Nialamide

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Nialamide
Nialamide.svg
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration
Oral
ATC code
Legal status
Legal status
  • AU: S4 (Prescription only)
Identifiers
  • N-benzyl-3-(N-(pyridine-4-carbonyl)hydrazino)propanamide
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
KEGG
ChEBI
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard 100.000.073 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C16H18N4O2
Molar mass 298.346 g·mol−1
3D model (JSmol)
  • O=C(NNCCC(=O)NCc1ccccc1)c2ccncc2
  • InChI=1S/C16H18N4O2/c21-15(18-12-13-4-2-1-3-5-13)8-11-19-20-16(22)14-6-9-17-10-7-14/h1-7,9-10,19H,8,11-12H2,(H,18,21)(H,20,22) Yes check.svgY
  • Key:NOIIUHRQUVNIDD-UHFFFAOYSA-N Yes check.svgY
   (verify)

Nialamide (Niamid, Niamide, Nuredal, Surgex) is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class that was used as an antidepressant. [1] It was withdrawn by Pfizer several decades ago due to the risk of hepatotoxicity. [2] [3]

Side effects include agitation and insomnia, less frequently dry mouth, dizziness, blurred vision, and hypomania, and rarely leukopenia and hepatitis. As with other MAOIs, a hypertensive crisis can be triggered by co-ingestion of tyramine. It is metabolized into isoniazid, an anti-tuberculosis agent, and so is contraindicated in patients with tuberculosis. The recommended dosage range is 75 to 200 mg per day, with maintenance doses as low as 12.5 mg every other day. [4]

The antiatherogenic activity of nialamide was used to design pyridinolcarbamate. [5]

See also

Related Research Articles

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<span class="mw-page-title-main">Bupropion</span> Substituted cathinone medication mainly for depression and smoking cessation

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<span class="mw-page-title-main">Tranylcypromine</span> Irreversible non-selective MAO inhibitor Antidepressant drug

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<span class="mw-page-title-main">Venlafaxine</span> Antidepressant medication

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<span class="mw-page-title-main">Trimipramine</span> Antidepressant

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<span class="mw-page-title-main">Iproniazid</span> Antidepressant

Iproniazid is a non-selective, irreversible monoamine oxidase inhibitor (MAOI) of the hydrazine class. 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. 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.

<span class="mw-page-title-main">Butriptyline</span> Pharmaceutical drug

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<span class="mw-page-title-main">Benmoxin</span> Chemical compound

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References

  1. William Andrew Publishing (1 December 2006). Pharmaceutical Manufacturing Encyclopedia (3rd ed.). Elsevier. pp. 2935–. ISBN   978-0-8155-1856-3.
  2. Gad SC (26 April 2012). Safety Pharmacology in Pharmaceutical Development: Approval and Post Marketing Surveillance, Second Edition. CRC Press. pp. 138–. ISBN   978-1-4398-4567-7.
  3. Shorter E (28 September 2008). Before Prozac: The Troubled History of Mood Disorders in Psychiatry: The Troubled History of Mood Disorders in Psychiatry. Oxford University Press. pp. 137–. ISBN   978-0-19-970933-5.
  4. Council on Drugs (1971). AMA Drug Evaluations (Report). Chicago: American Medical Association. LCCN   75147249 . Retrieved April 5, 2021.
  5. Bencze WL, Hess R, DeStevens G (6 December 2012). "Hypolipidemic agents". Progress in Drug Research. Fortschritte der Arzneimittelforschung. Progrès des Recherches Pharmaceutiques. Springer Science & Business Media. 13: 217–92. doi:10.1007/978-3-0348-7068-9_5. ISBN   9783642661907. PMID   4982663 . Retrieved 3 October 2017.