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MedKoo Cat#: 465909 | Name: Trimetazidine free base
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Trimetazidine is an inhibitor of NLRP3/GSDMD pathway-mediated pyroptosis for the treatment of dexamethasone-induced muscle atrophy. The mechanism of action of trimetazidine involves its effect on cellular energy metabolism, specifically the metabolism of fatty acids and glucose. Trimetazidine works by inhibiting a specific enzyme called long-chain 3-ketoacyl-CoA thiolase, which is involved in the beta-oxidation process of fatty acids. By blocking this enzyme, trimetazidine reduces the oxidation of fatty acids and promotes the oxidation of glucose instead. Glucose oxidation requires less oxygen consumption compared to the beta-oxidation of fatty acids.

Chemical Structure

Trimetazidine free base
Trimetazidine free base
CAS#5011-34-7 (free base)

Theoretical Analysis

MedKoo Cat#: 465909

Name: Trimetazidine free base

CAS#: 5011-34-7 (free base)

Chemical Formula: C14H22N2O3

Exact Mass: 266.1630

Molecular Weight: 266.34

Elemental Analysis: C, 63.13; H, 8.33; N, 10.52; O, 18.02

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
50mg USD 650.00 2 Weeks
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Related CAS #
13171-25-0 (HCl) 5011-34-7 (free base)
Synonym
Trimetazidine; TMZ; Trimetazidine free base;
IUPAC/Chemical Name
1-(2,3,4-trimethoxybenzyl)piperazine
InChi Key
UHWVSEOVJBQKBE-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H22N2O3/c1-17-12-5-4-11(13(18-2)14(12)19-3)10-16-8-6-15-7-9-16/h4-5,15H,6-10H2,1-3H3
SMILES Code
COC1=CC=C(C(OC)=C1OC)CN2CCNCC2
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Trimetazidine (TMZ) is a medication used to treat cardiovascular disorders, including angina pectoris , or sudden chest, jaw, or back pain caused by reduced blood flow to the heart. It helps the body metabolize fatty acids, which helps it use oxygen, and allows for more blood flow to the heart. This can help lessen chest pain from blocked blood vessels. TMZ is sold under many brand names and is described as the first cytoprotective anti-ischemic agent developed and marketed by Laboratoires Servier. It's suitable for initial use as monotherapy in patients with angina pectoris, and as adjunctive therapy in those with symptoms not sufficiently controlled by nitrates, beta-blockers, or calcium antagonists .

