Phenelzine Sulfate

Phenelzine Sulfate Basic information
Product Name:Phenelzine Sulfate
Synonyms:(2-Phenylethyl)hydrazine dihydrogen sulfate;Phenelzine Sulfate (200 mg);S-1544;N-1544A;HYDRAZINE,(2-PHENYLETHYL)-,SULPHATE;BETA-PHENYLETHYLHYDRAZINESULPHATE;3-PHENYLETHYLHYDRAZINESULPHATE;phenelzine hydrogen sulphate
CAS:156-51-4
MF:C8H14N2O4S
MW:234.27
EINECS:205-856-0
Product Categories:Pharmaceuticals;Neurochemicals;Intermediates & Fine Chemicals;Inhibitors;Aromatics;Amines;Neurotransmitter Metabolism;L to;Enzyme Inhibitors;Monoamine OxidaseEnzyme Inhibitors by Enzyme;Monoamine oxidase inhibitor;AVIL
Mol File:156-51-4.mol
Phenelzine Sulfate Structure
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 Reference156-51-4
IARC3 (Vol. 24, Sup 7) 1987
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
ToxicityLD50 orally in mice: 156 mg/kg (Gylys)
MSDS Information
ProviderLanguage
SigmaAldrich English
Phenelzine Sulfate Usage And Synthesis
Chemical PropertiesA white powder or pearly platelets.
OriginatorNardil ,Parke Davis, US ,1959
UsesPhenelzine 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.
Usesantihistaminic
DefinitionChEBI: Phenelzine sulfate is an organic molecular entity.
Manufacturing ProcessTo 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 nameNardil (Parke-Davis).
Therapeutic FunctionPsychostimulant
General DescriptionPhenelzine 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 ProfilePoison 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.
Phenelzine Sulfate Preparation Products And Raw materials
Raw materialsHydrazine hydrate-->(2-Bromoethyl)benzene
Phenelzine Phenelzine Sulfate 7-(4-FLUOROPHENYL)-1,2,3,4-TETRAHYDRO-2-(OXOPHENYLACETYL)-8-(4-PYRIDINYL)-PYRAZOLO[5,1-C][1,2,4]TRIAZINE SULFATE 2-PHENYLETHYLAMINE SULFATE Hydrazine sulfate Methylhydrazine sulfate PHENELZINE-D5 SULFATE

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