5-methyl-1,3-diazinane-2,4-dione

• ChemBase ID: 102411
• Molecular Formular: C5H8N2O2
• Molecular Mass: 128.12922
• Monoisotopic Mass: 128.05857751
• SMILES: CC1CNC(=O)NC1=O
• Canonical SMILES: CC1CNC(=O)NC1=O
• InChI: InChI=1S/C5H8N2O2/c1-3-2-6-5(9)7-4(3)8/h3H,2H2,1H3,(H2,6,7,8,9)
• InChIKey: NBAKTGXDIBVZOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-1,3-diazinane-2,4-dione
• IUPAC Traditional name: dihydrothymine
• Synonyms: 5,6-Dihydro-5-methyl-2,4-dioxypyrimidine; 5,6-Dihydro-5-methyluracil; DIHYDROTHYMINE; DIHYDRO-6-METHYLURACIL; 5,6-Dihydro-5-methyl-2,4-dihydroxypyrimidine; Dihydrothymine; 5,6-Dihydrothymine; 5-Methyl-5,6-dihydrouracil; 5-Methyldihydropyrimidine-2,4(1H,3H)-dione; Dihydrothymine; NSC 44131; Dihydro-5-methyl-4(1H,3H)-pyrimidinedione; 5-Methylhydrouracil; 5,6-Dihydro Thymine; 5-methyldihydropyrimidine-2,4(1H,3H)-dione; 5,6-Dihydro-5-methyluracil; 5,6-二氢-5-甲基尿嘧啶

Database IDs

• CAS Number: 696-04-8
• EC Number: 211-787-7
• MDL Number: MFCD00023159
• Beilstein Number: 81983
• PubChem SID: 162090191
• PubChem CID: 93556
• MeSH Name: 5,6-dihydrothymine
• Wikipedia Title: Dihydrothymine

CALCULATED PROPERTIES

• Acid pKa: 11.699409
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.67022175
• LogD (pH = 7.4): -0.670243
• Log P: -0.67022145
• Molar Refractivity: 30.32 cm^3
• Polarizability: 11.731229 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: 263-264°C; 263-265°C

Safety Information

• Storage Condition: 0°C; Refrigerator
• German water hazard class: 3
• TSCA Listed: 否

Product Information

• Purity: 98+%

DETAILS

MP Biomedicals - 05213024

MP Biomedicals Rare Chemical collection

MP Biomedicals - 02101565

Crystalline

Toronto Research Chemicals - D449440

5,6-Dihydrothymine is a derivative of Thymine, a nucleobase in the nucleic acid of DNA . 5,6-Dihydrothymine is a radiolysis product of DNA.

REFERENCES

• Hubbard, K. et al.: Biochemistry, 28, 4382 (1989)
• Cadet, J. et al.: Int. J. Rad. Biol. Rel. Stud. Phys. Chem. Med., 39, 119 (1989)