Oxo thiamine

CAS: 490-82-4

Ref. 3D-FO26662

Product Information

• Name: Oxo thiamine
• Synonyms: 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazoloneThiamin thiazolone
• Brand: Biosynth
• Description: Oxo thiamine (OT) is a group II intramolecular hydrogen donor that has been shown to be effective against various types of cancer. OT is a competitive inhibitor of the bacterial enzyme sulfamidase, which is responsible for hydrolyzing sulfamethoxazole resulting in resistance to this antibiotic. In addition, OT inhibits mitochondrial complex I and causes a loss in mitochondrial membrane potential. OT also has anti-inflammatory properties and can be used as an analog in nuclear DNA synthesis. OT binds to the nitrogen atom on the phosphate group of ATP and forms a hydrogen bond with the oxygen atom on the same phosphate group, inhibiting enzymatic reactions.

Chemical properties

• Molecular weight: 280.35 g/mol
• Formula: C₁₂H₁₆N₄O₂S
• Purity: Min. 95%
• Color/Form: White Powder
• InChI: 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)
• InChI key: InChIKey=VXCONGLPCAPYEU-UHFFFAOYSA-N
• SMILES: Cc1ncc(Cn2c(C)c(CCO)sc2=O)c(N)n1