4-Nitroquinoline N-oxide

Base Information

• Chemical Name: 4-Nitroquinoline N-oxide
• CAS No.: 56-57-5
• Molecular Formula: C9H6 N2 O3
• Molecular Weight: 190.158
• Hs Code.: 29339900
• European Community (EC) Number: 200-281-1
• NSC Number: 19645
• UN Number: 2811
• UNII: X5081510EV
• DSSTox Substance ID: DTXSID5025780
• Wikipedia: 4-Nitroquinoline_1-oxide
• Wikidata: Q4637188
• NCI Thesaurus Code: C194
• Metabolomics Workbench ID: 50695
• ChEMBL ID: CHEMBL127655
• Mol file: 56-57-5.mol

Synonyms:4 Nitroquinoline 1 oxide;4 Nitroquinoline N oxide;4-Nitroquinoline-1-oxide;4-Nitroquinoline-N-oxide

Chemical Property of 4-Nitroquinoline N-oxide

Chemical Property:

• Appearance/Colour: yellow-brown crystals or powder
• Melting Point: 154-156 °C(lit.)
• Refractive Index: 1.5570 (estimate)
• Boiling Point: 387.6 °C at 760 mmHg
• PKA: -1.83±0.10(Predicted)
• Flash Point: 188.2 °C
• PSA: 71.28000
• Density: 1.42 g/cm³
• LogP: 2.69970
• Storage Temp.: −20°C
• Solubility.: acetone: clear to hazy
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 190.03784206
• Heavy Atom Count: 14
• Complexity: 229
• Transport DOT Label: Poison

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Nitroquinoline N-Oxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 45-68-40-20/21/22
• Safety Statements: 53-45-36/37-22

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Uses -> Biochemical Research
• Canonical SMILES: C1=CC=C2C(=C1)C(=CC=[N+]2[O-])[N+](=O)[O-]
• Uses: 4-Nitroquinoline N-Oxide is used in method for constructing animal model of oral mucosal malignancy related to Kras mutation. 4-Nitroquinoline N-oxide has been used as a model compound to study its carcinogenic effects.

Technology Process of 4-Nitroquinoline N-oxide

There total 8 articles about 4-Nitroquinoline 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: 92.0%

Quinoline N-oxide (1613-37-2) → 4-nitroquinoline-N-oxide (56-57-5)

Guidance literature:

With trifluorormethanesulfonic acid; potassium nitrate; trifluoroacetic acid; at 0 ℃; for 25h;

DOI:10.1248/cpb.45.279

Reference yield: 2.0%

Quinoline N-oxide (1613-37-2) → 8-nitro-quinoline N-oxide (14753-18-5) + 5-nitro-quinoline-1-oxide (7613-19-6) + 4-nitroquinoline-N-oxide (56-57-5)

Guidance literature:

With sulfuric acid; potassium nitrate; at 0 ℃; for 10h;

DOI:10.1248/cpb.45.279

Reference yield:

C56H98O35*C9H6N2O3 (120309-60-6) → 4-nitroquinoline-N-oxide (56-57-5) + heptakis(2,6-di-O-methyl)cyclomaltoheptaose (51166-71-3)

Guidance literature:

In water; at 25.5 ℃; Equilibrium constant; Thermodynamic data; Mechanism; concentration, temperature, complex formation, solvent effect, ΔH⁰=1.62 (+/- 0.13: kcal/mol); ΔS⁰=11.94 (+/- 0.46: cal/K*mol); in pH=7 buffer solution, I=0.5 with NaCl;

upstream raw materials:

Quinoline N-oxide

4-nitroquinoline

C₅₆H₉₈O₃₅*C₉H₆N₂O₃

sulfuric acid

Downstream raw materials:

1-acetoxy-4-(acetoxyimino)-1,4-dihidroquinoline

L-tyrosine radical

4-nitro-2-tosyloxyquinoline

formaldehyd

Refernces

• 1、 Sarmah, Bikash Kumar,Konwar, Monuranjan,Bhattacharyya, Dipanjan,Adhikari, Priyanka,Das, Animesh. "Regioselective Cyanation of Six-Membered N-Heteroaromatic Compounds Under Metal-, Activator-, Base- and Solvent-Free Conditions". supporting information. p. 5616 - 5625. Retrieved 2019/11/22.
• 2、 Romanov,Nizhnik, Ya. P.,Fofanov. "Conformational and structural analysis of bis(4-chloroquinoline-N-oxide)hydrogen tribromide". . p. 365 - 369. Retrieved 2015/06/08.