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

• ChemBase ID: 177598
• Molecular Formular: C17H29ClN2O2
• Molecular Mass: 328.87736
• Monoisotopic Mass: 328.19175586
• SMILES: c1cc(c(c(c1)C)NC(=O)C1N(CCCC1)CCC)C.Cl.O
• Canonical SMILES: CCCN1CCCCC1C(=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
• InChIKey: VSHFRHVKMYGBJL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2,6-dimethylphenyl)-1-propylpiperidine-2-carboxamide hydrate hydrochloride
• IUPAC Traditional name: (+-)-ropivacaine hydrate hydrochloride
• Synonyms: (2S)-N-(2,6-Dimethylphenyl)-1-propyl-2-piperidinecarboxamide Hydrochloride Hydrate; LEA-103; Ropivacaine Hydrochloride Monohydrate

Database IDs

• CAS Number: 132112-35-7
• PubChem SID: 164233508
• PubChem CID: 21935087

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: Methanol; Water
• Apperance: White Solid
• Melting Point: 267-269°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - R675000

Anesthetic (local).

REFERENCES

• Cederholm. I., et al.: Reg. Anesth., 19, 18 (1994)
• Johansson, B., et al.: Anesth. Analg., 78, 210 (1994)
• Oda, Y., et al.: Anesthesiology, 82, 214 (1994)