Chemistry:4-Butylresorcinol
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4-Butylresorcinol, sometimes called 4-n-butylresorcinol, is a chemical used to treat hyperpigmentation of the epidermis. Hyperpigmentation is believed to be related to the enzyme tyrosinase which produces melanin. Among several chemicals known to inhibit tyrosinase production, such as hydroquinone, arbutin, and kojic acid, 4-butylresorcinol has been found to be the most powerful inhibitor by IC50[1], but the mode of inhibition is reversible.[2] 4-Butylresorcinol can be used in the synthesis of tetrahydrocannabutol.
| compound | in vitro IC50 | in vivo |
|---|---|---|
| arbutin | > 5000 | |
| hydroquinone | > 1000 | < 40 |
| kojic acid | 500 | |
| 4-n-butylresorcinol | 21 | 13.5 |
References
- ↑ "Hydroquinones". Phenols—Advances in Research and Application: 2013 Edition. Scholastic. 2013. p. 76.
- ↑ Katagiri, Takayuki; Okubo, Tadashi; Oyobikawa, Midori; Futaki, Kiyoko; Shaku, Masao; Kawai, Mitsuo; Takenouchi, Masaki (2001). "Inhibitory Action of 4-n-Butylresorcinol (Rucinol®) on Melanogenesis and Its Skin Whitening Effects". Journal of Society of Cosmetic Chemists of Japan 35 (1): 42–49. doi:10.5107/sccj.35.42. https://www.jstage.jst.go.jp/article/sccj1979/35/1/35_1_42/_article/-char/en.
- ↑ Kolbe, L.; Mann, T.; Gerwat, W.; Batzer, J.; Ahlheit, S.; Scherner, C.; Wenck, H.; Stäb, F. (January 2013). "4-n-butylresorcinol, a highly effective tyrosinase inhibitor for the topical treatment of hyperpigmentation". Journal of the European Academy of Dermatology and Venereology 27 Suppl 1: 19–23. doi:10.1111/jdv.12051. ISSN 1468-3083. PMID 23205541.
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