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

• ChemBase ID: 3139
• Molecular Formular: C5H6N2O2
• Molecular Mass: 126.11334
• Monoisotopic Mass: 126.04292744
• SMILES: Cc1c[nH]c(=O)[nH]c1=O
• Canonical SMILES: Cc1c[nH]c(=O)[nH]c1=O
• InChI: InChI=1S/C5H6N2O2/c1-3-2-6-5(9)7-4(3)8/h2H,1H3,(H2,6,7,8,9)
• InChIKey: RWQNBRDOKXIBIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-methyl-1,2,3,4-tetrahydropyrimidine-2,4-dione
• IUPAC Traditional name: thymine
• Synonyms: Thymine; 5-METHYLURACIL; 5-Methyl-2,4(1H,3H)-pyrimidinedione; NSC 14705-d3; NSC 1686634; 4-Hydroxy-5-methylyrimidin-2(1H)-one; Thymine; 5-Methyluracil; 2,4-Dihydroxy-5-methylpyrimidine; 2,4-二羟基-5-甲基嘧啶; 5-甲基尿嘧啶; 胸腺嘧啶

Database IDs

• CAS Number: 65-71-4
• EC Number: 200-616-1
• MDL Number: MFCD00006026
• Beilstein Number: 607626; 117880
• Merck Index: 149398
• PubChem SID: 24889209; 160966583; 24899920; 46507372; 24899929; 24899883
• PubChem CID: 1135
• CHEMBL: 993
• Chemspider ID: 1103
• MeSH Name: Thymine
• Unique Ingredient Identifier: QR26YLT7LT
• Wikipedia Title: Thymine

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.022873
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.4597534
• LogD (pH = 7.4): -0.4607624
• Log P: -0.45974052
• Molar Refractivity: 30.3264 cm^3
• Polarizability: 11.478342 Å^3
• Polar Surface Area: 58.2 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.99
• LOG S: -1.07
• Solubility (Water): 1.08e+01 g/l

PROPERTIES

Physical Property

• Melting Point: ~320 °C (dec.)(lit.); 316 - 317°C; 316-317°C; 335-337°C (dec.)
• Boiling Point: 335°C (decomposes)
• Density: 1.23 g cm^-3 (calculated)

Safety Information

• Storage Condition: 0°C
• RTECS: XP2100000
• German water hazard class: 2
• TSCA Listed: 是
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Gene Information: mouse ... Tymp(72962)

Product Information

• Purity: ~99%; ≥97.0% (UV); ≥99%; ≥99% (HPLC); 97%
• Suitability: plant cell culture tested; suitable for cell culture
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C5H6N2O2

DETAILS

MP Biomedicals - 02103060

Crystalline
Purity: ~99%

MP Biomedicals - 05202505

MP Biomedicals Rare Chemical collection

DrugBank - DB03462

Drug information: experimental

Sigma Aldrich - T0376

Packaging
5, 10, 25, 100 g in poly bottle
Application
Thymine is one of the four nucleobases, along with adenine, guanine and cytosine found in deoxyribonucleic acids (DNA). Thymine may be used to study chemical processes that affect DNA structure, such a radiation induced radical production leading to base cross-linking reactions and derivitizations. Thymine may be used to study the parameters of hydrogen bonding kinetics and energies with other nucleobases such as adenine. Thymine is used to develop sensitive heavy metal (mercury) detectors based on coordination chemistry and nanoparticle structures.

Toronto Research Chemicals - T412150

Thymine is a nitrogenous base component in the nucleic acid of DNA.

REFERENCES

• Keum, Y., et al.: App. Microbiol. Biotechnol., 80, 863 (2008)
• Redzic, Z., et al.: Neurochem. Res., 34, 566 (2008)
• Lanevskij, K., et al.: J. Pharm. Sci., 98, 122 (2008)
• Rajendar, B., et al.: Bioorg. Med. Chem., 17, 351 (2008)