ChemicalBook--->CAS DataBase List--->156-51-4

156-51-4

156-51-4 Structure

156-51-4 Structure
IdentificationBack Directory
[Name]

PHENELZINE SULFATE SALT
[CAS]

156-51-4
[Synonyms]

wl7
p1531
kalgan
alazin
ep-411
S-1544
N-1544A
alazine
alacine
mao-rem
phelazin
phenline
felazine
fenelzin
estinerval
nardelzine
NSC 170957
Acid sulfate
phenelzinesulphate
PHENELZINE SULFATE
phenelzinebisulphate
Phenelzine Bisulfate
phenelzineacidsulfate
PHENELZINE SULFATE SALT
phenethylhydrazinesulphate
Phenethylhydrazine Sulfate
Phenelzine Hydrogen Sulfate
Phenelzine Sulfate (200 mg)
phenylethylhydrazinesulphate
2-Phenethylhydrazine sulfate
phenelzine hydrogen sulphate
PHENYLETHYLHYDRAZINE SULFATE
Phenelzine Dihydrogen Sulfate
2-PHENYLETHYLHYDRAZINE SULFATE
2-phenylethylhydrazinesulphate
3-PHENYLETHYLHYDRAZINESULPHATE
phenethyl-hydrazinsulfate(1:1)
phenethylhydrazinesulfate(1:1)
beta-phenylethylhydrazinesulfate
BETA-PHENYLETHYLHYDRAZINESULPHATE
HYDRAZINE,(2-PHENYLETHYL)-,SULPHATE
(2-phenylethyl)-hydrazinsulfate(1:1)
2-phenylethylhydrazinehydrogensulphate
phenylethylhydrazinedihydrogensulphate
2-phenylethylhydrazinedihydrogensulphate
beta-phenylethylhydrazinehydrogensulphate
beta-phenylethylhydrazinedihydrogensulfate
1-hydrazino-2-phenylethanehydrogensulphate
(2-Phenylethyl)hydrazine dihydrogen sulfate
(β-Phenylethyl)hydrazine dihydrogen sulfate
[EINECS(EC#)]

205-856-0
[Molecular Formula]

C8H14N2O4S
[MDL Number]

MFCD00050687
[MOL File]

156-51-4.mol
[Molecular Weight]

234.27
Chemical PropertiesBack Directory
[Appearance]

A white powder or pearly platelets.
[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
[biological source]

synthetic
[Water Solubility ]

water: 50mg/mL, clear to slightly hazy, colorless to faintly yellow
[Merck ]

13,7300
[InChI]

InChI=1S/C8H12N2.H2O4S/c9-10-7-6-8-4-2-1-3-5-8;1-5(2,3)4/h1-5,10H,6-7,9H2;(H2,1,2,3,4)
[InChIKey]

RXBKMJIPNDOHFR-UHFFFAOYSA-N
[SMILES]

C1(CCNN)C=CC=CC=1.S(=O)(=O)(O)O
[CAS DataBase Reference]

156-51-4
[IARC]

3 (Vol. 24, Sup 7) 1987
Hazard InformationBack Directory
[Chemical Properties]

A white powder or pearly platelets.
[Uses]

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.
[Uses]

antihistaminic
[Brand name]

Nardil (Parke-Davis).
[Originator]

Nardil ,Parke Davis, US ,1959
[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.
[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.
[Biological Activity]

Non-selective MAO-A/B inhibitor.
[storage]

Store at -20°C
Safety DataBack Directory
[Symbol(GHS) ]

Skull and Crossbones (GHS06)
GHS06
[Signal word ]

Danger
[Hazard statements ]

H301
[Precautionary statements ]

P301+P310
[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
[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.
[Toxicity]

LD50 orally in mice: 156 mg/kg (Gylys)
Spectrum DetailBack Directory
[Spectrum Detail]

Phenelzine Sulfate(156-51-4)1HNMR
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