178243-14-6Relevant academic research and scientific papers
Novel 5-hydroxytryptamine 4 (5-HT4) receptor agonists. Synthesis and gastroprokinetic activity of 4-amino-N-[2-(1-aminocycloalkan-1-yl)ethyl]-5- chloro-2-methoxybenzamides
Suzuki, Takeshi,Imanishi, Naoki,Itahana, Hirotsune,Watanuki, Susumu,Miyata, Keiji,Ohta, Mitsuaki,Nakahara, Hideaki,Yamagiwa, Yoko,Mase, Toshiyasu
, p. 1116 - 1124 (2007/10/03)
A novel series of 4-amino-N-[2-(1-aminocycloalkan-1-yl)ethyl]-5-chloro- 2-methoxybenzamide derivatives (1), which had amines conformationally restricted due to the effect of repulsion by neighboring substituents, were prepared and evaluated for 5-hydroxytryptamine 4 (5-HT4) agonistic activities by using the contraction of longitudinal muscle myenteric plexus (LMMP) of guinea pig ileum. One of the most potent compounds in this series was 4-amino-5-chloro-N-[2-(1-dimethylamino-1-cyclohexyl)ethyl]-2- methoxybenzamide (1c, YM-47813) with an EC50 value of 1.0 μM on LMMP. This compound effectively enhanced gastric motility and gastric emptying in conscious dogs by oral administration (1-3 mg/kg).
Synthesis of novel restricted diamines; 2-(1-aminocycloalkan-1- yl)ethylamines
Suzuki, Takeshi,Imanishi, Naoki,Itahana, Hirotsune,Watanuki, Susumu,Ohta, Mitsuaki,Mase, Toshiyasu
, p. 701 - 712 (2007/10/03)
Novel restricted diamines, 2-(1-aminocycloalkan-1-yl)ethylamines 1,were prepared by using Michael addition of ethyl cyclohexylideneacetate 2 and cycloalkylideneacetonitriles 7 with amines. In Michael addition, ester 2 needed high reaction temperature and gave several products, whereas 7 reacted smoothly and gave 2-(1-amino-1-cyclohexyl)acetonitriles 8 in good yield (NH3 85%, MeNH2 89%, EtNH2 80%) and were easily convened to diamines 1.
