Product Name

  • Name

    Trimetazidine

  • EINECS 225-690-2
  • CAS No. 5011-34-7
  • Article Data7
  • CAS DataBase
  • Density 1.092 g/cm3
  • Solubility
  • Melting Point 200 - 205oC
  • Formula C14H22N2O3
  • Boiling Point 364 °C at 760 mmHg
  • Molecular Weight 266.34
  • Flash Point 174 °C
  • Transport Information
  • Appearance hite or off-white crystalline powder
  • Safety
  • Risk Codes
  • Molecular Structure Molecular Structure of 5011-34-7 (Trimetazidine)
  • Hazard Symbols Xi
  • Synonyms 1-(2,3,4-Trimethoxybenzyl)piperazine;1-[(2,3,4-Trimethoxyphenyl)methyl]piperazine;Preductal;Vasorel;
  • PSA 42.96000
  • LogP 1.38430

Synthetic route

2,3,4-trimethoxybenzyl chloride
1133-49-9

2,3,4-trimethoxybenzyl chloride

1-t-Butoxycarbonylpiperazine
57260-71-6

1-t-Butoxycarbonylpiperazine

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

Conditions
ConditionsYield
Stage #1: 2,3,4-trimethoxybenzyl chloride; 1-t-Butoxycarbonylpiperazine With methanol; sodium hydroxide at 35 - 45℃; for 4h;
Stage #2: With hydrogenchloride In water at 35 - 45℃; for 2h;
92.1%
4-(2,3,4-trimethoxy-benzyl)-piperazine-1-carboxylic acid ethyl ester
53531-01-4

4-(2,3,4-trimethoxy-benzyl)-piperazine-1-carboxylic acid ethyl ester

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

Conditions
ConditionsYield
With potassium hydroxide In ethanol at 130℃; for 2.5h;
2,3,4-trimethoxybenzaldehyde
2103-57-3

2,3,4-trimethoxybenzaldehyde

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaBH3CN, AcOH / 16 h / Ambient temperature
2: aq. KOH / ethanol / 2.5 h / 130 °C
View Scheme
chloroacetyl chloride
79-04-9

chloroacetyl chloride

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

1-(1-chloroacetyl)-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine
123580-45-0

1-(1-chloroacetyl)-4-[(2,3,4-trimethoxyphenyl)methyl]piperazine

Conditions
ConditionsYield
In dichloromethane100%
thiophene-2-carbaldehyde
98-03-3

thiophene-2-carbaldehyde

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

2-(thiophen-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
1449498-33-2

2-(thiophen-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile

Conditions
ConditionsYield
With indium In water at 20℃; Green chemistry;93%
trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

2-formylbenzo[b]furan
4265-16-1

2-formylbenzo[b]furan

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

2-(benzofuran-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
1449498-50-3

2-(benzofuran-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile

Conditions
ConditionsYield
With indium In water at 20℃; Green chemistry;92%
benzothiophene-2-carboxaldehyde
3541-37-5

benzothiophene-2-carboxaldehyde

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

2-(benzo[b]thiophen-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
1449498-44-5

2-(benzo[b]thiophen-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile

Conditions
ConditionsYield
With indium In water at 20℃; Green chemistry;91%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

S 20251
138112-84-2

S 20251

N-[2-(7-Methoxy-naphthalen-1-yl)-ethyl]-2-[4-(2,3,4-trimethoxy-benzyl)-piperazin-1-yl]-acetamide

N-[2-(7-Methoxy-naphthalen-1-yl)-ethyl]-2-[4-(2,3,4-trimethoxy-benzyl)-piperazin-1-yl]-acetamide

Conditions
ConditionsYield
With triethylamine for 1h; Heating;90%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

3-[(4-chlorobenzoyl)amino]propionic acid
440341-75-3

3-[(4-chlorobenzoyl)amino]propionic acid

C24H30ClN3O5

C24H30ClN3O5

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃;88%
4,4'-difluorobenzhydryl chloride
27064-94-4

4,4'-difluorobenzhydryl chloride

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

KB-2796 dihydrochloride
101477-54-7

KB-2796 dihydrochloride

Conditions
ConditionsYield
Stage #1: 4,4'-difluorobenzhydryl chloride; 1-(2,3,4-trimethoxybenzyl)piperazine With triethylamine In methanol at 65 - 75℃; for 10h;
Stage #2: With hydrogenchloride In ethanol at 45℃; for 2h;
87.4%
methyl 5-(2-bromoacetyl)-2-heptyloxybenzoate
1373427-98-5

methyl 5-(2-bromoacetyl)-2-heptyloxybenzoate

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(heptyloxy)benzoate
1373428-07-9

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(heptyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;87.3%
ethyl 6-(bromomethyl)-4-chloroquinoline-3-carboxylate
1018838-11-3

ethyl 6-(bromomethyl)-4-chloroquinoline-3-carboxylate

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

C27H32ClN3O5
1018838-12-4

C27H32ClN3O5

Conditions
ConditionsYield
With potassium carbonate In acetonitrile86.1%
C17H13BrO5
1373428-29-5

