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

• ChemBase ID: 3098
• Molecular Formular: C4H4N2O2
• Molecular Mass: 112.08676
• Monoisotopic Mass: 112.02727738
• SMILES: O=c1[nH]ccc(=O)[nH]1
• Canonical SMILES: O=c1cc[nH]c(=O)[nH]1
• InChI: InChI=1S/C4H4N2O2/c7-3-1-2-5-4(8)6-3/h1-2H,(H2,5,6,7,8)
• InChIKey: ISAKRJDGNUQOIC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: uracil
• Synonyms: Uracil; Pyrimidine-2,4-diol; Pyrimidine-2,4(1H,3H)-dione; pyrimidine-2,4(1H,3H)-dione; 2,4-Dihydroxypyrimidine; 2,4-Pyrimidinediol; Uracil; 2,4-Dioxopyrimidine; 2,4-Pyrimidinedione; 4-Hydroxyuracil; Hybar X; NSC 3970; Pirod; Pyrod; 2-oxy-4-oxy pyrimidine; 2,4(1H,3H)-pyrimidinedione; 2,4(1H,3H)-嘧啶二酮; 2,4-二羟基嘧啶; 灭胞素; 尿嘧啶

Database IDs

• CAS Number: 66-22-8
• EC Number: 200-621-9
• MDL Number: MFCD00006016
• Beilstein Number: 606623; 507828
• Merck Index: 149850
• PubChem SID: 46504697; 24900618; 160966542; 24900623
• PubChem CID: 1174
• CHEMBL: 566
• Unique Ingredient Identifier: 56HH86ZVCT
• Wikipedia Title: Uracil

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.768625
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.85531414
• LogD (pH = 7.4): -0.8571243
• Log P: -0.855291
• Molar Refractivity: 25.9693 cm^3
• Polarizability: 9.667973 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.2
• LOG S: -0.63
• Solubility (Water): 2.65e+01 g/l

PROPERTIES

Physical Property

• Solubility: Soluble in water
• Apperance: Powder; Solid
• Melting Point: >300 °C(lit.); >300°C; 335 °C; 335°C; ca 330°C
• Boiling Point: N/A - decomposes
• Flash Point: non flammable
• Density: 1.32 g/cm3

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Irritant
• RTECS: YQ8650000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 2
• Risk Statements: R:22
• Safety Statements: S:36/37/39
• TSCA Listed: 是
• Main Hazard: carcinogen & teratogen with chronic exposure
• NFPA704:
  

  1

  1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: Others

Product Information

• Purity: ≥99.0%; ≥99.0% (T); 98%; 99+%
• Salt Data: Free Base
• Suitability: suitable for cell culture
• Ignition Residue: ≤0.1%
• Quality Level: PREMIUM
• Empirical Formula (Hill Notation): C4H4N2O2
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 02103204

Crystalline
This material is high purity, with white crystals.

DrugBank - DB03419

Drug information: experimental

Toronto Research Chemicals - U801000

Nitrogenous base on RNA nucleosides.

Sigma Aldrich - U0750

包装
1 kg in poly bottle
5, 25, 100, 500 g in poly bottle

REFERENCES

• Seth, P., et al.: J. Med. Chem., 53, 8309 (2010)
• Cui, H., et al.: Eur. J. Med. Chem., 45, 5140 (2010)
• For a review of the use of uracils as starting materials in heterocyclic synthesis, see: Adv. Het. Chem., 55, 130 (1992).