Carbamicacidethylester
Urethane
CAS: 51-79-6
Molecular Formula: C3H7NO2
Carbamicacidethylester - Names and Identifiers
| 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) |
Carbamicacidethylester - Physico-chemical Properties
| 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 |
Carbamicacidethylester - Risk and Safety
| 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) |
Carbamicacidethylester - Reference
| 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 |
Carbamicacidethylester - Nature
Open Data Verified Data
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.
Last Update：2024-01-02 23:10:35
Carbamicacidethylester - Preparation Method
Open Data Verified Data
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.
Last Update：2022-01-01 10:36:25
Carbamicacidethylester - Introduction
Odorless, cool and salty. Sublimation at 103 ℃ (7.20kPa). 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. Has potential carcinogenic effects.
Last Update：2022-10-16 17:25:42
Carbamicacidethylester - Use
Open Data Verified Data
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.
Last Update：2022-01-01 10:36:25
Carbamicacidethylester - Safety
Open Data Verified Data
- This product is toxic. Rabbits were intravenously injected with an LD50 of 2000mg/kg body weight. Mice oral LD50 2700 mg/kg body weight. Production equipment should pay attention to good sealing, to prevent running, run, drop, leakage, storage containers should be marked with toxic marks, to prevent eating. Operators should wear rubber gloves. After skin contamination, wash with water and soap; In case of accidental ingestion, seek medical advice.
- This product is packaged in cardboard barrels, lined with plastic bags, 25kg per barrel. It should be sealed and stored in the dark. Stored in a cool, ventilated, dry place, the transport of fire, sun protection, moisture. According to the provisions of the storage and transportation of toxic chemicals.
Last Update：2022-01-01 10:36:26
Carbamicacidethylester - Reference Information
| (IARC) carcinogen classification | 2A (Vol. 7, Sup 7, 96) 2010 |
| NIST chemical information | Information provided by: webbook.nist.gov (external link) |
| EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
| introduction | Ethyl carbamate (EC) is a genotoxic and carcinogenic substance that can cause lung cancer, lymphoma, liver cancer and skin cancer to rodents. EC is widely found in fermented foods (such as soy sauce, fermented bean curd, etc.), brewed wine (such as yellow wine, sake, wine, cider, etc.) and distilled spirits (such as brandy, whiskey, etc.), mainly through the intake of alcoholic beverages into the human body. |
| Related research | Studies have shown that about 0.5% of urethane is oxidized to acetyl urethane by cytochrome P450 in organisms, and then further forms acetyl urethane epoxide, this substance can form DNA addition polymers in organisms, causing the double strands of the DNA structure to be destroyed, which in turn leads to cell carcinogenesis; in addition, about 0.1% of urethane is oxidized to N-hydroxyurethane by cytochrome P450, which induces Cu2 +-regulated DNA damage and causes canceration. |
| use | this product is used as an intermediate in medicine, pesticide and perfume, and is used to produce sleeping pills and sedatives. It can be used as an antidote for brucine and resorcinol, a fungicide, a cosolvent for injections, and a colorant for the printing and dyeing industry. It can also be used in biochemical research. In addition, urethane itself can be used as a patent medicine, with anti-cancer properties, used to treat multiple myeloma and chronic leukemia. Used as a sleeping agent, sedative and antidote Biochemical research. Organic synthesis. Solvent. for organic synthesis and biochemical research |
| production method | nitric acid reacts with urea to generate urea nitrate, then ethanol and sodium nitrite are added, and esterification reaction is carried out in the presence of sulfuric acid to generate urethane and sodium nitrate. the reaction product is filtered to remove sodium nitrate, and then distilled, crystallized and dried to obtain the finished product. Raw material consumption quota: nitric acid (96%)1230kg/t, urea 116kg/t, ethanol 330kg/t, sodium nitrite 1370kg/t. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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