Urethane


CAS No. : 51-79-6

(Synonyms: Ethyl carbamate; Carbamic acid ethyl ester; Ethylurethane)

51-79-6
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Cat. No. : HY-B1207
M.Wt: 89.09
Formula: C3H7NO2
Purity: >98 %
Solubility: DMSO : 100 mg/mL (ultrasonic)
Introduction of 51-79-6 :

Urethane (Ethyl carbamate), the ethyl ester of carbamic acid, is a byproduct of fermentation found in various food products. Urethane has the ability to suppress bacterial, protozoal, sea urchin egg, and plant tissue growth in vitro[1]. In Vitro:Urethane is a good clastogen in mammalian somatic cells in vivo, but it shows variable results with cells in vitro. Urethane efficiently induces sister chromatid exchanges in a variety of cells[2]. In Vivo:Note:
Please do not refer to only one article to determine the experimental conditions. It is recommended to determine the optimal experimental conditions (animal strain, age, dosage, frequency and cycle, detection time and indicators, etc.) through preliminary experiments before the formal experiment.

Urethane can be used in animal modeling to create lung tumor models. Approximately 90% of Urethane is hydrolyzed to ethanol, ammonia, and carbon dioxide by hepatic microsomal esterases (carboxylesterases), while only 5% of Urethane is excreted unchanged. A very small amount of Urethane is converted by the cytochrome P450 enzyme CYP2E1 to ethylene urea, leading to the formation of an epoxide (ethylene urea epoxide). This epoxide covalently binds to DNA and may cause base misincorporation during DNA replication, thereby inducing point mutations[1][2].

Induction of Lung Tumor[1][2][3]
Background
Exposure of mouse to Urethane primarily induces tumors in lung with a single driver mutation in Kras gene at position Q61 with one substitution L or R according to mouse strain. The activation of an oncogenic Kras allele in mice was shown to be tumorigenic in multiple organs, such as liver and pancreas[2].
Specific Modeling Methods
Mice: hPRDX4 transgenic (Tg) and non-Tg C57BL/6• male• 8 weeks old[1]
Administration: 1 g/kg (in 100 μL saline)• i.p.• once per week for 16 weeks or every other day for a week[1]
Note
(1) Before administration, all mice were kept in a room with relatively constant temperature (21-23°C) humidity (50-60%), and 12 h light/dark circle. They received a standard chow diet and purified tap water ad libitum[1].
(2) After mice were sacrificed, lungs were harvested, and the number of tumors and their diameter on the lung surface were measured. Serum was also collected after centrifugation[1].
Modeling Indicators
Molecular changes: Urethane administration decreased the lavels of proapoptotic genes (BAX, BAD) no significant difference was found in antiapoptotic genes (BCL2, BCL2L1) in Tg tumor. Urethane administration elevated MMP9 and IL-1β expressions in Tg tumor[1].
Tumor changes: Urethane administration significantly increased the average number, size and diameter of tumors in PRDX4 Tg mice. Tumor apoptosis was suppressed and tumor proliferation was enhanced in Tg mice[1].
Histology analysis: Urethane administration increased microvascular permeability and macrophage infiltration in lung tumor of PRDX4 Tg mice[1].
Metabolic change: Urethane administration inhibited oxidative stress and decreased gene expressions of antioxidant enzymes (SOD1 and SOD2) in Tg mice[1].

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