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252999

Sigma-Aldrich

Nialamide

95%

Synonym(s):

N-Benzyl-β-(isonicotinylhydrazino)propionamide, N-Isonicotinoyl-N′-[β-(N-benzylcarboxamido)ethyl]hydrazine, Pyridine-4-carboxylic 2-[2-(benzylcarbamoyl)ethyl]hydrazide

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About This Item

Empirical Formula (Hill Notation):
C16H18N4O2
CAS Number:
51-12-7
Molecular Weight:
298.34
Beilstein:
492941
EC Number:
200-079-3
MDL number:
MFCD00010106
UNSPSC Code:
12352100
PubChem Substance ID:
24855254

Assay

95%

mp

152-154 °C (lit.)

solubility

methanol: soluble 10 mg/mL, clear, colorless to faintly yellow

functional group

amide
amine
hydrazide
phenyl

SMILES string

O=C(CCNNC(=O)c1ccncc1)NCc2ccccc2

InChI

1S/C16H18N4O2/c21-15(18-12-13-4-2-1-3-5-13)8-11-19-20-16(22)14-6-9-17-10-7-14/h1-7,9-10,19H,8,11-12H2,(H,18,21)(H,20,22)

InChI key

NOIIUHRQUVNIDD-UHFFFAOYSA-N

Gene Information

human ... MAOA(4128) , MAOB(4129)

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General description

Nialamide is an antidepressant drug and its effect on β-adrenergic receptor-adenylate cyclase system of rat pineal gland has been studied[1]. Antidepressant action of the combination of nialamide and 5-hydroxytryptophan has been evaluated[2].

Biochem/physiol Actions

Non-selective MAO-A/B inhibitor.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKBB4405V
MKBB4405
10218TW
14621LG

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T Karhula et al.
Neuroscience letters, 194(1-2), 85-88 (1995-07-14)
Localization of 5-hydroxytryptamine immunoreactivity was studied in the rat coeliac-superior mesenteric ganglion complex and in the porcine superior and inferior mesenteric ganglia by the indirect immunofluorescence technique. In normal rats, only 5-hydroxytryptamine immunoreactive SIF cells were seen in the coeliac-superior
[Modulation of transcranial electroanalgesia by effecting the serotoninergic system of the brain].
A B Savchenko et al.
Doklady Akademii nauk, 347(2), 275-277 (1996-03-01)
H Kuribara
Pharmacology, biochemistry, and behavior, 56(1), 9-14 (1997-01-01)
The ambulation-increasing effect of methamphetamine (MAP: 2 mg/kg s.c.) in mice persisted for about 3 h. Tetrabenazine (TBZ: 4 mg/kg s.c.), a depleter of monoamines from the cytoplasmic pool did not increase ambulation on its own. Pretreatment with TBZ at
H Leblond et al.
The Journal of physiology, 525 Pt 1, 225-240 (2000-05-16)
Intracellular recording of lumbosacral motoneurones in the decerebrate and partially spinalized cat injected with nialamide and L-dihydroxyphenylalanine (l-DOPA) was used to investigate the interneuronal convergence of two bulbospinal pathways and of the segmental pathways involved with the generation of extensor
R M Brownstone et al.
Experimental brain research, 102(1), 34-44 (1994-01-01)
Lumbar motoneurones were recorded intracellularly during fictive locomotion induced by stimulation of the mesencephalic locomotor region in decerebrate cats. After blocking the action potentials using intracellular QX-314, and by using a discontinuous current clamp, it is shown that the excitatory
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