65618-86-2Relevant academic research and scientific papers
Potent bradykinin B1 receptor antagonists: 4-Substituted phenyl cyclohexanes
Su, Dai-Shi,Lim, John L.,Markowitz, M. Kristine,Wan, Bang-Lin,Murphy, Kathy L.,Reiss, Duane R.,Harrell, C. Meacham,O'Malley, Stacy S.,Ransom, Rick W.,Chang, Raymond S.L.,Pettibone, Douglas J.,Tang, Cuyue,Prueksaritanont, Thomayant,Freidinger, Roger M.,Bock, Mark G.
, p. 3006 - 3009 (2008/02/04)
Selective bradykinin (BK) B1 receptor antagonists have been shown to be antinociceptive in animal models and could be novel therapeutic agents for the treatment of pain and inflammation. Elucidation of the structure-activity relationships of the biphenyl moiety of the lead compound 1 provided a potent new structural class of BK B1 receptor antagonists.
4-Amino-4-arylcyclohexanones and Their Derivatives, a Novel Class of Analgesics. 1. Modification of the Aryl Ring
Lednicer, Daniel,VonVoigtlander, Philip F.,Emmert, D. Edward
, p. 424 - 430 (2007/10/02)
Investigation of central nervous system activity of phenylcyclohexylamines was continued by preparation of "reversed" analogues.Following the unexpected finding of analgesic activity with 1-(dimethylamino)-1-phenylcyclohexylamine, the SAR of the series was investigated.Synthesis starts by double Michael reaction of acrylate on arylacetonitriles.Following cyclization, decarboxylation, ketalization, and saponification, the geminally substituted acid is rearranged to the isocyanate by means of (C6H5O)2PON3.Isocyanates were then converted to the title compounds.Analgesic activity is very sensitive to the nature and position of the substituent on the aromatic ring.The most potent compounds in this series (p-CH3, p-Br) showed 50percent the potency of morphine.Deletion of the ring oxygen abolishes activity.
