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

名称と識別子

優先名称: 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate
IUPAC: 1,3-diazinane-2,4,5,6-tetrone;hydrate
現地名: アロキサン一水和物
英語名: ALLOXAN MONOHYDRATE
分子式: C4H4N2O5
分子量: 160.09

名称と別名

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

名称をさらに表示

アロキサン一水和物アロキサン一水和物アロキサン一水和物, 98%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

データベース識別子

CAS: 2244-11-3
PubChem CID: 16723
DTXSID: DTXSID4074859
EC Number: 607-078-0

物性

構造計算による物性

極性表面積: 93.3 Å²
水素結合供与体数: 3
水素結合受容体数: 5
回転可能結合数: 0
重原子数: 11
形式電荷: 0
複雑度: 222

物理化学的性質

融点: 255 °C · 255 °C (dec.)(lit.)
貯蔵温度: 2 · 2-8°C
溶解性: 2 O: · H2O: かすんだ黄色
外見: 結晶性粉末
色: オフホワイトからベージュイエロー
水溶解度: 水、エタノール、アセトン、氷酢酸、メタノールに可溶。クロロホルム、石油エーテル、トルエン、酢酸エチル、無水酢酸に溶けにくい。エーテルに不溶。
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 データベース: 2244 · 2244-11-3(CAS DataBase Reference)
EPAの化学物質情報: 2 · 2,4,5,6(1H,3H)-Pyrimidinetetrone, monohydrate (2244-11-3)

化学的性質

化学的特性Off-white to beige-yellowish crystalline powder

安全と法規制

GHS分類

GHS Classification · 4 件

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.

危険有害性情報

Regulatory Information · 2 件

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%)

安全データ

wgk: 3
tsca: Yes
rtecs: UW0492000
hs_code: 29335995
risk_code: 20/21/22-36/37/38
化審法: (9)-165
hazard_code: Xn,Xi
safety_code: 36-26-36/37
Hazard Classifications: Acute Tox. 4 DermalAcute Tox. 4 InhalationAcute Tox. 4 Oral
ストレージクラス: 11 - Combustible Solids

化学と産業

応用分野

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

調製方法 · 1 件

純化方法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.]