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

biological source

synthetic (organic)

Quality Level

200

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

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

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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
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 1

Flash Point(F)

closed cup

Flash Point(C)

closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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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