3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-(13C)methyl(4,5-13C2)-1,3-thiazol-3-ium chloride hydrochloride

• ChemBase ID: 178516
• Molecular Formular: C12H18Cl2N4OS
• Molecular Mass: 340.24648451
• Monoisotopic Mass: 339.06790209
• SMILES: c1(ncc(c(n1)N)C[n+]1cs[13c]([13c]1[13CH3])CCO)C.[Cl-].Cl
• Canonical SMILES: OCC[13c]1sc[n+]([13c]1[13CH3])Cc1cnc(nc1N)C.Cl.[Cl-]
• InChI: InChI=1S/C12H17N4OS.2ClH/c1-8-11(3-4-17)18-7-16(8)6-10-5-14-9(2)15-12(10)13;;/h5,7,17H,3-4,6H2,1-2H3,(H2,13,14,15);2*1H/q+1;;/p-1/i1+1,8+1,11+1
• InChIKey: DPJRMOMPQZCRJU-MNCNMYTISA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-(^1^3C)methyl(4,5-^1^3C₂)-1,3-thiazol-3-ium chloride hydrochloride
• IUPAC Traditional name: 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-(^1^3C)methyl(4,5-^1^3C₂)-1,3-thiazol-3-ium chloride hydrochloride
• Synonyms: 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-chloridethiazolium-13C3 Hydrochloride; Aneurine-13C3 Hydrochloride; Apate Drops-13C3; Beatine-13C3; Bedome-13C3; Begiolan-13C3; Benerva-13C3; Eskapen-13C3; Eskaphen-13C3; Thiamin-13C3 Dichloride; Vinothiam-13C3; Vitamin B1-13C3 Hydrochloride; Vitaneuron-13C3; Thiamine-13C3 Hydrochloride

Database IDs

• PubChem SID: 164234426
• PubChem CID: 71752511

CALCULATED PROPERTIES

• Acid pKa: 15.504604
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -3.4096768
• LogD (pH = 7.4): -3.1032324
• Log P: -3.0974126
• Molar Refractivity: 73.3997 cm^3
• Polarizability: 26.833982 Å^3
• Polar Surface Area: 75.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T344188

Labelled Thiamine (T344185). Essential nutrient required for carbohydrate metabolism; also involved in nerve function. Biosynthesized by microorganisms and plants. Dietary sources include whole grains, meat products, vegetables, milk, legumes and fruit. A

REFERENCES

• Kawaski, T., et al.: Methods Enzymol., 122, 15 (1986)
• Mascher, H., et al.: J. Pharm. Sci., 82, 56 (1986)