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Phenelzine Sulfate

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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
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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
color 
White to off-white
Merck 
13,7300
CAS DataBase Reference
156-51-4
IARC
3 (Vol. 24, Sup 7) 1987
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
RIDADR 
UN 2811 6.1/PG 3
WGK Germany 
3
RTECS 
MV8750000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
2928002500
Toxicity
LD50 orally in mice: 156 mg/kg (Gylys)

MSDS

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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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