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

• ChemBase ID: 154753
• Molecular Formular: C17H29ClN2O2
• Molecular Mass: 328.87736
• Monoisotopic Mass: 328.19175586
• SMILES: CCCN1CCCC[C@H]1C(=O)Nc1c(cccc1C)C.O.Cl
• Canonical SMILES: CCCN1CCCC[C@H]1C(=O)Nc1c(C)cccc1C.O.Cl
• InChI: InChI=1S/C17H26N2O.ClH.H2O/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;1H2/t15-;;/m0../s1
• InChIKey: VSHFRHVKMYGBJL-CKUXDGONSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrate hydrochloride
• IUPAC Traditional name: ropivacaine hydrate hydrochloride
• Synonyms: (S)-N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrochloride monohydrate; (2S)-N-(2,6-dimethylphenyl)-1-propyl-2-piperidinecarboxamide hydrochloride monohydrate; Naropin hydrochloride monohydrate; Ropivacaine hydrochloride monohydrate

Database IDs

• CAS Number: 132112-35-7
• MDL Number: MFCD00946578
• PubChem SID: 162248891
• PubChem CID: 6918111

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

PROPERTIES

Physical Property

• Solubility: DMSO: ≥10 mg/mL
• Apperance: white to off-white powder

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 41
• Safety Statements: 26-39
• GHS Pictograms: GHS05
• GHS Signal Word: Danger
• GHS Hazard statements: H318
• GHS Precautionary statements: P280-P305 + P351 + P338
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥98% (HPLC)
• Optical Purity: optical purity: -6 to -10 degree
• Empirical Formula (Hill Notation): C17H26N2O · HCl · H2O

DETAILS

Sigma Aldrich - R0283

Biochem/physiol Actions
Local anaesthetic with less cardiotoxicity than bupivacaine; causes reversible blockade of impulse propagation along nerve fibres by preventing the inward movement of sodium ions through the cell membrane of the nerve fibers.