pp. 324–326. doi:10.3109/9781420007084. ISBN 978-0-8493-7302-2.
  4. ^ Henn F, Sartorius N, Helmchen H, Lauter H, eds. (2013-11-11). Contemporary Psychiatry. Springer Science & Business Media. p. 109. ISBN 9783642595196.

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Iproniazid

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Iproniazid (Marsilid, Rivivol, Euphozid, Iprazid, Ipronid, Ipronin) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine...

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Antidepressant

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psychiatric applications of iproniazid. Ernst Zeller found iproniazid to be a potent monoamine oxidase inhibitor. Nevertheless, iproniazid remained relatively...

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Monoamine oxidase inhibitor

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discovery that iproniazid was a potent MAO inhibitor (MAOI). Originally intended for the treatment of tuberculosis, in 1952, iproniazid's antidepressant...

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Atypical depression

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when doctors E.D. West and P. J. Dally were studying the effects of iproniazid, an MAOI, on patients with depression. They found consistencies among...

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Psychopharmacology revolution

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inhibitor, iproniazid (Marsilid), which is hydrazine based. Like imipramine, this also was used in the treatment of depression. Iproniazid was the result...

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Roche

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drugs and is a leader in this field. In 1956, the first antidepressant, iproniazid, was accidentally created during an experiment while synthesizing isoniazid...

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List of antidepressants

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(Parnate) Discontinued/withdrawn Benmoxin (Neuralex) Iproclozide (Sursum) Iproniazid (Marsilid) Mebanazine (Actomol) Nialamide (Niamid) Octamoxin (Ximaol)...

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Hepatotoxicity

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where other hydrazine derivative drugs, such as the MAOI antidepressant iproniazid, are associated with liver damage. Phenelzine has been associated with...

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Isonicotinic acid

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derivatives of isonicotinic acid. Hydrazide derivatives include isoniazid, iproniazid, and nialamide. Amide and ester derivatives include ethionamide and dexamethasone...

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Ketamine

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Hepatotoxin

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Dimethylformamide Diquat Etoposide Indomethacin - idiosyncratic Inhalants Iproniazid (withdrawn) - idiosyncratic Methapyrilene Methotrexate 3-methylcholanthrene...

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Tranylcypromine

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until 1959. Precisely because tranylcypromine was not, like isoniazid and iproniazid, a hydrazine derivative, its clinical interest increased enormously, as...

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Bupropion

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Tobacco

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Echinopsidine Furazolidone Guineesine Hydralazine Indantadol Iproclozide Iproniazid Isocarboxazid Isoniazid Linezolid Mebanazine Metfendrazine Nialamide Octamoxin...

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Isoniazid

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isoniazid to treat his own tuberculosis. Isoniazid and a related drug, iproniazid, were among the first drugs to be referred to as antidepressants. Isoniazid...

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List of withdrawn drugs

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incidence of skin tumours seen in some clinical studies". DrugBank. "Iproniazid". Archived from the original on 27 September 2013. Retrieved 24 September...

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Buprenorphine

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Buspirone

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Amitriptyline

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Psychoactive drug

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modafinil Monoamine oxidase Monoamine oxidase inhibitors (MAOIs) phenelzine, iproniazid, tranylcypromine, selegiline, rasagiline, moclobemide, isocarboxazid,...

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Venlafaxine

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Anxiolytic

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and withdrawal effects. The first monoamine oxidase inhibitor (MAOI), iproniazid, was discovered accidentally when developing the new antitubercular drug...

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Hydrazines

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bisporus. Gyromitrin is metabolized into monomethyl hydrazine. Isoniazid, iproniazid, hydralazine, and phenelzine are medications whose molecules contain hydrazine-like...

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Duloxetine

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Psychiatry

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

Word Count : 10343

Hypericum perforatum

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

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Vortioxetine

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Non-selective Irreversible: Benmoxin‡ Iproclozide‡ Iproniazid‡ Isocarboxazid Isoniazid# Linezolid# Mebanazine‡ Nialamide‡ Octamoxin‡ Phenelzine Pheniprazine‡...

Word Count : 4794

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