API reference

Trimetazidine

CAS number
5011-34-7
Molecular formula
C14H22N2O3
Molecular weight
266.34 g/mol
Trimetazidine — 2D structure
2D structure (PubChem)

About this molecule

Trimetazidine is a piperazine derivative indicated for the symptomatic treatment of stable angina pectoris in patients inadequately controlled or intolerant to first line therapies. Trimetazidine has been studied as a treatment for angina pectoris since the late 1960s. Acidic conditions, caused by anaerobic metabolism and fatty acid oxidation, in response to myocardial ischemia, activate sodium-hydrogen and sodium-calcium antiport systems. The increased intracellular calcium decreases contractility. It is hypothesized that trimetazidine inhibits 3-ketoacyl coenzyme A thiolase, which decreases fatty acid oxidation but not glucose metabolism, preventing the acidic conditions that exacerbate ischemic injury. However, evidence for this mechanism is controversial. Trimetazidine is not FDA approved. However, it has been approved in France since 1978.

Source: DrugBank, via PubChem.

Identifiers

IUPAC name
1-[(2,3,4-trimethoxyphenyl)methyl]piperazine
InChIKey
UHWVSEOVJBQKBE-UHFFFAOYSA-N
SMILES
COC1=C(C(=C(C=C1)CN2CCNCC2)OC)OC
Other CAS numbers recorded
127881-54-3
PubChem CID
21109

Also known as

Trimetazidina · Trimetazidinum · Dilatan · Piperazine, 1-((2,3,4-trimethoxyphenyl)methyl)- · 1-((2,3,4-trimethoxyphenyl)methyl)piperazine · Vastarel MR · C01EB15 · 225-690-2

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