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189162

Sigma-Aldrich

2-Methoxy-1,4-naphthoquinone

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About This Item

Empirical Formula (Hill Notation):
C11H8O3
CAS Number:
Molecular Weight:
188.18
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
assay:
98%

$95.90


In StockDetails


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Quality Level

assay

98%

mp

184-187 °C (lit.)

functional group

ether
ketone

SMILES string

COC1=CC(=O)c2ccccc2C1=O

InChI

1S/C11H8O3/c1-14-10-6-9(12)7-4-2-3-5-8(7)11(10)13/h2-6H,1H3

InChI key

OBGBGHKYJAOXRR-UHFFFAOYSA-N

General description

2-Methoxy-1,4-naphthoquinone is a potential candidate for Helicobacter pylori infection related disease therapy[1]. It is isolated from the leaves of Impatiens glandulifera[2].

Application

2-Methoxy-1,4-naphthoquinone was used in the preparation of 2-(4-X-phenylene)amine-1,4-naphthoquinones (X= ferrocenyl, OMe, Me, I, Cl and NO2)[3].

pictograms

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signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Aldana L Zalazar et al.
Food research international (Ottawa, Ont.), 116, 916-924 (2019-02-06)
Probabilistic microbial modelling using logistic regression was used to predict the growth/no growth (G/NG) interfaces of Zygosaccharomyces bailii in simulated acid sauces as a function of natamycin, xanthan gum (XG) and sodium chloride concentrations. The growth was assessed colorimetrically by
General method for the high yield preparation of 2-(4-X-phenylene) amine-1, 4-naphthoquinones (X= ferrocenyl, OMe, Me, I, Cl, and NO2) from 2-methoxy-1, 4-naphthoquinone and investigation of H+ and Mg2+ catalysts with DFT calculations.
Francisco AI, et al.
Journal of Molecular Structure, 891(1), 228-232 (2008)
Scott B Vafai et al.
PloS one, 11(9), e0162686-e0162686 (2016-09-14)
Deficiency of mitochondrial complex I is encountered in both rare and common diseases, but we have limited therapeutic options to treat this lesion to the oxidative phosphorylation system (OXPHOS). Idebenone and menadione are redox-active molecules capable of rescuing OXPHOS activity
K Ishiguro et al.
Journal of natural products, 61(9), 1126-1129 (1998-09-28)
Dinaphthofuran-7,12-dione derivatives named balsaminones A (1) and B (2) were isolated from the pericarp of Impatiens balsamina L. together with the known compound 2-methoxy-1,4-naphthoquinone (3). Their structures were elucidated by spectral techniques. These compounds have significant antipruritic activity.
Martin J Mitchell et al.
Archives of insect biochemistry and physiology, 66(1), 45-52 (2007-08-21)
The effects of the natural compound 2-methoxy-1,4-naphthoquinone, isolated from the leaves of Impatiens glandulifera and the synthetic compounds 2-propoxy-1,4-naphthoquinone and 2-isopropoxy-1,4-naphthoquinone on ecdysone 20-monooxygenase (E-20-M) activity were examined in three insect species. Homogenates of wandering stage third instar larvae of

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