benzyl benzoate

• ChemBase ID: 558
• Molecular Formular: C14H12O2
• Molecular Mass: 212.24388
• Monoisotopic Mass: 212.08372962
• SMILES: O(Cc1ccccc1)C(=O)c1ccccc1
• Canonical SMILES: O=C(c1ccccc1)OCc1ccccc1
• InChI: InChI=1S/C14H12O2/c15-14(13-9-5-2-6-10-13)16-11-12-7-3-1-4-8-12/h1-10H,11H2
• InChIKey: SESFRYSPDFLNCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl benzoate
• IUPAC Traditional name: benzyl benzoate
• Brand Name: Ascabin; Ascabiol; Benylate; Benzoic acid benzyl ester; Benzoic acid, benzyl ester; Benzoic acid, phenylmethyl ester; Benzyl alcohol benzoic ester; Benzyl benzenecarboxylate; Benzyl benzoate 99+ %; Benzyl ester; Benzyl phenylformate; Benzylester kyseliny benzoove; Benzylets; Colebenz; Novoscabin; Peruscabin; Scabagen; Scabanca; Scabide; Scabiozon; Scabitox; Scobenol; Vanzoate; Venzoate; Venzonate
• Synonyms: Benzyl Benzoate; Benzyl benzoate; Benzoic Acid Benzyl Ester; Benzylis benzoas; Benzoic Acid Phenylmethylester; 安息香酸苄酯; 苯甲酸苄酯; 苯甲酸苄酯

Database IDs

• CAS Number: 120-51-4
• EC Number: 204-402-9
• MDL Number: MFCD00003075
• Beilstein Number: 2049280
• Merck Index: 141127
• PubChem SID: 160964021; 24891923; 46508023; 46505783; 24892144; 24899308; 24847588; 24900878; 24900877; 24847589
• PubChem CID: 2345
• CHEBI ID: 41237
• ATC CODE: P03AX01; QP53AX11
• CHEMBL: 1239
• Chemspider ID: 13856959
• DrugBank ID: DB02775
• FEMA ID: 2138
• KEGG ID: D01138
• Unique Ingredient Identifier: N863NB338G
• Wikipedia Title: Benzyl_benzoate
• Council of Europe Number: 262
• Flavis Number: 9.727

CALCULATED PROPERTIES

JChem

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 3.701196
• LogD (pH = 7.4): 3.701196
• Log P: 3.701196
• Molar Refractivity: 62.6959 cm^3
• Polarizability: 24.350092 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.43
• LOG S: -4.03
• Solubility (Water): 1.98e-02 g/l

PROPERTIES

Physical Property

• Solubility: 15.4 mg/L
• Apperance: Colorless liquid
• Melting Point: 17-20 °C(lit.); 18°C; 18-20°C; 18-20°C
• Boiling Point: 323°C; 323-324 °C(lit.); 323-324°C
• Flash Point: 147°C(296°F); 158 °C; 158°C (316.4°F) (closed cup); 298°C; 316.4 °F
• Auto Ignition Point: 896 °F
• Density: 1.112; 1.112 g/ml; 1.118 g/mL at 20 °C(lit.); 1.12 g/cm^3
• Refractive Index: 1.5680; n20/D 1.568(lit.); n20/D 1.569
• Vapor Pressure: 0.000224 mm Hg at 25 °C; 1 mmHg ( 125 °C)
• Hydrophobicity(logP): 3.7
• Organoleptic: almond; cheese; cherry; floral; pineapple; strawberry; sweet; floral; sweet

Safety Information

• Storage Condition: Room Temperature (15-30°C), Protect from light
• RTECS: DG4200000
• European Hazard Symbols: Nature polluting (N); X; Harmful (Xn)
• UN Number: UN3082
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: III
• Risk Statements: 22-51/53; R:22
• Safety Statements: 25-46-61; S:25
• TSCA Listed: 是
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H411
• GHS Precautionary statements: P273; P273-P264-P270-P301+P312-P330-P501A
• Personal Protective Equipment: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• Storage Temperature: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515); FDA 21 CFR (175.105)

