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Merck
CN

183067

Sigma-Aldrich

6-Methoxyquinoline

98%

Synonym(s):

6-Methoxyquinoline

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About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
Molecular Weight:
159.18
Beilstein:
115244
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

98%

refractive index

n20/D 1.625 (lit.)

bp

140-146 °C/15 mmHg (lit.)

mp

18-20 °C (lit.)

density

1.15 g/mL at 20 °C (lit.)

SMILES string

COc1ccc2ncccc2c1

InChI

1S/C10H9NO/c1-12-9-4-5-10-8(7-9)3-2-6-11-10/h2-7H,1H3

InChI key

HFDLDPJYCIEXJP-UHFFFAOYSA-N

Gene Information

human ... CYP2D6(1565)

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Application

6-Methoxyquinoline is used as a precursor in the synthesis of:
  • Fluorescent zinc and chlorine sensors.
  • 5-Amino-2-aroylquinolines as potent tubulin polymerization inhibitors.
  • 3-Fluoro-6-methoxyquinoline derivatives as inhibitors of bacterial DNA gyrase and topoisomerase.
  • Cobalt-based ternary metal-organic complex as single?ion magnets.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

>230.0 °F

Flash Point(C)

> 110 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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A cell-penetrating ratiometric nanoprobe for intracellular chloride.
Bau L, et al.
Organic Letters, 14(12), 2984-2987 (2012)
Ramachandram Badugu et al.
Bioorganic & medicinal chemistry, 13(1), 113-119 (2004-12-08)
The synthesis, characterization, and spectral properties of strategically designed boronic acid containing fluorescent sensors, o-, m-, p-BMOQBA, for the potential detection of tear glucose concentrations when immobilized in plastic disposable contact lenses is described. The new probes, BMOQBAs, consist of
Tamara S Dowers et al.
Drug metabolism and disposition: the biological fate of chemicals, 34(8), 1288-1290 (2006-05-23)
One major point of controversy in the area of cytochrome P450 (P450)-mediated oxidation reactions is the nature of the active-oxygen species. A number of hypotheses have been advanced which implicate a second oxidant besides the iron-oxo species designated as compound
5-Amino-2-aroylquinolines as highly potent tubulin polymerization inhibitors. Part 2. The impact of bridging groups at position C-2.
Lee H-Y, et al.
Journal of Medicinal Chemistry, 54(24), 8517-8525 (2011)
Novel 3-fluoro-6-methoxyquinoline derivatives as inhibitors of bacterial DNA gyrase and topoisomerase IV.
Mitton-Fry MJ, et al.
Bioorganic & Medicinal Chemistry Letters, 27(15), 3353-3358 (2017)

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