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1986-81-8 103715-53-3
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1986-81-8

1986-81-8 structure
1986-81-8 structure
Name 1-oxidopyridin-1-ium-3-carboxamide
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
Description Nicotinamide N-oxide, an in vivo nicotinamide metabolite, is a potent, and selective antagonist of the CXCR2 receptor.
Related Catalog
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.
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
Storage condition Refrigerator
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi:Irritant;
Risk Phrases R36/37/38
Safety Phrases S26-S36
RIDADR NONH for all modes of transport
WGK Germany 3
98-92-0 structure

98-92-0

~95%

1986-81-8 structure

1986-81-8
Literature: Rout, Laxmidhar; Punniyamurthy, Tharmalingam Advanced Synthesis and Catalysis, 2005 , vol. 347, # 15 p. 1958 - 1960
6456-44-6 structure

6456-44-6

~55%

1986-81-8 structure

1986-81-8
Literature: Moehrle, Hans; Niessen, Robert Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2000 , vol. 55, # 5 p. 434 - 442
14906-63-9 structure

14906-63-9

~%

1986-81-8 structure

1986-81-8
Literature: Dissertationes Pharmaceuticae, , vol. 9, p. 197,203 Chem.Abstr., , p. 6337
15905-18-7 structure

15905-18-7

~%

1986-81-8 structure

1986-81-8
Literature: Yakugaku Zasshi, , vol. 72, p. 1474,1476 Chem.Abstr., , p. 8077
93-60-7 structure

93-60-7

~%

1986-81-8 structure

1986-81-8
Literature: Yakugaku Zasshi, , vol. 72, p. 1474,1476 Chem.Abstr., , p. 8077

Chemsrc provides CAS#:1986-81-8 MSDS, density, melting point, boiling point, structure, formula, molecular weight, synthetic route, etc.
title: CAS No. 1986-81-8 | Chemsrc address: https://www.chemsrc.com/en/baike/1057837.html

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