3-{[4-amino-2-(2H3)methylpyrimidin-5-yl]methyl}-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride

• ChemBase ID: 178515
• Molecular Formular: C12H18Cl2N4OS
• Molecular Mass: 337.26852
• Monoisotopic Mass: 336.05783758
• SMILES: c1(ncc(c(n1)N)C[n+]1csc(c1C)CCO)C.[Cl-].Cl
• Canonical SMILES: OCCc1sc[n+](c1C)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
• InChIKey: DPJRMOMPQZCRJU-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[4-amino-2-(^2H₃)methylpyrimidin-5-yl]methyl}-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride
• IUPAC Traditional name: 3-{[4-amino-2-(^2H₃)methylpyrimidin-5-yl]methyl}-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium chloride hydrochloride
• Synonyms: 3-[(4-Amino-2-(methyl-d3)-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-chloridethiazolium Hydrochloride; Aneurine-d3 Hydrochloride; Apate Drops-d3; Beatine-d3; Bedome-d3; Begiolan-d3; Eskapen-d3; Eskaphen-d3; Thiamin-d3 Dichloride; Vinothiam-d3; Vitamin B1-d3 Hydrochloride; Vitaneuron-d3; Thiamine-d3 Hydrochloride

Database IDs

• PubChem SID: 164234425
• PubChem CID: 57369422

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: 26.9081 Å^3
• Polar Surface Area: 75.91 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White Solid
• Melting Point: 240-242°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - T344187

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)