52280-69-0

Usage

General Description

1,4-Naphthalenedione, 2-hydroxy-6,7-dimethyl- (9CI), also known as lawsone, is a naturally occurring red-orange compound found in the leaves of the henna plant. It is commonly used as a dye for skin, hair, and nails due to its staining properties. Lawsone has also been studied for its potential medicinal properties, including its anti-inflammatory and antimicrobial effects. Additionally, it has been used in traditional medicine for its wound healing and insect repelling properties. However, lawsone may also cause allergic reactions in some individuals, and excessive exposure to the compound may be harmful to human health.

Upstream product

• 58472-27-8 2-anilino-6,7-dimethyl-1,4-naphthoquinone 
• 180522-42-3 2,3-diacetoxi-6,7-dimetil-2,3-dihidro-1,4-naftoquinona 
• 2670-18-0 6,7-dimethyl-4a,5,8,8a-tetrahydronaphthalene-1,4-dione 
• 7440-44-0 pyrographite 
• 180522-41-2 2,3-epoxi-6,7-dimetil-2,3-dihidro-1,4-naftoquinona 
• 2202-79-1 6,7-dimethyl-1,4-naphthoquinone 

Relevant academic research and scientific papers

SINTESIS DE NAFTAZARINAS HIDROXILADAS

A variety of naphthazarines type 4 and 8 were prepared through Diels-Alder reactions of substituted 1,4-benzoquinones with 1,3-dienes.Thiele-Winter reaction of 5 afforded 6 which by chromic oxidation yielded naphthazarines 7 and/or naphthoquinones 9.Hydroxynaphthazarines of type 8 were synthesized from 5 through 2,3-epoxides of the type 14.The structural study of the products, by 1H-NMR, showed the typical tautomerism of the naphthazarine system.Palabras clave: hidroxinaftazarinas, reaccion Diels-Alder, reaccion Thiele-Winter

Naphthalene anti-psoriatic agents

Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: STR1 wherein: R1 is alkoxy, alkylthio, optionally substituted phenoxy or optionally substituted phenylthio; R2 is hydrogen, lower alkyl, optionally substituted phenyl or optionally substituted phenylalkyl; R3 is lower alkyl, lower alkoxy, or halo and m is 0, 1 or 2, or R3 is optionally substituted phenyl, optionally substituted phenyl lower alkyl, optionally substituted phenyl lower alkoxy, amino, lower alkylamino, lower dialkylamino, cyano, or S(0)n R wherein R is lower alkyl; optionally substituted phenyl; optionally substituted phenyl lower alkyl; or optionally substituted heterocyclic aryl of three to nine ring atoms containing one or two heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and the pharmaceutically acceptable acid addition salts thereof; and m is 1 and n is 0, 1 or 2; and W is alkyl of one to seven carbon atoms, optionally substituted phenyl or optionally substituted benzyl.

2-Hydroxy-3-nitro-1,4-naphthoquinones

Substituted naphthoquinones of the formula (I) and pharmaceutically acceptable salts thereof wherein R1, R2, R3 and R4 represent alkyl, aryl, alkoxy, hydroxy, hydrogen or halogen or any two of the groups R1, R2, R3 and R4 taken together complete a carbocyclic ring, have useful anti-allergy activity in mammals.

Synthesis and antiallergic activity of 2 hydroxy 3 nitro 1,4 naphthoquinones

A selection of novel 2-hydroxy-3-nitro-1,4-naphthoquinones are shown to be potent inhibitors of rat passive cutaneous anaphylaxis (PCA) and to have highest potency with alkyl substitution at both C-6 and C-7. The most potent compounds were 7c and 7e which produced a 50% inhibition in the rat PCA test at doses of about 10 μM/kg following subcutaneous administration and showed activity after oral administration. Related 4-hydroxy-3-nitro-2(1H)-naphthalenones had no effect on rat PCA in doses up to 500 μM/kg.