4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-2H4)pentan-1-ol

• ChemBase ID: 164654
• Molecular Formular: C14H17ClN2O
• Molecular Mass: 264.75058
• Monoisotopic Mass: 264.10294085
• SMILES: c1c(ccc2c1nccc2NC(CCCO)C)Cl
• Canonical SMILES: OCCCC(Nc1ccnc2c1ccc(c2)Cl)C
• InChI: InChI=1S/C14H17ClN2O/c1-10(3-2-8-18)17-13-6-7-16-14-9-11(15)4-5-12(13)14/h4-7,9-10,18H,2-3,8H2,1H3,(H,16,17)
• InChIKey: BZUKCXDUDOUBKN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentan-1-ol
• IUPAC Traditional name: 4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentan-1-ol
• Synonyms: 4-(4’-Hydroxy-1’-methyl-3,4-butylamino-d4)-7-chloroquinoline; 4-[(7-Chloro-4-quinolinyl)amino]-1-pentanol-d4

Database IDs

• PubChem SID: 162258789
• PubChem CID: 46781009

CALCULATED PROPERTIES

• Acid pKa: 15.972062
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.2961909
• LogD (pH = 7.4): 2.2788393
• Log P: 2.5115187
• Molar Refractivity: 75.199 cm^3
• Polarizability: 29.769905 Å^3
• Polar Surface Area: 45.15 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Dimethylformamide; Methanol
• Apperance: Brown Solid

DETAILS

Toronto Research Chemicals - C381372

An intermediate in the preparation of labelled Cletoquine Oxalate and Chloroquine

REFERENCES

• Singh, T., et al.: J. Med. Chem. 14, 283 (1971)