1-(2,2-dichloroacetyl)-1,2,3,4-tetrahydroquinolin-6-yl furan-2-carboxylate

• ChemBase ID: 177277
• Molecular Formular: C16H13Cl2NO4
• Molecular Mass: 354.18472
• Monoisotopic Mass: 353.02216326
• SMILES: c1c(cc2c(c1)N(CCC2)C(=O)C(Cl)Cl)OC(=O)c1occc1
• Canonical SMILES: O=C(N1CCCc2c1ccc(c2)OC(=O)c1ccco1)C(Cl)Cl
• InChI: InChI=1S/C16H13Cl2NO4/c17-14(18)15(20)19-7-1-3-10-9-11(5-6-12(10)19)23-16(21)13-4-2-8-22-13/h2,4-6,8-9,14H,1,3,7H2
• InChIKey: SBJGFIXQRZOVTO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(2,2-dichloroacetyl)-1,2,3,4-tetrahydroquinolin-6-yl furan-2-carboxylate
• IUPAC Traditional name: quinfamide
• Synonyms: 2-Furancarboxylic Acid 1-(2,2-Dichloroacetyl)-1,2,3,4-tetrahydro-6-quinolinyl Ester; 1-(Dichloroacetyl)-6-(2-furoyloxy)-1,2,3,4-tetrahydro-6-quinoline; Amenide; Amenox; Win 40014; Quinfamide

Database IDs

• CAS Number: 62265-68-3
• PubChem SID: 164233187
• PubChem CID: 71743

CALCULATED PROPERTIES

• Acid pKa: 13.065918
• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.5626898
• LogD (pH = 7.4): 3.5626888
• Log P: 3.5626898
• Molar Refractivity: 86.1171 cm^3
• Polarizability: 32.830723 Å^3
• Polar Surface Area: 59.75 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; DMSO
• Apperance: Off-White Solid
• Melting Point: 145-146°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - Q670600

An antiamebic agent, used to treat tropical parasitic infections

REFERENCES

• Slighter, R., et al.: Parasitol., 81, 157 (1980)
• Parthasarathy, P., et al.: Eur. J. Med. Chem., 28, 195 (1980)
• Padilla, N., et al.: Clin. Drug Invest., 20, 89 (1980)