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)

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

36-26-36/37

WGK Germany 

3

RTECS 

UW0492000

TSCA 

Yes

HS Code 

29335995

MSDS

• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

ALLOXAN MONOHYDRATE Usage And Synthesis

Chemical Properties

Off-white to beige-yellowish crystalline powder

Uses

specific cytotoxin (beta pacreatic cell)

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.

Uses

A cytotoxic compound, Alloxan Monohydrate causes oxidative base damage to nuclear DNA.

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(2244-11-3)Related Product Information

• Thymidine
• URIDINE 5'-DIPHOSPHORIC ACID SODIUM SALT
• 5-Azacytidine
• Adenosine5'-(tetrahydrogen triphosphate), disodiuM salt, trihydrate (9CI)
• Uridine 5'-diphosphoglucose disodium salt
• trans-Zeatin-riboside
• Adenine
• Guanosine-5'-diphosphate disodium salt
• Adenosine 3',5'-cyclic monophosphate sodium salt
• Adenosine triphosphate
• Xanthine
• N,N'-Diphenylurea
• ALLOXAN TETRAHYDRATE
• Alloxan
• ALLOXAN MONOHYDRATE
• Oxalic acid dihydrate
• Oxalic acid
• ALLOXAN MONOHYDRATE, (MESOXALYLUREA MONOHYDRATE)