2-({4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-2H4)pentyl}(ethyl)amino)ethan-1-ol; sulfuric acid

• ChemBase ID: 170336
• Molecular Formular: C18H28ClN3O5S
• Molecular Mass: 433.95002
• Monoisotopic Mass: 433.14381969
• SMILES: c1c(ccc2c1nccc2NC(CCCN(CCO)CC)C)Cl.S(=O)(=O)(O)O
• Canonical SMILES: OS(=O)(=O)O.OCCN(CCCC(Nc1ccnc2c1ccc(c2)Cl)C)CC
• InChI: InChI=1S/C18H26ClN3O.H2O4S/c1-3-22(11-12-23)10-4-5-14(2)21-17-8-9-20-18-13-15(19)6-7-16(17)18;1-5(2,3)4/h6-9,13-14,23H,3-5,10-12H2,1-2H3,(H,20,21);(H2,1,2,3,4)
• InChIKey: JCBIVZZPXRZKTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-({4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}(ethyl)amino)ethan-1-ol; sulfuric acid
• IUPAC Traditional name: 2-({4-[(7-chloroquinolin-4-yl)amino](1,1,2,2-^2H₄)pentyl}(ethyl)amino)ethanol; sulfuric acid
• Synonyms: 2-[[4-[(7-Chloro-4-quinolinyl)amino]pentyl]ethylamino-d4]ethanol Sulfate; 7-Chloro-4-[4-[ethyl-d4(2-hydroxyethyl)amino]-1-methylbutylamino]-quinoline Sulfate; Ercoquin-d4; Plaquenil-d4 Sulfate; Quensyl-d4; Hydroxychloroquine-d4 Sulfate

Database IDs

• CAS Number: 1216432-56-2
• PubChem SID: 164226246
• PubChem CID: 46781741

CALCULATED PROPERTIES

• Acid pKa: 15.59329
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.7593226
• LogD (pH = 7.4): 0.3267855
• Log P: 2.8869712
• Molar Refractivity: 97.9667 cm^3
• Polarizability: 38.672028 Å^3
• Polar Surface Area: 48.39 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid
• Melting Point: 120-124°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - H916902

An antimalarial; antirheumatic; lupus erythematosus suppressant.

REFERENCES

• Yarden, Y., et al.: Nature, 323, 226 (1986)
• Seifert, R., et al.: J. Biol. Chem., 264, 8771 (1986)
• Gahl, W., et al.: Mol. Genet. Metab., 76, 234 (1986)
• Card, J., et al.: Toxicol. Sci., 75, 169 (1986)