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388513

Sigma-Aldrich

5,8-Dihydroxy-1,4-naphthoquinone

technical grade

Synonym(s):

Naphthazarin

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About This Item

Empirical Formula (Hill Notation):
C10H6O4
CAS Number:
475-38-7
Molecular Weight:
190.15
Beilstein/REAXYS Number:
880561
EC Number:
207-495-4
MDL number:
MFCD00001685
UNSPSC Code:
12352103
PubChem Substance ID:
24864236
NACRES:
NA.23

grade

technical grade

Quality Level

100

mp

220-230 °C (lit.)

SMILES string

Oc1ccc(O)c2C(=O)C=CC(=O)c12

InChI

1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H

InChI key

RQNVIKXOOKXAJQ-UHFFFAOYSA-N

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Related Categories

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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2,3-Dibromo-1,4-naphthoquinone 97%

Sigma-Aldrich

523429

2,3-Dibromo-1,4-naphthoquinone

Régis Millet et al.
Journal of medicinal chemistry, 48(22), 7024-7039 (2005-10-28)
The human selenoprotein thioredoxin reductase is involved in antioxidant defense and DNA synthesis. As increased thioredoxin reductase levels are associated with drug sensitivity to cisplatin and drug resistance in tumor cells, this enzyme represents a promising target for the development
Vishnu K Tandon et al.
Bioorganic & medicinal chemistry letters, 15(13), 3288-3291 (2005-05-26)
A series of (1,4)-naphthoquinono [3,2-c]-1H-pyrazoles and their (1,4)-naphthohydroquinone derivatives 2-7 were synthesized and evaluated for antifungal, antibacterial, and anticancer activities. The structure-activity relationship of these compounds was studied and the results show that the compound 2b exhibited in vitro antifungal
Brígida R Pinho et al.
PloS one, 6(8), e24098-e24098 (2011-09-03)
The search of new anti-inflammatory drugs has been a current preoccupation, due to the need of effective drugs, with less adverse reactions than those used nowadays. Several naphthoquinones (plumbagin, naphthazarin, juglone, menadione, diosquinone and 1,4-naphthoquinone), plus p-hydroquinone and p-benzoquinone were
Jaw-Jou Kang et al.
Toxicology in vitro : an international journal published in association with BIBRA, 20(1), 43-51 (2005-07-16)
The effects of the naphthoquinone analogue, naphthazarin (Nap), and its derivative, methylnaphthazarin (MetNap), on vascular reactivity were studied using isolated rat aortic rings and human umbilical vein endothelial cells (HUVECs). In this study, we determined vessel tension, nitric oxide (NO)
Dong-Hee Choi et al.
Free radical biology & medicine, 33(10), 1321-1333 (2002-11-07)
Oxidative stress and mitochondrial dysfunction are important aspects of pathogenesis, particularly in the brain, which is highly dependent on oxygen, and the protection of astrocytes is essential for neuroprotection. In this context, imidazoline drugs have been reported to be neuroprotective.
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