ChemicalBook--->CAS DataBase List--->51-12-7

51-12-7

51-12-7 Structure

51-12-7 Structure
IdentificationBack Directory
[Name]

NIALAMIDE
[CAS]

51-12-7
[Synonyms]

BEIH
Mygal
Espril
Niamid
Niazin
Nyazin
Nyezin
P 1133
Surgex
Novazid
Nuredal
Niamide
NF-XIII
Nialamid
Niamidal
Isalizina
Niaquitil
NIALAMIDE
Psicodisten
Delmoneurina
NIALAMIDE MAO INHIBITOR
Delmoneurinaesprilisalizina
n-benzyl-β-(isonicotinylhydrazino)propionamide
N-(2-(Benzylcarbamyl)ethylamino)isonicotinamide
N-Benzyl-3-(2-isonicotinoylhydrazino)propanamide
N-BENZYL-BETA-(ISONICOTINYLHYDRAZINO)PROPIONAMIDE
N-benzyl-3-(2-isonicotinoylhydrazino)propionamide
N-benzyl-3-(2-isonicotinoylhydrazinyl)propanaMide
N-Benzyl-beta-(isonicotinoylhydrazine)propionamide
N-BENZYL-BETA-[ISONICOTINYL-HYDRAZINE] PROPIONAMIDE
2-(2-(benzylcarbamyl)ethyl)hydrazideisonicotinicacid
1-(2-(benzylcarbamoyl)ethyl)-2-isonicotinoylhydrazine
1-[2-(Benzylcarbamoyl)ethyl]-2-isonicotinoylhydrazine
2-(2-(Benzylcarbamyl)ethyl)hydrazide isonicotinic acid
Isonicitinic acid 2-[(2-benzylcarbamoyl)ethyl]hydrazide
2-(2-(Benzylcarbamoyl)ethyl)hydrazide, isonicotinic acid
ISONICOTINIC ACID 2-[2-(BENZYLCARBAMOYL)-ETHYL]HYDRAZIDE
N-(benzyl)-3-[N'-(pyridine-4-carbonyl)hydrazino]propionamide
N(sup1)-beta-Benzylcarbamoylethyl-N(sup2)isonicotinoylhydrazine
n(sup1)-beta-benzylcarbamoylethyl-n(sup2)-isonicotinoylhydrazine
N-ISONICOTINOYL-N' [BETA-(N-BENZYL-CARBOXAMIDO) ETHYL] HYDRAZINE
N-(phenylmethyl)-3-(2-pyridin-4-ylcarbonylhydrazinyl)propanamide
N-(phenylmethyl)-3-[2-(pyridine-4-carbonyl)hydrazinyl]propanamide
4-pyridinecarboxylicacid2-(3-oxo-3-((phenylmethyl)amino)propyl)hydrazide
4-Pyridinecarboxylic acid, 2-[3-oxo-3-[(phenylmethyl)amino]propyl]hydrazide
N-Benzyl-β-(isonicotinylhydrazino)propionamide, Pyridine-4-carboxylic 2-[2-(benzylcarbamoyl)ethyl]hydrazide, N-Isonicotinoyl-Nμ-[β-(N-benzylcarboxamido)ethyl]hydrazine
[EINECS(EC#)]

200-079-3
[Molecular Formula]

C16H18N4O2
[MDL Number]

MFCD00010106
[MOL File]

51-12-7.mol
[Molecular Weight]

298.34
Chemical PropertiesBack Directory
[Appearance]

White, crystalline powder. Low solubility in water; good solubility in slightly acid solution. It is stable in crystalline form, suspension, and solution.
[Melting point ]

152-154 °C(lit.)
[Boiling point ]

439.76°C (rough estimate)
[density ]

1.1183 (rough estimate)
[refractive index ]

1.6000 (estimate)
[storage temp. ]

−20°C
[solubility ]

ethanol: clear to hazy
[pka]

11.13±0.23(Predicted)
[Merck ]

13,6515
[BRN ]

492941
Hazard InformationBack Directory
[Uses]

MAO inhibitor
[Hazard]

Toxic in overdose.
[Chemical Properties]

White, crystalline powder. Low solubility in water; good solubility in slightly acid solution. It is stable in crystalline form, suspension, and solution.
[Originator]

Niamid,Pfizer,US,1959
[Definition]

ChEBI: 3-[[oxo(pyridin-4-yl)methyl]hydrazo]-N-(phenylmethyl)propanamide is an organooxygen compound and an organonitrogen compound. It is functionally related to a beta-amino acid.
[Manufacturing Process]

Methyl acrylate, 28.0 g (0.4 mol) was added dropwise during one hour to a solution containing 54.8 g (0.4 mol) of isonicotinic acid hydrazide (isoniazid) and 10 ml of glacial acetic acid in 400 ml of tertiary butyl alcohol. The resulting solution then was heated for 18 hours on a steam bath. Concentration of the reaction mixture to 100 ml yielded 13.0 g of unreacted isonicotinic acid hydrazide. The filtrate was concentrated to a thick syrup which was triturated with anhydrous ether and recrystallized from isopropyl alcohol; MP 87°C to 88.5°C. Elemental analysis of the product gave 1- isonicotinyl-2-(β-carbomethoxyethyl)hydrazine.
A slurry of 7.5 g (0.034 mol) of 1-isonicotinyl-2-(carbomethoxyethyl)- hydrazine and 5 ml of benzylamine is heated with stirring at 130°C for three hours. The cooled mass is then recrystallized from ethyl acetate to yield white needles melting at 151.1°C to 152.1°C.
[Brand name]

Nialamid;Niamidal;Niamide;Niaquital;Niaquitil;Novazid;Nuredal;Psyco-retard;Surgexl.
[Therapeutic Function]

Antidepressant
[World Health Organization (WHO)]

Nialamide, a monoamine oxidase inhibitor (MAOI), was introduced in 1959 for the treatment of depressive illness. Subsequently concern regarding potentially serious interactions between MAOIs and foods containing tyramine inspired much restrictive regulatory action. However, MAOIs still retain a place in the treatment of serious depressive illness although there is no international consensus on which compounds should be preferred. Thus nialamide remains available in several countries.
[General Description]

Nialamide is an antidepressant drug and its effect on β-adrenergic receptor-adenylate cyclase system of rat pineal gland has been studied. Antidepressant action of the combination of nialamide and 5-hydroxytryptophan has been evaluated.
[Safety Profile]

Poison by intravenous andintraperitoneal routes. Moderately toxic by ingestion.Mutation data reported. Experimental reproductiveeffects. An antidepressant. When heated to decompositionit emits toxic fumes of NOx.
[storage]

Store at -20°C
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

20/21/22-36/37/38-40
[Safety Statements ]

22-26-36
[RIDADR ]

3249
[WGK Germany ]

3
[RTECS ]

NS1225000
[F ]

10
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[Hazardous Substances Data]

51-12-7(Hazardous Substances Data)
[Toxicity]

LD50 in mice, rats (mg/kg): 1000, 1700 orally; 742, 760 i.p. (Delahunt)
Spectrum DetailBack Directory
[Spectrum Detail]

NIALAMIDE(51-12-7)MS
NIALAMIDE(51-12-7)1HNMR
NIALAMIDE(51-12-7)13CNMR
NIALAMIDE(51-12-7)IR1
NIALAMIDE(51-12-7)IR2
NIALAMIDE(51-12-7)Raman
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