Oxythiamine chloride hydrochloride

• CAT Number: I012081
• CAS Number: 614-05-1
• Molecular Formula: C12H17Cl2N3O2S
• Molecular Weight: 338.25
• Purity: ≥95%
• Synonyms: 5-[[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium-3-yl]methyl]-2-methyl-1H-pyrimidin-6-one;chloride;hydrochloride
• InChI: InChI=1S/C12H15N3O2S.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;2*1H
• InChIKey: HGYQKVVWNZFPJS-UHFFFAOYSA-N
• SMILES: CC1=C(SC=[N+]1CC2=CN=C(NC2=O)C)CCO.Cl.[Cl-]

Oxythiamine (Hydroxythiamine) chloride hydrochloride, an analogue of anti-metabolite, can suppress the non-oxidative synthesis of ribose and induce cell apoptosis. Oxythiamine chloride hydrochloride is a thiamine antagonist and inhibits transketolase (TK). Oxythiamine chloride hydrochloride inhibits cancer cell apoptosis and inhibits cell proliferation[1][2][3].
Oxythiamine chloride hydrochloride (0-40 μM, 2 days) inhibits cell viability of MIA PaCa-2 cells (IC50: 14.95 μM)[1].
Oxythiamine chloride hydrochloride (0-500 μM, 48 h) suppresses expression of 14-3-3 protein beta/alpha in MIA PaCa-2 cells[1].
Oxythiamine chloride hydrochloride (0.1-100 μM, 6-48 h) inhibits A549 cell proliferation[3].
Oxythiamine chloride hydrochloride (0.1-100 μM, 24 h) induces A549 cell apoptosis[3].
Oxythiamine chloride hydrochloride (0–20 μM) inhibits the invasion and migration (IC50: 8.75 μM) of Lewis lung carcinoma (LLC) cells[4].
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].

Reference

[1]. Wang J, et al. Inhibition of transketolase by oxythiamine altered dynamics of protein signals in pancreatic cancer cells. Exp Hematol Oncol. 2013 Jul 27;2:18.
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[2]. Raïs B, et al. Oxythiamine and dehydroepiandrosterone induce a G1 phase cycle arrest in Ehrlich’s tumor cells through inhibition of the pentose cycle. FEBS Lett. 1999 Jul 30;456(1):113-8.
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[3]. Bai L, et al. A dose- and time-dependent effect of oxythiamine on cell growth inhibition in non-small cell lung cancer. Cogn Neurodyn. 2022 Jun;16(3):633-641.
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[4]. Yang CM, et al. The in vitro and in vivo anti-metastatic efficacy of oxythiamine and the possible mechanisms of action. Clin Exp Metastasis. 2010 May;27(5):341-9.
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