4-Pyridincarbonsäure-2-(3-oxo-3-((phenylmethyl)amino)propyl)-hydrazid

Bezeichnung:4-Pyridincarbonsäure-2-(3-oxo-3-((phenylmethyl)amino)propyl)-hydrazid

CAS-Nr51-12-7

Englisch Name:NIALAMIDE

CBNumberCB3687497

SummenformelC16H18N4O2

Molgewicht298.34

MOL-Datei51-12-7.mol

Synonyma

Nialamid

4-Pyridincarbonsäure-2-(3-oxo-3-((phenylmethyl)amino)propyl)-hydrazid

4-Pyridincarbonsäure-2-(3-oxo-3-((phenylmethyl)amino)propyl)-hydrazid physikalisch-chemischer Eigenschaften

Schmelzpunkt	152-154 °C(lit.)
Siedepunkt	439.76°C (rough estimate)
Dichte	1.1183 (rough estimate)
Brechungsindex	1.6000 (estimate)
storage temp.	−20°C
Löslichkeit	ethanol: clear to hazy
pka	11.13±0.23(Predicted)
Merck	13,6515
BRN	492941

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	20/21/22-36/37/38-40
S-Sätze:	22-26-36
RIDADR	3249
WGK Germany	3
RTECS-Nr.	NS1225000
F	10
HazardClass	6.1(b)
PackingGroup	III
Giftige Stoffe Daten	51-12-7(Hazardous Substances Data)
Toxizität	LD50 in mice, rats (mg/kg): 1000, 1700 orally; 742, 760 i.p. (Delahunt)

Gefahreninformationscode (GHS)

NIALAMIDE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R20/21/22:Gesundheitsschädlich beim Einatmen,Verschlucken und Berührung mit der Haut.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R40:Verdacht auf krebserzeugende Wirkung.
S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
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
Verwenden
Nialamide is a nonselective monoamine oxidase (MAO) inhibitor that is used as an antidepressant.
Verwenden
MAO inhibitor
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.
Trademarks
Nialamid;Niamidal;Niamide;Niaquital;Niaquitil;Novazid;Nuredal;Psyco-retard;Surgexl.
Therapeutic Function
Antidepressant
Weltgesundheitsorganisation (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.
Allgemeine Beschreibung
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.
Sicherheitsprofil
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 Upstream-Materialien And Downstream Produkte

4-Pyridincarbonsäure-2-(3-oxo-3-((phenylmethyl)amino)propyl)-hydrazid Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

51-12-7, NIALAMIDE Verwandte Suche:

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