Nipecotic and iso-nipecotic amides as potent and selective somatostatin subtype-2 receptor agonists.
N-Substituted nipecotic and iso-nipecotic amides of beta-methylTrpLys tert-butyl ester were found to be novel, selective and potent agonists of the somatostatin subtype-2 receptor in vitro. For example iso-nipecotic amide 8a showed high hsst2 binding affinity (Ki = 0.5 nM) and good selectivity (h5/h2 = 832).
Zhou
C
C
Merck Research Laboratories, Rahway, NJ 07065, USA. changyou_zhou@merck.com
Guo
L
L
Morriello
G
G
Pasternak
A
A
Pan
Y
Y
Rohrer
S P
SP
Birzin
E T
ET
Huskey
S E
SE
Jacks
T
T
Schleim
K D
KD
Cheng
K
K
Schaeffer
J M
JM
Patchett
A A
AA
Yang
L
L
D000818:Animals; D020650:Combinatorial Chemistry Techniques; D006801:Humans; D007536:Isomerism; D009557:Nipecotic Acids / Q000138:chemical synthesis / Q000378:metabolism*; D009842:Oligopeptides / Q000138:chemical synthesis / Q000378:metabolism; D011485:Protein Binding; D017481:Receptors, Somatostatin / Q000819:agonists* / Q000378:metabolism; D013329:Structure-Activity Relationship
D009557:Nipecotic Acids; D009842:Oligopeptides; D017481:Receptors, Somatostatin; C027785:nipecotic acid amide; C094573:somatostatin receptor 5; C093733:somatostatin receptor 2