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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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J J Aliño et al.
International pharmacopsychiatry, 11(1), 8-15 (1976-01-01)
Through a controlled double-blind study in 30 hospitalized patients affected with endogenous depression, the antidepressant action of the combination of nialamide+l-5-HTP has been evaluated and compared with a control group which only received nialamide (+ placebo). The patients treated with
P J Whelan et al.
Journal of neurophysiology, 78(3), 1643-1650 (1997-10-06)
Previous studies have shown that stimulation of group 'I' afferents from ankle extensor muscles can prolong the cycle period in decerebrate walking cats and that the magnitude of these effects can be altered after chronic axotomy of the lateral-gastrocnemius/soleus (LGS)
C F Meehan et al.
The Journal of physiology, 590(2), 289-300 (2011-11-23)
Recently, transgenic mice have been created with mutations affecting the components of the mammalian spinal central pattern generator (CPG) for locomotion; however, it has currently only been possible to evoke fictive locomotion in mice, using neonatal in vitro preparations. Here, we demonstrate
Subsensitivity of the beta-adrenergic receptor-linked adenylate cyclase system of rat pineal gland following repeated treatment with desmethylimipramine and nialamide.
J A Moyer et al.
Molecular pharmacology, 19(2), 187-193 (1981-03-01)
F Datiche et al.
Brain research, 671(1), 27-37 (1995-02-06)
Retrograde axonal transport of the cholera toxin B subunit (CTb) was combined with 5-HT immunohistochemistry to determine the origin of the serotonergic innervation of the piriform cortex (PC) in the rat. After iontophoretic CTb injections in the PC, a substantial
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