(2R)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride

• ChemBase ID: 177600
• Molecular Formular: C17H27ClN2O
• Molecular Mass: 310.86208
• Monoisotopic Mass: 310.18119117
• SMILES: c1cc(c(c(c1)C)NC(=O)[C@@H]1N(CCCC1)CCC)C.Cl
• Canonical SMILES: CCCN1CCCC[C@@H]1C(=O)Nc1c(C)cccc1C.Cl
• InChI: InChI=1S/C17H26N2O.ClH/c1-4-11-19-12-6-5-10-15(19)17(20)18-16-13(2)8-7-9-14(16)3;/h7-9,15H,4-6,10-12H2,1-3H3,(H,18,20);1H/t15-;/m1./s1
• InChIKey: NDNSIBYYUOEUSV-XFULWGLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride
• IUPAC Traditional name: S-ropivacaine hydrochloride
• Synonyms: (2R)-N-(2,6-Dimethylphenyl)-1-propyl-2-piperidinecarboxamide Monohydrochloride; (R)-N-(2,6-Dimethylphenyl)-1-propyl-2-piperidinecarboxamide Hydrochloride; (R)-Ropivacaine Hydrochloride; (+)-Ropivacaine Hydrochloride; (R)-(+)-Ropivacaine Hydrochloride

Database IDs

• CAS Number: 112773-90-7
• PubChem SID: 164233510
• PubChem CID: 71752106

CALCULATED PROPERTIES

• Acid pKa: 13.623526
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7783761
• LogD (pH = 7.4): 3.5127594
• Log P: 4.07095
• Molar Refractivity: 85.5923 cm^3
• Polarizability: 32.441116 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - R675005

The (R)-(+)-isomer of the local anesthetic Ropivacaine (R675000).

REFERENCES

• Taha, E.A.: Curr. Pharmac. Anal., 3, 273 (2007)