ABC01389UQ

Oxo Thiamine

Oxo Thiamine is a thiamine derivative featuring a thiazole ring fused to a pyrimidine moiety via an oxo-substituted methylene bridge. The compound exhibits a 2-methyl-4-amino-5-hydroxymethyl thiazole unit linked to a 4-methyl-5-pyrimidinyl disulfide, with an additional carbonyl group (C=O) oxidized at the methylene bridge compared to the parent thiamine structure. This oxidation introduces a ketone functionality, altering its redox properties and stability. The compound arises as a synthetic byproduct during thiamine oxidation processes, particularly under alkaline or aerobic conditions. Its distinct UV absorption and chromatographic profile enable its identification as a critical impurity in thiamine API batches, serving as an HPLC reference standard for impurity quantification.

On Request
Molecular Formula C12H16N4O2S
Molecular Weight 280.3500
CAS Number 490-82-4 โœ“ Verified
PubChem CID 120267 โ†—
Purity N/A
Product Type API Impurity
Parent Drug Thiamine
Lead Time On Request
IUPAC Name 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-2-one

๐Ÿ“ Synonyms

490-82-4 Thiamine thiazolone X88Z903YTF 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-(3H)-thiazolone 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methylthiazolin-2-one 4-Thiazolin-2-one, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl- DTXSID40197660 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone RefChem:910830

๐Ÿ”ฌ Chemical Identifiers

CC1=C(SC(=O)N1CC2=CN=C(N=C2N)C)CCO
InChI=1S/C12H16N4O2S/c1-7-10(3-4-17)19-12(18)16(7)6-9-5-14-8(2)15-11(9)13/h5,17H,3-4,6H2,1-2H3,(H2,13,14,15)
VXCONGLPCAPYEU-UHFFFAOYSA-N

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