3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-2,3-dihydro-1,3-thiazol-2-one

• ChemBase ID: 176056
• Molecular Formular: C12H16N4O2S
• Molecular Mass: 280.34604
• Monoisotopic Mass: 280.09939677
• SMILES: c1(nc(c(cn1)Cn1c(=O)sc(c1C)CCO)N)C
• Canonical SMILES: OCCc1sc(=O)n(c1C)Cc1cnc(nc1N)C
• InChI: InChI=1S/C12H16N4O2S/c1-7-10(3-4-17)19-12(18)16(7)6-9-5-14-8(2)15-11(9)13/h5,17H,3-4,6H2,1-2H3,(H2,13,14,15)
• InChIKey: VXCONGLPCAPYEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-2,3-dihydro-1,3-thiazol-2-one
• IUPAC Traditional name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-2-one
• Synonyms: Thiamin Thiazolone; Oxo Thiamine; 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone

Database IDs

• CAS Number: 490-82-4
• PubChem SID: 164231966
• PubChem CID: 120267

CALCULATED PROPERTIES

• Acid pKa: 15.898813
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.40261644
• LogD (pH = 7.4): 0.3773186
• Log P: 0.4073903
• Molar Refractivity: 78.6973 cm^3
• Polarizability: 28.330551 Å^3
• Polar Surface Area: 92.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - O864200

Thiamine (T344185) impurity.

REFERENCES

• Warnock, L., et al.: Anal. Biochem., 126, 394 (1982)
• Royer-Morrot, J., et al.: Eur. J. Clin. Pharmacol., 42, 219 (1982)