3-[(4-aminopyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride

• ChemBase ID: 175720
• Molecular Formular: C11H15ClN4OS
• Molecular Mass: 286.781
• Monoisotopic Mass: 286.0655098
• SMILES: c1nc(c(cn1)C[n+]1csc(c1C)CCO)N.[Cl-]
• Canonical SMILES: OCCc1sc[n+](c1C)Cc1cncnc1N.[Cl-]
• InChI: InChI=1S/C11H15N4OS.ClH/c1-8-10(2-3-16)17-7-15(8)5-9-4-13-6-14-11(9)12;/h4,6-7,16H,2-3,5H2,1H3,(H2,12,13,14);1H/q+1;/p-1
• InChIKey: YSZJAYGOPKFTGQ-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-aminopyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• IUPAC Traditional name: 3-[(4-aminopyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• Synonyms: 3-[(4-Amino-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methylthiazolium Chloride; 2'-Demethylthiamine; 2'-Nor Thiamine

Database IDs

• CAS Number: 7770-93-6
• PubChem SID: 164231630
• PubChem CID: 71751247

CALCULATED PROPERTIES

• Acid pKa: 15.504565
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.5572762
• LogD (pH = 7.4): -3.513526
• Log P: -3.5129366
• Molar Refractivity: 68.7753 cm^3
• Polarizability: 25.077023 Å^3
• Polar Surface Area: 75.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - N830500

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)