pyridine-3-carboxamide

• ChemBase ID: 2425
• Molecular Formular: C6H6N2O
• Molecular Mass: 122.12464
• Monoisotopic Mass: 122.04801282
• SMILES: NC(=O)c1cccnc1
• Canonical SMILES: NC(=O)c1cccnc1
• InChI: InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)
• InChIKey: DFPAKSUCGFBDDF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: pyridine-3-carboxamide
• IUPAC Traditional name: nicotinamide
• Synonyms: Niacinamide; Nicotinic acid amide; Nicotinamide; Pyridine-3-carboxylic acid amide; NIACINAMIDE; Nicotinamide; 3-(Aminocarbonyl)pyridine; 3-Amidopyridine; 3-Carbamoylpyridine; 3-Pyridinecarboxylic Acid Amide; Aminicotin; Benicot; Delonin Amide; Dipegyl; NAM; NSC 13128; NSC 27452; Niavit PP; Nicamina; Nicamindon; Nicasir; Nicobion; Nicofort; Nicosan 2; Nicosylamide; Nicotilamide; Nicotine acid amide; Nicotinic Amide; Nicotylamide; Nicovit; Nicovitina; Nictoamide; Niocinamide; Vitamin B; Pyridine-3-carboxamide; Nicotinamide; Vitamin B3; Nicotinamidum; Niacinamide; 3-pyridinecarboxamide; niacinamide; Vitamin PP; 尼克酰胺; 抗坏血酸烟酰胺; 吡啶-3-甲酰胺; 尼克酰胺; 烟碱酰胺; 烟酰胺; 维生素 B3; 维生素 PP; 烟酰胺

Database IDs

• CAS Number: 98-92-0
• EC Number: 202-713-4
• MDL Number: MFCD00006395
• Beilstein Number: 383619
• Merck Index: 146523
• PubChem SID: 24897434; 46507386; 24886393; 24886391; 24897740; 24897638; 160965876
• PubChem CID: 936
• CHEBI ID: 17154
• ATC CODE: A11HA01
• CHEMBL: 1140
• Chemspider ID: 911
• DrugBank ID: DB02701
• KEGG ID: D00036
• Unique Ingredient Identifier: 25X51I8RD4
• Wikipedia Title: Nicotinamide

CALCULATED PROPERTIES

JChem

• Acid pKa: 13.385762
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.3990587
• LogD (pH = 7.4): -0.3938528
• Log P: -0.3937863
• Molar Refractivity: 32.9795 cm^3
• Polarizability: 12.277602 Å^3
• Polar Surface Area: 55.98 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.45
• LOG S: -0.39
• Solubility (Water): 5.01e+01 g/l

PROPERTIES

Physical Property

• Solubility: 500 mg/mL at 25 oC [MERCK INDEX (1996)]; DMSO; Methanol
• Apperance: white powder; White Solid
• Melting Point: 120-124°C; 124 - 131 °C with sublimation; 128 - 130°C; 128-131 °C; 128-131 °C(lit.); 128-132°C
• Flash Point: 150 °C; 182 °C (no method stated); 182°C(360°F); 302 °F
• Density: 1.4 (water = 1); 1.40
• Hydrophobicity(logP): -0.206; -0.37 [HANSCH,C ET AL. (1995)]

Safety Information

• Storage Condition: -20°C; Refrigerator; Room Temperature (15-30°C)
• RTECS: QS3675000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 1
• Risk Statements: 36; 36/37/38
• Safety Statements: 26; 26-36
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335; H319
• GHS Precautionary statements: P261-P305 + P351 + P338; P280-P264-P305+P351+P338-P337+P313
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Pharmacology Properties

• Gene Information: human ... PARP1(142), SIRT2(22933)

Product Information

• Purity: ≥98% (TLC); ≥98.5% (HPLC); ≥99%; ≥99.5% (HPLC); 95%; 95+%; 98-100%; 99%
• Grade: Ph Eur; purum
• Salt Data: Free Base
• Suitability: meets USP testing specifications; suitable for cell culture; suitable for insect cell culture
• Ignition Residue: ≤0.2%
• 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
• Antion Traces: chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤50 mg/kg
• Loss on Drying: ≤0.2% loss on drying, 20 °C (HV)
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Pharmacopeia Traceability: traceable to BP 460; traceable to PhEur N0600000; traceable to USP 1462006
• Empirical Formula (Hill Notation): C6H6N2O
• Classification: Derivatives & analogs of Natural Compounds

DETAILS

MP Biomedicals - 05216289

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02102447

Purity: 98-100%

DrugBank - DB02701

• Drug Groups: experimental
• Description: An important compound functioning as a component of the coenzyme NAD. Its primary significance is in the prevention and/or cure of blacktongue and pellagra. Most animals cannot manufacture this compound in amounts sufficient to prevent nutritional deficiency and it therefore must be supplemented through dietary intake. [PubChem]
• External Links: Wikipedia; Drugs.com

Selleck Chemicals - S1899

Research Area: Neurological Disease
Biological Activity:
Nicotinamide(Niacinamide) is a water-soluble vitamin and is part of the vitamin B group. Nicotinic acid, also known as niacin, is converted to nicotinamide in vivo, and, though the two are identical in their vitamin functions, nicotinamide does not have the same pharmacologic and toxic effects of niacin, which occur incidental to niacin’s conversion. [1]

Sigma Aldrich - N0636

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 240206

Packaging
50 g in glass bottle
Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - N5535

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 72345

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - N3376

Application
Used as a cofactor for certain enzymes
包装
1 kg in poly bottle
100, 500 g in poly bottle
Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 05296

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Sigma Aldrich - 72340

Other Notes
Coenzymes and Cofactors, vol. 2: Pyridine Nucleotide Coenzymes1,2
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

Sigma Aldrich - 72347

Biochem/physiol Actions
Nicotinamide is an amide derivative of vitamin B3 and a PARP inhibitor

Toronto Research Chemicals - N407750

A water-soluble vitamin B, incorporated within nicotinamide cofactors such as NADH and NADPH.

REFERENCES

• http://en.wikipedia.org/wiki/Nicotinamide
• Sharma, M., et al.: J. Chem. Pharm. Res., 2, 416 (2010)
• Al-Nadaf, A., et al.: Bioorg. Medi. Chem., 18, 3088 (2010)