ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate

• ChemBase ID: 173277
• Molecular Formular: C9H13N3O2S
• Molecular Mass: 227.28342
• Monoisotopic Mass: 227.07284767
• SMILES: c1(cnc(nc1NC)SC)C(=O)OCC
• Canonical SMILES: CCOC(=O)c1cnc(nc1NC)SC
• InChI: InChI=1S/C9H13N3O2S/c1-4-14-8(13)6-5-11-9(15-3)12-7(6)10-2/h5H,4H2,1-3H3,(H,10,11,12)
• InChIKey: VDDZMXQAZJMGPK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate
• IUPAC Traditional name: ethyl 4-(methylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylate
• Synonyms: 4-Methylamino-2-methylthiopyrimidine-5-carboxylic Acid Ethyl Ester; Ethyl 4-(Methylamino)-2-(methylthio)pyrimidine-5-carboxylate; NSC 165300; 4-(Methylamino)-2-(methylthio)pyrimidine-5-carboxylic Acid Ethyl Ester; ethyl 4-(methylamino)-2-(methylthio)pyrimidine-5-carboxylate

Database IDs

• CAS Number: 76360-82-2
• PubChem SID: 164229187
• PubChem CID: 295697

CALCULATED PROPERTIES

• Acid pKa: 17.413574
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.4174757
• LogD (pH = 7.4): 2.4340434
• Log P: 2.4342592
• Molar Refractivity: 62.7084 cm^3
• Polarizability: 22.744495 Å^3
• Polar Surface Area: 64.11 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Ethyl Acetate; Methanol
• Apperance: White Solid

Product Information

• Purity: 97%

DETAILS

Toronto Research Chemicals - M286905

An intermediate in the preparation of antitumor agents, antiinflammatory agents and tyrosine kinase inhibitors

REFERENCES

• Klutchko, S., et al.: J. Med. Chem., 41, 3276 (1998)
• Hisamichi, H., et al.: Bioorg. Med. Chem., 13, 6277 (1998)