N-(2,6-dimethylphenyl)-2-(4-{2-hydroxy-3-[2-(2H3)methoxyphenoxy]propyl}piperazin-1-yl)acetamide

• ChemBase ID: 177367
• Molecular Formular: C24H33N3O4
• Molecular Mass: 427.53652
• Monoisotopic Mass: 427.24710655
• SMILES: c1ccc(c(c1)OCC(CN1CCN(CC1)CC(=O)Nc1c(cccc1C)C)O)OC
• Canonical SMILES: COc1ccccc1OCC(CN1CCN(CC1)CC(=O)Nc1c(C)cccc1C)O
• InChI: InChI=1S/C24H33N3O4/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)
• InChIKey: XKLMZUWKNUAPSZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2,6-dimethylphenyl)-2-(4-{2-hydroxy-3-[2-(^2H₃)methoxyphenoxy]propyl}piperazin-1-yl)acetamide
• IUPAC Traditional name: N-(2,6-dimethylphenyl)-2-(4-{2-hydroxy-3-[2-(^2H₃)methoxyphenoxy]propyl}piperazin-1-yl)acetamide
• Synonyms: N-(2,6-Dimethylphenyl)-4-[2-hydroxy-3-(2-methoxy-d3-phenoxy)propyl]-1-piperazineacetamide; RS 43285-d3; RS 43285-193-d3; Ranolazine-d3

Database IDs

• CAS Number: 1054624-77-9
• PubChem SID: 164233277
• PubChem CID: 25160824

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: 47.36436 Å^3
• Polar Surface Area: 74.27 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White Solid
• Melting Point: 113-116°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - R122502

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

REFERENCES

• Schofield, J.A.H., et al.: Expert Opin. Invest. Drugs, 11, 117 (1998)
• Chaitman, B.R., et al.: J. Am. Coll. Cardial., 43, 1375 (1998)
• McCormack, J.G., et al.: Gen. Pharmacol., 30, 639 (1998)