Mequinol
- D11AX06 (WHO)
- CA: Unscheduled
- US: ℞-only and Unscheduled
- In general: unscheduled
- 4-Methoxyphenol
- 150-76-5 Y
- 9015
- 6827
- 8665 Y
- 6HT8U7K3AM
- D04926 Y
- ChEMBL544 Y
- DTXSID4020828
- InChI=1S/C7H8O2/c1-9-7-4-2-6(8)3-5-7/h2-5,8H,1H3 Y
- Key:NWVVVBRKAWDGAB-UHFFFAOYSA-N Y
Mequinol, MeHQ or 4-methoxyphenol, is an organic compound with the formula CH3OC6H4OH. It is a phenol with a methoxy group in the para position. A colorless solid, it is used in dermatology[1] and organic chemistry.[2]
Use in dermatology
Mequinol is a common active ingredient in topical drugs used for skin depigmentation. As a topical drug mequinol is often mixed with tretinoin, a topical retinoid. A common formulation for this drug is an ethanolic solution of 2% mequinol and 0.01% tretinoin by mass.[1] Dermatologists commonly prescribe the drug to treat liver spots.
Lower dosages of mequinol have been used in conjunction with a Q-switched laser to depigment skin in patients with disseminated idiopathic vitiligo.[3]
Organic chemistry
In organic chemistry 4-methoxyphenol is used as a polymerisation inhibitor (e.g. acrylates or styrene monomers).[2]
4-Methoxyphenol can be produced from p-benzoquinone and methanol via a free radical reaction.[4][5]
Safety
The U.S. National Institute for Occupational Safety and Health (NIOSH) has set a recommended exposure limit (REL) of 5 mg/m3 over an 8-hour workday.[6]
See also
- Monobenzone (benzyloxyphenol)
- Hydroquinone
- Guaiacol
- 2-Hydroxy-5-methoxybenzaldehyde
References
- ^ a b Stiefel Laboratories, Inc. "Full Prescribing Information" (PDF). US Food and Drug Administration. Retrieved 2 January 2015.
- ^ a b Hudnall PM (2000). "Hydroquinone". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_499. ISBN 978-3527306732.
- ^ Komen L, Zwertbroek L, Burger SJ, van der Veen JP, de Rie MA, Wolkerstorfer A (December 2013). "Q-switched laser depigmentation in vitiligo, most effective in active disease". The British Journal of Dermatology. 169 (6): 1246–51. doi:10.1111/bjd.12571. PMID 23909405. S2CID 43542975.
- ^ Gambarotti C, Melone L, Punta C, Shisodia SU (2013). "Selective Monoetherification of 1,4-Hydroquinone Promoted by NaNO2". Current Organic Chemistry. 17 (10): 1108–1113. doi:10.2174/1385272811317100011.
- ^ US 4933504, Correale M, Panseri P, Romano U, Minisci F, "Process for the preparation of mono-ethers of hydroquinones"
- ^ "4-Methoxyphenol". NIOSH Pocket Guide to Chemical Hazards. CDC. Retrieved 2015-11-20.
External links
- "Mequinol". Drug Information Portal. U.S. National Library of Medicine.
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