Nicotinamide N-oxide

Base Information

• Chemical Name: Nicotinamide N-oxide
• CAS No.: 1986-81-8
• Molecular Formula: C6H6N2O2
• Molecular Weight: 138.126
• Hs Code.: 29339900
• European Community (EC) Number: 217-859-4
• NSC Number: 168416,30531
• UNII: 6UY6QXJ2DP
• DSSTox Substance ID: DTXSID70173614
• Nikkaji Number: J92.472E
• Wikidata: Q27161835
• Metabolomics Workbench ID: 38199
• ChEMBL ID: CHEMBL3542327
• Mol file: 1986-81-8.mol

Synonyms:nicotinamide N-oxide

Chemical Property of Nicotinamide N-oxide

Chemical Property:

• Appearance/Colour: White powder.
• Vapor Pressure: 1.05E-10mmHg at 25°C
• Melting Point: 289-293 °C (dec.)
• Refractive Index: 1.602
• Boiling Point: 514.7 °C at 760 mmHg
• PKA: 14.38±0.50(Predicted)
• Flash Point: 265.1 °C
• PSA: 68.55000
• Density: 1.34 g/cm³
• LogP: 0.91430
• Storage Temp.: Refrigerator
• Sensitive.: Hygroscopic
• Solubility.: DMSO (Slightly, Heated), Methanol (Slightly, Heated)
• XLogP3: -1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.042927438
• Heavy Atom Count: 10
• Complexity: 138

Purity/Quality:

99% ^*data from raw suppliers

Nicotinamide N-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C[N+](=C1)[O-])C(=O)N
• Description: Nicotinamide N-oxide is a metabolite of nicotinamide . It is formed via oxidation of nicotinamide by the cytochrome P450 (CYP) isoform CYP2E1. Nicotinamide N-oxide (30 mM) inhibits proliferation and induces reduction of nitroblue tetrazolium (NBT; ), indicating cell differentiation, in HL-60 promyelocytic leukemia cells. Urine levels of nicotinamide N-oxide are elevated in a mouse model of high-fat diet-induced obesity.
• Uses: A metabolite of Nicotinamide A metabolite of Nicotinamide.

Technology Process of Nicotinamide N-oxide

There total 9 articles about Nicotinamide N-oxide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.6%

3-Methylpyridine (108-99-6) → nicotinamide N-oxide (1986-81-8)

Guidance literature:

3-Methylpyridine; With N-chloroacetamide; potassium chloride; Trimethylenediamine; diethyl Fumarate; at 45 ℃; for 2.5h;

With manganese(ll) chloride; for 5h;

Reference yield: 98.0%

nicotinamide (98-92-0,1255150-40-3) → nicotinamide N-oxide (1986-81-8)

Guidance literature:

With dihydrogen peroxide; V_xSi_4xO_6.4x; In acetonitrile; at 80 ℃; for 3h;

DOI:10.1002/adsc.200505166

Reference yield: 56.0%

N-methylnicotineamide iodide (6456-44-6) → nicotinamide N-oxide (1986-81-8)

Guidance literature:

With hydroxylamine; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 80 ℃; for 4h;

DOI:10.1515/znb-2000-0514

upstream raw materials:

1-oxy-nicotinic acid methyl ester

1-oxy-nicotinic acid ethyl ester

nicotinamide

3-cyano-1-methylpyridinium iodide

Downstream raw materials:

2-Cyano-5-carboxamidopyridine

3-cyanopyridine N-oxide

2-hydroxy-N-acetylnicotinamide

N-acetyl-2-hydroxynicotinamide

Refernces

• 1、 Azarifar, Davood,Mahmoudi, Boshra. "Catalyst-free and selective oxidation of pyridine derivatives and tertiary amines to corresponding N-oxides with 1,2-diphenyl-1,1,2,2-tetrahydroperoxyethane". . p. 645 - 651. Retrieved 2016/02/19.
• 2、 Limnios, Dimitris,Kokotos, Christoforos G.. "2,2,2-Trifluoroacetophenone as an organocatalyst for the oxidation of tertiary amines and azines to N-oxides". supporting information. p. 559 - 563. Retrieved 2014/04/03.