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Sigma-Aldrich

6-Methoxyquinoline

98%

Synonym(s):

6-Methoxyquinoline

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About This Item

Empirical Formula (Hill Notation):
C10H9NO
CAS Number:
5263-87-6
Molecular Weight:
159.18
Beilstein:
115244
EC Number:
226-077-2
MDL number:
MFCD00006800
UNSPSC Code:
12352100
PubChem Substance ID:
24851029
NACRES:
NA.22

Quality Level

200

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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
Roland J Reischl et al.
Journal of chromatography. A, 1269, 262-269 (2012-08-28)
The determination of trace amounts of d-amino acids (d-AAs) even in tissue samples of higher developed animals, mammals and humans has opened a wide field of biological questions to be investigated. d-Ala, d-Asp and d-Ser have already been identified to
Single-Ion Magnets Based on Mononuclear Cobalt (II) Complexes with Sulfadiazine.
Villa-Perez C, et al.
European Journal of Inorganic Chemistry, 2016(29), 4835-4841 (2016)
Richard G Painter et al.
Analytical chemistry, 78(9), 3133-3137 (2006-04-29)
Human neutrophils synthesize hypochlorous acid, a nonradical oxidant, as one of the antimicrobial agents to kill phagocytosed pathogens within phagolysosomes. The production of HOCl is catalyzed by myeloperoxidase using chloride anions (Cl-). Even though various approaches have been documented to
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)
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