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72340

Sigma-Aldrich

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:
Molecular Weight:
122.12
Beilstein:
383619
EC Number:
MDL number:
UNSPSC Code:
12352205
PubChem Substance ID:
NACRES:
NA.79
Pricing and availability is not currently available.

biological source

synthetic

Quality Level

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

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

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.

Application

Nicotinamide has been used:
  • to study its effect on the expression of sirtuin 1[1]
  • in nicotinamide adenine dinucleotide/nicotinamide adenine dinucleotide phopshate (NAD+/NADH) cycling assay[2]
  • 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[3]

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.[4] Hydrolysis of nicotinamide yields nicotinic acid through salvage pathway.[5]

Other Notes

Coenzymes and Cofactors, vol. 2: Pyridine Nucleotide Coenzymes[6][7]

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Pictograms

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Signal Word

Warning

Hazard Statements

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

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Nicotinamide N-methyltransferase enhances the progression of prostate cancer by stabilizing sirtuin 1
You Z, et al.
Oncology Letters, 15(6), 9195-9201 (2018)
Human Nutrition, 206-206 (2010)
Chemical, Biochemical and Medical Aspects, 776-776 null
D.Dolphin, R.Poulson, O.Avramovic, eds.
Chemical, Biochemical and Medical Aspects, 759-759 (1987)
Nicotinamide adenine dinucleotide, a metabolic regulator of transcription, longevity and disease
Lin Su-Ju and Guarente Leonard
Current Opinion in Cell Biology, 15(2), 241-246 (2003)

Questions

1–2 of 2 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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