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1,4-Naphthalenedione, 2-(4-hydroxyphenyl)-, also known as 2-(4-hydroxyphenyl)-1,4-naphthoquinone or Lawsone, is a naturally occurring organic compound with the chemical formula C15H10O3. It is a yellow crystalline substance that is derived from the henna plant (Lawsonia inermis) and is also found in other plants such as the mignonette tree (Caesalpinia sappan). Lawsone is known for its characteristic odor and is used in the production of natural hair dyes, particularly for coloring hair reddish-brown. It has also been studied for its potential anti-inflammatory, antimicrobial, and antioxidant properties, with applications in various fields such as cosmetics, pharmaceuticals, and food preservation.

92796-03-7

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92796-03-7 Usage

Appearance

Naturally occurring yellow pigment

Source

Found in the leaves, roots, and bark of plants such as walnut trees

Antioxidant

Helps prevent cell damage caused by free radicals

Antibacterial

Inhibits the growth of bacteria

Anti-inflammatory

Reduces inflammation in the body

Antifungal

Inhibits the growth of fungi

Traditional Medicine

Used for its anti-inflammatory and antifungal effects

Dye Industry

Produces brown and black colors

Manufacturing

Used in the production of synthetic chemical compounds

Toxicity

Can be toxic to certain plants and animals at high concentrations

Precaution

Should be handled with care due to potential toxicity at high concentrations

Check Digit Verification of cas no

The CAS Registry Mumber 92796-03-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,2,7,9 and 6 respectively; the second part has 2 digits, 0 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 92796-03:
(7*9)+(6*2)+(5*7)+(4*9)+(3*6)+(2*0)+(1*3)=167
167 % 10 = 7
So 92796-03-7 is a valid CAS Registry Number.

92796-03-7Relevant academic research and scientific papers

The silver catalyzed direct C-H functionalization of quinones with dialkyl amides

Pandaram, Sakthivel,Adarsh Krishna,Ilangovan, Andivelu

supporting information, p. 3027 - 3031 (2020/05/08)

DMA and other dialkylamides were successfully used as synthons for the C-H functionalization of quinones. This novel amidoalkylation reaction works with a variety of substituted quinones and dialkyl/alkyl amides, such as DMF, NMP and NMA, and the corresponding products were obtained in moderate to good yields. The amidoalkylation of quinones is demonstrated for the first time. A suitable mechanism and the synthetic utility of these compounds are demonstrated. The molecular docking of compound 5 with an Alzheimer's disease (AD) associated AChE target site was studied.

Transition metal-free direct C-H functionalization of quinones and naphthoquinones with diaryliodonium salts: Synthesis of aryl naphthoquinones as β-secretase inhibitors

Wang, Dawei,Ge, Bingyang,Li, Liang,Shan, Jie,Ding, Yuqiang

, p. 8607 - 8613 (2015/01/08)

A novel ligand-free, transition metal-free direct C.H functionalization of quinones with diaryliodonium salts has been developed for the first time. The transformation was promoted only through the use of a base and gave aryl quinone derivatives in moderate to good yields. This methodology provided an effective and easy way to synthesize β-secretase inhibitors. The radical trapping experiments showed that this progress was the radical mechanism.

Synthesis of aryl- and alkylquinones through rhodium-catalyzed C-C coupling under mild conditions

Wang, Dawei,Ge, Bingyang,Du, Liyong,Miao, Hongyan,Ding, Yuqiang

supporting information, p. 2895 - 2898 (2015/02/02)

A direct arylation, alkylation of quinones with aryl and alkyl boronic acids through rhodium-catalyzed C-C coupling has been developed under mild conditions. [CpRhCl2]2 was shown to be the most effective catalyst for the transformation. More importantly, good to excellent yields were obtained under room temperature and base-free conditions. This reaction provides a practical, efficient method for the synthesis of aryl- and alkylquinones.

Synthesis of aryl substituted quinones as β-secretase inhibitors: Ligand-free direct arylation of quinones with aryl halides

Wang, Dawei,Ge, Bingyang,Yang, Shuyan,Miao, Hongyan,Ding, Yuqiang

, p. 1615 - 1621 (2015/02/19)

The simple ligand-free direct arylation of quinones with aryl halides applying Pd(OAc)2as a catalyst in accordance with Heck reaction was studied. This reaction provided a simple and efficient synthetic approach to efficient inhibitors of β-secretase aryl-substituted quinones.

Arylation of benzo-fused 1,4-quinones by the addition of boronic acids under dicationic Pd(II)-catalysis

Molina, Maria Teresa,Navarro, Cristina,Moreno, Ana,Csaky, Aurelio G.

supporting information; experimental part, p. 4938 - 4941 (2010/01/16)

The first examples of the direct arylation of benzo-fused 1,4-quinones by the dicationic Pd(II)-catalyzed addition of arylboronic acids are reported. The addition reaction is carried out under very mild conditions (dioxane-H 2O, rt, open air at

PHARMACEUTICAL COMPOSITIONS FOR THE PREVENTION AND TREATMENT OF COMPLEX DISEASES AND THEIR DELIVERY BY INSERTABLE MEDICAL DEVICES

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Page/Page column 68, (2008/06/13)

The present invention relates to polyphenol-like compounds that are useful for inhibiting VCAM-1 expression, MCP-1 expression and/or SMC proliferation in a mammal. The disclosed compounds are useful for regulating markers of inflammatory conditions, including vascular inflammation, and for treatment and prevention of inflammatory and cardiovascular diseases and related disease states.

1,4-Naphthoquinones, XXVI: Phenyl-1,4-naphthoquinone derivatives with the hydroxylation patterns of bioflavonoids

Wurm,Gurka

, p. 739 - 743 (2007/10/03)

Flavonoids with special hydroxylation patterns are inhibitors of cylooxygenase and lipoxygenases of the arachidonic acid cascade. To get metabolically more stable compounds with higher lipophilicity and with a similar molecular topography 2-phenyl-1,4-nap

The preparation of the aza-spirobicyclic system of discorhabdin C via an intramolecular phenolate alkylation

Kublak,Confalone

, p. 3845 - 3848 (2007/10/02)

A model study designed for the synthesis of the discorhabdin alkaloids is presented. The key reaction is the intramolecular para-phenolate alkylation of the mesyloxy aminonaphthoquinone 10 to afford the target tetracyclic system 11.

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