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

• ChemBase ID: 161117
• Molecular Formular: C12H16Cl2N4S
• Molecular Mass: 319.25324
• Monoisotopic Mass: 318.04727289
• SMILES: c1(ncc(c(n1)N)C[n+]1csc(c1C)CCCl)C.[Cl-]
• Canonical SMILES: ClCCc1sc[n+](c1C)Cc1cnc(nc1N)C.[Cl-]
• InChI: InChI=1S/C12H16ClN4S.ClH/c1-8-11(3-4-13)18-7-17(8)6-10-5-15-9(2)16-12(10)14;/h5,7H,3-4,6H2,1-2H3,(H2,14,15,16);1H/q+1;/p-1
• InChIKey: BPEQAFGUCPPRIB-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-chloroethyl)-4-methyl-1,3-thiazol-3-ium chloride
• IUPAC Traditional name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-chloroethyl)-4-methyl-1,3-thiazol-3-ium chloride
• Synonyms: 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-chloroethyl)-4-methylthiazolium Chloride; 5-β-Chlorethylthiamine; Beclotiamine

Database IDs

• CAS Number: 13471-78-8
• PubChem SID: 162255252
• PubChem CID: 71858

CALCULATED PROPERTIES

• Acid pKa: 19.126822
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -2.0304897
• LogD (pH = 7.4): -1.7236085
• Log P: -1.7177831
• Molar Refractivity: 76.4507 cm^3
• Polarizability: 28.046135 Å^3
• Polar Surface Area: 55.68 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B119500

Beclotiamine is a Thiamine based compound that acts as a thiamine antagonist. Beclotiamine is used as a coccidiostatic.

REFERENCES

• Komai, T. et al.: J. Vitaminol., 18, 102 (1972)
• Matsuzawa, T.: Parasitology, 77, 235 (1972)
• Matsuzawa, T. et al.: Sank. Kenk. Nenpo, 24, 136 (1972)