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Key Documents

D5439

Sigma-Aldrich

2,3-Dimethoxy-1,4-naphthoquinone

≥99%, solid

Synonym(s):

DMNQ

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About This Item

Empirical Formula (Hill Notation):
C12H10O4
CAS Number:
Molecular Weight:
218.21
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥99%

form

solid

storage temp.

−20°C

SMILES string

COC1=C(OC)C(=O)c2ccccc2C1=O

InChI

1S/C12H10O4/c1-15-11-9(13)7-5-3-4-6-8(7)10(14)12(11)16-2/h3-6H,1-2H3

InChI key

ZEGDFCCYTFPECB-UHFFFAOYSA-N

Application

2,3-Dimethoxy-1,4-naphthoquinone has been used to investigate the effects of ethanol on podocyte apoptosis under hypoxic and hyperoxic conditions.
Used to study the role of ROS in cell toxicity, apoptosis, and necrosis.

Biochem/physiol Actions

2,3-dimethoxy-1,4-naphthoquinone (DMNQ) has the ability to produce H2O2 through redox cycling but fails to conjugate with glutathione (GSH).

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

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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R Bose et al.
Cell death & disease, 1, e92-e92 (2010-01-01)
Alterations in intrauterine programming occurring during critical periods of development have adverse consequences for whole-organ systems or individual tissue functions in later life. In this paper, we show that rat embryonic neural stem cells (NSCs) exposed to the synthetic glucocorticoid
Haibin Cui et al.
Journal of anesthesia, 35(3), 394-404 (2021-04-07)
Dexmedetomidine (DEX) has been associated with inflammation, oxidative stress, and apoptosis, but its effects on lipopolysaccharide (LPS)-induced lung injury remain uncertain. The present study explored the effects of DEX on LPS-induced lung injury and studied the possible molecular mechanisms by
Koji Kawata et al.
Environmental science & technology, 41(10), 3769-3774 (2007-06-06)
Microarray technology is proving to be a useful tool to classify undefined environmental toxicants, to investigate underlying mechanisms of toxicity, and to identify candidate toxicant-specific genetic markers by examining global effects of putative toxicants on gene expression profiles. The aim
J M Dypbukt et al.
The Journal of biological chemistry, 269(48), 30553-30560 (1994-12-02)
Increasing concentrations (1-100 microM) of the redox cycling quinone, 2,3-dimethoxy-1,4-naphthoquinone (DMNQ), stimulated growth, triggered apoptosis, or caused necrosis of pancreatic RINm5F cells, depending on the dose and duration of the exposure. Following the exposure of RINm5F cells to 10 microM
Anda R Gliga et al.
Scientific reports, 7(1), 9284-9284 (2017-08-26)
Cerium oxide nanoparticles (nanoceria) display antioxidant properties and have shown cytoprotective effects both in vitro and in vivo. Here, we explored the effects of nanoceria on neural progenitor cells using the C17.2 murine cell line as a model. First, we

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