NICOTINAMIDE 1-OXIDE
Nicotinamide-N-oxide
CAS: 1986-81-8
Molecular Formula: C6H6N2O2
NICOTINAMIDE 1-OXIDE - Names and Identifiers
| Name | Nicotinamide-N-oxide |
| Synonyms | AKOS 94294 1-Oxynicotinamide 1-OXY-NICOTINAMIDE TIMTEC-BB SBB004187 Nicotinamide-N-oxide NICOTINAMIDE 1-OXIDE NICOTINAMIDE N-OXIDE pyridine-3-carboxamide 1-oxide 3-Pyridinecarboxamide, 1-oxide 3-Pyridinecarboxamide,1-oxide(9CI) 3-(AMINOCARBONYL)PYRIDINIUM-1-OLATE |
| CAS | 1986-81-8 |
| EINECS | 217-859-4 |
| InChI | InChI=1/C6H6N2O2/c7-6(9)5-2-1-3-8(10)4-5/h1-4H,(H2,7,9) |
NICOTINAMIDE 1-OXIDE - Physico-chemical Properties
| Molecular Formula | C6H6N2O2 |
| Molar Mass | 138.12 |
| Density | 1.3471 (rough estimate) |
| Melting Point | 291-293°C (dec.)(lit.) |
| Boling Point | 253.51°C (rough estimate) |
| Flash Point | 265.1°C |
| Solubility | DMSO (Slightly, Heated), Methanol (Slightly, Heated) |
| Vapor Presure | 1.05E-10mmHg at 25°C |
| Appearance | White powder |
| Color | White to Off-White |
| pKa | 14.38±0.50(Predicted) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Hygroscopic |
| Refractive Index | 1.5100 (estimate) |
| MDL | MFCD00006202 |
| Use | Nicotinamide N-oxide is a nicotinic acid-related compound, which is used to study the mechanism of nicotinic acid-related granulocyte differentiation, such as human promyelocytic leukemia cells (HL-60). Nicotinamide N-oxide reduces the expression of c-myc in HL-60 cell lines. |
| In vitro study | Nicotinamide is one of the forms of vitamin B 3 . It is a precursor for nicotinamide adenine dinucleotide, which is best known as an electron carrier in oxidative phosphorylation and as a cofactor for many dehydrogenases. It is metabolized through two enzymatic systems. The first system starts with the methylation of nicotinamide by nicotinamide N-methyltransferase, which can subsequently be oxidized by aldehyde oxidase. The second enzymatic system oxidizes nicotinamide to nicotinamide N-oxide. A series of nicotinamide N-oxides is synthesized and shown to be novel, potent, and selective antagonists of the CXCR2 receptor. Compound 1 has demonstrated potent inhibition of neutrophil chemotaxis (IC 50 =10 nM). Compound 2 is a selective antagonist of IL-8 binding (IC 50 =110 nM) and potent inhibitor of neutrophil chemotaxis (IC 50 =170 nM). |
NICOTINAMIDE 1-OXIDE - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
| WGK Germany | 3 |
| HS Code | 29339900 |
NICOTINAMIDE 1-OXIDE - Reference Information
| biological activity | Nicotinamide N-oxide are nicotinamide catabolites in organisms and are highly selective CXCR2 receptor antagonists. |
| Uses | Nicotinamide N-oxide is a nicotinic acid-related compound used to study the mechanism of niacin-related granulocyte differentiation such as human promyelocytic leukemia cells (HL-60). Nicotinamide N-oxide reduces the expression of c-myc in HL-60 cell lines. |
Last Update：2024-04-09 20:45:29
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