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Synthesis and rational design of anti‐inflammatory compounds: N ‐phenyl‐cyclohexenyl sulfonamide derivatives
Author(s) -
Lloret Gustavo R.,
Cunha Neto Álvaro,
Rittner Roberto,
Bitencourt Michelle,
Freitas Matheus P.,
Aquino Nilton S.
Publication year - 2009
Publication title -
journal of physical organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.325
H-Index - 66
eISSN - 1099-1395
pISSN - 0894-3230
DOI - 10.1002/poc.1575
Subject(s) - chemistry , sulfonamide , derivative (finance) , stereochemistry , combinatorial chemistry , carboxylate , rational design , molecule , quantitative structure–activity relationship , organic chemistry , nanotechnology , materials science , financial economics , economics
The synthesis of (±)‐ethyl 6‐[ N ‐(2‐chloro‐4‐fluorophenyl)sulfamoyl]cyclohex‐1‐ene‐1‐carboxylate ( 5n ) has been reproduced from a method previously described and served as the background for the preparation of a nitro derivative, potentially useful as an anti‐inflammatory agent. Furthermore, a structure‐based QSAR analysis of a series of N ‐arylsulfamoyl congeners derived a highly predictive model for the activities of novel small‐molecule inhibitors of NO and cytokine production, whose preparation may be successfully achieved according to a similar procedure as above. Copyright © 2009 John Wiley & Sons, Ltd.