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Safety Information

72345

Sigma-Aldrich

Nicotinamide

≥98.5% (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
Beilstein:
383619
EC Number:
202-713-4
MDL number:
MFCD00006395
UNSPSC Code:
12352200
PubChem Substance ID:
329764008
NACRES:
NA.77

biological source

synthetic

Quality Level

200

Assay

≥98.5% (HPLC)

form

powder

color

colorless to white

mp

128-131 °C (lit.)
128-131 °C

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

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General description

Nicotinamide is synthesized in the liver from nicotinic acid. It is also produced as a result of nicotinamide adenine dinucleotide (NAD+) hydrolysis.

Application

Nicotinamide has been used:
  • as a precursor to study its effect on nicotinamide adenine dinucleotide (NAD) concentration in NAD-deficient mammalian mitochondria
  • as an inhibitor of sirtuin (SIRT) family of deacetylases in in vitro serine hydroxymethyltransferase 2 (SHMT2) deacetylation assay
  • to study its effect on ischemia-reperfusion (I-R) injury-induced cell death in ptenαm/m mice

Biochem/physiol Actions

Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor
Nicotinamide serves as a precursor for β-nicotinamide adenine dinucleotide (NAD+) coenzyme production. It is involved in the synthesis of NAD+ phosphate (NADP+). It also regulates the mechanism of cell survival and cell death. Fatigue, skin pigmentation, decreased appetite and mouth ulcers are indications of nicotinamide deficiency. Its chronic deficiency can lead to pellagra. Nicotinamide is known to show protective effects on oxidative stress.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

302.0 °F - closed cup

Flash Point(C)

150 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

72345-VAR:
72345-250G:
72345-BULK:
72345-50G:
72345-1KG:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF7122
BCCC7997
BCBZ9782
BCBX5160
BCBV4980

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Rūta Barisevičiūtė et al.
PloS one, 15(8), e0237605-e0237605 (2020-08-18)
The vertical distribution of radiocarbon (14C) was examined in the bottom sediment core, taken from Lake Drūkšiai, which has served as a cooling pond since 1983 for the 26 years of the Ignalina Nuclear Power Plant (INPP) operation using two
Deacetylation of serine hydroxymethyl-transferase 2 by SIRT3 promotes colorectal carcinogenesis
Wei Z, et al.
Nature Communications, 9(1), 4468-4468 (2018)
PTEN alpha regulates mitophagy and maintains mitochondrial quality control
Li G, et al.
Autophagy, 14(10), 1742-1760 (2018)
Nicotinamide adenine dinucleotide is transported into mammalian mitochondria
Davila A, et al.
eLife, 7(9), e33246-e33246 (2018)
Andrew Philp et al.
American journal of physiology. Cell physiology, 299(2), C240-C250 (2010-04-23)
Sodium pyruvate can increase mitochondrial biogenesis in C2C12 myoblasts in a peroxisome proliferator-activated receptor-gamma coactivator-1alpha (PGC1alpha)-independent manner. The present study examined the effect of 72-h treatment with sodium pyruvate (5-50 mM) or sodium chloride (50 mM) as an osmotic control
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