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Trimetazidine-N-oxide

CAT: 0804-HY-135408Size: 1 EachDry Ice: NoHazardous: No
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Description
Trimetazidine-N-oxide is the major active metabolite of Trimetazidine. Trimetazidine is a selective long chain 3-ketoyl coenzyme A thiolase inhibitor with an IC50 of 75 nM. Trimetazidine is an effective antianginal agent, has anti-oxidant, anti-inflammatory, antinociceptive and gastroprotective properties.
CAS Number
1644530-89-1
UNSPSC
12352005
Target
Drug Metabolite
Type
Reference compound
Related Pathways
Metabolic Enzyme/Protease
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/trimetazidine-n-oxide.html
Solubility
10 mM in DMSO
Smiles
COC1=CC=C(CN2CCN(O)CC2)C(OC)=C1OC
Molecular Formula
C14H22N2O4
Molecular Weight
282.34
References & Citations
[1]Sigmund G, et al. Doping control analysis of trimetazidine and characterization of major metabolites using mass spectrometric approaches. Drug Test Anal. 2014 Nov-Dec;6 (11-12) :1197-205.
Shipping Conditions
Room temperature
Scientific Category
Reference compound1
Clinical Information
No Development Reported

Chemical Information

Trimetazidine-N-oxide
CAS Number1644530-89-1
PubChem CID145925695
IUPAC Name1-hydroxy-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine
Molecular FormulaC14H22N2O4
Molecular Weight282.34
XLogP1
Topological Polar Surface Area54.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Heavy Atom Count20
Formal Charge0
Complexity284
SMILES
COC1=C(C(=C(C=C1)CN2CCN(CC2)O)OC)OC
InChI
InChI=1S/C14H22N2O4/c1-18-12-5-4-11(13(19-2)14(12)20-3)10-15-6-8-16(17)9-7-15/h4-5,17H,6-10H2,1-3H3
InChIKey
MDAXOLBRJMFWDT-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Trimetazidine-N-oxide
CAS: 1644530-89-1
CID: 145925695
Formula: C14H22N2O4
MW: 282.34
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight282.34
XLogP31
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass282.15795719
Monoisotopic Mass282.15795719
Topological Polar Surface Area54.4 Ų
Heavy Atom Count20
Formal Charge0
Complexity284
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes