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Merck
CN

72340

Nicotinamide

≥99.5% (HPLC)

Synonym(s):

Niacinamide, Nicotinic acid amide, Pyridine-3-carboxylic acid amide, Vitamin B3, Vitamin PP

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About This Item

Empirical Formula (Hill Notation):
C6H6N2O
CAS Number:
Molecular Weight:
122.12
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
EC Number:
202-713-4
Beilstein/REAXYS Number:
383619
MDL number:
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biological source

synthetic

Quality Level

assay

≥99.5% (HPLC)

form

powder or crystals

ign. residue

≤0.2%

loss

≤0.2% loss on drying, 20 °C (HV)

color

colorless to white

mp

128-131 °C

anion traces

chloride (Cl-): ≤50 mg/kg, sulfate (SO42-): ≤150 mg/kg

cation traces

Ca: ≤10 mg/kg, Cd: ≤5 mg/kg, Co: ≤5 mg/kg, Cr: ≤5 mg/kg, Cu: ≤5 mg/kg, Fe: ≤5 mg/kg, K: ≤50 mg/kg, Mg: ≤5 mg/kg, Mn: ≤5 mg/kg, Na: ≤50 mg/kg, Ni: ≤5 mg/kg, Pb: ≤5 mg/kg, Zn: ≤5 mg/kg

application(s)

cell analysis

SMILES string

NC(=O)c1cccnc1

InChI

1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)

InChI key

DFPAKSUCGFBDDF-UHFFFAOYSA-N

Gene Information

General description

Nicotinamide, a form of vitamin B3, is a building block of coenzymes NAD and NADP. Researchers consider it an important signaling molecule, and essential for cell metabolism studies. It has been used in multiple applications and research areas, namely cancer and viral research.

Application

Nicotinamide has been used:
  • to study its effect on the expression of sirtuin 1
  • in nicotinamide adenine dinucleotide/nicotinamide adenine dinucleotide phopshate (NAD+/NADH) cycling assay
  • in cell lysis buffer, to serve as a sirtuin 1 inhibitor in order to study its role in resveratrol (RSV)-stimulated hepatitis B virus replication

Biochem/physiol Actions

The coenzymes NAD and NADP take part in energy yielding metabolism and mediate several oxidation-reduction reactions. NAD hydrolyses to form nicotinamide, which is then transported to other tissues. Hydrolysis of nicotinamide yields nicotinic acid through salvage pathway.
Nicotinamide (Niacinamide) (Nam) is a building block (active component) of coenzymes nicotinamide adenine dinucleotide (NAD) and nicotinamide adenine dinucleotide phopshate (NADP). Nicotinamide may be used as a substrate of nicotinamide phosphoribosyltransferase (NAMPT, EC 2.4.2.12), the rate-limiting enzyme for NAD(+) biosynthesis and an important signaling molecule.
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Other Notes

Coenzymes and Cofactors, vol. 2: Pyridine Nucleotide Coenzymes


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pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk

WGK 1

flash_point_f

302.0 °F - closed cup

flash_point_c

150 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves



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D.Dolphin, R.Poulson, O.Avramovic, eds.
Chemical, Biochemical and Medical Aspects, 759-759 (1987)
Nicotinamide adenine dinucleotide, a metabolic regulator of transcription, longevity and disease
Lin Su-Ju and Guarente Leonard
Current Opinion in Cell Biology, 15(2), 241-246 (2003)
Control of mitochondrial pH by uncoupling protein 4 in astrocytes promotes neuronal survival
Lambert HP, et al.
The Journal of biological chemistry, jbc-M114 (2014)



Global Trade Item Number

SKUGTIN
72340-100G04061832861159
72340-1KG04061826715284
72340-250G04061832861166