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

• ChemBase ID: 130380
• Molecular Formular: C19H17ClN2O4
• Molecular Mass: 372.80228
• Monoisotopic Mass: 372.08768471
• SMILES: O=C(OCC(O)CO)c1ccccc1Nc1c2ccc(Cl)cc2ncc1
• 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]benzoate
• IUPAC Traditional name: glafenine
• Synonyms: 1-Glyceryl N-(7-chloro-4-quinolyl)anthranilate; Glafenine; 2-[(7-Chloro-4-quinolinyl)amino]benzoic Acid 2,3-Dihydroxypropyl Ester; 1-[N-(7-Chloro-4-quinolyl)anthranilate]glycerol; N-(7-Chloro-4-quinolyl)anthranilic Acid 2,3-Dihydroxypropyl Ester; 2,3-Dihydroxypropyl N-(7-chloro-4-quinolyl)anthranilate; 2-[(7-Chloro-4-quinolyl)amino]benzoic Acid α-Glyceride; 4-[(2-Carboxyphenyl)amino]-7-chloroquinoline α-monoglyceride; 4-[2-(β,γ-Dihydroxypropoxycarbonyl)phenylamino]-7-chloroquinoline; Alcidon; Dolomate; Glafenin; Glaphenin; Glaphenine; Glicafan; Glifan; Glifanan; Glifanar; Glycerylaminophenaquine; Privadol; R 1707; Glafenine; 格拉非宁

Database IDs

• CAS Number: 3820-67-5
• EC Number: 223-315-7
• MDL Number: MFCD00079326
• PubChem SID: 24895279; 162224659
• PubChem CID: 3474
• CHEBI ID: 31653
• ATC CODE: N02BG03
• Chemspider ID: 3355
• Wikipedia Title: Glafenine

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: 38.88253 Å^3
• Polar Surface Area: 91.68 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: CB2687000
• German water hazard class: 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Grade: analytical standard

DETAILS

Sigma Aldrich - G6895

Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G6895.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Toronto Research Chemicals - G406500

Glafenine is 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)