Oxythiamine chloride hydrochloride

Product NameOxythiamine chloride hydrochloride
CAS614-05-1
MFC12H17Cl2N3O2S
MW338.25
EINECS
MOL File614-05-1.mol

Chemical Properties

Melting point	>190°C (subl.)
storage temp.	-20°C
solubility	DMSO (Slightly, Heated), Methanol (Slightly), Water (Slightly)
form	Solid
color	White to Off-White
Stability	Hygroscopic
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
InChIKey	QHUYPZVMEJLSEB-UHFFFAOYSA-N
SMILES	CC(N1)=NC=C(C[N+]2=CSC(CCO)=C2C)C1=O.Cl.[Cl-]

Safety Information

WGK Germany	3
RTECS	XJ7034100
Storage Class	11 - Combustible Solids

MSDS

Provider	Language
SigmaAldrich	English

Usage And Synthesis

Uses

thiamine antagonist

Uses

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

Definition

ChEBI: A hydrochloride obtained by combining oxythiamine chloride with one molar equivalent of hydrochloric acid.

General Description

Oxythiamine is a thiamine antimetabolite and the source through diet is by consuming acidic thiamine rich foods.

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.

in vivo

Oxythiamine chloride hydrochloride (100-500 mg/kg, i.p. 4 days) inhibits tumor growth in Ehrlich's ascites tumor hosting mice^[2].
Oxythiamine chloride hydrochloride (250 or 500 mg/kg, daily for 5 week) inhibits tumor cell metastasis via inhibition of MMPs in mice implanted (s.c.) with LLC cells^[4].

Animal Model:	Ehrlich's ascites tumor hosting mice^[2]
Dosage:	100-500 mg/kg
Administration:	i.p., 4 days
Result:	Inhibited tumor growth by 43% at 300 mg/kg and 84% at 500 mg/kg.

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