CAS 83-72-7

2-Hydroxy-1,4-naphthoquinone

Description:

2-Hydroxy-1,4-naphthoquinone, also known as lawsone, is an organic compound characterized by its naphthoquinone structure, which features a hydroxyl group at the 2-position of the naphthalene ring. This compound is typically a yellow to orange crystalline solid and is soluble in organic solvents such as ethanol and acetone, but less soluble in water. It exhibits strong antioxidant properties and has been studied for its potential applications in dyeing, particularly in the textile industry, due to its ability to form stable complexes with metal ions. Additionally, lawsone has garnered interest in medicinal chemistry for its potential anti-cancer and anti-inflammatory activities. Its reactivity is influenced by the presence of the hydroxyl group, which can participate in various chemical reactions, including oxidation and complexation. As a naturally occurring compound, it can be derived from the henna plant, where it is responsible for the dyeing properties of henna paste. Safety data indicates that it should be handled with care, as it may cause skin irritation and other health effects upon exposure.

Formula: C₁₀H₆O₃

InChI: InChI=1S/C10H6O3/c11-8-5-9(12)10(13)7-4-2-1-3-6(7)8/h1-5,12H

InChI key: InChIKey=CSFWPUWCSPOLJW-UHFFFAOYSA-N

SMILES: O=C1C=2C(C(=O)C=C1O)=CC=CC2

Synonyms:

• 1,4-Dihydro-1,4-dioxo-2-hydroxynaphthalene
• 1,4-Naphthalenedione, 2-hydroxy-
• 1,4-Naphthoquinone, 2-hydroxy-
• 2-Hidroxi-1,4-Naftoquinona
• 2-Hydroxy-1,4-Naphoquinone
• 2-Hydroxy-1,4-Naphthquinone
• 2-Hydroxy-1,4-Naphtoquinone
• 2-Hydroxy-1,4-dihydronaphthalene-1,4-dione
• 2-Hydroxy-1,4-naphthalenedione
• 2-Hydroxy-1,4-naphthochinon
• 2-Hydroxy-1,4-naphthoquinone
• 2-Hydroxynaphthoquinone
• Flower of Paradise
• Henna
• Henna (dye)
• Lawsone
• Lawsone2-hydroxy-1,4-naphthoquinone
• Mehendi
• Mendi
• Natural Orange 6
• Nsc 27285
• Nsc 52500
• Nsc 8625
• Pakarli
• Q 0
• Quino Power LSN
• Quinoexter 2014
• Quinoexter QE 2014
• C.I. 75480

2-Hydroxy-1,4-naphthoquinone

CAS: 83-72-7

Formula: C₁₀H₆O₃

Purity: >98.0%(T)

Color and Shape: Orange to Brown powder to crystal

Molecular weight: 174.16

Ref: 3B-H0285

2-Hydroxy-1,4-naphthoquinone, 98+%

CAS: 83-72-7

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₁₀H₆O₃

Purity: 98+%

Color and Shape: Yellow to green to brown, Powder

Molecular weight: 174.16

Ref: 02-A11880

Lawsone

CAS: 83-72-7

Lawsone analytical standard provided with chromatographic purity, to be used as reference material for qualitative determination.

Formula: C₁₀H₆O₃

Purity: (HPLC) ≥95%

Color and Shape: Powder

Molecular weight: 174.16

Ref: 11-0424

Lawsone

CAS: 83-72-7

Lawsone, a red-orange dye, found in henna leaves and water hyacinth flowers, is also 2-hydroxy-1,4-naphthoquinone.

Formula: C₁₀H₆O₃

Purity: 98.04% - 99.58%

Color and Shape: Physical Description Yellow Prisms Or Yellow Powder (Ntp 1992)

Molecular weight: 174.15

Ref: TM-T2969

2-Hydroxynaphthalene-1,4-dione

CAS: 83-72-7

Formula: C₁₀H₆O₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 174.1528

Ref: IN-DA0036HM

2-Hydroxy-1,4-naphthoquinone

CAS: 83-72-7

Formula: C₁₀H₆O₃

Purity: ≥ 98.5%

Color and Shape: Light yellow to yellow crystalline powder

Molecular weight: 174.16

Ref: 7W-GT6280

Lawsone

CAS: 83-72-7

Lawsone

Purity: ≥98%

Molecular weight: 174.15g/mol

Ref: 54-BUP18468

2-Hydroxy-1,4-naphthoquinone-5,6,7,8-d4

CAS: 83-72-7

Purity: 98 atom % D

Color and Shape: Yellow Solid

Molecular weight: 178.18

Ref: 3U-D7550

Lawsone

CAS: 83-72-7

Formula: C₁₀H₆O₃

Purity: 95%~99%

Molecular weight: 174.155

Ref: BP-BP4101

2-Hydroxy-1,4-naphthoquinone

CAS: 83-72-7

Formula: C₁₀H₆O₃

Color and Shape: Neat

Molecular weight: 174.15

Ref: 04-C14233800

2-Hydroxy-1,4-naphthoquinone

CAS: 83-72-7

2-Hydroxy-1,4-naphthoquinone

Formula: C₁₀H₆O₃

Purity: 98%

Color and Shape: light yellow to yellow solid

Molecular weight: 174.15g/mol

Ref: 54-OR11196

2-Hydroxy-1,4-naphthoquinone

CAS: 83-72-7

Formula: C₁₀H₆O₃

Color and Shape: Neat

Molecular weight: 174.15

Ref: TR-H949535

Lawsone

CAS: 83-72-7

Lawsone is a redox active compound that has been shown to induce genotoxic effects in a model system. Lawsone has also been shown to have significant cytotoxicity against HL-60 cells and other oral pathogens. The biological properties of lawsone are due to its ability to form hydrogen bonds with p-hydroxybenzoic acid, which allows it to disrupt the mitochondrial membrane potential and induce the release of cytochrome c from mitochondria. Lawsone also has significant cytotoxicity against HL-60 cells and other oral pathogens, which may be due to its ability to disrupt the mitochondrial membrane potential and induce the release of cytochrome c from mitochondria.

Formula: C₁₀H₆O₃

Purity: Min. 98 Area-%

Color and Shape: Powder

Molecular weight: 174.16 g/mol

Ref: 3D-FL02351

2-Hydroxynaphthalene-1,4-dione

CAS: 83-72-7

Formula: C₁₀H₆O₃

Purity: 95%

Color and Shape: No data available.

Molecular weight: 174.155

Ref: 10-F209636

2-Hydroxy-1,4-naphthoquinone-5,6,7,8-d4

Controlled Product

CAS: 83-72-7

Applications 2-Hydroxy-1,4-naphthoquinone-5,6,7,8-d4 is the isotope labelled analog of 2-Hydroxy-1,4-naphthoquinone (Lawsone) (H949535); the active ingredient of Lawsonia inermis (henna) leaves extract. Lawsone has potential antimicrobial activity and can be used for the detection of latent fingermarks on paper surfaces.
References Tekin, V., et al.: J. Radioanal. Nucl. Ch., (2014); Rahmoun, N.M., et al.: Am. J. Med. Biol. Res., 1, 16 (2013); Jelly, R., et al.: Chem. Commun., 30, 3513 (2008)

Formula: C₁₀D₄H₂O₃

Color and Shape: Neat

Molecular weight: 178.18

Ref: TR-H949537