| Identification | More | [Name]
Trimetazidine dihydrochloride | [CAS]
13171-25-0 | [Synonyms]
1-(2,3,4-TRIMETHOXYBENZYL)PIPERAZINE DIHYDROCHLORIDE
TRIMETAZIDINE 2HCL
TRIMETAZIDINE DI HCL
TRIMETAZIDINE DIHYDROCHLORIDE
TRIMETAZIDINE HYDROCHLORIDE
1-((2,3,4-trimethoxyphenyl)methyl)-piperazindihydrochloride
1-(2,3,4-trimethoxybenzyl)-piperazindihydrochloride
kyurinett
s4004
vastarel
1-(2,3,4-TRIMETHOXYBENZYL)PIPERAZINE DI&
1-[[2,3,4-Trimethoxyphenyl] methyl] piperazine hydrochloride
1-[(2,3,4-Trimethoxy-phenyl)methyl]piperazine Dihydrochloride
Vastarel F
Yoshimilon
Trimetazidine 3HCl
Takkmint
Youmetazine | [EINECS(EC#)]
236-117-0 | [Molecular Formula]
C14H24Cl2N2O3 | [MDL Number]
MFCD00243086 | [Molecular Weight]
339.26 | [MOL File]
13171-25-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
231-235 °C(lit.)
| [storage temp. ]
Refrigerator | [solubility ]
Freely soluble in water, sparingly soluble in alcohol. | [form ]
neat | [color ]
White to Off-White | [Usage]
Coronary vasodilator. Antianginal | [Merck ]
14,9705 | [Stability:]
Hygroscopic | [InChI]
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 | [InChIKey]
XIRALXKCBGTYSC-UHFFFAOYSA-N | [SMILES]
C1(C=CC(OC)=C(OC)C=1OC)CN1CCNCC1.Cl.Cl | [CAS DataBase Reference]
13171-25-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS07 | [Signal word ]
Warning | [Hazard statements ]
H302-H315-H319-H335 | [Precautionary statements ]
P261-P264-P270-P301+P312-P302+P352-P305+P351+P338 | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R22:Harmful if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [RTECS ]
TM2976100
| [HazardClass ]
IRRITANT | [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 | [Toxicity]
LD50 in male, female mice, rats (mg/kg): 91, 107, 124, 124 i.v.; 264, 245, 327, 288 i.p.; 528, 608, 1147, 987 orally (Harpey) |
| Questions And Answer | Back Directory | [Description]
Trimetazidine dihydrochloride is the dihydrochloride salt of Trimetazidine. It is a drug used for the treatment of angina pectoris. It is capable of improving the left ventricular function in diabetic patients suffering coronary heart disease as well as treating the symptoms of patients suffering heart failure of different etiologies. It takes effects through acting as an anti- ischemic metabolic agent being capable of improving the utilization efficiency of myocardial glucose by inhibiting the metabolism of fatty acid (through inhibiting the activity of mitochondrial long- chain 3-ketoacyl coenzyme A Thiolase). The shift from fatty acid oxidation to glucose oxidation optimizes cellular energy process in cells exposed to hypoxia or ischaemia, further maintaining the intracellular ATP levels and ensuring the normal function of ionic pumps and transmembrane sodium-potassium flow to maintain cellular homeostasis.
| [References]
Fragasso, G, et al. "A randomized clinical trial of trimetazidine, a partial free fatty acid oxidation inhibitor, in patients with heart failure. " Journal of the American College of Cardiology 48.5 (2006):992.
Tuunanen, H, et al. "Trimetazidine, a metabolic modulator, has cardiac and extracardiac benefits in idiopathic dilated cardiomyopathy."Circulation 118.12(2008):1250.
Kantor, P. F., et al. "The antianginal drug trimetazidine shifts cardiac energy metabolism from fatty acid oxidation to glucose oxidation by inhibiting mitochondrial long-chain 3-ketoacyl coenzyme A thiolase."Circulation Research 86.5(2000):580.
Stanley, W. C., and M. Marzilli. "Metabolic therapy in the treatment of ischaemic heart disease: the pharmacology of trimetazidine. "Fundamental & Clinical Pharmacology 17.2(2003):133–145.
Kantor, Paul F., et al. "The antianginal drug trimetazidine shifts cardiac energy metabolism from fatty acid oxidation to glucose oxidation by inhibiting mitochondrial long-chain 3-ketoacyl coenzyme A thiolase." Circulation research 86.5 (2000): 580-588.
|
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline Solid | [Uses]
Antianoxic | [Uses]
Coronary vasodilator. Antianginal | [Definition]
ChEBI: Trimetazidine hydrochloride is an aromatic amine. | [in vivo]
Trimetazidine (5-20 mg/kg; oral administration; 1 hour; Swiss albino male mice) in 10 mg/kg and 20 mg/kg doses significantly raises the seizure-threshold current in the increasing current electroshock seizure (ICES) test in the mice[5]. | Animal Model: | Swiss albino male mice (24-35 g)[4] | | Dosage: | 5 mg/kg, 10 mg/kg and 20 mg/kg;
10 mL/kg body weight | | Administration: | Oral administration; 1 hour | | Result: | In 10 mg/kg and 20 mg/kg doses significantly raised the seizure-threshold current in the ICES test.
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