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388513

Sigma-Aldrich

5,8-Dihydroxy-1,4-naphthoquinone

technical grade

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Synonym(s):
Naphthazarin
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

Quality Level

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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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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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
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
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)
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

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