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Key Documents

N5535

Sigma-Aldrich

Niacinamide

meets USP testing specifications

Synonym(s):

Nicotinamide, 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
Beilstein/REAXYS Number:
383619
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.21

biological source

synthetic (organic)

Quality Level

agency

USP/NF
meets USP testing specifications

assay

98.5-101.5% dry basis

form

crystals

color

white

mp

128-131 °C (lit.)

application(s)

pharmaceutical (small molecule)

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

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General description

Niacinamide, also known as 3-pyridinecarboxamide, is a water soluble vitamin. It is widely present in plants, animal food and cosmetics.

Application

Niacinamide has been used:
  • as a component of islet maturation culture media
  • to induce differentiation of insulin secreting cells
  • to compare its preclinical effectiveness with that of progesterone

Biochem/physiol Actions

Niacinamide is a primary precursor of nicotinamide adenine dinucleotide (NAD+), which is an important coenzyme in adenosine triphosphate (ATP) production. Nicotinamide deficiency is associated with pellagra.
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

wgk_germany

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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Role of nicotinamide in DNA damage, mutagenesis, and DNA repair
Surjana D, et al.
Journal of Nucleic Acids, 2010 (2010)
Necrostatin-1 supplementation enhances young porcine islet maturation and in vitro function
Lau H, et al.
Xenotransplantation (2019)
Stimulatory Role of Glycated Fetal Bovine Serum Along with Iron on In Vitro Production of Insulin by Differentiated Mouse Embryonic Stem Cells
Nishigaki I, et al.
Journal of Health Science, 57(4), 356-361 (2011)
A comparison of the effects of nicotinamide and progesterone on functional recovery of cognitive behavior following cortical contusion injury in the rat
Peterson TC, et al.
Journal of Neurotrauma, 29(18), 2823-2830 (2012)
Kathrin Schmeisser et al.
Nature chemical biology, 9(11), 693-700 (2013-10-01)
Sirtuins, a family of histone deacetylases, have a fiercely debated role in regulating lifespan. In contrast with recent observations, here we find that overexpression of sir-2.1, the ortholog of mammalian SirT1, does extend Caenorhabditis elegans lifespan. Sirtuins mandatorily convert NAD(+)

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