Trimetazidine

Modify Date: 2024-01-02 18:31:15

Trimetazidine Structure
Trimetazidine structure
Common Name Trimetazidine
CAS Number 5011-34-7 Molecular Weight 274.385
Density 1.1±0.1 g/cm3 Boiling Point 364.0±37.0 °C at 760 mmHg
Molecular Formula C14H22N2O3 Melting Point 200 - 205ºC
MSDS N/A Flash Point 174.0±26.5 °C

 Use of Trimetazidine


Trimetazidine 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].

 Names

Name 1-[(2,3,4-trimethoxyphenyl)methyl]piperazine
Synonym More Synonyms

 Trimetazidine Biological Activity

Description Trimetazidine 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 Catalog
Target

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

In Vitro Trimetazidine (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 Vivo Trimetazidine (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

Density 1.1±0.1 g/cm3
Boiling Point 364.0±37.0 °C at 760 mmHg
Melting Point 200 - 205ºC
Molecular Formula C14H22N2O3
Molecular Weight 274.385
Flash Point 174.0±26.5 °C
Exact Mass 274.213257
PSA 42.96000
LogP 0.80
Vapour Pressure 0.0±0.8 mmHg at 25°C
Index of Refraction 1.524

 Safety Information

Hazard Codes Xi
HS Code 2933599090

 Synthetic Route

~%

Trimetazidine Structure

Trimetazidine

CAS#:5011-34-7

Literature: Ferte, Jacques; Kuehnel, Jean-Marc; Chapuis, Genevieve; Rolland, Yves; Lewin, Guy; Schwaller, Marc A. Journal of Medicinal Chemistry, 1999 , vol. 42, # 3 p. 478 - 489

~%

Trimetazidine Structure

Trimetazidine

CAS#:5011-34-7

Literature: Ferte, Jacques; Kuehnel, Jean-Marc; Chapuis, Genevieve; Rolland, Yves; Lewin, Guy; Schwaller, Marc A. Journal of Medicinal Chemistry, 1999 , vol. 42, # 3 p. 478 - 489

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2933599090
Summary 2933599090. 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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