Structure via PubChem · Public domain (PubChem)
monobenzone
Sign in to saveAlso known as p-benzyloxyphenol, 4-(Phenylmethoxy)phenol, Monobenzyl hydroquinone, Hydroquinone monobenzyl ether, 4-Benzyloxyphenol, p-(Benzyloxy)phenol, p-Hydroxyphenyl benzyl ether
Monobenzone, also called 4-(Benzyloxy)phenol and monobenzyl ether of hydroquinone (MBEH) is an organic chemical in the phenol family with chemical formula C6H5CH2OC6H4OH. It is used as a topical drug for medical depigmentation. 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.
Chemical data
- Formula
- C13H12O2
- Molecular weight
- 200.23 g/mol
- IUPAC name
- 4-phenylmethoxyphenol
- SMILES
- C1=CC=C(C=C1)COC2=CC=C(C=C2)O
- InChIKey
- VYQNWZOUAUKGHI-UHFFFAOYSA-N
- XLogP
- 3.4
- Polar surface area
- 29.5 Ų
- H-bond donors
- 1
- H-bond acceptors
- 2
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1952
- Admin. routes
- topical
via ChEMBL · EBI
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 200.08373
- Has use
- medication
Show 6 more facts
- medical condition treated
- pigmentation disorder
- chemical formula
- C₁₃H₁₂O₂
- canonical SMILES
- C1=CC=C(C=C1)COC2=CC=C(C=C2)O
- World Health Organisation international non-proprietary name
- monobenzone
- melting point
- 120
- Commons category
- Monobenzone
via Wikidata · CC0
~1 min read
Encyclopedic overview
4 sectionsContents
- Pharmacology
- References
- Further reading
- External links
Monobenzone, also called 4-(Benzyloxy)phenol and monobenzyl ether of hydroquinone (MBEH) is an organic chemical in the phenol family with chemical formula C6H5CH2OC6H4OH. It is used as a topical drug for medical depigmentation. 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.
Excerpted from Wikipedia’s “monobenzone” article, available under the CC BY-SA 4.0 licence.