H46805
2-Hydroxy-1,4-naphthoquinone
≥96.5% purity, powder
Synonym(s):
Lawsone, Natural Orange 6
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About This Item
Empirical Formula (Hill Notation):
C10H6O3
CAS Number:
Molecular Weight:
174.15
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
Colour Index Number:
75480
EC Number:
201-496-3
MDL number:
Beilstein/REAXYS Number:
1565260
Product Name
2-Hydroxy-1,4-naphthoquinone, 97%
Quality Level
assay
97%
form
powder
technique(s)
titration: suitable
color
faint yellow to dark yellow, and Faint Orange to Dark Orange
mp
192-195 °C (dec.) (lit.)
λmax
452 nm
application(s)
diagnostic assay manufacturing
hematology
histology
storage temp.
room temp
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
General description
2-Hydroxy-1,4-naphthoquinone is one among the forensic reagents used for fingerprint detection.
2-Hydroxy-1,4-naphthoquinone, produced from Lawsonia inermis, is an orange dye. It belongs to the class of naphthoquinone dyes. 2-Hydroxy-1,4-naphthoquinone is used to dye hair and to color textiles. It has antibacterial, antifungal, anti-inflammatory, antiviral and antineoplastic properties. 2-Hydroxy-1,4-naphthoquinone inhibits tumor cell growth. It stimulates the production of reactive oxygen species (ROS).
Application
2-Hydroxy-1,4-naphthoquinone has been used as a compound for the culture of schistosome worms.
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signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Alessia Coletti et al.
The Journal of organic chemistry, 77(16), 6873-6879 (2012-07-28)
A new class of pentacyclic diquinoid compounds has been synthesized with a facile one-pot reaction of two molecules of 2-hydroxynaphthoquinone and 1-bromoalkanes in the presence of ferrocene. These molecules were isolated as enol tautomers that exhibit intramolecular hydrogen bond and
Applications of DNA-electrochemical biosensors in cancer research
Chiorcea-Paquim AM, et al.
Past, Present and Future Challenges of Biosensors and Bioanalytical Tools in Analytical Chemistry: A Tribute to Professor Marco Mascini, 77, 287-336 (2017)
Francisco L S Bustamante et al.
Inorganic chemistry, 52(3), 1167-1169 (2013-01-25)
Dimerization of lawsone occurs upon reaction with Co(BF(4))(2)·6H(2)O and N,N'-bis(pyridin-2-ylmethyl)ethylenediamine (py(2)en) to produce the mononuclear complex [Co(III)(bhnq)(py(2)en)]BF(4)·H(2)O (1). This complex has been investigated as a prototype of a bioreductive prodrug, where the bhnq(2-) ligand acts as a model for cytotoxic