CAS Number1986-81-8
Synonyms3-carbamoylpyridine 1-oxide; Nicotinamide,1-oxide; nicotinamide N1-oxide; EINECS 217-859-4; 3-Pyridinecarboxamide,1-oxide; 1-Oxy-nicotinamide; Nicotinic acid amide N-oxide; 3-Pyridincarboxamid-1-oxid; Nicotinamide N-oxide; 3-Pyridinecarboxamide,Oxynicotinamide; MFCD00006202
Molecular FormulaC6H6N2O2
Molecular Weight138.12
Purity97%
Density1.34 g/cm3
Boiling Point514.7ºC at 760 mmHg
Melting Point291-293 °C (dec.) (lit.)
Appearancepowder
EINECS217-859-4
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1986-81-8 |
| Catalog No. | 2A-9001273 |
| Chinese Name | 烟碱-N-氧化物 |
| Synonyms | 3-carbamoylpyridine 1-oxide; Nicotinamide,1-oxide; nicotinamide N1-oxide; EINECS 217-859-4; 3-Pyridinecarboxamide,1-oxide; 1-Oxy-nicotinamide; Nicotinic acid amide N-oxide; 3-Pyridincarboxamid-1-oxid; Nicotinamide N-oxide; 3-Pyridinecarboxamide,Oxynicotinamide; MFCD00006202 |
| Molecular Formula | C6H6N2O2 |
| Molecular Weight | 138.12 |
| Purity | 97 |
| Density | 1.34 g/cm3 |
| Boiling Point | 514.7ºC at 760 mmHg |
| Melting Point | 291-293 °C (dec.) (lit.) |
| Appearance | powder |
| Storage Condition | Keep the receptacle sealed, stored in a cool, dry |
| Application | Nicotinamide N-oxide is a catabolite of nicotinamide in vivo and is a highly efficient and selective CXCR2 receptor antagonist. |
| EINECS | 217-859-4 |
| MDL Number | MFCD00006202 |
| SMILES | NC(=O)c1ccc[n+]([O-])c1 |
| InChI | 1S/C6H6N2O2/c7-6(9)5-2-1-3-8(10)4-5/h1-4H,(H2,7,9) |
| InChI Key | USSFUVKEHXDAPM-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | Transport |
| Risk Codes | R36/37/38 |
| Safety Description | S26;S36 |
| MSDS | msds/1273_1_1986_81_8.pdf |
| Bioactivity | Nicotinamide N-oxide, an in vivo nicotinamide metabolite, is a potent, and selective antagonist of the CXCR2 receptor. Related Catalog Research Areas >> Inflammation/Immunology Natural Products >> Others Target Human Endogenous Metabolite In Vitro Nicotinamide is one of the forms of vitamin B3. 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[1]. 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 (IC50=10 nM). Compound 2 is a selective antagonist of IL-8 binding (IC50=110 nM) and potent inhibitor of neutrophil chemotaxis (IC50=170 nM)[2]. References [1]. Real AM, et al. Nicotinamide N-oxidation by CYP2E1 in human liver microsomes. Drug Metab Dispos. 2013 Mar;41(3):550-3. [2]. Cutshall NS, et al. Nicotinamide N-oxides as CXCR2 antagonists. Bioorg Med Chem Lett. 2001 Jul 23;11(14):1951-4. Chemical & Physical Properties Density 1.34 g/cm3 Boiling Point 514.7ºC at 760 mmHg Melting Point 291-293 °C (dec.)(lit.) Molecular Formula C6H6N2O2 Molecular Weight 138.12400 Flash Point 265.1ºC Exact Mass 138.04300 PSA 68.55000 LogP 0.91430 Vapour Pressure 1.05E-10mmHg at 25°C Index of Refraction 1.602 InChIKey USSFUVKEHXDAPM-UHFFFAOYSA-N SMILES NC(=O)c1ccc[n+]([O-])c1 Storage condition Refrigerator |
| Use of | Nicotinamide N-oxide, an in vivo nicotinamide metabolite, is a potent, and selective antagonist of the CXCR2 receptor. Properties Articles21 Name 1-oxidopyridin-1-ium-3-carboxamide Synonym More Synonyms Nicotinamide N-oxide Biological Activity Description Nicotinamide N-oxide, an in vivo nicotinamide metabolite, is a potent, and selective antagonist of the CXCR2 receptor. Related Catalog Research Areas >> Inflammation/Immunology Natural Products >> Others Human Endogenous Metabolite In Vitro Nicotinamide is one of the forms of vitamin B3. 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[1]. 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 (IC50=10 nM). Compound 2 is a selective antagonist of IL-8 binding (IC50=110 nM) and potent inhibitor of neutrophil chemotaxis (IC50=170 nM)[2]. References [1]. Real AM, et al. Nicotinamide N-oxidation by CYP2E1 in human liver microsomes. Drug Metab Dispos. 2013 Mar;41(3):550-3. [2]. Cutshall NS, et al. Nicotinamide N-oxides as CXCR2 antagonists. Bioorg Med Chem Lett. 2001 Jul 23;11(14):1951-4. Chemical & Physical Properties Molecular Formula C6H6N2O2 Exact Mass 138.04300 PSA 68.55000 LogP 0.91430 Index of Refraction 1.602 InChIKey USSFUVKEHXDAPM-UHFFFAOYSA-N Storage condition Refrigerator |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
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