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653322

Sigma-Aldrich

1-(2,3,4-Trimethoxybenzyl)piperazine dihydrochloride

97%

Synonym(s):

Trimetazidine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H22N2O3 · 2HCl
CAS Number:
13171-25-0
Molecular Weight:
339.26
EC Number:
236-117-0
MDL number:
MFCD00243086
UNSPSC Code:
12352100
PubChem Substance ID:
24883943
NACRES:
NA.22

Assay

97%

form

solid

mp

231-235 °C (lit.)

SMILES string

Cl[H].Cl[H].COc1ccc(CN2CCNCC2)c(OC)c1OC

InChI

1S/C14H22N2O3.2ClH/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;2*1H

InChI key

VYFLPFGUVGMBEP-UHFFFAOYSA-N

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Application

1-(2,3,4-Trimethoxybenzyl)piperazine dihydrochloride or trimetazidine dihydrochloride can be used as a building block to synthesize:
  • Phenylpropyl trimetazidine derivatives with potent cerebral vasodilator activity.
  • Benzoylguanidine-trimetazidine derivatives for myocardial ischemic-reperfusion activity studies.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Benzylpiperazine Derivatives. I. Syntheses and Biological Activities of 1 (2, 3, 4-Trimethoxybenzyl) piperazine Derivatives
OHTAKA H, et al.
Chemical & Pharmaceutical Bulletin, 35(7), 2774-2781 (1987)
Design, synthesis and biological evaluation of novel substituted benzoylguanidine derivatives as potent Na+/H+ exchanger inhibitors
Xu W-T, et al.
Bioorganic & Medicinal Chemistry Letters, 19(12), 3283-3287 (2009)
Le Tran Phuc Khoa et al.
Cell stem cell, 27(3), 441-458 (2020-07-02)
Self-renewing embryonic stem cells (ESCs) respond to environmental cues by exiting pluripotency or entering a quiescent state. The molecular basis underlying this fate choice remains unclear. Here, we show that histone acetyltransferase MOF plays a critical role in this process

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