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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

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. Antidepressant action of the combination of nialamide and 5-hydroxytryptophan has been evaluated.

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Jason A Nieuwsma et al.
Annals of internal medicine, 167(10), 725-735 (2017-11-14)
Patients who have had an acute coronary syndrome (ACS) event have an increased risk for depression. To evaluate the diagnostic accuracy of depression screening instruments and to compare safety and effectiveness of depression treatments in adults within 3 months of
[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 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
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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