2-(pyrrolidin-1-yl)ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate

• ChemBase ID: 169013
• Molecular Formular: C23H22F3N3O2
• Molecular Mass: 429.4348896
• Monoisotopic Mass: 429.16641162
• SMILES: c1(ccc2c(c1)nccc2Nc1c(cccc1)C(=O)OCCN1CCCC1)C(F)(F)F
• Canonical SMILES: O=C(c1ccccc1Nc1ccnc2c1ccc(c2)C(F)(F)F)OCCN1CCCC1
• InChI: InChI=1S/C23H22F3N3O2/c24-23(25,26)16-7-8-17-20(9-10-27-21(17)15-16)28-19-6-2-1-5-18(19)22(30)31-14-13-29-11-3-4-12-29/h1-2,5-10,15H,3-4,11-14H2,(H,27,28)
• InChIKey: DQOYUDHAZMAVLD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(pyrrolidin-1-yl)ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate
• IUPAC Traditional name: 2-(pyrrolidin-1-yl)ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate
• Synonyms: 2-[[7-(Trifluoromethyl)-4-quinolinyl]amino]benzoic Acid 2-(1-Pyrrolidinyl)ethyl Ester; Florifenine

Database IDs

• CAS Number: 83863-79-0
• PubChem SID: 162263145
• PubChem CID: 216222

CALCULATED PROPERTIES

• Acid pKa: 16.689034
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 2.508871
• LogD (pH = 7.4): 5.171772
• Log P: 6.176594
• Molar Refractivity: 112.0246 cm^3
• Polarizability: 43.03322 Å^3
• Polar Surface Area: 54.46 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - F405850

A novel anti-inflammatory agent. Florifenine also inhibited neutrophil migration and PGE2 content in the inflamed ears.

REFERENCES

• Wolfe, M.N., et al.: Engl. J. Med., 128,1121 (1999)
• Cena, C., J. Med. Chem., 46, 747 (1999)