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Basic Information
CAS No.: 156-51-4
Name: PHENELZINE SULFATE SALT
Molecular Structure:
Molecular Structure of 156-51-4 (PHENELZINE SULFATE SALT)
Formula: C8H12N2•H2O4S
Molecular Weight: 234.276
Synonyms: phenelzinehydrogensulphate
Melting Point: 166.5-167.5 °C
Boiling Point: 497.4°C at 760 mmHg
Flash Point: 254.6°C
Hazard Symbols: Xn
Risk Codes: 22
Safety: 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.
PSA: 121.03000
LogP: 2.21160
Synthetic route
54123-21-6

3-(pyridine-2-yl)-3-oxopropanenitrile

156-51-4

2-phenethylhydrazine sulfate

1316122-43-6

2-phenethyl-5-pyridin-2-yl-2H-pyrazol-3-ylamine

Conditions
ConditionsYield
With triethylamine In ethanol for 2h; Inert atmosphere; Reflux;87%
With triethylamine In ethanol at 20℃; for 2h; Inert atmosphere; Reflux;87%
156-51-4

2-phenethylhydrazine sulfate

94-05-3

ethyl (ethoxymethylene)cyanoacetate

ethyl 3-amino-1-phenethyl-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
With sodium ethanolate In tetrahydrofuran; ethanol at 0℃; Inert atmosphere; regioselective reaction;81%

gadolinium(III) sulfate hydrate

156-51-4

2-phenethylhydrazine sulfate

Gd(3+)*2SO4(2-)*2H2O*C6H5CH2CH2NH2NH2(1+) = [Gd(SO4)2(H2O)2(C6H5CH2CH2NH2NH2)]

Conditions
ConditionsYield
In sulfuric acid aq. H2SO4; (aerobic conditions); addn. of the org. salt to a hot filtered soln. of the metal sulfate in aq. H2SO4, stirring (50-60°C, 30 min); storage (room temp., overnight), filtration, washing (H2O; EtOH; Et2O), drying (vac., P4O10); elem. anal.;75%

C21H31N9O5S

156-51-4

2-phenethylhydrazine sulfate

C29H44N12O5S

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃;73%
156-51-4

2-phenethylhydrazine sulfate

237421-80-6

4-(2-tert-butoxycarbonyl-2-oxo-ethyl)-5-oxo-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

4-[2-tert-butoxycarbonyl-2-(phenethyl-hydrazono)-ethyl]-5-oxo-pyrrolidine-1,2-dicarboxylic acid di-tert-butyl ester

Conditions
ConditionsYield
With sodium acetate In methanol for 2h; Ambient temperature;70%

2Sm(3+)*3SO4(2-)*99H2O = Sm2(SO4)3*99H2O

156-51-4

2-phenethylhydrazine sulfate

Sm(3+)*2SO4(2-)*2H2O*C6H5CH2CH2NH2NH2(1+) = [Sm(SO4)2(H2O)2(C6H5CH2CH2NH2NH2)]

Conditions
ConditionsYield
In sulfuric acid aq. H2SO4; (aerobic conditions); addn. of the org. salt to a hot filtered soln. of the metal sulfate in aq. H2SO4, stirring (50-60°C, 30 min); storage (room temp., overnight), filtration, washing (H2O; EtOH; Et2O), drying (vac., P4O10); elem. anal.;70%

2Eu(3+)*3SO4(2-)*99H2O = Eu2(SO4)3*99H2O

156-51-4

2-phenethylhydrazine sulfate

Eu(3+)*2SO4(2-)*2H2O*C6H5CH2CH2NH2NH2(1+) = [Eu(SO4)2(H2O)2(C6H5CH2CH2NH2NH2)]

Conditions
ConditionsYield
In sulfuric acid aq. H2SO4; (aerobic conditions); addn. of the org. salt to a hot filtered soln. of the metal sulfate in aq. H2SO4, stirring (50-60°C, 30 min); storage (room temp., overnight), filtration, washing (H2O; EtOH; Et2O), drying (vac., P4O10); elem. anal.;70%

2Nd(3+)*3SO4(2-)*99H2O = Nd2(SO4)3*99H2O

156-51-4

2-phenethylhydrazine sulfate

Nd(3+)*2SO4(2-)*2H2O*C6H5CH2CH2NH2NH2(1+) = [Nd(SO4)2(H2O)2(C6H5CH2CH2NH2NH2)]

Conditions
ConditionsYield
In sulfuric acid aq. H2SO4; (aerobic conditions); addn. of the org. salt to a hot filtered soln. of the metal sulfate in aq. H2SO4, stirring (50-60°C, 30 min); storage (room temp., overnight), filtration, washing (H2O; EtOH; Et2O), drying (vac., P4O10); elem. anal.;68%

hydrated cerium(III) sulfate

156-51-4

2-phenethylhydrazine sulfate

Ce(3+)*2SO4(2-)*2H2O*C6H5CH2CH2NH2NH2(1+) = [Ce(SO4)2(H2O)2(C6H5CH2CH2NH2NH2)]

