Name | Urethane |
Synonyms | a11032 A 11032 URETHANE Urethane ai3-00553 Ethyluretan Aethylurethan Aethylcarbamat Ethyl carbamate carbamated'ethyle Carbamicacidethylester Poly(carbonate urethane) Urethane (Ethyl Carbamate) Aminoformicacidethylester. |
CAS | 51-79-6 |
EINECS | 200-123-1 |
InChI | InChI=1/C3H7NO2/c1-2-6-3(4)5/h2H2,1H3,(H2,4,5) |
Molecular Formula | C3H7NO2 |
Molar Mass | 89.09 |
Density | 1.10 |
Melting Point | 48-50°C(lit.) |
Boling Point | 182-184°C(lit.) |
Flash Point | 198°F |
Water Solubility | slightly soluble |
Solubility | Soluble in water, alcohol, ether, sweet, chloroform and olive oil, 1g soluble in 0.5ml of water, 0.8ml of ethanol, 0.9ml of chloroform, 1.5ml of ether, 2.5ml of glycerin and 32ml of olive oil, the aqueous solution is neutral. |
Vapor Presure | 10 mm Hg ( 77.8 °C) |
Vapor Density | 3.07 (vs air) |
Appearance | Colorless crystal or white powder |
Color | White |
Merck | 14,9874 |
BRN | 635810 |
pKa | 13.58±0.50(Predicted) |
PH | pH(50g/l, 25℃) : 5.0~7.0 |
Storage Condition | Sealed in dry,Room Temperature |
Stability | Stable. Incompatible with strong acids, strong bases, strong oxidizing agents. |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.4144 |
MDL | MFCD00007966 |
Physical and Chemical Properties | Appearance: colorless crystal or white powder, odorless, with cool taste, similar to niter |
Use | Used as a hypnotic and sedative and antidote; Pharmaceutical intermediates |
Hazard Symbols | T - Toxic |
Risk Codes | R45 - May cause cancer R22 - Harmful if swallowed |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S99 - |
UN IDs | UN 3077 9 / PGIII |
WGK Germany | 3 |
RTECS | FA8400000 |
TSCA | Yes |
HS Code | 29241990 |
Toxicity | MLD i.p. in mice: 2.1-2.2 g/kg (Franklin) |
Reference Show more | 1. Hua Ying, Mao, Pei Qing, Liu Zhu. Determination of ethyl carbamate in rice wine and edible alcohol by GC-MS [J]. Food and Fermentation Industries 2019(14). 2. Guo Jiansheng, Wang Xiaojuan, et al. Serum pharmacochemistry of volatile oil from radix linderae and its effect on intestinal motility in rabbits [J]. Journal of Xi'an Jiaotong University (Medical Sciences) 2013(02):240-243. 3. Han Xu, Li Wen, Yu Zhi, et al. Regulation of distal colonic motility in mice by stimulating different tissues of left and right "Tianshu" [J]. Shi Zhen's National Medicine 2019(11). 4. Hao Lanlan, Zhang Bo, Lei Chunni, etc. Rapid screening and quantitative analysis of ethyl carbamate in Hexi Corridor wine by GC-MS method based on isotope internal calibration [J]. Journal of Henan Agricultural University, 2019, 53(003):406-414. 5. Jiang Hua, Zhou Min, Lu Hai, et al. Effects of Xijiao Dihuang decoction on liver function and liver histopathology in rats with sepsis [J]. Journal of Traditional Chinese Medicine, 2016(8):696-700. 6. Wei Yuandong, Tang Lei. Effects of obesity on tumor growth and related signaling pathways in mouse lung cancer model induced by urethane [J]. Modern cancer medicine, 2020, 18 (12):2011-2014. 7. Wan Hao-Yu, Zhang Lu, Wan Hai-tong, Fang Ma Yijia, Pan Lujia, Jin Weifeng, He Wei. Study on anti-asthma mechanism of Mahuang decoction based on p38MAPK/NF-κB signaling pathway [J]. Chinese pharmacological Bulletin, 2021,37(03):423-429. 8. Chen Suwen, Wei Jiabao, Qiu Siwa, Li Yuanxin, Cai yanqu, Wu Yanhong. Effects of longfuye water extract on lung pathology and inflammatory factors in asthmatic rats [J]. Journal of Guangdong Pharmaceutical University, 2021,37(01):55-60. 9. Wu, ming‐jiang, et al. "Metabolic profiling of quercetin in rats using ultra‐performance liquid chromatography/quadrupole‐time‐of‐flight mass spectrometry." Biomedical Chromatography 31.12 (2017): e4016.https://doi.org/10.1002/bmc.4016 10. Wan, H., Pan, L., Wang, Y. et al. Pharmacokinetics of seven major active components of Mahuang decoction in rat blood and brain by LC-MS/MS coupled to microdialysis sampling. Naunyn-Schmiedeberg's Arch Pharmacol 393, 1559-1571 (2020). https://doi.org/10.10 11. [IF=1.902] Ming-jiang Wu et al."Metabolic profiling of quercetin in rats using ultra-performance liquid chromatography/quadrupole-time-of-flight mass spectrometry."Biomed Chromatogr. 2017 Dec;31(12):e4016 12. [IF=3] Wan Haoyu et al."Pharmacokinetics of seven major active components of Mahuang decoction in rat blood and brain by LC-MS/MS coupled to microdialysis sampling."N-S Arch Pharmacol. 2020 Aug;393(8):1559-1571 |
colorless crystal or white powder, flammable, odorless, with a cool taste, similar to niter. The relative density was 0.9862. Melting Point: 48~50 °c. Boiling point 182~184 deg C. Flash point 92. Soluble in water, ethanol, ether and glycerol, chloroform-soluble and olive oil. The aqueous solution was neutral.
nitric acid reacts with urea to generate urea nitrate, and then ethanol and sodium nitrite are added to perform esterification reaction in the presence of sulfuric acid to generate urethane and sodium nitrate. The reaction product is filtered to remove sodium nitrate, after distillation, crystallization and drying, the finished product is obtained.
This product can be used as an intermediate of medicine, pesticide and perfume, and used to prepare sleeping pills and sedatives. It is used as an antidote for brucine, resorcinol, bactericide, solvent aid for injection and colorant for printing and dyeing industry. It can also be used as a Biochemical reagent for biochemical research. Urethane itself can be used as medicine, with anti-cancer properties, for the treatment of multiple myeloma and chronic leukemia.