Preparing Stock Solutions

The following data is based on the product molecular weight 266.34 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Pramana KAAP, Cahyani NGAMSD, Pintaningrum Y, Rahmat B. New insight of the efficacy trimetazidine in patients with peripheral arterial disease: a meta- analysis. Egypt Heart J. 2024 Mar 6;76(1):31. doi: 10.1186/s43044-024-00461-x. PMID: 38448715; PMCID: PMC10917706. 2: Pușcaș A, Ștefănescu R, Vari CE, Ősz BE, Filip C, Bitzan JK, Buț MG, Tero- Vescan A. Biochemical Aspects That Lead to Abusive Use of Trimetazidine in Performance Athletes: A Mini-Review. Int J Mol Sci. 2024 Jan 28;25(3):1605. doi: 10.3390/ijms25031605. PMID: 38338885; PMCID: PMC10855343. 3: Khanra S, Reddy P, Giménez-Palomo A, Park CHJ, Panizzutti B, McCallum M, Arumugham SS, Umesh S, Debnath M, Das B, Venkatasubramanian G, Ashton M, Turner A, Dean OM, Walder K, Vieta E, Yatham LN, Pacchiarotti I, Reddy YCJ, Goyal N, Kesavan M, Colomer L, Berk M, Kim JH. Metabolic regulation to treat bipolar depression: mechanisms and targeting by trimetazidine. Mol Psychiatry. 2023 Aug;28(8):3231-3242. doi: 10.1038/s41380-023-02134-8. Epub 2023 Jun 29. PMID: 37386057; PMCID: PMC10618096. 4: Farzaei MH, Ramezani-Aliakbari F, Ramezani-Aliakbari M, Zarei M, Komaki A, Shahidi S, Sarihi A, Salehi I. Regulatory effects of trimetazidine in cardiac ischemia/reperfusion injury. Naunyn Schmiedebergs Arch Pharmacol. 2023 Aug;396(8):1633-1646. doi: 10.1007/s00210-023-02469-7. Epub 2023 Mar 27. PMID: 36971866. 5: Gupta K, Pandey S, Bagang N, Mehra K, Singh G. Trimetazidine an emerging paradigm in renal therapeutics: Preclinical and clinical insights. Eur J Pharmacol. 2021 Dec 15;913:174624. doi: 10.1016/j.ejphar.2021.174624. Epub 2021 Nov 10. PMID: 34774496. 6: Wu K, Deng D, Yu B, Han Z, Huang L, He Y, Yan X, Wang D. Evaluation of the Efficacy and Safety of Chinese Herbal Injection Combined With Trimetazidine for Viral Myocarditis: A Network Meta-Analysis. Front Pharmacol. 2021 Apr 29;12:630896. doi: 10.3389/fphar.2021.630896. PMID: 33995029; PMCID: PMC8117092. 7: Pintér D, Bereczki D, Ajtay A, Oberfrank F, Janszky J, Kovács N. Trimetazidine Use in Parkinson's Disease: Is It a Resolved Problem? eNeuro. 2021 May 19;8(3):ENEURO.0452-20.2021. doi: 10.1523/ENEURO.0452-20.2021. PMID: 33863783; PMCID: PMC8143021. 8: Shu H, Peng Y, Hang W, Zhou N, Wang DW. Trimetazidine in Heart Failure. Front Pharmacol. 2021 Jan 12;11:569132. doi: 10.3389/fphar.2020.569132. PMID: 33597865; PMCID: PMC7883591. 9: Mahajan S, Mahajan AU. Current Clinical Evidence of Trimetazidine in the Management of Heart Disease in Patients with Diabetes. J Assoc Physicians India. 2020 Nov;68(11):46-50. PMID: 33187037. 10: Marzilli M, Vinereanu D, Lopaschuk G, Chen Y, Dalal JJ, Danchin N, Etriby E, Ferrari R, Gowdak LH, Lopatin Y, Milicic D, Parkhomenko A, Pinto F, Ponikowski P, Seferovic P, Rosano GMC. Trimetazidine in cardiovascular medicine. Int J Cardiol. 2019 Oct 15;293:39-44. doi: 10.1016/j.ijcard.2019.05.063. Epub 2019 May 24. Erratum in: Int J Cardiol. 2020 Dec 1;320:26. PMID: 31178223. 11: Guarini G, Huqi A, Morrone D, Capozza PFG, Marzilli M. Trimetazidine and Other Metabolic Modifiers. Eur Cardiol. 2018 Dec;13(2):104-111. doi: 10.15420/ecr.2018.15.2. PMID: 30697354; PMCID: PMC6331766. 12: Kallistratos MS, Poulimenos LE, Giannitsi S, Tsinivizov P, Manolis AJ. Trimetazidine in the Prevention of Tissue Ischemic Conditions. Angiology. 2019 Apr;70(4):291-298. doi: 10.1177/0003319718780551. Epub 2018 Jun 10. PMID: 29888611. 13: Ciapponi A, Pizarro R, Harrison J. WITHDRAWN: Trimetazidine for stable angina. Cochrane Database Syst Rev. 2017 Mar 20;3(3):CD003614. doi: 10.1002/14651858.CD003614.pub3. PMID: 28319269; PMCID: PMC6464521. 14: Zou H, Zhu XX, Ding YH, Jin QY, Qian LY, Huang DS, Cen XJ. Trimetazidine in conditions other than coronary disease, old drug, new tricks? Int J Cardiol. 2017 May 1;234:1-6. doi: 10.1016/j.ijcard.2017.02.083. Epub 2017 Feb 24. PMID: 28256321. 15: Ye Z, Lu H, Su Q, Guo W, Dai W, Li H, Yang H, Li L. Clinical effect of trimetazidine on prevention of contrast-induced nephropathy in patients with renal insufficiency: An updated systematic review and meta-analysis. Medicine (Baltimore). 2017 Mar;96(9):e6059. doi: 10.1097/MD.0000000000006059. PMID: 28248861; PMCID: PMC5340434. 16: McCarthy CP, Mullins KV, Kerins DM. The role of trimetazidine in cardiovascular disease: beyond an anti-anginal agent. Eur Heart J Cardiovasc Pharmacother. 2016 Oct;2(4):266-72. doi: 10.1093/ehjcvp/pvv051. Epub 2015 Dec 9. PMID: 27533944. 17: Li Y, Wang D, Hu C, Zhang P, Zhang D, Qin S. Efficacy and Safety of Adjunctive Trimetazidine Therapy for Acute Myocardial Infarction: A Systematic Review and Meta-Analysis. Cardiology. 2016;135(3):188-195. doi: 10.1159/000446640. Epub 2016 Jul 15. PMID: 27415810. 18: Zhirov IV, Osmolovskaya YF, Tereshchenko SN. [Trimetazidine in the Treatment of Chronic HeartFailure]. Kardiologiia. 2016 Jan;56(1):79-85. Russian. doi: 10.18565/cardio.2016.1.79-85. PMID: 28294737. 19: Zhao Y, Peng L, Luo Y, Li S, Zheng Z, Dong R, Zhu J, Liu J. Trimetazidine improves exercise tolerance in patients with ischemic heart disease : A meta- analysis. Herz. 2016 Sep;41(6):514-22. English. doi: 10.1007/s00059-015-4392-2. Epub 2015 Dec 14. PMID: 26668006. 20: Lopatin YM, Rosano GM, Fragasso G, Lopaschuk GD, Seferovic PM, Gowdak LH, Vinereanu D, Hamid MA, Jourdain P, Ponikowski P. Rationale and benefits of trimetazidine by acting on cardiac metabolism in heart failure. Int J Cardiol. 2016 Jan 15;203:909-15. doi: 10.1016/j.ijcard.2015.11.060. Epub 2015 Nov 7. PMID: 26618252.