C17H13BrO5

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

C31H34N2O8
1373428-30-8

C31H34N2O8

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;86%
methyl 5-(2-bromoacetyl)-2-hexyloxybenzoate
1373427-97-4

methyl 5-(2-bromoacetyl)-2-hexyloxybenzoate

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(hexyloxy)benzoate
1373428-06-8

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(hexyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;83.6%
furfural
98-01-1

furfural

trimethylsilyl cyanide
7677-24-9

trimethylsilyl cyanide

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

2-(furan-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile
1449498-38-7

2-(furan-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetonitrile

Conditions
ConditionsYield
With indium In water at 20℃; Green chemistry;83%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)pyrazine

2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)pyrazine

Conditions
ConditionsYield
With iodine; sodium acetate In acetonitrile at 70℃;82%
4-(4-chloro-6-phenylamino-[1,3,5]triazin-2-yloxy)-1-methyl-1H-quinolin-2-one

4-(4-chloro-6-phenylamino-[1,3,5]triazin-2-yloxy)-1-methyl-1H-quinolin-2-one

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

4-[(4-anilino-6-(4-(2,3,4-trimethoxybenzyl)piperazino)-[1,3,5]-triazin-2-yl)oxy]-1-methyl-1H-quinolin-2-one

4-[(4-anilino-6-(4-(2,3,4-trimethoxybenzyl)piperazino)-[1,3,5]-triazin-2-yl)oxy]-1-methyl-1H-quinolin-2-one

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane for 0.0833333h; Microwave irradiation;80%
4-[4-chloro-6-(quinolin-8-yloxy)-1,3,5-triazin-2-ylamino]-benzonitrile
1280727-80-1

4-[4-chloro-6-(quinolin-8-yloxy)-1,3,5-triazin-2-ylamino]-benzonitrile

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

4-{4-[quinolin-8-yloxy]-6-[4-(2,3,4-trimethoxybenzyl)-piperazin-1-yl]-1,3,5-triazin-2-ylamino}-benzonitrile
1280727-89-0

4-{4-[quinolin-8-yloxy]-6-[4-(2,3,4-trimethoxybenzyl)-piperazin-1-yl]-1,3,5-triazin-2-ylamino}-benzonitrile

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 80℃; for 0.0833333h; Microwave irradiation;80%
methyl 5-(2-bromoacetyl)-2-butoxybenzoate
1373427-94-1

methyl 5-(2-bromoacetyl)-2-butoxybenzoate

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(butoxy)benzoate
1373428-03-5

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(butoxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;79.2%
4-[4-chloro-6-(quinolin-4-yloxy)-1,3,5-triazin-2-ylamino]-2-trifluoromethyl-benzonitrile
1335017-13-4

4-[4-chloro-6-(quinolin-4-yloxy)-1,3,5-triazin-2-ylamino]-2-trifluoromethyl-benzonitrile

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

4-(4-(quinolin-4-yloxy)-6-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)-1,3,5-triazin-2-ylamino)-2-trifluoromethyl-benzonitrile
1335018-42-2

4-(4-(quinolin-4-yloxy)-6-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)-1,3,5-triazin-2-ylamino)-2-trifluoromethyl-benzonitrile

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane Reflux;78%
methyl 5-(2-bromoacetyl)-2-ethoxybenzoate
76310-73-1

methyl 5-(2-bromoacetyl)-2-ethoxybenzoate

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(ethoxy)benzoate
1373428-01-3

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(ethoxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;77.8%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

7-hydroxy-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid
160657-99-8

7-hydroxy-2,3-dihydro-1,4-benzodioxine-2-carboxylic acid

7-HYDROXY-2-[4-(2,3,4-TRIMETHOXYBENZYL)PIPERAZIN-1-YLCARBONYL]-2,3-DIHYDRO-1,4-BENZODIOXIN

7-HYDROXY-2-[4-(2,3,4-TRIMETHOXYBENZYL)PIPERAZIN-1-YLCARBONYL]-2,3-DIHYDRO-1,4-BENZODIOXIN

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h;75%
65%
7-(4-chloro-6-phenylamino-1,3,5-triazin-2-yloxy)-4-methylchromen-2-one
1318780-86-7

7-(4-chloro-6-phenylamino-1,3,5-triazin-2-yloxy)-4-methylchromen-2-one

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

C33H34N6O6

C33H34N6O6

Conditions
ConditionsYield
With potassium carbonate In 1,4-dioxane at 70 - 80℃; for 0.1h; Sealed tube; Microwave irradiation;75%
2-chloro-N-(4-fluorophenyl)acetamide
351-04-2

