CAS 5011-34-7|Trimetazidine

Introduction:Basic information about CAS 5011-34-7|Trimetazidine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameTrimetazidine
CAS Number5011-34-7Molecular Weight274.385
Density1.1±0.1 g/cm3Boiling Point364.0±37.0 °C at 760 mmHg
Molecular FormulaC14H22N2O3Melting Point200 - 205ºC
MSDS/Flash Point174.0±26.5 °C

Names

Name1-[(2,3,4-trimethoxyphenyl)methyl]piperazine
SynonymMore Synonyms

Trimetazidine BiologicalActivity

DescriptionTrimetazidine is a selective long chain 3-ketoyl coenzyme A thiolase inhibitor with an IC50 of 75 nM, which can inhibit β-oxidation of free fatty acid (FFA). Trimetazidine is an effective antianginal agent and a cytoprotective drug, has anti-oxidant, anti-inflammatory, antinociceptive and gastroprotective properties. Trimetazidine triggers autophagy. Trimetazidine is also a 3-hydroxyacyl-CoA dehydrogenase (HADHA) inhibitor[1][2][3][4].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Autophagy >>Autophagy
Target

IC50: 75 nM (long chain 3-ketoyl coenzyme A thiolase)[2] β-oxidation[2] Autophagy[3] 3-hydroxyacyl-CoA dehydrogenase (HADHA)[4]

In VitroTrimetazidine (1-100 μM; 24 hours; HUVECs) could enhance the viability of the injured HUVECs induced by oxidation in a certain dose-dependent manner[1]. Cell Viability Assay[1] Cell Line: Human umbilical vein endothelial cells (HUVECs) Concentration: 1 μM,10 μM,100 μM Incubation Time: 24 hours Result: Enhanced the viability of the injured HUVECs induced by oxidation.
In VivoTrimetazidine (5-20 mg/kg; oral administration; 1 hour; Swiss albino male mice) in 10 and 20mg/kg doses significantly raises the seizure-threshold current in the ICES test in the mice[5]. Animal Model: Swiss albino male mice (24-35 g)[4] Dosage: 5 mg/kg, 10 mg/kg and 20 mg/kg; 10 mL/kg body weight Administration: Oral administration ; 1 hour Result: In 10 and 20mg/kg doses significantly raised the seizure-threshold current in the ICES test.
References

[1]. Shenghu He, et al. Protective effects of trimetazidine against vascular endothelial cell injury induced by oxidation. Journal of Geriatric Cardiology, December 2008 , Vol 5 No 4.

[2]. Chrusciel P, et al. Defining the role of trimetazidine in the treatment of cardiovascular disorders: some insights on its role in heart failure and peripheral artery disease. Drugs. 2014 Jun;74(9):971-80.

[3]. Kantor PF, et al. The antianginal drug trimetazidine shifts cardiac energy metabolism from fatty acid oxidation to glucose oxidation by inhibiting mitochondrial long-chain 3-ketoacyl coenzyme A thiolase. Circ Res. 2000 Mar 17;86(5):580-8.

[4]. Hossain F, et al.Inhibition of Fatty Acid Oxidation Modulates Immunosuppressive Functions of Myeloid-Derived Suppressor Cells and Enhances Cancer Therapies. Cancer Immunol Res. 2015 Nov;3(11):1236-47.

[5]. Jain S, et al. Trimetazidine exerts protection against increasing current electroshock seizure test in mice. Seizure. 2010 Jun;19(5):300-2.

Chemical & Physical Properties

Density1.1±0.1 g/cm3
Boiling Point364.0±37.0 °C at 760 mmHg
Melting Point200 - 205ºC
Molecular FormulaC14H22N2O3
Molecular Weight274.385
Flash Point174.0±26.5 °C
Exact Mass274.213257
PSA42.96000
LogP0.80
Vapour Pressure0.0±0.8 mmHg at 25°C
Index of Refraction1.524
InChIKeyUHWVSEOVJBQKBE-UHFFFAOYSA-N
SMILESCOc1ccc(CN2CCNCC2)c(OC)c1OC

Safety Information

Hazard CodesXi
HS Code2933599090

Customs

HS Code2933599090
Summary2933599090. other compounds containing a pyrimidine ring (whether or not hydrogenated) or piperazine ring in the structure. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

Piperazine-2,2,3,3,5,5,6,6-d, 1-[(2,3,4-trimethoxyphenyl)methyl]-
Trimetazidine HCl
EINECS 225-690-2
MFCD00868263
Trimetazidine
1-(2,3,4-Trimethoxybenzyl)(2,2,3,3,5,5,6,6-H)piperazine
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