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Ranolazine dihydrochloride

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Ranolazine dihydrochloride Basic information

Product Name:
Ranolazine dihydrochloride
Synonyms:
  • (+/-)-4-[2-HYDROXY-3-(O-METHOXYPHENOXY)PROPYL]-1-PIPERAZINEACETO-2',6'-XYLIDIDE DIHYDROCHLORIDE
  • n-(2,6-dimethylphenyl)-2-[4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl]acetamide dihydrochloride
  • (+/-)-N-(2,6-DIMETHYLPHENYL)-4-[2-HYDROXY-3-(2-METHOXYPHENOXY)PROPYL]-1-PIPERAZINEACETAMIDE DIHYDROCHLORIDE
  • RANOLAZINE DIHYDROCHLORIDE
  • RANOLAZINE HCL
  • Ranolazine DiHCI
  • Ranolazine and salt
  • N-(2,6-Dimethylphenyl)-2-(4-(2-hydroxy-3-(2-methoxyphenoxy)-propyl)piperazin-1-yl)acetamide di
CAS:
95635-56-6
MF:
C24H35Cl2N3O4
MW:
500.46
Product Categories:
  • Active Pharmaceutical Ingredients
  • Cardiovascular APIs
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Ranolazine
  • Aromatics Compounds
  • Pharmaceuticals
Mol File:
95635-56-6.mol
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Ranolazine dihydrochloride Chemical Properties

Melting point:
222-229.5 °C(lit.)
storage temp. 
Desiccate at RT
solubility 
H2O: 10 mg/mL, soluble
form 
solid
color 
off-white
Merck 
14,8111
Stability:
Hygroscopic
CAS DataBase Reference
95635-56-6(CAS DataBase Reference)
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Safety Information

Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
TK7845370
HS Code 
29335990

MSDS

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Ranolazine dihydrochloride Usage And Synthesis

Description

Ranolazine is a piperazine derivative with cardioprotective activity. It reduces the late sodium current (INa) in mouse myocytes expressing the long QT syndrome 3 mutant sodium channel DKPQ, ventricular myocytes isolated from a canine model of heart failure, guinea pig ventricular myocytes exposed to hydrogen peroxide or anemone toxin-II, and HEK293 cells expressing human Nav1.5 channels (IC50s = 5.9-15 μM) as well as the late potassium current (IKr) in canine ventricular myocytes and HEK293 cells (IC50s = 11.5 and 14.4 μM, respectively). Ranolazine also inhibits radioligand binding to α1-, β1-, and β2-adrenergic receptors (Kis = 8.2-19.5, 1.4-8.6, and 0.5-14.8 μM, respectively). In vivo, ranolazine (480 μg/kg per min) reduces clofilium-induced prolongation of the QTc interval and Torsade de Pointes (TdP) in rabbits. Ranolazine also reduces interstitial collagen deposition as well as atrial natriuretic peptide (ANP; Item Nos. 24539 | 24276), connective tissue growth factor (CTGF), brain natriuretic peptide (BNP; ), and matrix metalloproteinase-2 (MMP-2) mRNA levels, and prevents left ventricular dilation in a mouse model of cardiotoxicity induced by doxorubicin .

Chemical Properties

White Crystalline Powder

Uses

Ranolazine Dihydrochloride is an anti-ischemic agent which modulates myocardial metabolism. Antianginal.

Uses

treatment of angina and congestive heart failure

Biological Activity

Antianginal agent with antiarrhythmic properties that acts as a partial fatty acid oxidation inhibitor. Activates pyruvate dehydrogenase in ischemic myocytes to promote glucose oxidation, switching substrate utilization from fatty acids to glucose. Also shown to inhibit late I Na and I Kr currents.

Biochem/physiol Actions

Ranolazine is a derivative of anti-ischemic piperazine and acts as sodium (Na+)-current inhibitor. It has the potential to treat diastolic heart failure and helps in ameliorating myocardial diastolic function.

storage

Desiccate at RT

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