2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate (HCID 16723)

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-TetraoxypyrimidineMFCD00149399

Show more names

Alloxan99%MESOXALYLUREAAlloxan, 98.5%Urea monohydrateALLOXANE DIHYDRATEALLOXAN MONOHYDRATEAlloxan MomohydrateALLOXAN ( HYDRATE) GRLABOTEST-BB LT00138148

Alloxan monohydrate, 98%SCHEMBL344222DS-4661SB57531Pyrimidine-2,4,5,6(1H,3H)-tetraone monohydrate1,3-dihydropyrimidine-2,4,5,6-tetraone, hydratemesoxalylurea, monohydratemesoxalylcarbamidemonohydrate

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 Å²
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)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302+H312+H332
Precautionary statements: 261 · P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xn,Xi
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 36 · 36-26-36/37
WGK Germany: 3 · 3
RTECS: 492000 · UW0492000
TSCA: Yes
HS Code: 29335995 · 29335995
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 4 DermalAcute · Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral

Safety & regulation

GHS classification

GHS Classification · 4 items

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 · 2 items

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
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
Precautionary statements: P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312

Chemistry & industry

Applications · 3 items

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.