3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-[2-(sulfonatooxy)ethyl]-1,3-thiazol-3-ium

• ChemBase ID: 178504
• Molecular Formular: C12H16N4O4S2
• Molecular Mass: 344.40984
• Monoisotopic Mass: 344.06129701
• SMILES: c1(ncc(c(n1)N)C[n+]1csc(c1C)CCOS(=O)(=O)[O-])C
• Canonical SMILES: Cc1ncc(c(n1)N)C[n+]1csc(c1C)CCOS(=O)(=O)[O-]
• InChI: InChI=1S/C12H16N4O4S2/c1-8-11(3-4-20-22(17,18)19)21-7-16(8)6-10-5-14-9(2)15-12(10)13/h5,7H,3-4,6H2,1-2H3,(H2-,13,14,15,17,18,19)
• InChIKey: DXANYXRZRNXGSC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-[2-(sulfonatooxy)ethyl]-1,3-thiazol-3-ium
• IUPAC Traditional name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-5-[2-(sulfonatooxy)ethyl]-1,3-thiazol-3-ium
• Synonyms: 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-4-methyl-5-[2-(sulfooxy)ethyl]thiazolium Inner Salt; Thiamine Hydrogen Sulfate Ester Inner Salt; Thiamine Sulfate

Database IDs

• CAS Number: 2380-61-2
• PubChem SID: 164234414
• PubChem CID: 71468986

CALCULATED PROPERTIES

• Acid pKa: -2.6501484
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): -4.6545157
• LogD (pH = 7.4): -4.35069
• Log P: -5.984474
• Molar Refractivity: 82.2698 cm^3
• Polarizability: 31.663797 Å^3
• Polar Surface Area: 122.11 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid
• Melting Point: 187-189°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T344085

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)