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NIALAMIDE

Product Name
NIALAMIDE
CAS No.
51-12-7
Chemical Name
NIALAMIDE
Synonyms
BEIH;Mygal;Espril;Niamid;Niazin;Nyazin;Nyezin;P 1133;Surgex;NF-XIII
CBNumber
CB3687497
Molecular Formula
C16H18N4O2
Formula Weight
298.34
MOL File
51-12-7.mol
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NIALAMIDE Property

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)
form 
Solid
color 
White to off-white
Merck 
13,6515
BRN 
492941
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38-40
Safety Statements 
22-26-36
RIDADR 
3249
WGK Germany 
3
RTECS 
NS1225000
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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

H351Suspected of causing cancer

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
252999
Product name
Nialamide
Purity
95%
Packaging
1g
Price
$118
Updated
2023/06/20
Usbiological
Product number
460720
Product name
Nialamide
Packaging
500mg
Price
$460
Updated
2021/12/16
TRC
Product number
N407730
Product name
Nialamide
Packaging
5g
Price
$1260
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
47844
Product name
Nialamide
Packaging
5G
Price
$2200
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
INB0001027
Product name
NIALAMIDE
Purity
95.00%
Packaging
100MG
Price
$902
Updated
2021/12/16
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NIALAMIDE Chemical Properties,Usage,Production

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

Uses

MAO inhibitor

Uses

Nialamide is a nonselective monoamine oxidase (MAO) inhibitor that is used as an antidepressant.

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.

Hazard

Toxic in overdose.

Biological Activity

Non-selective MAO-A/B inhibitor.

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.

NIALAMIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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51-12-7, NIALAMIDERelated Search:


  • N-BENZYL-BETA-[ISONICOTINYL-HYDRAZINE] PROPIONAMIDE
  • N-BENZYL-BETA-(ISONICOTINYLHYDRAZINO)PROPIONAMIDE
  • NIALAMIDE
  • N-ISONICOTINOYL-N' [BETA-(N-BENZYL-CARBOXAMIDO) ETHYL] HYDRAZINE
  • 1-(2-(benzylcarbamoyl)ethyl)-2-isonicotinoylhydrazine
  • 1-[2-(Benzylcarbamoyl)ethyl]-2-isonicotinoylhydrazine
  • 2-(2-(Benzylcarbamoyl)ethyl)hydrazide, isonicotinic acid
  • 2-(2-(Benzylcarbamyl)ethyl)hydrazide isonicotinic acid
  • 2-(2-(benzylcarbamyl)ethyl)hydrazideisonicotinicacid
  • 4-Pyridinecarboxylic acid, 2-[3-oxo-3-[(phenylmethyl)amino]propyl]hydrazide
  • 4-pyridinecarboxylicacid2-(3-oxo-3-((phenylmethyl)amino)propyl)hydrazide
  • BEIH
  • Delmoneurina
  • Delmoneurinaesprilisalizina
  • Espril
  • Isalizina
  • Isonicitinic acid 2-[(2-benzylcarbamoyl)ethyl]hydrazide
  • Mygal
  • N-(2-(Benzylcarbamyl)ethylamino)isonicotinamide
  • N(sup1)-beta-Benzylcarbamoylethyl-N(sup2)isonicotinoylhydrazine
  • n(sup1)-beta-benzylcarbamoylethyl-n(sup2)-isonicotinoylhydrazine
  • N-Benzyl-3-(2-isonicotinoylhydrazino)propanamide
  • N-Benzyl-beta-(isonicotinoylhydrazine)propionamide
  • NF-XIII
  • Nialamid
  • Niamid
  • Niamidal
  • Niamide
  • Niaquitil
  • Niazin
  • Novazid
  • Nuredal
  • Nyazin
  • Nyezin
  • P 1133
  • Psicodisten
  • Surgex
  • N-benzyl-3-(2-isonicotinoylhydrazino)propionamide
  • NIALAMIDE MAO INHIBITOR
  • n-benzyl-β-(isonicotinylhydrazino)propionamide
  • N-(benzyl)-3-[N'-(pyridine-4-carbonyl)hydrazino]propionamide
  • N-(phenylmethyl)-3-(2-pyridin-4-ylcarbonylhydrazinyl)propanamide
  • N-(phenylmethyl)-3-[2-(pyridine-4-carbonyl)hydrazinyl]propanamide
  • N-Benzyl-β-(isonicotinylhydrazino)propionamide, Pyridine-4-carboxylic 2-[2-(benzylcarbamoyl)ethyl]hydrazide, N-Isonicotinoyl-Nμ-[β-(N-benzylcarboxamido)ethyl]hydrazine
  • N-benzyl-3-(2-isonicotinoylhydrazinyl)propanaMide
  • ISONICOTINIC ACID 2-[2-(BENZYLCARBAMOYL)-ETHYL]HYDRAZIDE
  • N-benzyl-3-[2-(pyridine-4-carbonyl)hydrazinyl]propanamide
  • MAO,Nialamide,inhibit,Monoamine Oxidase,Inhibitor
  • Nialamide, 10 mM in DMSO
  • 51-12-7
  • 1951-12-7
  • 1951-12-7
  • Non-selective MAO-A/B inhibitor.
  • AMIDE
  • Pyridines
  • Monoamine oxidase inhibitor
  • Heterocyclic Building Blocks
  • Enzyme Inhibitors