184098
2-Hydroxy-1,4-naphthoquinone
technical grade
Synonym(s):
Lawsone, Natural Orange 6
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About This Item
Empirical Formula (Hill Notation):
C10H6O3
CAS Number:
Molecular Weight:
174.15
EC Number:
201-496-3
Colour Index Number:
75480
UNSPSC Code:
12171500
Beilstein/REAXYS Number:
1565260
MDL number:
grade
technical grade
impurities
20% lawsone-3,3′-dimer
mp
192-195 °C (dec.) (lit.)
SMILES string
OC1=CC(=O)c2ccccc2C1=O
InChI
1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H
InChI key
CSFWPUWCSPOLJW-UHFFFAOYSA-N
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Application
Lawsone (2-hydroxy-1,4-naphthoquinone) is the active ingredient of henna (Lawsonia alba), the crushed leaves of which are used as a cosmetic dye.
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David C McMillan et al.
Toxicological sciences : an official journal of the Society of Toxicology, 82(2), 647-655 (2004-10-01)
Lawsone (2-hydroxy-1,4-naphthoquinone) is the active ingredient of henna (Lawsonia alba), the crushed leaves of which are used as a cosmetic dye. Application of henna can induce a severe hemolytic anemia, and lawsone is thought to be the causative agent. Administration
Charles Bodet et al.
European journal of medicinal chemistry, 43(8), 1612-1620 (2007-12-21)
The aim of this study was to investigate the effect of 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans propenoic acid, active principle isolated from Acronychia baueri Schott, and its ester derivatives on biofilm formation by two important oral pathogens, Porphyromonas gingivalis and Streptococcus mutans. The parent
Cláudia Valente et al.
Bioorganic & medicinal chemistry, 15(15), 5340-5350 (2007-05-29)
A series of 1,4-naphthoquinone derivatives diversely substituted at C-2, C-3, C-5 and C-8, prepared by reaction of amines, amino acids and alcohols with commercial 1,4-naphthoquinones, has been evaluated against papain and bovine spleen cathepsin B. These 1,4-naphthoquinone derivatives were found
Sanjeev Kumar et al.
Journal of medicinal chemistry, 51(6), 1706-1718 (2008-03-06)
Indoleamine 2,3-dioxygenase (IDO) is emerging as an important new therapeutic target for the treatment of cancer, chronic viral infections, and other diseases characterized by pathological immune suppression. While small molecule inhibitors of IDO exist, there remains a dearth of high-potency
Francesco Epifano et al.
Bioorganic & medicinal chemistry letters, 17(20), 5709-5714 (2007-09-05)
Different esters of 3-(4'-geranyloxy-3'-methoxyphenyl)-2-trans propenoic acid (1), an anti-inflammatory principle of Acronychia baueri Schott (Rutaceae), were synthesized. Their topical anti-inflammatory activity was evaluated using the Croton oil ear test in mice as a model of acute inflammation. The activity of
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