![1,4-Naphthoquinone](https://upload.wikimedia.org/wikipedia/commons/1/19/1%2C4-Naphthoquinone.svg)
Naphthoquinones constitute a class of
organic compounds
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The s ...
structurally related to
naphthalene. Two
isomers are common for the parent naphthoquinones:
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1,2-Naphthoquinone
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1,4-Naphthoquinone
Natural products
![Juglone](https://upload.wikimedia.org/wikipedia/commons/1/11/Juglone.png)
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Alkannin
Alkannin is a natural dye that is obtained from the extracts of plants from the borage family ''Alkanna tinctoria'' that are found in the south of France. The dye is used as a food colouring and in cosmetics. It is used as a red-brown food additive ...
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Hexahydroxy-1,4-naphthalenedione
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Juglone
Juglone, also called 5-hydroxy-1,4-naphthalenedione (IUPAC) is an organic compound with the molecular formula C10H6O3. In the food industry, juglone is also known as C.I. Natural Brown 7 and C.I. 75500. It is insoluble in benzene but soluble i ...
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Lapachol
Lapachol is a natural phenolic compound isolated from the bark of the lapacho tree.Record, Samuel J.. "Lapachol" pages 17-19. In: ''Tropical Woods'' (1925). This tree is known botanically as ''Handroanthus impetiginosus'', but was formerly known ...
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Lawsone
Lawsone (2-hydroxy-1,4-naphthoquinone), also known as hennotannic acid, is a red-orange dye present in the leaves of the henna plant (''Lawsonia inermis''), for which it is named, as well as in the flower of water hyacinth ('' Eichhornia crassipe ...
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Menatetrenone
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2-Methoxy-1,4-naphthoquinone, a compound found in ''
Impatiens'' species
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Nigrosporin B
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2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione
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Phylloquinone
Phytomenadione, also known as vitamin K1 or phylloquinone, is a vitamin found in food and used as a dietary supplement. It is on the World Health Organization's List of Essential Medicines.
As a supplement it is used to treat certain bleeding ...
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Plumbagin
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2,3,5,7-Tetrahydroxy-1,4-naphthalenedione
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Vitamin K
Vitamin K refers to structurally similar, fat-soluble vitamers found in foods and marketed as dietary supplements. The human body requires vitamin K for post-synthesis modification of certain proteins that are required for blood coagulation ...
and related compounds
Synthetic naphthoquinones
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Menadione
Menadione is a natural organic compound with the formula C6H4(CO)2C2H(CH3). It is an analog of 1,4-naphthoquinone with a methyl group in the 2-position. It is sometimes called vitamin K3. Use is allowed as a nutritional supplement in animal feed ...
(2-Methyl-1,4-naphthoquinone), a vitamin K mimic
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5,8-Dihydroxy-1,4-naphthoquinone and
dihydroxynaphthoquinones
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Atovaquone
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Buparvaquone, an antiprotozoal drug used in veterinary medicine
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Diazonaphthoquinone
Diazonaphthoquinone (DNQ) is a diazo derivative of naphthoquinone. Upon exposure to light, DNQ converts to a derivative that is susceptible to etching. In this way, DNQ has become an important reagent in photoresist technology in the semiconduct ...
, a diazo derivative of naphthoquinone
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1,2-Naphthoquinone, from the biodegradation of naphthalene.
See also
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Hydroxynaphthoquinones
References
{{Naphthoquinone
pt:Naftoquinona