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

• ChemBase ID: 178503
• Molecular Formular: C14H20Cl2N4O2S
• Molecular Mass: 379.3052
• Monoisotopic Mass: 378.06840226
• SMILES: c1(ncc(c(n1)N)C[n+]1csc(c1C)CCOC(=O)C)C.[Cl-].Cl
• Canonical SMILES: CC(=O)OCCc1sc[n+](c1C)Cc1cnc(nc1N)C.Cl.[Cl-]
• InChI: InChI=1S/C14H19N4O2S.2ClH/c1-9-13(4-5-20-11(3)19)21-8-18(9)7-12-6-16-10(2)17-14(12)15;;/h6,8H,4-5,7H2,1-3H3,(H2,15,16,17);2*1H/q+1;;/p-1
• InChIKey: RHACBYQHDIYAIL-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[2-(acetyloxy)ethyl]-3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-4-methyl-1,3-thiazol-3-ium chloride hydrochloride
• IUPAC Traditional name: thiamin acetic acid chloride hydrochloride
• Synonyms: 5-[2-(Acetyloxy)ethyl]-3-[(4-amino-2-methyl-5-pyrimidinyl)methyl]-4-methylthiazolium Chloride Hydrochloride; Thiamine Acetate Ester Monohydrochloride; Thiamine Acetate Ester Hydrochloride; Acetylaneurine Hydrochloride; Thiamine Acetate Hydrochloride

Database IDs

• CAS Number: 1037-29-2
• PubChem SID: 164234413
• PubChem CID: 71752508

CALCULATED PROPERTIES

• Acid pKa: 17.926508
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.99662
• LogD (pH = 7.4): -2.690713
• Log P: -2.6849003
• Molar Refractivity: 82.5512 cm^3
• Polarizability: 30.761883 Å^3
• Polar Surface Area: 81.98 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 227-232°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T344075

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)