CAS 614-05-1|Oxythiamine chloride hydrochloride
| Common Name | Oxythiamine chloride hydrochloride | ||
|---|---|---|---|
| CAS Number | 614-05-1 | Molecular Weight | 351.25200 |
| Density | / | Boiling Point | / |
| Molecular Formula | C12H16Cl2N4O2S | Melting Point | / |
| MSDS | USA | Flash Point | / |
Names
| Name | oxythiamine chloride hydrochloride |
|---|---|
| Synonym | More Synonyms |
Oxythiamine chloride hydrochloride BiologicalActivity
| Description | 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]. |
|---|---|
| Related Catalog | Signaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>Cancer |
| Target | Vitamin B1, Thiamine, Transketolase[1]. |
| In Vitro | Oxythiamine chloride hydrochloride (0-40 μM，2 天) 抑制 MIA PaCa-2 细胞的细胞活力(IC50: 14.95 μM)[1]。 Oxythiamine chloride hydrochloride (0-500 μM，48 小时) 抑制 MIA PaCa-2 细胞中 14-3-3 蛋白 beta/alpha 的表达[1]。 Oxythiamine chloride hydrochloride (0.1-100 μM, 6-48 h) 抑制 A549 细胞增殖[3]. Oxythiamine chloride hydrochloride (0.1-100 μM, 24 h) 诱导A549细胞凋亡[3]. [3]. Oxythiamine chloride hydrochloride (0-20 μM) 抑制 Lewis 肺癌 (LLC) 细胞的侵袭和迁移 (IC50: 8.75 μM)[4]。 Cell Viability Assay[1] Cell Line: MIA PaCa-2 cells Concentration: 0-40 μM Incubation Time: 2 days Result: Inhibited cell viability with an IC50 of 14.95 μM. Western Blot Analysis[1] Cell Line: MIA PaCa-2 cells Concentration: 0, 5, 50, 500 μM Incubation Time: 48 h Result: Inhibited 14-3-3 protein beta/alpha expression, and increased alpha-enolase. |
| In Vivo | Oxythiamine chloride hydrochloride (100-500 mg/kg，i.p. 4 天) 抑制艾氏腹水瘤宿主小鼠的肿瘤生长[2]。 Oxythiamine chloride hydrochloride (250 或 500 mg/kg，每日一次，持续 5 周) 通过抑制植入 (s.c.) LLC 细胞的小鼠体内的 MMPs 来抑制肿瘤细胞转移[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. [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. [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. [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. |
Chemical & Physical Properties
| Molecular Formula | C12H16Cl2N4O2S |
|---|---|
| Molecular Weight | 351.25200 |
| Exact Mass | 350.03700 |
| PSA | 107.56000 |
| InChIKey | HGYQKVVWNZFPJS-UHFFFAOYSA-N |
| SMILES | Cc1ncc(C[n+]2csc(CCO)c2C)c(=O)[nH]1.Cl.[Cl-] |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Mammal - species unspecified
- DOSE/DURATION :
- 1835 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- VMDKAM Voprosy Meditsinskoi Khimii. Problems of Medical Chemistry. (V/O Me zhdunarodnaya Kniga, 113095 Moscow, USSR) V.1- 1955- Volume(issue)/page/year: 33,70,1987
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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| RIDADR | NONH for all modes of transport |
| RTECS | XJ7034100 |
| HS Code | 2934100090 |
Customs
| HS Code | 2934100090 |
|---|---|
| Summary | 2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0% |
Articles2
More Articles| Inhibition of protein phosphorylation in MIA pancreatic cancer cells: confluence of metabolic and signaling pathways. J. Proteome Res. 9 , 980-989, (2010) Oxythiamine (OT), a transketolase inhibitor, is known to inhibit pancreatic cancer cell proliferation. In this study, we investigated the effect of inhibition of the transketolase pathway on signaling... | |
| The in vitro and in vivo anti-metastatic efficacy of oxythiamine and the possible mechanisms of action. Clin. Exp. Metastasis 27 , 341-349, (2010) This study examined the anti-metastatic effects of oxythiamine (OT) both in cell culture and in vivo. Cell culture results revealed that OT (0-20 microM) significantly inhibited the invasion and migra... |
Synonyms
| Thiazolium,3-((1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl)-5-(2-hydroxyethyl)-4-methyl-,chloride,monohydrochloride |
| 5-(2-Hydroxy-aethyl)-4-methyl-3-(2-methyl-6-oxo-1,6-dihydro-pyrimidin-5-ylmethyl)-thiazolium,Chlorid-hydrochlorid |
| OXYTHIAMINE CHLORIDE HCL |
| 5-(2-hydroxy-ethyl)-4-methyl-3-(2-methyl-6-oxo-1,6-dihydro-pyrimidin-5-ylmethyl)-thiazolium,chloride-hydrochloride |
| 5-(2-Hydroxyethyl)-3-(4-hydroxy-2-methyl-5-pyrimidinylmethyl)-4-methylthiazolium chloride |
| 5-[[5-(2-hydroxyethyl)-4-methyl-1,3-thiazol-3-ium-3-yl]methyl]-2-methyl-1H-pyrimidin-6-one,chloride,hydrochloride |
| thiazolium,5-(2-hydroxyethyl)-3-[(4-hydroxy-2-methyl-5-pyrimidinyl)methyl]-4-methyl-,chloride,hydrochloride(1:1:1) |
| MFCD00050656 |
