2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate
Basic information
- CAS
2244-11-3- Standard SMILES
O.O=C1NC(=O)C(=O)C(=O)N1- InChIKey
DSXMTJRUNLATRP-UHFFFAOYSA-N- Molecular formula
- C4H2N2O4.H2O
- Average molar mass
- 160.09 g/mol
- Monoisotopic mass
- 160.01202123
Names & identifiers
- Preferred name
- 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate
- IUPAC
- 1,3-diazinane-2,4,5,6-tetrone;hydrate
- English name
- ALLOXAN MONOHYDRATE
- Molecular formula
- C4H4N2O5
- Molecular weight
- 160.09
Names & synonyms
2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate1,3-diazinane-2,4,5,6-tetrone hydrateDTXSID4074859RefChem:442735DTXCID90366982244-11-3Pyrimidine-2,4,5,6(1H,3H)-tetraone hydrateAlloxan, monohydrate5,6-DioxyuracilAlloxan (hydrate)2,4,5,6-Tetraoxypyrimidinemesoxalylurea, monohydrate
Show more names
Alloxan99%MESOXALYLUREAAlloxan, 98.5%Urea monohydrateALLOXANE DIHYDRATEALLOXAN MONOHYDRATEAlloxan MomohydrateALLOXAN ( HYDRATE) GRLABOTEST-BB LT00138148
mesoxalylcarbamidemonohydrate5, 6-DioxyuracilMFCD00149399Alloxan monohydrate, 98%SCHEMBL344222DS-4661SB575311,3-dihydropyrimidine-2,4,5,6-tetraone, hydrate
Database identifiers
- CAS
2244-11-3- PubChem CID
- 16723
- DTXSID
DTXSID4074859- EC Number
- 607-078-0
Properties
Computed structural properties
- Topological polar surface area
- 93.3 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 222
Physicochemical properties
- Melting point
- 255 °C · 255 °C (dec.)(lit.)
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · 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 · 14,282
- BRN
- 5309394 · 5309394
- InChI
- InChI=1S/C4H2N2O4.H2O/c7-1-2(8)5-4(10)6-3(1)9;/h(H2,5,6,8,9,10);1H2
- InChIKey
- DSXMTJRUNLATRP-UHFFFAOYSA-N
- SMILES
- O=C1C(NC(=O)NC1=O)=O.O
- CAS DataBase Reference
- 2244 · 2244-11-3(CAS DataBase Reference)
- FDA UNII
- 2 AAP9F8B6 · O2AAP9F8B6
- EPA Substance Registry System
- 2 · 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate (2244-11-3)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (97.8%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 46 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
Chemical: 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate
Alloxan: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and CategoriesAcute Tox. 4 (97.8%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Gloves
- wgk
- 3
- tsca
- Yes
- rtecs
- UW0492000
- hs_code
- 29335995
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn,Xi
- safety_code
- 36-26-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302+H312+H332
Chemistry & industry
Applications
Usesspecific cytotoxin (beta pacreatic cell)
UsesCytotoxic 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.
UsesA cytotoxic compound, Alloxan Monohydrate causes oxidative base damage to nuclear DNA.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
23 records
Compound notes
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