2,4-Dihydroxy-6-methylpyrimidine
2,4-Dihydroxy-6-methylpyrimidine
CAS: 626-48-2
Molecular Formula: C5H6N2O2
2,4-Dihydroxy-6-methylpyrimidine - Names and Identifiers
| Name | 2,4-Dihydroxy-6-methylpyrimidine |
| Synonyms | Metacyl Metacil Methacil Awd 23-15 AURORA KA-4132 6-methyl-uraci 6-Methyluracil METHYLURACIL, 6- 6-methylpyrimidine-2,4-diol 2,4-Dihydroxy-6-methylpyrimidine 6-Methyl-2,4(1H,3H)-pyrimidinedione 6-methylpyrimidine-2,4(1H,3H)-dione |
| CAS | 626-48-2 |
| EINECS | 210-949-4 |
| InChI | InChI=1/C5H6N2O2/c1-3-2-4(8)7-5(9)6-3/h2H,1H3,(H2,6,7,8,9) |
| InChIKey | SHVCSCWHWMSGTE-UHFFFAOYSA-N |
2,4-Dihydroxy-6-methylpyrimidine - Physico-chemical Properties
| Molecular Formula | C5H6N2O2 |
| Molar Mass | 126.11 |
| Density | 1.226±0.06 g/cm3(Predicted) |
| Melting Point | 318°C (dec.)(lit.) |
| Boling Point | 420.4°C at 760 mmHg |
| Flash Point | 208°C |
| Water Solubility | 7 g/L (22 ºC) |
| Solubility | DMSO (Slightly), Methanol (Slightly, Heated, Sonicated) |
| Vapor Presure | 1.16E-07mmHg at 25°C |
| Appearance | Colorless crystal |
| Color | White to almost white |
| Merck | 14,6133 |
| BRN | 115647 |
| pKa | pK1:9.52 (25°C) |
| Storage Condition | Inert atmosphere,Room Temperature |
| Sensitive | Easily absorbing moisture |
| Refractive Index | 1.489 |
| MDL | MFCD00006028 |
| Physical and Chemical Properties | Colorless crystals. Melting point 311-312 °c, 270-280 °c (decomposition) has also been reported. Soluble in water, hot ethanol and alkali solution, slightly soluble in ether. The pH of the aqueous solution was 13. |
| Use | Used in the pharmaceutical industry, mainly for the synthesis of cardiovascular drugs Dipyridamole |
2,4-Dihydroxy-6-methylpyrimidine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R62 - Possible risk of impaired fertility R63 - Possible risk of harm to the unborn child |
| Safety Description | S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S36/37 - Wear suitable protective clothing and gloves. |
| UN IDs | 1759 |
| WGK Germany | 3 |
| RTECS | YR0700000 |
| TSCA | Yes |
| HS Code | 29335995 |
| Hazard Class | 8 |
| Packing Group | II |
| Toxicity | LD50 oral in rat: 64500mg/kg |
2,4-Dihydroxy-6-methylpyrimidine - Upstream Downstream Industry
| Raw Materials | Urea Methyl acetoacetate |
2,4-Dihydroxy-6-methylpyrimidine - Preparation Method
Open Data Verified Data
obtained by condensation of urea with ethyl acetoacetate followed by cyclization. In the process, urea and ethyl acetoacetate are added into the reaction Pan, mixed, and ethanol-hydrochloric acid solution (30% hydrochloric acid: 95% ethanol -1:4) is added, stirred evenly, and then spread on the tray, then placed in a vacuum dryer with concentrated sulfuric acid as the drying agent, after all the material is hard and dehydrated, ethyl B urine crotonate is obtained. Then B urethane crotonate was slowly added to sodium hydroxide solution at 90 ℃, and the reaction was stirred until the solution was clear; Then the temperature was lowered to 65 ℃, and hydrochloric acid was added dropwise until pH = 1, at this point 6 A methyl uracil immediately precipitated out; Then cooled to 30 deg C after filtration, washing, drying to get the product, the yield of 80%.
Last Update：2025-06-07 19:20:19
2,4-Dihydroxy-6-methylpyrimidine - Nature
Open Data Verified Data
colorless crystals. The melting point is 311 to 312 °c, and 270 to 280 °c (decomposition) is also reported. Soluble in water, hot ethanol and alkali solution, slightly soluble in ether. The pH of the aqueous solution was 13.
Last Update：2024-01-02 23:10:35
2,4-Dihydroxy-6-methylpyrimidine - Introduction
The aqueous solution has a pH of 13. Decomposition above 300 ℃. The maximum absorption wavelength is 277nm(logε3.83).
Last Update：2022-10-16 17:27:23
2,4-Dihydroxy-6-methylpyrimidine - Application
Open Data Verified Data
This product is used for organic synthesis and biochemical research. Dipyridamole is an intermediate in the synthesis of the drug dipyridamole, which is a coronary vasodilator and also a phosphodiesterase inhibitor (antiplatelet drug).
Last Update：2025-08-19 16:24:40
2,4-Dihydroxy-6-methylpyrimidine - Safety
Open Data Verified Data
20kg plastic textile bag, lined with plastic bag. Or 20kg fiber drum, lined with plastic bags, stored in a ventilated and dry place.
Last Update：2025-06-10 22:55:16
2,4-Dihydroxy-6-methylpyrimidine - Reference Information
| NIST chemical information | information provided by: webbook.nist.gov (external link) |
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Medical use | 2, 4-dihydroxy-6-methylpyrimidine, also known as 6-methyluracil, can be used for the synthesis of cardiovascular drugs dipyridamole (2, 6-bis (diethanolamine) 4, 8-dipiperidin-pyrimidin-5, 4-D] pyrimidine), Dipyridamole early for coronary insufficiency, angina pectoris and prevention of myocardial infarction and other diseases, at present, it is mainly used as antithrombotic drugs for heart surgery or valve replacement, can reduce the formation of thromboembolism; Can also be used for the synthesis of orotic acid, it can also be used for the synthesis of pesticides, which is an important intermediate of medicine and pesticide. |
| prepare | A 250mL three-necked bottle with mechanical stirring and reflux condenser tubes, 19.5g(0.15mol) of ethyl acetoacetate, 9.0g(0.15mol) of urea and 120 of DMF were added thereto, and the mixture was heated to ° C. And reacted for 6 hours. The solvent was recovered under reduced pressure, crystallized by cooling, filtered, and washed with water to obtain 16.7g (yield: 88.4%) of the product 2, 4-dihydroxy-6-methylpyrimidine. Product melting point> 300 °c; 1HNMR(300MHz,DMSO-d6):δ2.04(s,3H,-CH3),5.31(s,1H, H-5),10.82(br,2H,-OH). |
| uses | for organic synthesis and biochemical research. This product is an intermediate of the drug Dipyridamole. used in the pharmaceutical industry, mainly for the synthesis of cardiovascular drugs dipyridamole |
| production method | obtained by condensation of urea with ethyl acetoacetate followed by cyclization. |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-09 02:00:10
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Raw Materials for 2,4-Dihydroxy-6-methylpyrimidine