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206571

6-Methoxy-8-nitroquinoline

Name: 6-Methoxy-8-nitroquinoline
Brand: ALDRICH

99%

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₈N₂O₃

CAS Number:

85-81-4

Molecular Weight:

204.18

NACRES:

NA.22

PubChem Substance ID:

24852410

UNSPSC Code:

12352100

EC Number:

201-633-7

MDL number:

MFCD00006802

Assay:

99%

Form:

powder

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Properties

assay

99%

form

powder

mp

158-160 °C (lit.)

functional group

nitro

SMILES string

COc1cc([N+]([O-])=O)c2ncccc2c1

InChI

1S/C10H8N2O3/c1-15-8-5-7-3-2-4-11-10(7)9(6-8)12(13)14/h2-6H,1H3

InChI key

MIMUSZHMZBJBPO-UHFFFAOYSA-N

Description

Application

6-Methoxy-8-nitroquinoline was used in the synthesis of:

6-methoxy-8-aminoquinoline, metabolite of primaquine
6-methoxy-8-hydroxylaminoquinoline
2-substituted/2,5-disubstituted-6-methoxy-8-nitroquinolines

pictograms

GHS08,GHS07

signalword

Warning

hcodes

H302 + H312 + H332,H315,H319,H335,H351

pcodes

P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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Primaquine-induced hemolytic anemia: formation and hemotoxicity of the arylhydroxylamine metabolite 6-methoxy-8-hydroxylaminoquinoline.

L J Bolchoz et al.

The Journal of pharmacology and experimental therapeutics, 297(2), 509-515 (2001-04-17)

Primaquine is an important antimalarial agent because of its activity against exoerythrocytic forms of Plasmodium spp. However, methemoglobinemia and hemolytic anemia are dose-limiting side effects of primaquine therapy that limit its efficacy. These hemotoxicities are thought to be mediated by

Ring-substituted quinolines as potential anti-tuberculosis agents.

Suryanarayana Vangapandu et al.

Bioorganic & medicinal chemistry, 12(10), 2501-2508 (2004-04-28)

We report in vitro antimycobacterial properties of ring-substituted quinolines (series 1-4) constituting 56 analogues against drug-sensitive and drug-resistant M. tuberculosis H37Rv strains. The most effective compounds 2h (R1 = R2 = c-C6H11, R3 = NO2, series 1) and 13g (R1

Global Trade Item Number

SKU	GTIN
206571-1G	04061826257234