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, (3H)-Thiazolone, 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-, 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, 3-((4-Amino-2-metil-5-pirimidinil)metil)-5-(2-idrossietil)-4-metiltiazolin-2-one, 3-((4-Amino-2-metil-5-pirimidinil)metil)-5-(2-idrossietil)-4-metiltiazolin-2-one [Italian], 3-[(4-Amino-2-methyl-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-2(3H)-thiazolone, 3-[(4-amino-2-methylpyrimidin-5-yl)methyl]-5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-2(3H)-one, 4-Thiazolin-2-one, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-, Brn 0310984, Thiamin thiazolone, Thiamine thiazolone, Thiaminthiazolone, Tiamintiazolone, Tiamintiazolone [Italian]

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.

• Brand: Biosynth

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