4-amino-2-(ethylsulfanyl)pyrimidine-5-carboxylic acid

• ChemBase ID: 133246
• Molecular Formular: C7H9N3O2S
• Molecular Mass: 199.23026
• Monoisotopic Mass: 199.04154754
• SMILES: CCSc1ncc(c(n1)N)C(=O)O
• Canonical SMILES: CCSc1ncc(c(n1)N)C(=O)O
• InChI: InChI=1S/C7H9N3O2S/c1-2-13-7-9-3-4(6(11)12)5(8)10-7/h3H,2H2,1H3,(H,11,12)(H2,8,9,10)
• InChIKey: TYAKXNHFMATCHA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-2-(ethylsulfanyl)pyrimidine-5-carboxylic acid
• IUPAC Traditional name: 4-amino-2-(ethylsulfanyl)pyrimidine-5-carboxylic acid
• Synonyms: 4-Amino-5-carboxy-2-ethylmercaptopyrimidine; 4-Amino-2-ethylthiopyrimidine-5-carboxylic Acid; NSC 122014; 4-Amino-2-ethylsulfanylpyrimidine-5-carboxylic Acid; 4-Amino-5-carboxy-2-ethylmercaptopyrimidine

Database IDs

• CAS Number: 89853-87-2
• MDL Number: MFCD00023249
• PubChem SID: 162227523; 24890752
• PubChem CID: 275300

CALCULATED PROPERTIES

• Acid pKa: 3.5161898
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 0.4816374
• LogD (pH = 7.4): -1.1828605
• Log P: 0.92856055
• Molar Refractivity: 52.4951 cm^3
• Polarizability: 18.849924 Å^3
• Polar Surface Area: 89.1 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 242-244°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3
• Storage Temperature: -20°C

DETAILS

Sigma Aldrich - A3254

Application
4-Amino-5-carboxy-2-ethylmercaptopyrimidine is a derivitized 2-mercaptopyrimidine.

Toronto Research Chemicals - A603090

An intermediate in the preparation of CDK inhibitors

REFERENCES

• Jakobsen, P., et al.: Bioorg. Med. Chem., 8, 2803 (2000)
• Chu, X., et al.: J. Med. Chem., 49, 6549 (2000)