Monobenzone

Chemical compound
  • D11AX13 (WHO)
Legal statusLegal status
  • CA: Unscheduled
  • US: ℞-only Unscheduled
Identifiers
  • 4-(benzyloxy)phenol
CAS Number
  • 103-16-2 checkY
PubChem CID
  • 7638
IUPHAR/BPS
  • 6830
DrugBank
  • DB00600 checkY
ChemSpider
  • 7356 ☒N
UNII
  • 9L2KA76MG5
KEGG
  • D05072 checkY
ChEMBL
  • ChEMBL1388 ☒N
CompTox Dashboard (EPA)
  • DTXSID2020717 Edit this at Wikidata
ECHA InfoCard100.002.804 Edit this at WikidataChemical and physical dataFormulaC13H12O2Molar mass200.237 g·mol−1 ☒NcheckY (what is this?)  (verify)

Monobenzone, also called 4-(Benzyloxy)phenol and monobenzyl ether of hydroquinone (MBEH) is an organic chemical in the phenol family with chemical formula C6H5CH2OC6H4OH.[1][2] It is used as a topical drug for medical depigmentation.[3] It is a colourless solid that is classified as the monobenzyl ether of hydroquinone. Monobenzone is soluble in alcohol, benzene, and diethyl ether, and practically insoluble in water.

Pharmacology

The topical application of monobenzone in animals increases the excretion of melanin from melanocytes. The same action is thought to be responsible for the depigmenting effect of the drug in humans. Monobenzone may cause destruction of melanocytes and permanent depigmentation. [citation needed]

The histology of the skin after depigmentation with topical monobenzone is the same as that seen in vitiligo; the epidermis is normal except for the absence of identifiable melanocytes. Therefore, monobenzone is used as a topical medicine to permanently depigment normal skin surrounding vitiliginous lesions only in patients with disseminated (greater than 50 percent of body surface area) idiopathic vitiligo. Monobenzone is also being considered for the treatment of melanoma.[4]

References

  1. ^ "4-(Benzyloxy)phenol - Substance Summary". PubChem. U.S. National Library of Medicine. Retrieved 9 September 2013.
  2. ^ "4-(Benzyloxy)phenol, 98%". ChemExper. Retrieved 9 September 2013.
  3. ^ "Monobenzone topical". eMedicineHealth. WebMD, Inc. Archived from the original on 22 March 2017.
  4. ^ "Monobenzone as Immunotherapy for Melanoma". jwatch. Archived from the original on 2013-01-01. Retrieved 2012-06-26.

Further reading

  • Bolognia JL, Lapia K, Somma S (January 2001). "Depigmentation therapy. Dermatologic Therapy". 14 (1): 29–34. doi:10.1046/j.1529-8019.2001.014001029.x. S2CID 221649640. {{cite journal}}: Cite journal requires |journal= (help)

External links

  • "Monobenzone". Drug Information Portal. U.S. National Library of Medicine.
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