benzyl benzoate

• ChemBase编号: 558
• 分子式: C14H12O2
• 平均质量: 212.24388
• 单一同位素质量: 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

名称和登记号

名称

• IUPAC标准名: benzyl benzoate
• IUPAC传统名: benzyl benzoate
• 商标名: 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
• 别名: 安息香酸苄酯; 苯甲酸苄酯; 苯甲酸苄酯; Benzyl Benzoate; Benzyl benzoate; Benzoic Acid Benzyl Ester; Benzylis benzoas; Benzoic Acid Phenylmethylester

登记号

• CAS号: 120-51-4
• EC号: 204-402-9
• MDL号: MFCD00003075
• Beilstein号: 2049280
• 默克索引号: 141127
• PubChem SID: 24899308; 24847588; 24900878; 24900877; 160964021; 24891923; 46508023; 24847589; 46505783; 24892144
• PubChem CID: 2345
• CHEBI ID: 41237
• ATC码: P03AX01; QP53AX11
• CHEMBL: 1239
• Chemspider ID: 13856959
• DrugBank ID: DB02775
• FEMA编号: 2138
• KEGG ID: D01138
• 美国药典/FDA物质标识码: N863NB338G
• 维基百科标题: Benzyl_benzoate
• 欧洲委员会编号: 262
• Flavis Number: 9.727

理论计算性质

JChem

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 3.701196
• LogD (pH = 7.4): 3.701196
• Log P: 3.701196
• 摩尔折射率: 62.6959 cm^3
• 极化性: 24.350092 Å^3
• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: 3.43
• LOG S: -4.03
• 溶解度: 1.98e-02 g/l

分子性质

理化性质

• 溶解度: 15.4 mg/L
• 外观: Colorless liquid
• 熔点: 17-20 °C(lit.); 18°C; 18-20°C; 18-20°C
• 沸点: 323°C; 323-324 °C(lit.); 323-324°C
• 闪点: 147°C(296°F); 158 °C; 158°C (316.4°F) (closed cup); 298°C; 316.4 °F
• 自燃点: 896 °F
• 密度: 1.112; 1.112 g/ml; 1.118 g/mL at 20 °C(lit.); 1.12 g/cm^3
• 折射率: 1.5680; n20/D 1.568(lit.); n20/D 1.569
• 蒸汽压: 0.000224 mm Hg at 25 °C; 1 mmHg ( 125 °C)
• 疏水性(logP): 3.7
• 感官: almond; cheese; cherry; floral; pineapple; strawberry; sweet; floral; sweet

安全信息

• 保存条件: Room Temperature (15-30°C), Protect from light
• RTECS编号: DG4200000
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: UN3082
• 德国WGK号: 3
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): III
• 危险公开号: 22-51/53; R:22
• 安全公开号: 25-46-61; S:25
• TSCA收录: 是
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H411
• GHS警示性声明: P273; P273-P264-P270-P301+P312-P330-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: 2-8°C
• Regulation Compliance: EU Regulation 1334/2008 & 178/2002; FCC; FDA 21 CFR (172.515); FDA 21 CFR (175.105)

药理学性质

• 过敏源: no known allergens

产品相关信息

• 纯度: ≥98% (GC); ≥98.0%; ≥99%; ≥99.0%; ≥99.0% (GC); 99+%
• 级别: analytical standard; FG; Halal; Kosher; natural; NI; Ph Eur; purum; ReagentPlus®; SAJ first grade; SAJ special grade
• 包装: ampule of 1000 mg
• 适用性: meets USP testing specifications
• 有效期: (limited shelf life, expiry date on the label)
• 药典: testing & handling conforms to Pharmacopeia
• 线性分子式: C6H5COOCH2C6H5

详细说明

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

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

Sigma Aldrich - W213802

包装
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

参考文献

• 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