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Merck

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:
98-92-0
Molecular Weight:
122.12
UNSPSC Code:
12352205
NACRES:
NA.79
PubChem Substance ID:
57652413
EC Number:
202-713-4
Beilstein/REAXYS Number:
383619
MDL number:
MFCD00006395

Product Name

Nicotinamide, ≥99.5% (HPLC)

InChI key

DFPAKSUCGFBDDF-UHFFFAOYSA-N

InChI

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

SMILES string

NC(=O)c1cccnc1

biological source

synthetic

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 (lit.)
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

Quality Level

200

Gene Information

human ... PARP1(142), SIRT2(22933)

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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

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
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.

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.

Other Notes

Coenzymes and Cofactors, vol. 2: Pyridine Nucleotide Coenzymes

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5458
BCCL8313
BCCL9306
BCCM5007
BCCK7427

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Find documentation for the products that you have recently purchased in the Document Library.

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Chemical, Biochemical and Medical Aspects, 776-776 null
D.Dolphin, R.Poulson, O.Avramovic, eds.
Chemical, Biochemical and Medical Aspects, 759-759 (1987)
Human Nutrition, 206-206 (2010)
Nicotinamide N-methyltransferase enhances the progression of prostate cancer by stabilizing sirtuin 1
You Z, et al.
Oncology Letters, 15(6), 9195-9201 (2018)
Resveratrol enhances HBV replication through activating Sirt1-PGC-1alpha-PPARalpha pathway
Shi Y, et al.
Scientific Reports, 6, 24744-24744 (2016)
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