ethyl carbamate

• ChemBase ID: 4371
• Molecular Formular: C3H7NO2
• Molecular Mass: 89.09318
• Monoisotopic Mass: 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

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl carbamate
• IUPAC Traditional name: ethyl carbamate; urethane
• Brand Name: Leucethane; Leucothane; Pracarbamin; Pracarbamine
• Synonyms: 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; 乌拉坦; 氨基甲酸乙酯; 氨甲酸乙酯; 尿烷; 氨基甲酸乙酯

Database IDs

• CAS Number: 51-79-6
• EC Number: 200-123-1
• MDL Number: MFCD00007966
• Beilstein Number: 635810
• Merck Index: 149877
• PubChem SID: 46505215; 24900632; 24889979; 160967803
• PubChem CID: 5641
• CHEBI ID: 17967
• CHEMBL: 462547
• Chemspider ID: 5439
• DrugBank ID: DB04827
• KEGG ID: C01537
• MeSH Name: Urethane
• Unique Ingredient Identifier: 3IN71E75Z5
• Wikipedia Title: Ethyl_carbamate

CALCULATED PROPERTIES

JChem

• Acid pKa: 15.473282
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): -0.05418924
• LogD (pH = 7.4): -0.054189235
• Log P: -0.05418924
• Molar Refractivity: 20.8381 cm^3
• Polarizability: 8.233633 Å^3
• Polar Surface Area: 52.32 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.14
• LOG S: 0.62
• Solubility (Water): 3.71e+02 g/l

PROPERTIES

Physical Property

• Solubility: 0.480 g cm^-3 at 15 °C in water; 480 mg/mL at 15 oC [SEIDELL,A (1941)]; Chloroform; Methanol
• Apperance: Crystalline; White crystals; White Solid
• Melting Point: 46 - 50°C; 46-49 °C; 48-50 °C; 48-50 °C(lit.); 48-50°C
• Boiling Point: 182 - 185°C; 182-184 °C; 182-184 °C(lit.); 182-184°C
• Flash Point: >92°C(198°F); 197.6 °F; 198°C; 92 °C
• Density: 0.9862 at 21 °C (water = 1); 1.056 g cm^-3
• Vapor Pressure: 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)
• Vapor Density: 3.07 (air = 1); 3.07 (vs air)
• Partition Coefficient: -0.190(4)
• Hydrophobicity(logP): -0.15 [HANSCH,C ET AL. (1995)]
• pKa: 13.58
• Dipole Moment: 0.5206015862 D

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: FA8400000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; 3077
• German water hazard class: 3
• Hazard Class: 9
• Packing Group: III
• Australian Hazchem: 2X
• Risk Statements: 45; R:45; R45
• Safety Statements: 53-45; S:45-53; S45, S53
• EU Classification: M7
• EU Hazard Identification Number: 13
• Emergency Response Guidebook(ERG) Number: 171
• TSCA Listed: 是
• EU Index: 607-149-00-6
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Danger
• Main Hazard: Harmful if swallowed; May cause cancer
• NFPA704:
  

  2

  1

  0
• GHS Hazard statements: H302-H350; H350
• GHS Precautionary statements: P201-P308 + P313; P281-P201-P202-P308+P313-P405-P501A
• Personal Protective Equipment: 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

Product Information

• Purity: ≥98.0% (GC); ≥99%; ≥99.0% (GC); 95+%; 98%; 99%
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Linear Formula: NH2COOC2H5

DETAILS

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.

REFERENCES

• 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)