19248-13-6Relevant articles and documents
Discovery of small molecule antagonists of TRPV1
Rami, Harshad K.,Thompson, Mervyn,Wyman, Paul,Jerman, Jeffrey C.,Egerton, Julie,Brough, Stephen,Stevens, Alexander J.,Randall, Andrew D.,Smart, Darren,Gunthorpe, Martin J.,Davis, John B.
, p. 3631 - 3634 (2007/10/03)
Small molecule antagonists of the vanilloid receptor 1 (TRPV1, also known as VR1) are disclosed. Ureas such as 5 (SB-452533) were used to explore the structure activity relationship with several potent analogues identified. Pharmacological studies using electrophysiological and FLIPR Ca2+ based assays showed compound 5 was an antagonist versus capsaicin, noxious heat and acid mediated activation of TRPV1. Study of a quaternary salt of 5 supports a mode of action in which compounds from this series cause inhibition via an extracellularly accessible binding site on the TRPV1 receptor.
Nucleophilic Ring Opening of 2-Oxazolines with Amines: A Convenient Synthesis for Unsymmetrically Substituted Ethylenediamines
Fazio, Michael J.
, p. 4889 - 4893 (2007/10/02)
The reaction of 2-alkyl-2-oxazolines with alkyl- and arylamines was investigated.The acid-catalyzed nucleophilic ring opening of the 2-oxazolines yields N-(2-aminoethyl)carboxamides in good to excellent yields with secondary amines and hindered primary amines.The N-(2-aminoethyl)carboxamides were hydrolyzed under acidic or basic conditions to selectively yield unsymmetrically substituted ethylenediamines.