475095-03-5Relevant articles and documents
Remote Oxidation of Aliphatic C-H Bonds in Nitrogen-Containing Molecules
Howell, Jennifer M.,Feng, Kaibo,Clark, Joseph R.,Trzepkowski, Louis J.,White, M. Christina
, p. 14590 - 14593 (2015/12/08)
Nitrogen heterocycles are ubiquitous in natural products and pharmaceuticals. Herein, we disclose a nitrogen complexation strategy that employs a strong Bronsted acid (HBF4) or an azaphilic Lewis acid (BF3) to enable remote, non-directed C(sp3)-H oxidations of tertiary, secondary, and primary amine- and pyridine-containing molecules with tunable iron catalysts. Imides resist oxidation and promote remote functionalization.
Melanocortin subtype 4 receptor agonists: Structure-activity relationships about the 4-alkyl piperidine core
Sebhat, Iyassu K.,Lai, Yingjie,Barakat, Khaled,Ye, Zhixiong,Tang, Rui,Kalyani, Rubana N.,Vongs, Aurawan,MacNeil, Tanya,Weinberg, David H.,Cabello, M. Angeles,Maroto, Marta,Teran, Ana,Fong, Tung M.,Van der Ploeg, Lex H.T.,Patchett, Arthur A.,Nargund, Ravi P.
, p. 5720 - 5723 (2008/04/03)
SAR about the piperidine core in a series of MC4R agonists is described. A number of alkyl substituents that furnish compounds with good affinity and functional potency are reported.
Design and pharmacology of N-[(3R)-1,2,3,4-tetrahydroisoquinolinium-3-ylcarbonyl]-(1R)-1- (4-chlorobenzyl)-2-[4-cyclohexyl-4-(1H-1,2,4-triazol-1-ylmethyl) piperidin-1-yl]-2-oxoethylamine (1), a potent, selective, melanocortin subtype-4 receptor agonist
Sebhat, Iyassu K.,Martin, William J.,Ye, Zhixiong,Barakat, Khaled,Mosley, Ralph T.,Johnston, David B. R.,Bakshi, Raman,Palucki, Brenda,Weinberg, David H.,MacNeil, Tanya,Kalyani, Rubana N.,Tang, Rui,Stearns, Ralph A.,Miller, Randy R.,Tamvakopoulos, Constantin,Strack, Alison M.,McGowan, Erin,Cashen, Doreen E.,Drisko, Jennifer E.,Hom, Gary J.,Howard, Andrew D.,MacIntyre, D. Euan,Van der Ploeg, Lex H. T.,Patchett, Arthur A.,Nargund, Ravi P.
, p. 4589 - 4593 (2007/10/03)
Synthetic and natural peptides that act as nonselective melanocortin receptor agonists have been found to be anorexigenic and to stimulate erectile activity. We report the design and development of 1, a potent, selective (1184-fold vs MC3R, 350-fold vs MC5R), small-molecule agonist of the MC4 receptor. Pharmacological testing confirms the food intake lowering effects of MC4R agonism and suggests another role for the receptor in the stimulation of erectile activity.
