4-(benzyloxy)phenol

• ChemBase ID: 482
• Molecular Formular: C13H12O2
• Molecular Mass: 200.23318
• Monoisotopic Mass: 200.08372962
• SMILES: O(Cc1ccccc1)c1ccc(O)cc1
• Canonical SMILES: Oc1ccc(cc1)OCc1ccccc1
• InChI: InChI=1S/C13H12O2/c14-12-6-8-13(9-7-12)15-10-11-4-2-1-3-5-11/h1-9,14H,10H2
• InChIKey: VYQNWZOUAUKGHI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(benzyloxy)phenol
• IUPAC Traditional name: monobenzone; superlite
• Brand Name: AgeRite Alba; Agerite; Alba; Alba-Dome; Benoquin; Carmifal; Depigman; Dermochinona; Leucodinine; Monobenzon; Pigmex; Superlite
• Synonyms: 4-(Benzyloxy)phenol; 4-(Benzyloxy)phenol; p-(BENZYLOXY)PHENOL; Hydrochinon monobenzylether [Czech]; Hydroquinone benzyl ether; Hydroquinone monobenzyl ether; Benzyl p-hydroxyphenyl ether; Benzyl hydroquinone; Benzoquin; Monobenzona [INN-Spanish]; Monobenzone [INN]; Monobenzonum [INN-Latin]; Monobenzyl ether hydroquinone; Monobenzyl Ether of Hydroquinone; Monobenzyl hydroquinone; p-Hydroxyphenyl benzyl ether; Monobenzone; HYDROQUINONE MONOBENZYL ETHER, N F; Benoquin; 4-Benzyloxyphenol; Monobenzone; 4-Benzyloxyphenol; 氢醌单苄醚; 4-苄氧基苯酚

Database IDs

• CAS Number: 103-16-2
• EC Number: 203-083-3
• MDL Number: MFCD00002333
• Beilstein Number: 1958305
• Merck Index: 146248
• PubChem SID: 46507466; 24878454; 24856519; 160963945; 24849729
• PubChem CID: 7638

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.91468
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.2364657
• LogD (pH = 7.4): 3.235164
• Log P: 3.2364824
• Molar Refractivity: 59.1147 cm^3
• Polarizability: 23.051167 Å^3
• Polar Surface Area: 29.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.08
• LOG S: -3.71
• Solubility (Water): 3.92e-02 g/l

PROPERTIES

Physical Property

• Solubility: 251 mg/L
• Melting Point: 118-122°C; 118-122°C; 119-120 °C; 119-120 °C(lit.)
• Density: 1.26; 1.260
• Hydrophobicity(logP): 3.2

Safety Information

• Storage Condition: -20°C
• Storage Warning: IRRITANT; Irritant/Store under Argon
• RTECS: SJ7700000
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 2
• Risk Statements: 36-43; R:36-43
• Safety Statements: 24/25-26-37; S:26-37-24/25
• TSCA Listed: false; 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H317-H319; H319-H317
• GHS Precautionary statements: P261-P280-P305+P351+P338-P302+P352-P321-P501A; P280-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves

Pharmacology Properties

• Gene Information: rat ... Ar(24208)

Product Information

• Purity: ≥99%; ≥99.0% (HPLC); 95+%; 98%; 98+%
• Grade: NF; purum
• Salt Data: Free Base
• Linear Formula: C6H5CH2OC6H4OH

DETAILS

MP Biomedicals - 05206584

MP Biomedicals Rare Chemical collection

MP Biomedicals - 05212360

MP Biomedicals Rare Chemical collection

DrugBank - DB00600

• Drug Groups: approved
• Description: Monobenzone is the monobenzyl ether of hydroquinone used medically for depigmentation. Monobenzone occurs as a white, almost tasteless crystalline powder, soluble in alcohol and practically insoluble in water.; ; The topical application of monobenzone in animals increases the excretion of melanin from the 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.
• Indication: Used topically to treat the loss of skin color (vitiligo).
• Pharmacology: Monobenzone is the monobenzyl ether of hydroquinone. Monobenzone, applied topically to the skin, is used as a depigmenting agent inhibitting melanin produced by polymerization of oxidation products of tyrosine and dihydroxyphenyl compounds. Monobenzone works by permanently removing color from normal skin located around skin with vitiligo.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia; Drugs.com

Selleck Chemicals - S1652

Research Area: Metabolic Disease
Biological Activity:
Monobenzone is a compound used as a topical agent for medical depigmentation.The topical application of monobenzone in animals decreases the excretion of melanin from melanocytes. The same action is thought to be responsible for the depigmenting effect of the compound in humans. Monobenzone may cause destruction of melanocytes and permanent depigmentation. [1]

Sigma Aldrich - 158348

Packaging
25, 100 g in glass bottle

REFERENCES

• http://en.wikipedia.org/wiki/Monobenzone