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

• ChemBase ID: 168766
• Molecular Formular: C13H19ClN4OS
• Molecular Mass: 314.83416
• Monoisotopic Mass: 314.09680993
• SMILES: c1(nc(c(cn1)C[n+]1csc(c1C)CCO)N)CC.[Cl-]
• Canonical SMILES: OCCc1sc[n+](c1C)Cc1cnc(nc1N)CC.[Cl-]
• InChI: InChI=1S/C13H19N4OS.ClH/c1-3-12-15-6-10(13(14)16-12)7-17-8-19-11(4-5-18)9(17)2;/h6,8,18H,3-5,7H2,1-2H3,(H2,14,15,16);1H/q+1;/p-1
• InChIKey: POIUCXXQCMUBCW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-ethylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• IUPAC Traditional name: 3-[(4-amino-2-ethylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride
• Synonyms: 3-[(4-Amino-2-ethyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methylthiazolium Chloride; 2'-Ethylthiamine; Ethylthiamin; Ethyl Thiamine

Database IDs

• CAS Number: 3505-34-8
• PubChem SID: 162262898
• PubChem CID: 71316671

CALCULATED PROPERTIES

• Acid pKa: 15.5046015
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -2.6806066
• LogD (pH = 7.4): -2.4523423
• Log P: -2.4484427
• Molar Refractivity: 78.0266 cm^3
• Polarizability: 28.665812 Å^3
• Polar Surface Area: 75.91 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - E926690

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)