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H46805

Sigma-Aldrich

2-Hydroxy-1,4-naphthoquinone

≥96.5% purity, powder

Sinónimos:

Lawsone, Natural Orange 6

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About This Item

Fórmula empírica (notación de Hill):
C10H6O3
Número de CAS:
83-72-7
Peso molecular:
174.15
Número de índice de color:
75480
Beilstein:
1565260
Número CE:
201-496-3
Número MDL:
MFCD00001678
Código UNSPSC:
12171500
ID de la sustancia en PubChem:
24895653
NACRES:
NA.47

product name

2-Hydroxy-1,4-naphthoquinone, 97%

Nivel de calidad

200

Análisis

97%

formulario

powder

color

faint yellow to dark yellow, and Faint Orange to Dark Orange

mp

192-195 °C (dec.) (lit.)

λmáx.

452 nm

aplicaciones

diagnostic assay manufacturing
hematology
histology

temp. de almacenamiento

room temp

cadena SMILES

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

Clave InChI

CSFWPUWCSPOLJW-UHFFFAOYSA-N

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Descripción general

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).

Aplicación

2-Hydroxy-1,4-naphthoquinone has been used as a compound for the culture of schistosome worms.

Pictogramas

Exclamation mark
GHS07

Palabra de señalización

Warning

Frases de peligro

H315,H319,H335

Clasificaciones de peligro

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
STBJ7322
STBG0780V
STBD7466V
STBD5846V
STBD2253V

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Sigma-Aldrich

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Juglone A highly selective cell-permeable, irreversible inhibitor of PPlases (peptidyl-prolyl cis/trans isomerases of the parvulin family).

Sigma-Aldrich

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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)
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
Pablo J Almeida et al.
Contact dermatitis, 66(1), 33-37 (2011-10-07)
Very few studies are available in which the components of henna products used by tattoo artists have been analysed. The aim of this study was to quantify the amounts of lawsone (2-hydroxy-1,4-naphthoquinone, the active ingredient in henna) and p-phenylenediamine (PPD)
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
Yamin Yasin et al.
Journal of biomedical nanotechnology, 7(3), 486-488 (2011-08-13)
A drug-inorganic nanostructured material involving pharmaceutically active compound lawsone intercalated Zn-Al layered double hydroxides (Law-LDHs) with Zn/AI = 4 has been assembled by co-precipitation and ion exchange methods. Powder X-ray diffraction (XRD) and Fourier transform infrared spectra (FTIR) analysis indicate
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