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Sigma-Aldrich

8-Nitroquinoline

98%

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Empirical Formula (Hill Notation):
C9H6N2O2
CAS Number:
607-35-2
Molecular Weight:
174.16
EC Number:
210-135-9
MDL number:
MFCD00006806
UNSPSC Code:
12352100
PubChem Substance ID:
24847955
NACRES:
NA.22

Quality Level

100

Assay

98%

mp

89-91 °C (lit.)

SMILES string

[O-][N+](=O)c1cccc2cccnc12

InChI

1S/C9H6N2O2/c12-11(13)8-5-1-3-7-4-2-6-10-9(7)8/h1-6H

InChI key

OQHHSGRZCKGLCY-UHFFFAOYSA-N

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Application

8-Nitroquinoline was used to prepare furazano [3,4-h] quinoline. It was also used to synthesize corresponding 2-substituted phenoxy-6-methoxy-8-aminoquinoline.

Pictograms

Health hazardExclamation mark
GHS08,GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M Hasegawa et al.
Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan, 121(6), 379-393 (2001-07-04)
A reaction from various kinds of nitroquinoline with hydroxylamine in potassium hydroxide alkalinity produced a novel product, furazanoquinoline, besides the known amino derivatives. The products obtained were furazano [3,4-f] quinoline (5) from 5-nitroquinoline (1) and 6-nitroquinoline (6), and furazano [3,4-h]
C Chen et al.
Yao xue xue bao = Acta pharmaceutica Sinica, 27(6), 418-422 (1992-01-01)
2-Substituted phenoxy-, 4-methyl-6-methoxy-8-aminoquinolines and 7-methoxy-5-aminoquinoxaline were condensed with 1-phthalimido-bromo-alkane to yield 2-substituted phenoxy-, 4-methyl-6-methoxy-8-(1-phthalimidoalkyl)-aminoquinolines (compounds 7-10 and 15-20) and 7-methoxy-5-(1-phthalimidoalkyl)aminoquinoxalines (28-30) which were subsequently reacted with hydrazine hydrate to give 2-substituted phenoxy-, 4-methyl-6-methoxy-8-(1-aminoalkyl)-aminoquinolines (11-14 and 22-27) and 7-methoxy-5-(1-aminoalkyl) aminoquinoxalines (31-33)

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