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Merck

H46805

Sigma-Aldrich

2-Hydroxy-1,4-Naphthochinon

≥96.5% purity, powder

Synonym(e):

Lawson, Natural Orange 6

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€ 82,90
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€ 261,00

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Voraussichtliches Versanddatum22. März 2025


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10 G
€ 45,30
25 G
€ 82,90
100 G
€ 261,00

About This Item

Empirische Formel (Hill-System):
C10H6O3
CAS-Nummer:
Molekulargewicht:
174.15
Farbindexnummer:
75480
Beilstein:
1565260
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12171500
PubChem Substanz-ID:
NACRES:
NA.47

€ 45,30


Voraussichtliches Versanddatum22. März 2025


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Produktbezeichnung

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

Qualitätsniveau

Assay

97%

Form

powder

Methode(n)

titration: suitable

Farbe

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

mp (Schmelzpunkt)

192-195 °C (dec.) (lit.)

λmax

452 nm

Anwendung(en)

diagnostic assay manufacturing
hematology
histology

Lagertemp.

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

InChIKey

CSFWPUWCSPOLJW-UHFFFAOYSA-N

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Allgemeine Beschreibung

2-Hydroxy-1,4-naphthoquinone is one among the forensic reagents used for fingerprint detection.[1]
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.[2] It stimulates the production of reactive oxygen species (ROS).[3]

Anwendung

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

Piktogramme

Exclamation mark

Signalwort

Warning

Gefahreneinstufungen

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

Zielorgane

Respiratory system

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

dust mask type N95 (US), Eyeshields, Gloves


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Applications of DNA-electrochemical biosensors in cancer research
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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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