2-chloro-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide

• ChemBase ID: 164191
• Molecular Formular: C16H20ClN3O
• Molecular Mass: 305.8025
• Monoisotopic Mass: 305.12948996
• SMILES: c1ccc2c(c1)nc(cc2C(=O)NCCN(CC)CC)Cl
• Canonical SMILES: CCN(CCNC(=O)c1cc(Cl)nc2c1cccc2)CC
• InChI: InChI=1S/C16H20ClN3O/c1-3-20(4-2)10-9-18-16(21)13-11-15(17)19-14-8-6-5-7-12(13)14/h5-8,11H,3-4,9-10H2,1-2H3,(H,18,21)
• InChIKey: WZBLJANCSMJDSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-chloro-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
• IUPAC Traditional name: 2-chloro-N-[2-(diethylamino)ethyl]quinoline-4-carboxamide
• Synonyms: 2-Chloro-N-(2-diethylaminoethyl)cinchoninamide; Desbutoxy 2-Chloro Dibucaine; 2-Chloro-N-[2-(diethylamino)ethyl]-4-quinolinecarboxamide

Database IDs

• CAS Number: 87864-14-0
• PubChem SID: 162258326
• PubChem CID: 13255244

CALCULATED PROPERTIES

• Acid pKa: 14.6268015
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.4597345
• LogD (pH = 7.4): 1.1136062
• Log P: 2.7616992
• Molar Refractivity: 87.3368 cm^3
• Polarizability: 34.285618 Å^3
• Polar Surface Area: 45.23 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White Solid
• Melting Point: 65-67°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - C365260

Intermediate in the preparation of Dibucaine.