Oxythiamine Chloride Hydrochloride

Alternative_name

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

Oxythiamine is a thiamine antagonist that acts as a transketolase inhibitor. As transketolase is a crucial enzyme of the pentose phosphate pathway, inhibition of this enzyme causes suppression of the pentose phosphate pathway and thus deprives cells of the metabolic intermediate (glyceraldehyde-3-phosphate) for ATP generation and of the substrates (NADPH, ribose-phosphate) for macromolecule synthesis. This metabolic inhibition seems to be responsible, at least in part, for the significant anticancer activity observed in vitro and in vivo.
CAS Number

614-05-1
Structure Available

Yes
Salt Form

No
Molecular Formula

C₁₂H₁₆ClN₃O₂S.HCl
Molecular Weight

338.25
Cell Permeable

Yes
Purity

≥95% by HPLC
Solubilities

DMSO (>50 mg/ml)
Handling

Protect from air and moisture
Tag Line

A thiamine antagonist that acts as a transketolase inhibitor.
Storage Condition

-20°C
Shipping Condition

gel pack
Shelf Life

36 months
MDL Number

MFCD00050656
PubChem CID

56845140
PubChem CID Link
SMILES

CC1=C(SC=[N+]1CC2=CN=C(N=C2N=O)C)CCO.Cl.[Cl-]
InChi

InChI=1S/C12H15N4O2S.2ClH/c1-8-11(3-4-17)19-7-16(8)6-10-5-13-9(2)14-12(10)15-18;;/h5,7,17H,3-4,6H2,1-2H3;2*1H/q+1;;/p-1
InChi Key

BNURZUBKXXZBQE-UHFFFAOYSA-M
Data Sheet Link
MSDS Available

Yes