Design and synthesis of a highly selective EP4-receptor agonist. Part 2: 5-thia and 9beta-haloPG derivatives with improved stability.
Further chemical modification to identify more chemically stabilized EP4-receptor selective agonists was continued. As a result, a further two EP4-receptor selective agonists 5-thiaPGE(1) 2a, 10 and 9beta-chloroPGF(2) analogue 11 were discovered.
Maruyama
T
T
Minase Research Institute, Ono Pharmaceutical Co., Ltd., Shimamoto, Mishima, 618-8585, Osaka, Japan. to.maruyama@ono.co.jp
Asada
M
M
Shiraishi
T
T
Sakata
K
K
Seki
A
A
Yoshida
H
H
Shinagawa
Y
Y
Maruyama
T
T
Ohuchida
S
S
Nakai
H
H
Kondo
K
K
Toda
M
M
D000818:Animals; D001665:Binding Sites; D016466:CHO Cells / Q000378:metabolism; D006224:Cricetinae; D000242:Cyclic AMP / Q000819:agonists; D003517:Cyclopentanes / Q000138:chemical synthesis* / Q000494:pharmacology*; D015195:Drug Design; D006219:Halogens / Q000737:chemistry*; D006801:Humans; D008024:Ligands; D051379:Mice; D018078:Receptors, Prostaglandin E / Q000819:agonists*; D058309:Receptors, Prostaglandin E, EP4 Subtype; D012680:Sensitivity and Specificity; D013455:Sulfur / Q000737:chemistry; D013457:Sulfur Compounds / Q000138:chemical synthesis* / Q000494:pharmacology*; D013876:Thiophenes / Q000138:chemical synthesis / Q000494:pharmacology*
C435782:2-(1-adamantylmethyloxycarbonylamino)-3-aminopropioninc acid; D003517:Cyclopentanes; D006219:Halogens; D008024:Ligands; C545650:PTGER4 protein, human; C545651:Ptger4 protein, mouse; D018078:Receptors, Prostaglandin E; D058309:Receptors, Prostaglandin E, EP4 Subtype; D013457:Sulfur Compounds; D013876:Thiophenes; D013455:Sulfur; D000242:Cyclic AMP