Conditions
ConditionsYield
In sulfuric acid aq. H2SO4; (aerobic conditions); addn. of the org. salt to a hot filtered soln. of the metal sulfate in aq. H2SO4, stirring (50-60°C, 30 min); storage (room temp., overnight), filtration, washing (H2O; EtOH; Et2O), drying (vac., P4O10); elem. anal.;67%
156-51-4

2-phenethylhydrazine sulfate

94-05-3

ethyl (ethoxymethylene)cyanoacetate

252903-25-6

ethyl 5-amino-1-(2-phenylethyl)-1H-pyrazole-4-carboxylate

Conditions
ConditionsYield
Stage #1: 2-phenethylhydrazine sulfate With sodium ethanolate In ethanol at 20℃; for 1h; Inert atmosphere;
Stage #2: ethyl (ethoxymethylene)cyanoacetate In ethanol at 0 - 70℃; for 14.5h; Inert atmosphere; regioselective reaction;
67%
Downstream Products
144464-30-2
60-12-8
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Chemistry

IUPAC Name: Phenethylhydrazine; sulfuric acid  
Synonyms: Phenelzine hydrogen sulphate ; (2-Phenethyl)hydrazine Dihydrogen Sulfate ; (2-Phényléthyl)hydrazine sulfate ; (2-Phenylethyl)hydrazine sulfate (1:1) ; (2-Phenylethyl)hydrazinsulfat ; B-Phenylethylhydrazine Dihydrogen Sulfate ; Hydrazine, (2-phenylethyl)-, sulfate (1:1)
Product Categories: Monoamine oxidase inhibitor;Monoamine OxidaseEnzyme Inhibitors by Enzyme;Enzyme Inhibitors;L to;Neurotransmitter Metabolism
CAS NO: 156-51-4
Molecular Formula of beta-Phenylethylhydrazine sulfate (CAS NO.156-51-4) : C8H14N2O4S
Molecular Weight of beta-Phenylethylhydrazine sulfate (CAS NO.156-51-4) : 234.27
Molecular Structure of beta-Phenylethylhydrazine sulfate (CAS NO.156-51-4) :
EINECS: 205-856-0
Mol File: 156-51-4.mol
Merck : 13,7300
Flash Point: 143.7 °C
Enthalpy of Vaporization: 52.02 kJ/mol
Boiling Point: 281.4 °C at 760 mmHg
Vapour Pressure: 0.00358 mmHg at 25°C

Toxicity Data With Reference

1.    

mma-sat 800 µg/plate

    NEZAAQ    Nippon Eiseigaku Zasshi. Japanese Journal of Hygiene. 33 (1978),474.
2.    

dnr-esc 4300 nmol/plate

    JTEHD6    Journal of Toxicology and Environmental Health. 9 (1982),287.
3.    

orl-mus TDLo:28 g/kg/77W-C:NEO

    CNREA8    Cancer Research. 36 (1976),917.
4.    

orl-hmn TDLo:1070 µg/kg/D:CNS,GIT,CVS

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,461.
5.    

orl-man TDLo:46 mg/kg/10W-I:LIV,

    AJMEAZ    American Journal of Medicine. 80 (1986),689.
6.    

orl-wmn TDLo:18 mg/kg

    ANASAB    Anaesthesia. 41 (1986),53.
7.    

orl-rat LD50:210 mg/kg

    ANYAA9    Annals of the New York Academy of Sciences. 107 (1963),899.
8.    

orl-mus LD50:156 mg/kg

    ANYAA9    Annals of the New York Academy of Sciences. 107 (1963),899.
9.    

ipr-mus LD50:162 mg/kg

    JMCMAR    Journal of Medicinal Chemistry. 18 (1975),20.
10.    

scu-mus LD50:125 mg/kg

    JOENAK    Journal of Endocrinology. 30 (1964),205.
 

Consensus Reports

IARC Cancer Review: Group 3 IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 7 ,1987,p. 312.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Human Inadequate Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 24 ,1980,p. 175.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) ; Animal Limited Evidence IMEMDT    IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man . 24 ,1980,p. 175.(World Health Organization, Internation Agency for Research on Cancer,Lyon, France.: ) (Single copies can be ordered from WHO Publications Centre U.S.A., 49 Sheridan Avenue, Albany, NY 12210) . EPA Genetic Toxicology Program.

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.
Hazard Codes HarmfulXn
Risk Statements 22
R22:Harmful if swallowed.
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS MV8750000
HazardClass 6.1(b)
PackingGroup III