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399019

Sigma-Aldrich

6′-Methoxy-2′-acetonaphthone

98%

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Synonym(s):
1-(6-Methoxy-2-naphthalenyl)ethanone, 2-Acetyl-6-methoxynaphthalene, NSC 105564
Linear Formula:
CH3OC10H6COCH3
CAS Number:
3900-45-6
Molecular Weight:
200.23
EC Number:
223-453-8
MDL number:
MFCD00021643
PubChem Substance ID:
24864781
NACRES:
NA.22

Quality Level

200

Assay

98%

mp

107-109 °C (lit.)

SMILES string

COc1ccc2cc(ccc2c1)C(C)=O

InChI

1S/C13H12O2/c1-9(14)10-3-4-12-8-13(15-2)6-5-11(12)7-10/h3-8H,1-2H3

InChI key

GGWCZBGAIGGTDA-UHFFFAOYSA-N

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General description

6′-Methoxy-2′-acetonaphthone (6-methoxy-2-naphthylacetic acid ) is metabolite of nabumetone, a phototoxic nonsteroidal antiinflammatory drug.1
6′-Methoxy-2′-acetonaphthone is suitable for use in the synthesis of 6-methoxy-2-naphthylacetic acid. It may be used in the preparation of fluorogenic aldol sensors.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H315 - H411

Hazard Classifications

Aquatic Chronic 2 - Skin Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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M Nobilis et al.
Journal of pharmaceutical and biomedical analysis, 32(4-5), 641-656 (2003-08-06)
The disposition of the non-steroidal anti-inflammatory drug (NSAID) nabumetone after a single oral dose administration of nabumetone tablets to humans and minipigs was investigated. Nabumetone is a prodrug, which is metabolized in the organism to the principal pharmacodynamically active metabolite
F Boscá et al.
Photochemistry and photobiology, 71(2), 173-177 (2000-02-25)
Nabumetone is a phototoxic nonsteroidal antiinflammatory drug used for the treatment of osteoarthritis. However, nabumetone is considered a prodrug with its metabolite 6-methoxy-2-naphthylacetic acid the active form. Photophysical and photochemical studies on this metabolite have been undertaken. It undergoes photodecarboxylation
B List et al.
Proceedings of the National Academy of Sciences of the United States of America, 95(26), 15351-15355 (1998-12-23)
The synthesis of novel fluorogenic retro-aldol substrates for aldolase antibody 38C2 is described. These substrates are efficiently and specifically processed by antibody aldolases but not by natural cellular enzymes. Together, the fluorogenic substrates and antibody aldolases provide reporter gene systems

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