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5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones; Atovaquone; Buparvaquone, an antiprotozoal drug used in veterinary medicine; Diazonaphthoquinone, a diazo derivative of naphthoquinone; 1,2-Naphthoquinone, from the biodegradation of naphthalene.
1,4-Naphthoquinone acts as strong dienophile in Diels-Alder reaction.Its adduct with 1,3-butadiene can be prepared by two methods: 1) long (45 days) exposure of naphthoquinone in neat liquid butadiene taken in huge excess at room temperature in a thick-wall glass tube or 2) fast catalyzed cycloaddition at low temperature in the presence of 1 equivalent of tin(IV) chloride: [5]
Naphthazarin, often called 5,8-dihydroxy-1,4-naphthoquinone or 5,8-dihydroxy-1,4-naphthalenedione (), is a naturally occurring [1] [2] organic compound with formula C 10 H 6 O 4, formally derived from 1,4-naphthoquinone through replacement of two hydrogen atoms by hydroxyl (OH) groups.
Other hydroxy- compounds can be derived from other isomers of the latter, such as 1,2-naphthoquinone and 2,6-naphthoquinone. The IUPAC nomenclature uses dihydronaphthalenedione instead of "naphthoquinone", with the necessary prefixes to indicate the positions of the carbonyl oxygens (=O) — as in 5,8-dihydroxy-1a,8a-dihydronaphthalene-1,4 ...
The unqualified term "dihydroxynaphthoquinone" usually means a derivative of 1,4-naphthoquinone. Other dihydroxy- compounds can be derived from the two other known isomers, 1,2-naphthoquinone ( ortho -) and 2,6-naphthoquinone ( amphi -).
1,2-Naphthoquinone or ortho-naphthoquinone is a polycyclic aromatic organic compound with formula C 10 H 6 O 2. This yellow solid is prepared by oxidation of 1-amino-2-hydroxynaphthalene with ferric chloride. [1]
Six known naphthoquinone derivatives have been isolated from O. unilateralis, namely erythrostominone, deoxyerythrostominone, 4-O-methyl erythrostominone, epierythrostominol, deoxyerythrostominol, and 3,5,8-trihydroxy-6-methoxy-2-(5-oxohexa-1,3-dienyl)-1,4-naphthoquinone, which have shown activity in in vitro assays related to antimalarial drug ...
Plumbagin or 5-hydroxy-2-methyl-1,4-naphthoquinone is an organic compound with the chemical formula C 11 H 8 O 3. It is regarded as a toxin [1] and it is genotoxic [2] and mutagenic. [3] Plumbagin is a yellow dye, [1] formally derived from naphthoquinone. It is named after the plant genus Plumbago, from which it was originally isolated. [4]