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Merck

N5535

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:
98-92-0
Molecular Weight:
122.12
UNSPSC Code:
12352205
NACRES:
NA.21
PubChem Substance ID:
24897740
EC Number:
202-713-4
Beilstein/REAXYS Number:
383619
MDL number:
MFCD00006395

Key Documents

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InChI

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

InChI key

DFPAKSUCGFBDDF-UHFFFAOYSA-N

SMILES string

NC(=O)c1cccnc1

biological source

synthetic (organic)

agency

USP/NF, meets USP testing specifications

assay

98.5-101.5% dry basis

form

crystals

color

white

Quality Level

200

Gene Information

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

application(s)

pharmaceutical (small molecule)

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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

Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor
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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

11 - Combustible Solids

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
0000504635
0000504635
0000507043
0000507043
0000495719

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Necrostatin-1 supplementation enhances young porcine islet maturation and in vitro function
Lau H, et al.
Xenotransplantation (2019)
Role of nicotinamide in DNA damage, mutagenesis, and DNA repair
Surjana D, et al.
Journal of Nucleic Acids, 2010 (2010)
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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