2-[4-(2,3-dihydroxypropyl)piperazin-1-yl]-N-(2,6-dimethylphenyl)acetamide

• ChemBase ID: 166933
• Molecular Formular: C17H27N3O3
• Molecular Mass: 321.41458
• Monoisotopic Mass: 321.20524174
• SMILES: OCC(CN1CCN(CC1)CC(=O)Nc1c(cccc1C)C)O
• Canonical SMILES: OCC(CN1CCN(CC1)CC(=O)Nc1c(C)cccc1C)O
• InChI: InChI=1S/C17H27N3O3/c1-13-4-3-5-14(2)17(13)18-16(23)11-20-8-6-19(7-9-20)10-15(22)12-21/h3-5,15,21-22H,6-12H2,1-2H3,(H,18,23)
• InChIKey: LDEJNELBMSFPDJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2,3-dihydroxypropyl)piperazin-1-yl]-N-(2,6-dimethylphenyl)acetamide
• IUPAC Traditional name: 2-[4-(2,3-dihydroxypropyl)piperazin-1-yl]-N-(2,6-dimethylphenyl)acetamide
• Synonyms: 4-(2,3-Dihydroxypropyl)-N-(2,6-dimethylphenyl)-1-piperazineacetamide; RS 88640; CVT-2512; O-Desaryl Ranolazine

Database IDs

• CAS Number: 172430-46-5
• PubChem SID: 162261066
• PubChem CID: 46781239

CALCULATED PROPERTIES

• Acid pKa: 13.571318
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.160946
• LogD (pH = 7.4): 0.39353433
• Log P: 0.65598005
• Molar Refractivity: 92.7373 cm^3
• Polarizability: 35.195366 Å^3
• Polar Surface Area: 76.04 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Tan Solid
• Melting Point: 136-138°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D422050

A metabolite of Ranolazine.

REFERENCES

• Chaitman, B.R., et al.: J. Am. Coll. Cardial., 43, 1375 (2004)
• McCormack, J.G., et al.: Gen. Pharmacol., 30, 639 (2004)
• Schofield, J.A.H., et al.: Expert Opin. Invest. Drugs, 11, 117 (2004)