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189162

Sigma-Aldrich

2-Methoxy-1,4-naphthoquinone

98%

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About This Item

Empirical Formula (Hill Notation):
C11H8O3
CAS Number:
2348-82-5
Molecular Weight:
188.18
MDL number:
MFCD00019539
UNSPSC Code:
12352100
PubChem Substance ID:
24851367
NACRES:
NA.22
Pricing and availability is not currently available.

Quality Level

100

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

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This Item
70372152757D5439
2-Methoxy-1,4-naphthoquinone 98%

189162

2-Methoxy-1,4-naphthoquinone

1,4-Naphthoquinone purum, ≥96.5% (HPLC)

70372

1,4-Naphthoquinone

1,4-Naphthoquinone 97%

152757

1,4-Naphthoquinone

2,3-Dimethoxy-1,4-naphthoquinone ≥99%, solid

D5439

2,3-Dimethoxy-1,4-naphthoquinone

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

mp

184-187 °C (lit.)

mp

119-122 °C (lit.), 120-124 °C

mp

119-122 °C (lit.)

mp

-

functional group

ether

functional group

ketone

functional group

ketone

functional group

-

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000283125
0000190815
0000210520
MKBJ4863V

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Yuan-Chuen Wang et al.
Fitoterapia, 83(8), 1336-1344 (2012-04-21)
2-Methoxy-1,4-naphthoquinone (MeONQ) from Impatiens balsamina L. exhibited strong anti-H. pylori activity in our previous study. In this study, we investigated the cytotoxicity of MeONQ against gastric adenocarcinoma (MKN45 cell line) and propose the relevant mechanisms. MeONQ resulted in serious necrosis
X Yang et al.
Phytotherapy research : PTR, 15(8), 676-680 (2001-12-18)
By using brine shrimp (Artemia salina) lethality test-guided fractionation, a single bioactive compound (LC(50)=26 ppm) was isolated from the 95% ethanol extract of the dried aerial parts of Impatiens balsamina L. and subsequently identified as 2-methoxy-1,4-naphthoquinone (MNQ). The structure of
Naomi Mori et al.
Journal of natural medicines, 65(1), 234-236 (2010-10-05)
A screening study using a luciferase assay to identify natural products which inhibit Wnt signaling was carried out. The bioassay-guided fractionation of aerial parts of a plant, Impatiens balsamina, led to the isolation of 2-methoxy-1,4-naphthoquinone (1) as an active compound.
M Chen et al.
Scientific reports, 10(1), 951-951 (2020-01-24)
Olfactory ensheathing cells (OECs) are crucial for promoting the regeneration of the primary olfactory nervous system that occurs throughout life. Transplantation of OECs has emerged as a promising therapy for nervous system injuries, in particular for spinal cord injury repair.
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
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