388513
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:
Molecular Weight:
190.15
UNSPSC Code:
12352103
NACRES:
NA.23
PubChem Substance ID:
EC Number:
207-495-4
Beilstein/REAXYS Number:
880561
MDL number:
InChI key
RQNVIKXOOKXAJQ-UHFFFAOYSA-N
InChI
1S/C10H6O4/c11-5-1-2-6(12)10-8(14)4-3-7(13)9(5)10/h1-4,11-12H
SMILES string
Oc1ccc(O)c2C(=O)C=CC(=O)c12
grade
technical grade
mp
220-230 °C (lit.)
Quality Level
Related Categories
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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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
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
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
Bipul R Acharya et al.
Apoptosis : an international journal on programmed cell death, 16(9), 924-939 (2011-06-15)
Naphthazarin (DHNQ, 5,8-dihydroxy-l,4-naphthoquinone) is a naturally available 1,4-naphthoquinone derivatives. In this study, we focused on elucidating the cytotoxic mechanism of naphthazarin in A549 non-small cell lung carcinoma cells. Naphthazarin reduced the A549 cell viability considerably with an IC(50) of 16.4 ± 1.6 μM.
Gulseren Pekin et al.
Planta medica, 73(3), 267-272 (2007-02-24)
The quantification of free and total alkannins in 13 endemic Anatolian Alkanna species is described for the first time. Extraction of the samples was performed by sonication with hexane, followed by hydrolysis in 1 N NaOH. For analysis, a new
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