2-(2H9)butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide hydrochloride

• ChemBase ID: 166992
• Molecular Formular: C20H30ClN3O2
• Molecular Mass: 379.9241
• Monoisotopic Mass: 379.2026549
• SMILES: c1ccc2c(c1)nc(cc2C(=O)NCCN(CC)CC)OCCCC.Cl
• Canonical SMILES: CCCCOc1nc2ccccc2c(c1)C(=O)NCCN(CC)CC.Cl
• InChI: InChI=1S/C20H29N3O2.ClH/c1-4-7-14-25-19-15-17(16-10-8-9-11-18(16)22-19)20(24)21-12-13-23(5-2)6-3;/h8-11,15H,4-7,12-14H2,1-3H3,(H,21,24);1H
• InChIKey: IVHBBMHQKZBJEU-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(^2H₉)butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide hydrochloride
• IUPAC Traditional name: 2-(^2H₉)butoxy-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide hydrochloride
• Synonyms: 2-(Butoxy-d9)-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide Hydrochloride; 2-(Butoxy-d9)-N-(2-diethylaminoethyl)cinchoninamide Hydrochloride; Benzolin-d9; Cincaine-d9; Cincaine-d9 Chloride; Nupercaine-d9 Hydrochloride; Percain-d9; Percaine-d9; Percamin S-d9; Sovcain-d9; Sovcaine-d9; Dibucaine-d9 Hydrochloride

Database IDs

• CAS Number: 98006-44-1
• PubChem SID: 162261125
• PubChem CID: 46781245

CALCULATED PROPERTIES

• Acid pKa: 14.57441
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.47672126
• LogD (pH = 7.4): 2.0500696
• Log P: 3.6981626
• Molar Refractivity: 102.121 cm^3
• Polarizability: 40.422314 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D426502

Labelled Dibucaine. Anesthetic (local).

REFERENCES

• Padmanabhan, G.R., et al.: Anal. Profiles Drug Subs., 12, 105 (1983)
• Curto, E., et al.: Biochem. Pharmacol., 57, 663 (1983)
• Hall, A., et al.: Pigment Cell Res., 18, 122 (1983)
• Yamaguchi, Y., et al.: J. Biol. Chem., 282, 27557 (1983)