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:
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Product Name
5,8-Dihydroxy-1,4-naphthoquinone, technical grade
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
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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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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
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
An efficient formal synthesis of the human telomerase inhibitor (+/-)-gamma-rubromycin.
Dominea C K Rathwell et al.
Angewandte Chemie (International ed. in English), 48(43), 7996-8000 (2009-08-01)
C J Yong-Kee et al.
Neurotoxicity research, 22(4), 355-364 (2012-04-25)
Delineation of how cell death mechanisms associated with Parkinson's disease (PD) interact and whether they converge would help identify targets for neuroprotective therapies. The purpose of this study was to use a cellular model to address these issues. Catecholaminergic SH-SY5Y
Christina L L Chai et al.
The Journal of organic chemistry, 71(3), 992-1001 (2006-01-28)
A concise formal total synthesis of the cytotoxic bisnaphthazarin derivative hybocarpone has been completed through the development of routes to the synthetic precursor, 3-ethyl-2-hydroxy-5,7,8-trimethoxy-6-methyl-1,4-naphthoquinone. The oxidation of 3-ethyl-1,2,4,5,7,8-hexamethoxy-6-methylnaphthalene under Rapoport conditions gave 3-ethyl-2-hydroxy-5,7,8-trimethoxy-6-methyl-1,4-naphthoquinone in modest yields after basic hydrolysis. In
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