Naphthoquinone
Naphthoquinone is a class of organic compounds derived from naphthalene. Three isomers are normally discussed:
- 1,2-Naphthoquinone
- 1,4-Naphthoquinone, of which the Vitamin K group compounds are derivatives
- 2,6-Naphthoquinone (amphi-naphthoquinone)
Naphthoquinones are also a class of natural phenolic compounds formed on a C6-C4 skeleton.
Natural products
Juglone, a compound found in black walnut
- Alkannin
- Hexahydroxy-1,4-naphthalenedione
- Juglone
- Lapachol
- Lawsone
- Menatetrenone
- 2-Methoxy-1,4-naphthoquinone, a compound found in Impatiens species
- Nigrosporin B
- 2,3,5,6,8-Pentahydroxy-1,4-naphthalenedione
- Phylloquinone
- Plumbagin
- 2,3,5,7-Tetrahydroxy-1,4-naphthalenedione
Synthetic chemicals
- Menadione
- 5,8-Dihydroxy-1,4-naphthoquinone and dihydroxynaphthoquinones
- Atovaquone
- Bupanaquone (Butalex, Buparvaquone) is a Theilericide (veterinary).
Uses as chemical precursors
Naphthoquinone can be used for the full synthesis of opiates (Gates synthesis), but it is a tedious and uneconomical process. Therefore, most of the opiate-type analgesics in use today are either directly extracted from Papaver somniferum or synthesized from the natural opiates, mainly from thebaine.[1]
Diazonaphthoquinone is a diazo derivative of naphthoquinone.
See also
References
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