Chemistry:Mequinol
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| Other names | 4-Hydroxyanisole; para-Guaiacol |
| AHFS/Drugs.com | International Drug Names |
| MedlinePlus | a682437 |
| Routes of administration | Topical |
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| Chemical and physical data | |
| Formula | C7H8O2 |
| Molar mass | 124.139 g·mol−1 |
| Density | 1.55 g/cm3 |
| Melting point | 52.5 °C (126.5 °F) |
| Boiling point | 243 °C (469 °F) |
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Mequinol, MeHQ or 4-methoxyphenol, is an organic compound with the formula CH
3OC
6H
4OH. 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
- ↑ 1.0 1.1 Stiefel Laboratories, Inc.. "Full Prescribing Information". US Food and Drug Administration. http://www.accessdata.fda.gov/drugsatfda_docs/label/2009/020922s006lbl.pdf.
- ↑ 2.0 2.1 Hudnall, Phillip M.. "Ullmann's Encyclopedia of Industrial Chemistry". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a13_499.
- ↑ "Q-switched laser depigmentation in vitiligo, most effective in active disease". The British Journal of Dermatology 169 (6): 1246–51. December 2013. doi:10.1111/bjd.12571. PMID 23909405.
- ↑ "Selective Monoetherification of 1,4-Hydroquinone Promoted by NaNO2". Current Organic Chemistry 17 (10): 1108–1113. 2013. doi:10.2174/1385272811317100011.
- ↑ Correale M, Panseri P, Romano U, Minisci F, "Process for the preparation of mono-ethers of hydroquinones", US patent 4933504
- ↑ "4-Methoxyphenol". NIOSH Pocket Guide to Chemical Hazards. CDC. https://www.cdc.gov/niosh/npg/npgd0390.html.
External links
- "Mequinol". Drug Information Portal. U.S. National Library of Medicine. https://druginfo.nlm.nih.gov/drugportal/name/mequinol.
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