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CAS 136-16-3

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Oxythiamine

Description:
Oxythiamine, also known as thiamine disulfide or thiamine sulfide, is a derivative of thiamine (vitamin B1) characterized by the presence of a disulfide bond. Its chemical structure includes a thiazole ring and a pyrimidine ring, which are typical of thiamine, but with modifications that enhance its stability and bioavailability. Oxythiamine is primarily recognized for its role in biochemical processes, particularly in carbohydrate metabolism, where it acts as a coenzyme in the decarboxylation of alpha-keto acids. This compound is often utilized in research and clinical settings to study thiamine deficiency and its effects on metabolic pathways. Oxythiamine exhibits solubility in water and is generally stable under standard conditions, although it may be sensitive to extreme pH levels and light. Its pharmacological properties include potential neuroprotective effects, making it of interest in studies related to neurological health. As with any chemical substance, proper handling and safety precautions are essential when working with oxythiamine in laboratory settings.
Formula:C12H16N3O2S
InChI:InChI=1S/C12H15N3O2S/c1-8-11(3-4-16)18-7-15(8)6-10-5-13-9(2)14-12(10)17/h5,7,16H,3-4,6H2,1-2H3/p+1
InChI key:InChIKey=SRDGSXVLAVRBLU-UHFFFAOYSA-O
SMILES:C([N+]=1C(C)=C(CCO)SC1)C=2C(=O)NC(C)=NC2
Synonyms:
  • 3-[(3,4-Dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methylthiazolium
  • 3-[(4-Hydroxy-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium
  • 4′-Oxythiamin
  • 5-(2-Hydroxyethyl)-3-((4-hydroxy-2-methyl-5-pyrimidinyl)methyl)-4-methyl-thiazolium
  • Brn 4153910
  • Hydroxythiamin
  • Hydroxythiamine
  • Oxythiamin
  • Oxythiamine
  • Thiazolium, 3-((1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-
  • See more synonyms
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