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
Beilstein:
880561
EC Number:
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
NACRES:
NA.23
grade
technical grade
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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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)
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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
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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