5-chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione

• ChemBase ID: 105474
• Molecular Formular: C4H3ClN2O2
• Molecular Mass: 146.53182
• Monoisotopic Mass: 145.98830503
• SMILES: Clc1c[nH]c(=O)[nH]c1=O
• Canonical SMILES: Clc1c[nH]c(=O)[nH]c1=O
• InChI: InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
• InChIKey: ZFTBZKVVGZNMJR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: 5-chlorouracil
• Synonyms: 5-Chloro-2,4(1H,3H)-pyrimidinedione; 5-Chloro-2,4-pyrimidinedione; NSC 28172; 5-Chloro-2,4-dihydroxypyrimidine; 5-CHLOROURACIL; 5-Chlorouracil; 5-chloro-1,2,3,4-tetrahydropyrimidine-2,4-dione; 5-氯-2,4-二羟基嘧啶; 5-氯尿嘧啶

Database IDs

• CAS Number: 1820-81-1
• EC Number: 217-339-7
• MDL Number: MFCD00006019
• Beilstein Number: 127173
• PubChem SID: 24853447; 162093613
• PubChem CID: 15758

CALCULATED PROPERTIES

• Acid pKa: 7.0719957
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.20585513
• LogD (pH = 7.4): -0.67938334
• Log P: -0.19450535
• Molar Refractivity: 30.7606 cm^3
• Polarizability: 11.630982 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: > 300°C; >300 °C(lit.); >300°C; 300 - 302°C
• Hydrophobicity(logP): -0.0070

Safety Information

• Storage Condition: Refrigerator; Room Temperature (15-30°C)
• RTECS: YQ9410000
• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥97.0% (HPLC); 95%; 98%; 99%
• Grade: purum; ReagentPlus®
• Empirical Formula (Hill Notation): C4H3ClN2O2

DETAILS

MP Biomedicals - 05223433

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02190323

Crystalline

Sigma Aldrich - 224588

Packaging
25 g in poly bottle
5 g in glass bottle
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - C423775

Used for the experimental and clinical treatment of neoplastic and viral diseases.

REFERENCES

• Yu, H., et al.: J. Biol. Chem., 268, 15935 (1993)
• Staleva, L., et al.: Mutat. Res., 370, 81(1993)
• Harris, V., et al.: J. Mol. Biol., 326, 1389 (2003)