isocytosine
isocytosine
CAS: 108-53-2
Molecular Formula: C4H5N3O
isocytosine - Names and Identifiers
| Name | isocytosine |
| Synonyms | isocytosine 2-Aminouracil 2-aminopyrimidin-4(3H)-one 2-amino-4-hydroxypyrimidine 2-AMINO-4-HYDROXYPYRIMIDINE 4-HYDROXY-2-AMINOPYRIMIDINE 4(1H)-PYRIMIDINONE, 2-AMINO- |
| CAS | 108-53-2 |
| EINECS | 203-592-0 |
| InChI | InChI=1/C4H5N3O/c5-4-6-2-1-3(8)7-4/h1-2H,(H3,5,6,7,8) |
isocytosine - Physico-chemical Properties
| Molecular Formula | C4H5N3O |
| Molar Mass | 111.1 |
| Density | 1.55±0.1 g/cm3(Predicted) |
| Melting Point | 275°C |
| Boling Point | 252.7°C at 760 mmHg |
| Flash Point | 106.7°C |
| Water Solubility | Soluble in DMF, DMSO, hot water, and AcOH. |
| Solubility | DMSO (Slightly) |
| Vapor Presure | 0.019mmHg at 25°C |
| Appearance | Crystallization |
| Color | White to off-white |
| pKa | 9.59±0.40(Predicted) |
| Storage Condition | Keep in dark place,Inert atmosphere,Room temperature |
| Sensitive | Sensitive to air |
| Refractive Index | 1.688 |
| MDL | MFCD00057557 |
isocytosine - Risk and Safety
| Hazard Symbols | Xn - Harmful |
| Risk Codes | R22 - Harmful if swallowed R36 - Irritating to the eyes |
| Safety Description | 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. |
| WGK Germany | 3 |
| HS Code | 29335990 |
isocytosine - Reference Information
| introduction | isocytosine (Isocytosine), chemical name: 2_amino-4-hydroxypyrimidine, is a key intermediate in the design and synthesis of pyrimidine compounds. In recent years, high-efficiency and low-toxicity drugs containing pyrimidine structural units have emerged one after another, especially the skeleton of isocytosine exists in the molecular structure of many anti-tumor drugs, such as acyclovir (Acyclovir), Gleevec (Gleevec), etc. |
| preparation | step a), synthesis of sodium salt of ethyl acrylate: 15mL(0.15mol) of ethyl acetate is added into a 50mL reaction bottle, 5.4g (0.1 mol) of sodium methoxide is added, 9.7mL (0.12mol) of ethyl formate is slowly added dropwise, after the dropwise addition is completed, the temperature is raised to 60°C, the solvent is evaporated under reduced pressure, to get yellow powder. Step B), synthesis of isocytidine: the above yellow powder is suspended in 50mL of toluene, 11.5g (0.12mol) of guanidine hydrochloride is added, refluxed for 4 hours, cooled to room temperature, 50mL of water is added, stirred and dissolved, and the aqueous phase is separated out. The aqueous phase is adjusted to a pH value of 7 with 1mo 1/L hydrochloric acid solution. Solid precipitation, filtration, ethanol leaching and drying are carried out to obtain 6.9g of isocytosine with a yield of 67.1%. |
| Biological activity | Isocytosine (2-aminouracil) is an isomer of cysteine, used in physical and chemical research, including the study of nucleic acid bases Metal complex binding, hydrogen binding, mutual variability and proton transfer effects. |
Last Update：2024-04-10 22:29:15
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