OXYTHIAMINE HYDROCHLORIDE
OXYTHIAMINE HYDROCHLORIDE Basic information
- Product Name:
- OXYTHIAMINE HYDROCHLORIDE
- Synonyms:
-
- Thiazolium,3-[(3,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl]-5-(2-hydroxyethyl)-4-methyl-
- Oxythiamine·HCl≥ 99% (assay)
- oxythiamine(1+)
- Oxythiamine (Hydroxythiamin)
- Oxythiamine (Synonyms: Hydroxythiamin)
- thiazolium,5-(2-hydroxyethyl)-3-((4-hydroxy-2-methyl-5-pyrimidinyl)methyl)-4-m
- 5-(2-HYDROXYETHYL)-3-(4-HYDROXY-2-METHYL-5-PYRIMIDINYLMETHYL)-4-METHYLTHIAZOLIUM CHLORIDE
- 5-[2-HYDROXYETHYL]-3-[4-HYDROXY-2-METHYL-5-PYRIMIDINYLMETHYL]-4-METHYLTHIAZOLIUM CHLORIDE HYDROCHLORIDE
- CAS:
- 136-16-3
- MF:
- C12H17Cl2N3O2S
- MW:
- 338.25
- Mol File:
- 136-16-3.mol
OXYTHIAMINE HYDROCHLORIDE Chemical Properties
- Density
- 1.2416 (rough estimate)
- refractive index
- 1.6740 (estimate)
- storage temp.
- −20°C
- solubility
- DMSO : 51.67 mg/mL (194.00 mM)
- form
- Solid
- color
- White to off-white
MSDS
- Language:English Provider:SigmaAldrich
OXYTHIAMINE HYDROCHLORIDE Usage And Synthesis
Chemical Properties
White solid
Uses
Oxythiamine (Hydroxythiamin), an analogue of anti-metabolite, can suppress the non-oxidative synthesis of ribose and induce cell apoptosis. Oxythiamine is a thiamine antagonist and inhibits transketolase (TK). Oxythiamine inhibits cancer cell apoptosis and inhibits cell proliferation[1][2][3].
Definition
ChEBI: A 1,3-thiazolium cation that is 5-(2-hydroxyethyl)-4-methyl-1,3-thiazole alkylated at the N3 position by a (2-methyl-4-oxo-1,4-dihydropyrimidin-5-yl)methyl group.
Safety Profile
Moderately toxic by subcutaneous route. Experimental reproductive effects. Whenheated to decomposition it emits toxic fumes of NOx and SOx.
in vivo
Oxythiamine (100-500 mg/kg, i.p. 4 days) inhibits tumor growth in Ehrlich's ascites tumor hosting mice[2].
Oxythiamine (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. |
References
[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. DOI:10.1186/2162-3619-2-18
[2] Ra?s 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. DOI:10.1016/s0014-5793(99)00924-2
[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. DOI:10.1007/s11571-021-09725-7
[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. DOI:10.1007/s10585-010-9331-2
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