Skip to Content
Merck
All Photos(1)

Key Documents

189162

Sigma-Aldrich

2-Methoxy-1,4-naphthoquinone

98%

Sign Into View Organizational & Contract Pricing


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

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. It is isolated from the leaves of Impatiens glandulifera.

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).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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)
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.
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
Nattapon Sritrairat et al.
Journal of oral pathology & medicine : official publication of the International Association of Oral Pathologists and the American Academy of Oral Pathology, 40(1), 90-96 (2010-08-27)
The aim of this study was to determine the antifungal activity of lawsone methyl ether mouthwash (LME) in comparison with chlorhexidine mouthwash (CHX) in vitro and in vivo. For in vitro study, each mouthwash preparation was added into the inoculum
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service