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| | ALLOXAN MONOHYDRATE Basic information |
| Product Name: | ALLOXAN MONOHYDRATE | | Synonyms: | 2,4,5,6(1H,3H)-Pyrimidinetetrone, 2,4,5,6-Tetraoxypyrimidine, 5,6-Dioxyuracil;2,4,5,6-tetraoxohexahydropyrimidinehydrate;mesoxalylcarbamidemonohydrate;LABOTEST-BB LT00138148;MESOXALYLUREA;MESOXALYLUREA, MONOHYDRATE;5,6-DIOXYURACIL;5,6-DIOXYURACIL MONOHYDRATE | | CAS: | 2244-11-3 | | MF: | C4H4N2O5 | | MW: | 160.09 | | EINECS: | 607-078-0 | | Product Categories: | buildingblock;Pyridines, Pyrimidines, Purines and Pteredines;Active Pharmaceutical Ingredients | | Mol File: | 2244-11-3.mol |  |
| | ALLOXAN MONOHYDRATE Chemical Properties |
| Melting point | 255 °C (dec.)(lit.) | | storage temp. | 2-8°C | | solubility | H2O: may be hazy yellow | | form | Crystalline Powder | | color | Off-white to beige-yellow | | Water Solubility | Soluble in water, ethanol, acetone, glacial acetic acid and methanol. Slightly soluble in chloroform, petroleum ether, toluene, ethyl acetate and acetic anhydride. Insoluble in ether. | | Sensitive | Air Sensitive | | Merck | 14,282 | | BRN | 5309394 | | CAS DataBase Reference | 2244-11-3(CAS DataBase Reference) | | EPA Substance Registry System | 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate (2244-11-3) |
| | ALLOXAN MONOHYDRATE Usage And Synthesis |
| Chemical Properties | Off-white to beige-yellowish crystalline powder | | Uses | specific cytotoxin (beta pacreatic cell) | | Uses | A cytotoxic compound, Alloxan Monohydrate causes oxidative base damage to nuclear DNA.
| | Uses | Cytotoxic compound that causes oxidative base damage to nuclear DNAAlloxan monohydrate is used as a precursor to prepare purple dye murexide. It is also used in research models to induce diabetes and destroy beta cells. Further, it is a strong oxidizing agent and it forms a hemiacetal with its reduced reaction product dialuric acid. | | Safety Profile | Poison by intravenous
route. An experimental teratogen.
Experimental reproductive effects. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx. | | Purification Methods | Recrystallisation from H2O gave the tetrahydrate in large prisms or rhombs. On heating at 100o, or on exposure to air, this is converted to the monohydrate. Dissolve it in its own weight of boiling H2O and cool it for several days below 0o; the tetrahydrate crystallises from solution much more slowly when free from HNO3. It is less soluble in bicarbonate solutions than in H2O. Drying the solid over H2SO4 yields the monohydrate. The anhydrous crystals can be obtained by recrystallisation from dry Me2CO or AcOH followed by washing with dry Et2O, or by sublimation in a vacuum. On heating it turns pink at 230o and decomposes at ca 256o. It is acidic to litmus. [Hartman & Sheppard Org Synth Coll Vol III 37 1955.] It forms a compound with urea which crystallises from H2O in yellow needles that become red at 170o and decompose at 185-186o. [Beilstein 24 H 500, 24 I 428, 24 II 301, 24 III/IV 2137.] |
| | ALLOXAN MONOHYDRATE Preparation Products And Raw materials |
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