2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino](2H4)benzoate

• ChemBase ID: 169636
• Molecular Formular: C19H17ClN2O4
• Molecular Mass: 372.80228
• Monoisotopic Mass: 372.08768471
• SMILES: c1cccc(c1Nc1ccnc2c1ccc(c2)Cl)C(=O)OCC(CO)O
• Canonical SMILES: OCC(COC(=O)c1ccccc1Nc1ccnc2c1ccc(c2)Cl)O
• InChI: InChI=1S/C19H17ClN2O4/c20-12-5-6-14-17(7-8-21-18(14)9-12)22-16-4-2-1-3-15(16)19(25)26-11-13(24)10-23/h1-9,13,23-24H,10-11H2,(H,21,22)
• InChIKey: GWOFUCIGLDBNKM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino](^2H₄)benzoate
• IUPAC Traditional name: 2,3-dihydroxypropyl 2-[(7-chloroquinolin-4-yl)amino](^2H₄)benzoate
• Synonyms: 2-[(7-Chloro-4-quinolinyl)amino]benzoic Acid-d4 2,3-Dihydroxypropyl Ester; 1-[N-(7-Chloro-4-quinolyl)anthranilate]glycerol-d4; N-(7-Chloro-4-quinolyl)anthranilic Acid-d4 2,3-Dihydroxypropyl Ester; 2,3-Dihydroxypropyl N-(7-chloro-4-quinolyl)anthranilate-d4; 2-[(7-Chloro-4-quinolyl)amino]benzoic Acid-d4 α-Glyceride; 4-[(2-Carboxyphenyl)amino]-7-chloroquinoline-d4 α-Monoglyceride; 4-[2-(β,γ-Dihydroxypropoxycarbonyl)phenylamino]-7-chloroquinoline-d4; Alcidon-d4; Dolomate-d4; Glafenin-d4; Glaphenin-d4; Glaphenine-d4; Glicafan-d4; Glifan-d4; Glifanan-d4; Glifanar-d4; Glycerylaminophenaquine-d4; Privadol-d4; R 1707-d4; Glafenine-d4

Database IDs

• PubChem SID: 162263768
• PubChem CID: 71317074

CALCULATED PROPERTIES

• Acid pKa: 13.618292
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): 3.3327456
• LogD (pH = 7.4): 4.1174026
• Log P: 4.157911
• Molar Refractivity: 97.5504 cm^3
• Polarizability: 38.902466 Å^3
• Polar Surface Area: 91.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - G406502

Labelled Glafenine, a non-narcotic analgesic agent. Glafenine shows significant antiinflammatory activity. Glafenine is widely used for the treatment of pains of various origins.

REFERENCES

• Wen, B. et al.: Drug Metab. Dispos., 1511 (2011)
• Deraedt, R. et al.: Arch. Int. Pharmacodyn. Ther., 224, 30 (2011)
• Rettenmaier, G. et al.: Fortsch. Med., 89, 491 (2011)