(2S)-N-(2,6-dimethyl-3-nitrophenyl)-1-propylpiperidine-2-carboxamide

• ChemBase ID: 175418
• Molecular Formular: C17H25N3O3
• Molecular Mass: 319.3987
• Monoisotopic Mass: 319.18959168
• SMILES: c1c(c(c(c(c1)C)NC(=O)[C@H]1N(CCCC1)CCC)C)[N+](=O)[O-]
• Canonical SMILES: CCCN1CCCC[C@H]1C(=O)Nc1c(C)ccc(c1C)[N+](=O)[O-]
• InChI: InChI=1S/C17H25N3O3/c1-4-10-19-11-6-5-7-15(19)17(21)18-16-12(2)8-9-14(13(16)3)20(22)23/h8-9,15H,4-7,10-11H2,1-3H3,(H,18,21)/t15-/m0/s1
• InChIKey: KRANSHYISPICMC-HNNXBMFYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-(2,6-dimethyl-3-nitrophenyl)-1-propylpiperidine-2-carboxamide
• IUPAC Traditional name: (2S)-N-(2,6-dimethyl-3-nitrophenyl)-1-propylpiperidine-2-carboxamide
• Synonyms: (2S)-N-(2,6-Dimethyl-3-nitrophenyl)-1-propyl-2-piperidinecarboxamide; 3-Nitro Ropivacaine

Database IDs

• CAS Number: 247061-07-0
• PubChem SID: 164231328
• PubChem CID: 71751111

CALCULATED PROPERTIES

• Acid pKa: 13.041829
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.0133755
• LogD (pH = 7.4): 3.6532776
• Log P: 4.0109344
• Molar Refractivity: 92.917 cm^3
• Polarizability: 34.29332 Å^3
• Polar Surface Area: 78.16 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Off-white Solid

DETAILS

Toronto Research Chemicals - N520280

Intermediate in the synthesis of a major Ropivacaine (R675000) metabolite.