Monobenzone

Monobenzone
Clinical data
AHFS/Drugs.com International Drug Names
Routes of
administration		 Topical
ATC code D11AX13 (WHO)
Legal status
Legal status
  • CA: Unscheduled
  • US: Rx-only, Unscheduled
Identifiers
Synonyms Hydroquinone benzyl ether, Hydroquinone monobenzyl ether, Benzyl p-hydroxyphenyl ether, Benzyl hydroquinone, Benzoquin, 4-(phenylmethoxy)phenol
CAS Number 103-16-2 YesY
PubChem (CID) 7638
IUPHAR/BPS 6830
DrugBank DB00600 YesY
ChemSpider 7356 N
UNII 9L2KA76MG5 N
KEGG D05072 YesY
ChEMBL CHEMBL1388 N
ECHA InfoCard 100.002.804
Chemical and physical data
Formula C13H12O2
Molar mass 200.233180 g/mol
 NYesY (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][4] 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.

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.[5]

Other uses

Monobenzone is also used to derive dyes for fiber dyeing and is used in the rubber industry.

See also

References

  1. ↑ "4-(Benzyloxy)phenol - Substance Summary". Retrieved 9 September 2013.
  2. ↑ "4-(Benzyloxy)phenol, 98%". ChemExper. Retrieved 9 September 2013.
  3. ↑ http://www.emedicinehealth.com/drug-monobenzone_topical/article_em.htm
  4. ↑ Skin bleaching with monobenzone
  5. ↑ "Monobenzone as Immunotherapy for Melanoma". jwatch. Retrieved 2012-06-26.

Further reading

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