2-chloro-N-(4-fluorophenyl)acetamide

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

N-(4-fluorophenyl)-2-(4-(2,3,4-trimethoxybenzyl) piperazin-1-yl)acetamide

N-(4-fluorophenyl)-2-(4-(2,3,4-trimethoxybenzyl) piperazin-1-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;75%
5-bromoacetyl-2-methoxy-benzoic acid methyl ester
24085-34-5

5-bromoacetyl-2-methoxy-benzoic acid methyl ester

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(methoxy)benzoate
1373428-00-2

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(methoxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;74.5%
2-chloro-N-(6-iodobenzo[d]thiazol-2-yl)acetamide
1372894-46-6

2-chloro-N-(6-iodobenzo[d]thiazol-2-yl)acetamide

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

N-(6-iodobenzo[d]thiazol-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide

N-(6-iodobenzo[d]thiazol-2-yl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;74%
methyl 5-(2-bromoacetyl)-2-pentyloxybenzoate
1373427-96-3

methyl 5-(2-bromoacetyl)-2-pentyloxybenzoate

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(pentyloxy)benzoate
1373428-05-7

methyl 5-(2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetyl)-2-(pentyloxy)benzoate

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃;73.9%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

7-hydroxy-1,4-benzodioxin-2-carboxylic acid
380239-20-3

7-hydroxy-1,4-benzodioxin-2-carboxylic acid

7-HYDROXY-2-[4-(2,3,4-TRIMETHOXYBENZYL)PIPERAZIN-1-YLCARBONYL]-1,4-BENZODIOXIN

7-HYDROXY-2-[4-(2,3,4-TRIMETHOXYBENZYL)PIPERAZIN-1-YLCARBONYL]-1,4-BENZODIOXIN

Conditions
ConditionsYield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 18h;73%
73%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

N-(p-tolyl)-2-chloroacetamide
16634-82-5

N-(p-tolyl)-2-chloroacetamide

N-(p-tolyl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide

N-(p-tolyl)-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;73%
1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

C15H19BrNO

C15H19BrNO

4-phenyl-2,2,5,5-tetramethyl-3-[4-(2,3,4-trimethoxybenzyl)piperazin-1-ylmethyl]-2,5-dihydro-1H-pyrrol-1-yloxyl radical
906465-09-6

4-phenyl-2,2,5,5-tetramethyl-3-[4-(2,3,4-trimethoxybenzyl)piperazin-1-ylmethyl]-2,5-dihydro-1H-pyrrol-1-yloxyl radical

Conditions
ConditionsYield
With potassium carbonate In chloroform for 3h; Heating;72%
4-(4-(6-bromoquinolin-4-yloxy)-6-chloro-1,3,5-triazin-2-ylamino)-benzonitrile
1375077-25-0

4-(4-(6-bromoquinolin-4-yloxy)-6-chloro-1,3,5-triazin-2-ylamino)-benzonitrile

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

C33H31BrN8O4
1375077-43-2

C33H31BrN8O4

Conditions
ConditionsYield
In 1,4-dioxane Reflux;72%
N-chloroacetyl-aniline
587-65-5

N-chloroacetyl-aniline

1-(2,3,4-trimethoxybenzyl)piperazine
5011-34-7

1-(2,3,4-trimethoxybenzyl)piperazine

N-phenyl-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide
119963-55-2

N-phenyl-2-(4-(2,3,4-trimethoxybenzyl)piperazin-1-yl)acetamide

Conditions
ConditionsYield
With potassium carbonate In acetone Reflux;72%

Trimetazidine Chemical Properties

Molecular Structure of Trimetazidine (CAS NO.5011-34-7):

IUPAC Name: 1-[(2,3,4-trimethoxyphenyl)methyl]piperazine 
Empirical Formula: C14H22N2O3
Molecular Weight: 266.3361
H bond acceptors: 5
H bond donors: 1
Freely Rotating Bonds: 5
Polar Surface Area: 34.17 Å2
Index of Refraction: 1.523
Molar Refractivity: 74.56 cm3
Molar Volume: 243.8 cm3
Surface Tension: 37.8 dyne/cm
Density: 1.092 g/cm3
Flash Point: 174 °C
Enthalpy of Vaporization: 61.02 kJ/mol
Boiling Point: 364 °C at 760 mmHg
Vapour Pressure: 1.73E-05 mmHg at 25°C
EINECS: 225-690-2
InChI
InChI=1/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
c1(c(c(c(OC)cc1)OC)OC)CN1CCNCC1
Classification Code: Cardiovascular Agents; Vasodilator agents

Trimetazidine Safety Profile

Hazard Codes: IrritantXi
HazardClass: Irritant

Trimetazidine Specification

  Trimetazidine , with CAS number of 5011-34-7, can be called 1-[(2,3,4-Trimethoxyphenyl)methyl]piperazine ; 1-(2,3,4-Trimethoxybenzyl)piperazine ; Piperazine, 1-((2,3,4-trimethoxyphenyl)methyl)- ; Vastarel ; Kyurinett .

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