N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide dihydrochloride

• ChemBase ID: 72673
• Molecular Formular: C24H35Cl2N3O4
• Molecular Mass: 500.4584
• Monoisotopic Mass: 499.20046198
• SMILES: c1c(c(c(cc1)C)NC(=O)CN1CCN(CC1)CC(O)COc1ccccc1OC)C.Cl.Cl
• Canonical SMILES: COc1ccccc1OCC(CN1CCN(CC1)CC(=O)Nc1c(C)cccc1C)O.Cl.Cl
• InChI: InChI=1S/C24H33N3O4.2ClH/c1-18-7-6-8-19(2)24(18)25-23(29)16-27-13-11-26(12-14-27)15-20(28)17-31-22-10-5-4-9-21(22)30-3;;/h4-10,20,28H,11-17H2,1-3H3,(H,25,29);2*1H
• InChIKey: RJNSNFZXAZXOFX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2,6-dimethylphenyl)-2-{4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]piperazin-1-yl}acetamide dihydrochloride
• IUPAC Traditional name: @ranolazine dihydrochloride; ranolazine dihydrochloride
• Synonyms: RS 43285-193; RS-43285; Ranexa; renolazine; Ranolazine dihydrochloride; (±) -4-[2-Hydroxy-3-(o-methoxyphenoxy)propyl]-1-piperazineaceto-2′,6′-xylidide dihydrochloride; N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2-methoxyphenoxy)propyl]-1-piperazineacetamide dihydrochloride; Ranolazine dihydrochloride; N-(2,6-Dimethylphenyl)-2-(4-(2-hydroxy-3-(2-methoxyphenoxy)propyl)piperazin-1-yl)acetamide dihydrochloride

Database IDs

• CAS Number: 95635-56-6
• MDL Number: MFCD03788770
• PubChem SID: 162037594; 24278795
• PubChem CID: 71279

CALCULATED PROPERTIES

• Acid pKa: 13.600031
• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 1.1640991
• LogD (pH = 7.4): 2.633176
• Log P: 2.8324604
• Molar Refractivity: 123.4604 cm^3
• Polarizability: 47.363354 Å^3
• Polar Surface Area: 74.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble ≥10 mg/mL
• Apperance: white to beige powder
• Melting Point: 222-229.5 °C(lit.)

Safety Information

• Storage Condition: -20°C
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: calcium channel

Product Information

• Purity: ≥98% (HPLC); 95+%
• Salt Data: Dihydrochloride
• Empirical Formula (Hill Notation): C24H33N3O4 · 2HCl

DETAILS

Selleck Chemicals - S1425

Research Area: Cardiovascular Disease
Biological Activity:
Ranolazine(Ranexa), is an antianginal medication. Ranolazine is believed to have its effects via altering the trans-cellular late sodium current. It is by altering the intracellular sodium level that ranolazine affects the sodium-dependent calcium channels during myocardial ischemia in rabbits. Thus, ranolazine indirectly prevents the calcium overload that causes cardiac ischemia in rats. [1]

Sigma Aldrich - R6152

Biochem/physiol Actions
pFOX (partial fatty acid oxidation) inhibitor, a new class of anti-anginal drugs, which inhibit fatty acid beta-oxidation and activates pyruvate dehydrogenase, thereby diverting the heart′s energy source from lipids to glucose, which requires less oxygen and helps maintain myocardiac function at times of ischemia

REFERENCES

• http://en.wikipedia.org/wiki/Ranolazine