2-{4-[3-(trifluoromethyl)phenyl](2H8)piperazin-1-yl}ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate

• ChemBase ID: 160747
• Molecular Formular: C30H26F6N4O2
• Molecular Mass: 588.5434592
• Monoisotopic Mass: 588.19599541
• SMILES: c1(ccc2c(c1)nccc2Nc1c(cccc1)C(=O)OCCN1CCN(CC1)c1cc(ccc1)C(F)(F)F)C(F)(F)F
• Canonical SMILES: O=C(c1ccccc1Nc1ccnc2c1ccc(c2)C(F)(F)F)OCCN1CCN(CC1)c1cccc(c1)C(F)(F)F
• InChI: InChI=1S/C30H26F6N4O2/c31-29(32,33)20-4-3-5-22(18-20)40-14-12-39(13-15-40)16-17-42-28(41)24-6-1-2-7-25(24)38-26-10-11-37-27-19-21(30(34,35)36)8-9-23(26)27/h1-11,18-19H,12-17H2,(H,37,38)
• InChIKey: NWGGKKGAFZIVBJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[3-(trifluoromethyl)phenyl](^2H₈)piperazin-1-yl}ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate
• IUPAC Traditional name: 2-{4-[3-(trifluoromethyl)phenyl](^2H₈)piperazin-1-yl}ethyl 2-{[7-(trifluoromethyl)quinolin-4-yl]amino}benzoate
• Synonyms: 2-[[7-(Trifluoromethyl)-4-quinolinyl]amino]benzoic Acid [4-[3-(Trifluoromethyl)phenyl]-1-piperazinyl]ethyl Ester Hydrochloride; SL 73-033; Stakane Hydrochloride; Antrafenine Dihydrochloride

Database IDs

• CAS Number: 55300-30-6
• PubChem SID: 162254882
• PubChem CID: 71313458

CALCULATED PROPERTIES

• Acid pKa: 16.689034
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 6.090569
• LogD (pH = 7.4): 8.219306
• Log P: 8.386885
• Molar Refractivity: 147.0059 cm^3
• Polarizability: 54.862675 Å^3
• Polar Surface Area: 57.7 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - A697800

A new analgesic.

REFERENCES

• de Julian-Ortiz, J., et al.: J. Med. Chem., 42, 3308 (1999)
• Roy, K., et al.: Bioorg. Med. Chem., 12, 745 (1999)
• Garcia-Garcia, A., et al.: J. Antimicrob. Chemother., 53, 65 (1999)