ethyl carbamate

• ChemBase编号: 4371
• 分子式: C3H7NO2
• 平均质量: 89.09318
• 单一同位素质量: 89.04767847
• SMILES: O(CC)C(=O)N
• Canonical SMILES: CCOC(=O)N
• InChI: InChI=1S/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5)
• InChIKey: JOYRKODLDBILNP-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl carbamate
• IUPAC传统名: ethyl carbamate; urethane
• 商标名: Leucethane; Leucothane; Pracarbamin; Pracarbamine
• 别名: 乌拉坦; 氨基甲酸乙酯; 氨甲酸乙酯; 尿烷; 氨基甲酸乙酯; Urethane; Ethyl carbamate; Ethyl Aminoformate; Leucethane; NSC 746; Pracarbamine; Aethylcarbamat [german]; Aethylurethan [german]; Carbamic acid ethyl ester; Carbamidsaeure-aethylester [german]; Ethyl ester of carbamic acid; Ethyl urethan; Ethyl urethane; Ethylcarbamate; Ethylester kyseliny karbaminove [czech]; Ethylurethan; Ethylurethane; O-ethyl urethane; O-ethylurethane; Uretan etylowy [polish]; Uretano [dcit]; Urethanum [inn-latin]; Urethane; Estane 5703; Urethan; Uretan; Ethyl carbamate; Ethyl Carbamate; URETHANE

登记号

• CAS号: 51-79-6
• EC号: 200-123-1
• MDL号: MFCD00007966
• Beilstein号: 635810
• 默克索引号: 149877
• PubChem SID: 160967803; 46505215; 24900632; 24889979
• PubChem CID: 5641
• CHEBI ID: 17967
• CHEMBL: 462547
• Chemspider ID: 5439
• DrugBank ID: DB04827
• KEGG ID: C01537
• 医学主题词(MeSH): Urethane
• 美国药典/FDA物质标识码: 3IN71E75Z5
• 维基百科标题: Ethyl_carbamate

理论计算性质

JChem

• Acid pKa: 15.473282
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): -0.05418924
• LogD (pH = 7.4): -0.054189235
• Log P: -0.05418924
• 摩尔折射率: 20.8381 cm^3
• 极化性: 8.233633 Å^3
• 极化表面积: 52.32 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

ALOGPS 2.1

• Log P: -0.14
• LOG S: 0.62
• 溶解度: 3.71e+02 g/l

分子性质

理化性质

• 溶解度: 0.480 g cm^-3 at 15 °C in water; 480 mg/mL at 15 oC [SEIDELL,A (1941)]; Chloroform; Methanol
• 外观: Crystalline; White crystals; White Solid
• 熔点: 46 - 50°C; 46-49 °C; 48-50 °C; 48-50 °C(lit.); 48-50°C
• 沸点: 182 - 185°C; 182-184 °C; 182-184 °C(lit.); 182-184°C
• 闪点: >92°C(198°F); 197.6 °F; 198°C; 92 °C
• 密度: 0.9862 at 21 °C (water = 1); 1.056 g cm^-3
• 蒸汽压: 0.36 mm Hg at 25 °C, 10 mm Hg at 77.8 °C; 1.3 kPa at 78 °C; 10 mmHg ( 77.8 °C)
• 蒸汽密度: 3.07 (air = 1); 3.07 (vs air)
• 分配系数: -0.190(4)
• 疏水性(logP): -0.15 [HANSCH,C ET AL. (1995)]
• pKa: 13.58
• 偶极距: 0.5206015862 D

安全信息

• 保存条件: Refrigerator; Room Temperature (15-30°C)
• RTECS编号: FA8400000
• 欧盟危险性物质标志: 有毒(Toxic) (T)
• 联合国危险货物编号: 2811; 3077
• 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
• 澳大利亚Hazchem: 2X
• 危险公开号: 45; R:45; R45
• 安全公开号: 53-45; S:45-53; S45, S53
• 欧盟危险货物分类: M7
• 欧盟危险识别号(EUHIN): 13
• 美国ERG指导号: 171
• TSCA收录: 是
• 欧盟危险品索引: 607-149-00-6
• GHS危险品标识: GHS07; GHS08
• GHS警示词: Danger
• 主要危害: Harmful if swallowed; May cause cancer
• NFPA704:
  

  2

  1

  0
• GHS危险声明: H302-H350; H350
• GHS警示性声明: P201-P308 + P313; P281-P201-P202-P308+P313-P405-P501A
• 个人保护装置: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges

产品相关信息

• 纯度: ≥98.0% (GC); ≥99%; ≥99.0% (GC); 95+%; 98%; 99%
• 级别: analytical standard
• 有效期: (limited shelf life, expiry date on the label)
• 线性分子式: NH2COOC2H5

详细说明

MP Biomedicals - 02158243

Crystalline

DrugBank - DB04827

• Drug Groups: withdrawn
• Description: Ethyl carbamate (also known as urethan and urethane), formerly marketed as an inactive ingredient in Profenil injection, was determined to be carcinogenic and was removed from the Canadian, US, and UK markets in 1963.
• Affected Organisms: Humans and other mammals
• External Links: Wikipedia

Sigma Aldrich - U2500

包装
100, 250, 500 g in poly bottle

Toronto Research Chemicals - U825300

Naturally occurring contaminant in fermented foods, particularly wine, stone-fruit brandies, and bread. This substance is reasonably anticipated to be a human carcinogen.

参考文献

• Franklin, K.J., et al.: J. Pharmacol. Exp. Ther., 42, 1 (1931)
• Mirvish, S.S., et al.: Adv. Cancer Res., 11, 1 (1931)
• Battaglia, R., et al.: Food Addit. Contam., 7, 477 (1931)
• Zimmerli, B., et al.: Mutat. Res., 259, 325 (1931)