72340

Nicotinamide

≥99.5% (HPLC)

• Synonym(s): Niacinamide, Nicotinic acid amide, Pyridine-3-carboxylic acid amide, Vitamin B₃, Vitamin PP
• 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: 57652413
• NACRES: NA.79

Properties

• biological source: synthetic
• Quality Level: 200
• 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 (SO₄^2-): ≤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: human ... PARP1(142) , SIRT2(22933)

Description

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]

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H319
• Precautionary Statements: P264 - P280 - P305 + P351 + P338 - P337 + P313
• 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