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Oxythiamine chloride hydrochloride

SIGMA/O4000 - ≥95% (HPLC)

Synonym: 5-(2-Hydroxyethyl)-3-(4-hydroxy-2-methyl-5-pyrimidinylmethyl)-4-methylthiazolium chloride

CAS Number: 614-05-1
Empirical Formula (Hill Notation): C12H16ClN3O2S · HCl
Molecular Weight: 338.25
MDL Number: MFCD00050656
Linear Formula: C12H16ClN3O2S · HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-O4000-1G 1 g
 $57.60
1/EA		 Add To Favorites
45-O4000-5G 5 g
 $177.00
1/EA		 Add To Favorites

 

assay ≥95% (HPLC)
color white to off-white
form powder
InChI 1S/C12H16N3O2S.2ClH/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,(H,13,14,17);2*1H
InChI key QHUYPZVMEJLSEB-UHFFFAOYSA-N
Quality Level 200 
SMILES string CC(N1)=NC=C(C[N+]2=CSC(CCO)=C2C)C1=O.Cl.[Cl-]
storage temp. −20°C
technique(s) HPLC: suitable
Application: Oxythiamine chloride hydrochloride is suitable for use:
• as a reference standard for calibration curve generation in liquid chromatography-tandem mass spectrometry (LC-MS/MS) for oxythiamine pyrophosphate (OTPP) quantification in red blood cells
• as a thiamine transport inhibitor in human mammary epithelial cells (HMEC) and breast cancer cell lines
• in the synthesis of oxythiamineH picrolonate salt
Biochem/physiol Actions: Oxythiamine (OT) is a thiamine antagonist. It is a transketolase inhibitor and is employed to study anti-metastatic mechanisms, especially those involving metalloproteinases (MMP). It significantly sensitizes human hepatocellular carcinoma cells (HCC) to sorafenib, favoring tumor suppression.
Biochem/physiol Actions: Oxythiamine inhibits Transketolase, the enzyme that controls the nonoxidative branch of the pentose phosphate pathway.
General description: Oxythiamine is a thiamine antimetabolite and the source through diet is by consuming acidic thiamine rich foods.
RIDADR NONH for all modes of transport
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥95% (HPLC)
Storage Temp. −20°C
UNSPSC 12352116

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