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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
an antagonist of the estrogen related receptor signaling pathway with the pleiotropic PPARgamma coactivator (PGC)
Synonyms: 5-methyluracil
4.5
*For Research Use Only !
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Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 65-71-4 |
Formula : | C5H6N2O2 |
M.W : | 126.11 |
SMILES Code : | O=C1NC(C(C)=CN1)=O |
Synonyms : |
5-methyluracil
|
MDL No. : | MFCD00006026 |
InChI Key : | RWQNBRDOKXIBIV-UHFFFAOYSA-N |
Pubchem ID : | 1135 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H319 |
Precautionary Statements: | P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
94% | With sodium hydroxide; In water; at 20 - 50℃; for 20.5h; | To a solution of sodium hydroxide (96 g, 2.4 mol) in H2O (1000 mL) was added into 5-methyl-2, 3-dihydropyrimidin-4(1H)-one (2, 100.8 g, 0.8 mol). When most of the solid dissolve, diethyl sulfate (252.3 g, 2 mol) was added dropwise in 30min. After stirring for 10h, diethyl sulfate (50.5 g, 0.4 mol) and sodium hydroxide (10 g, 0.25 mol) were added. The mixture was stirred for another 10h, then sodium chloride (200 g) was added. The mixture was extracted with ethyl acetate (3×500 mL). The combined organic layer was concentrated to get white solid 5-trimethyl-2, 3-dihydropyrimidin-4(1H)-one (3, 115.9 g), yield: 94%, mp 153.2-154.4Clit.1 mp 155C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96% | Intermediate 12,4-Dibromo-5-methylpyrimidineTo thymine (3.7 g, 29 mmol) and phosphorus(V) oxybromide (25.0 g, 87.2 mmol) in acetonitrile (CH3CN) (150 mL) at 0 0C was added portion wise K2CO3 (12.1 g, 87.2 mmol). The mixture was allowed to warm to room temperature and then heated to 80 0C for 3 days. The reaction mixture was poured onto ice and the pH of the resulting slurry was adjusted to pH 7 by addition of K2CO3(S). The aqueous layer was extracted with methylene chloride (CH2Cl2). The organic layer was washed with brine, dried (MgSO4), filtered and concentrated. Purification by flash chromatography on silica gel (0 - 30 % ethyl acetate (EtOAc)/hexanes) afforded the desired product (7.1 g, 96%) as a white solid. LC-MS (ES) m/z = 251 , 253 and 255 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
at 25℃; for 0.5h;Sonication; Inert atmosphere; | General procedure: dT was purchased from Pharma Waldhof and used as such. All solutions were prepared in water purified by a Cascada Lab Water Systems and of resistivity 18.2 MOmega cm. Solutions of dT (10-4 mol/L, 250 mL) was subjected to sonolysis at four different frequencies (200, 350, 620 and 1000 kHz) at three different power densities, 10.5, 24.5 and 42 W/mL for 2 h. Two frequencies (620 kHz and 1 MHz), among the four studied, fall under the range used for the surgical non disruptive applications. The sonolysis was carried out in a glass reactor with an L3 ELAC Nautik ultrasound generator powered by an Allied Signal R/F generator (T & C power conversion, Model AG 1006). For the experiments under argon saturated atmosphere, the solution was bubbled with argon gas for half an hour at a pressure of 5 psi prior to sonolysis and Ar was bubbled throughout the experiment. Sonolysis was carried out only at a power density of 42 W/mL under argon atmosphere, where there was maximum degradation in the case of aerated conditions. Two transducers were used with resonances 212 and 620 kHz and 350 and 1000 kHz respectively. The temperature was maintained at 25 ± 1 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With air; at 25℃; for 1h;Sonication; | General procedure: dT was purchased from Pharma Waldhof and used as such. All solutions were prepared in water purified by a Cascada Lab Water Systems and of resistivity 18.2 MOmega cm. Solutions of dT (10-4 mol/L, 250 mL) was subjected to sonolysis at four different frequencies (200, 350, 620 and 1000 kHz) at three different power densities, 10.5, 24.5 and 42 W/mL for 2 h. Two frequencies (620 kHz and 1 MHz), among the four studied, fall under the range used for the surgical non disruptive applications. The sonolysis was carried out in a glass reactor with an L3 ELAC Nautik ultrasound generator powered by an Allied Signal R/F generator (T & C power conversion, Model AG 1006). For the experiments under argon saturated atmosphere, the solution was bubbled with argon gas for half an hour at a pressure of 5 psi prior to sonolysis and Ar was bubbled throughout the experiment. Sonolysis was carried out only at a power density of 42 W/mL under argon atmosphere, where there was maximum degradation in the case of aerated conditions. Two transducers were used with resonances 212 and 620 kHz and 350 and 1000 kHz respectively. The temperature was maintained at 25 ± 1 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
96.1% | With dihydrogen peroxide; 1-hydroxy-1,2,3-benzotriazine-4(3H)-one; In water; at 130℃; for 3h;Autoclave; | Add 100 g of thymine and 300 mL of water to the autoclave, and add 35 mL of hydrogen peroxide at a concentration of 30percent.15 g of 1-hydroxy-1,2,3-benzotriazine-4(3H)-one and 35 g of the catalyst prepared in Example 3, replacing the inside of the autoclave with an oxygen atmosphere, and heating to 130 ° C for 3 h.The reaction solution was cooled, filtered, concentrated, and placed in an ice-water mixture to cool.150 g of a white solid was precipitated, the yield was 96.1percent, and the purity was 99.3percent. |
Tags: Thymine | 5-methyluracil | Pyrimidines | Amides | Drug Standard | Ketones | GAK | Organic Building Blocks | Heterocyclic Building Blocks | Protein Tyrosine Kinase/RTK | Drug Analysis | 65-71-4
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P263 | Avoid contact during pregnancy/while nursing. |
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P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
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P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
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P281 | Use personal protective equipment as required. |
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P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
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P306 | IF ON CLOTHING: |
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P378 | |
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P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
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P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
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H200 | Unstable explosive |
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H229 | Pressurized container: may burst if heated |
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H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
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H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
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H318 | Causes serious eye damage |
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H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
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H371 | May cause damage to organs |
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H373 | May cause damage to organs through prolonged or repeated exposure |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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