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614-05-1

614-05-1 structure
614-05-1 structure
  • Name: Oxythiamine chloride hydrochloride
  • Chemical Name: oxythiamine chloride hydrochloride
  • CAS Number: 614-05-1
  • Molecular Formula: C12H16Cl2N4O2S
  • Molecular Weight: 351.25200
  • Catalog: Signaling Pathways Apoptosis Apoptosis
  • Create Date: 2018-03-30 08:00:00
  • Modify Date: 2024-01-07 21:30:51
  • 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].
Name oxythiamine chloride hydrochloride
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
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
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.  

Molecular Formula C12H16Cl2N4O2S
Molecular Weight 351.25200
Exact Mass 350.03700
PSA 107.56000

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XJ7034100
CHEMICAL NAME :
Thiazolium, 3-((1,4-dihydro-2-methyl-4-oxo-5-pyrimidinyl)methyl)- 5-(2-hydroxyethyl)-4- methyl-, chloride, monohydrochloride
CAS REGISTRY NUMBER :
614-05-1
LAST UPDATED :
199707
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C12-H16-N3-O2-S.Cl.Cl-H

HEALTH HAZARD DATA

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
Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
RIDADR NONH for all modes of transport
RTECS XJ7034100
HS Code 2934100090
70-16-6 structure

70-16-6

~%

614-05-1 structure

614-05-1
Literature: Matsukawa; Yurugi Yakugaku Zasshi, 1951 , vol. 71, p. 827 Chem.Abstr., 1952 , p. 8125 Full Text Show Details Rydon Biochemical Journal, 1951 , vol. 48, p. 383
19030-80-9 structure

19030-80-9

~%

614-05-1 structure

614-05-1
Literature: Iwatsu Yakugaku Zasshi, 1952 , vol. 72, p. 366 Chem.Abstr., 1953 , p. 2179
1749-72-0 structure

1749-72-0

~%

614-05-1 structure

614-05-1
Literature: Slobodin; Sigel' Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 1019,1021 Chem.Abstr., 1942 , p. 6542
698-30-6 structure

698-30-6

~%

614-05-1 structure

614-05-1
Literature: Slobodin; Sigel' Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 1019,1021 Chem.Abstr., 1942 , p. 6542
5353-05-9 structure

5353-05-9

~%

614-05-1 structure

614-05-1
Literature: Slobodin; Sigel' Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 1019,1021 Chem.Abstr., 1942 , p. 6542
14273-42-8 structure

14273-42-8

~%

614-05-1 structure

614-05-1
Literature: Slobodin; Sigel' Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 1019,1021 Chem.Abstr., 1942 , p. 6542
137-00-8 structure

137-00-8
858269-26-8 structure

858269-26-8

~%

614-05-1 structure

614-05-1
Literature: Slobodin; Sigel' Zhurnal Obshchei Khimii, 1941 , vol. 11, p. 1019,1021 Chem.Abstr., 1942 , p. 6542
720710-56-5 structure

720710-56-5
13051-49-5 structure

13051-49-5

~%

614-05-1 structure

614-05-1
Literature: Matsukawa; Yurugi Yakugaku Zasshi, 1951 , vol. 71, p. 827 Chem.Abstr., 1952 , p. 8125
720710-56-5 structure

720710-56-5
13110-18-4 structure

13110-18-4
13051-49-5 structure

13051-49-5

~%

614-05-1 structure

614-05-1
Literature: Bergel; Todd Journal of the Chemical Society, 1937 , p. 1504,1508
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%

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