Phenelzine Sulfate
Phenelzine Sulfate Basic information
- Product Name:
- Phenelzine Sulfate
- Synonyms:
-
- Acid sulfate
- alacine
- alazin
- alazine
- beta-phenylethylhydrazinedihydrogensulfate
- beta-phenylethylhydrazinehydrogensulphate
- beta-phenylethylhydrazinesulfate
- ep-411
- CAS:
- 156-51-4
- MF:
- C8H14N2O4S
- MW:
- 234.27
- EINECS:
- 205-856-0
- Product Categories:
-
- AVIL
- Monoamine oxidase inhibitor
- Monoamine OxidaseEnzyme Inhibitors by Enzyme
- Enzyme Inhibitors
- L to
- Neurotransmitter Metabolism
- Amines
- Aromatics
- Inhibitors
- Intermediates & Fine Chemicals
- Neurochemicals
- Pharmaceuticals
- Mol File:
- 156-51-4.mol
Phenelzine Sulfate Chemical Properties
- Melting point:
- 166.5-167.5 °C
- storage temp.
- 2-8°C
- solubility
- Freely soluble in water; practically insoluble in ethanol (96%) and in ether .
- form
- A solid
- Merck
- 13,7300
- CAS DataBase Reference
- 156-51-4
- IARC
- 3 (Vol. 24, Sup 7) 1987
MSDS
- Language:English Provider:SigmaAldrich
Phenelzine Sulfate Usage And Synthesis
Chemical Properties
A white powder or pearly platelets.
Originator
Nardil ,Parke Davis, US ,1959
Uses
antihistaminic
Uses
Phenelzine Sulfate is a hydrazine derivative that is a non-selective and irreversible monoamine oxidase inhibitor (MAOI) and also inhibits GABA-transaminase (GABA-T), markedly increasing brain GABA levels. It is an antidep ressant and anxiolytic used in the treatment of major depressive disorder (MDD) as well as other neural disorders.
Definition
ChEBI: Phenelzine sulfate is an organic molecular entity.
Manufacturing Process
To a refluxing solution containing 147.5 grams of 85% hydrazine hydrate in 500 cc of ethanol was added, during a period of 5 hours, 92.5 grams of phenethylbromide (0.50 mol) in 150 cc of ethanol. Stirring and refluxing were continued for two hours. The ethanol was removed by distillation and the residue extracted repeatedly with ether. The ether was dried with potassium carbonate and the product base collected by distillation, BP 74°C/0.1 mm, yield 52.3 grams (77%). The base is reacted with sulfuric acid in propanol to give the sulfate.
brand name
Nardil (Parke-Davis).
Therapeutic Function
Psychostimulant
General Description
Phenelzine sulfate, 2-(phenylethyl)hydrazine sulfate(Nardil), is an effective antidepressant agent. A mechanismbasedinactivator, it irreversibly inactivates the enzyme orits cofactor, presumably after oxidation to the diazine,which can then break up into molecular nitrogen, a hydrogen atom, and a phenethyl free radical. The latter would bethe active species in irreversible inhibition.
Safety Profile
Poison by ingestion, intraperitoneal, intravenous, and subcutaneous routes. Human systemic effects by ingestion: wakefulness, blood pressure lowering, constipation, hepatitis, fibrous hepatitis. Experimental reproductive effects. Questionable carcinogen with experimental neoplastigenic data. Mutation data reported. Used as a drug for the treatment of depression. When heated to decomposition it emits very toxic fumes of SOx and NOx.
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