Pharmacology Properties

• Allergens: no known allergens

Product Information

• Purity: ≥98% (GC); ≥98.0%; ≥99%; ≥99.0%; ≥99.0% (GC); 99+%
• Grade: analytical standard; FG; Halal; Kosher; natural; NI; Ph Eur; purum; ReagentPlus®; SAJ first grade; SAJ special grade
• Packaging: ampule of 1000 mg
• Suitability: meets USP testing specifications
• Shelf Life: (limited shelf life, expiry date on the label)
• Pharmacopeia: testing & handling conforms to Pharmacopeia
• Linear Formula: C6H5COOCH2C6H5

DETAILS

MP Biomedicals - 02154839

1 ml = approx. 1.12 g.

DrugBank - DB00676

• Drug Groups: approved
• Description: Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties.
• Indication: Used to kill lice and the mites responsible for the skin condition scabies.
• Pharmacology: Benzyl benzoate is one of the older preparations used to treat scabies. Scabies is a skin infection caused by the mite sarcoptes scabiei. It is characterised by severe itching (particularly at night), red spots, and may lead to a secondary infection. Benzyl benzoate is lethal to this mite and so is useful in the treatment of scabies. It is also used to treat lice infestation of the head and body. Benzyl benzoate is not the treatment of choice for scabies due to its irritant properties.
• Toxicity: Oral, rabbit: LD₅₀ = 1680 mg/kg; Skin, rabbit: LD₅₀ = 4000 mg/kg. Symptoms of overdose include blister formation, crusting, itching, oozing, reddening, or scaling of skin; difficulty in urinating (dribbling); jerking movements; sudden loss of consciousness.
• Affected Organisms: Sarcoptes scabiei
• Biotransformation: Rapidly hydrolyzed to benzoic acid and benzyl alcohol, which is further oxidized to benzoic acid. The benzoic acid is conjugated with glycine to form hippuric acid.
• Absorption: No data are available on percutaneous absorption of benzyl benzoate. Some older studies have suggested some percutaneous absorption, however the amount was not quantified.
• References: Bachewar NP, Thawani VR, Mali SN, Gharpure KJ, Shingade VP, Dakhale GN: Comparison of safety, efficacy, and cost effectiveness of benzyl benzoate, permethrin, and ivermectin in patients of scabies. Indian J Pharmacol. 2009 Feb;41(1):9-14. [Pubmed] ; Buffet M, Dupin N: Current treatments for scabies. Fundam Clin Pharmacol. 2003 Apr;17(2):217-25. [Pubmed]
• External Links: Wikipedia; Drugs.com

DrugBank - DB02775

Drug information: experimental

Sigma Aldrich - W213810

Packaging
1 kg in glass bottle
1 sample in glass bottle
100 g in glass bottle
5 kg in poly drum

Sigma Aldrich - W213802

Packaging
1 kg in glass bottle
1 sample in glass bottle
5, 10 kg in poly drum

Sigma Aldrich - B9550

包装
1 L in glass bottle
250, 500 mL in glass bottle

Sigma Aldrich - B6630

包装
1 L in glass bottle
250, 500 mL in glass bottle
法律信息
ReagentPlus 注册商标 Sigma-Aldrich Co. LLC

REFERENCES

• Buffet M, Dupin N: Current treatments for scabies. Fundam Clin Pharmacol. 2003 Apr;17(2):217-25. Pubmed
• Bachewar NP, Thawani VR, Mali SN, Gharpure KJ, Shingade VP, Dakhale GN: Comparison of safety, efficacy, and cost effectiveness of benzyl benzoate, permethrin, and ivermectin in patients of scabies. Indian J Pharmacol. 2009 Feb;41(1):9-14. Pubmed