3-(2-Aminocarbonylphenyl)propanoic acid analogs as potent and selective EP3 receptor antagonists. Part 1: Discovery and exploration of the carboxyamide side chain

Bioorganic and Medicinal Chemistry

Volumn 18, Issue 1, 2010, Pages 80-90

  Asada, Masaki ^a   Obitsu, Tetsuo ^a   Nagase, Toshihiko ^a   Tanaka, Motoyuki ^a   Yamaura, Yoshiyuki ^a   Takizawa, Hiroya ^a   Yoshikawa, Ken ^a   Sato, Kazutoyo ^a   Narita, Masami ^a   Ohuchida, Shuichi ^a   Nakai, Hisao ^a   Toda, Masaaki ^a  

^a ONO PHARMACEUTICAL CO   (Japan)

Author keywords

Antagonist; EP3 receptor; Prostaglandin; Serum albumin; Uterine contraction

Indexed keywords

3 (2 AMINOCARBONYLPHENYL)PROPANOIC ACID DERIVATIVE; 3 [2 [(BENZHYDRYLAMINO) CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[(1 BENZYL 3 METHYL 1 PHENYLBUTYL)AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[(1 NAPHTHYLMETHYL)AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[(2 CYCLOPROPYL 1 PHENYLETHYL)AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[(3 HYDROXY 3 METHYL 1 PHENYLBUTYL)AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[(3 METHYL 1 PHENYLBUTYL)AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[[1 (1 NAPHTHYL)ETHYL]AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [[[3 METHYL 1 (1 NAPHTHYL)BUTYL]AMINO]CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [2 [BENZYLAMINO)CARBONYL] 4 (PHENOXYMETHYL)PHENYL]PROPANOIC ACID; 3 [4 (PHENOXYMETHYL) 2 [[(1 PHENYLBUTYL)AMINO]CARBONYL]PHENYL]PROPANOIC ACID; 3 [4 (PHENOXYMETHYL) 2 [[(1 PHENYLETHYL)AMINO]CARBONYL]PHENYL]PROPANOIC ACID; 3 [4 (PHENOXYMETHYL) 2 [[(1 PHENYLPROPYL)AMINO]CARBONYL]PHENYL]PROPANOIC ACID; 3 [4 (PHENOXYMETHYL) 2 [[(2 PHENYLETHYL)AMINO]CARBONYL]PHENYL]PROPANOIC ACID; PROSTAGLANDIN E RECEPTOR; PROSTAGLANDIN E RECEPTOR 3; PROSTAGLANDIN RECEPTOR BLOCKING AGENT; UNCLASSIFIED DRUG;

ANIMAL CELL; ANIMAL EXPERIMENT; ARTICLE; CONTROLLED STUDY; DRUG BIOAVAILABILITY; DRUG CLEARANCE; DRUG EFFICACY; DRUG SCREENING; DRUG STRUCTURE; DRUG SYNTHESIS; FEMALE; IN VIVO STUDY; NONHUMAN; RAT; RECEPTOR BINDING; STRUCTURE ACTIVITY RELATION;

ANIMALS; CATTLE; CHO CELLS; CRICETINAE; CRICETULUS; FEMALE; MICE; PREGNANCY; PROPIONIC ACIDS; RATS; RECEPTORS, PROSTAGLANDIN E; SERUM ALBUMIN, BOVINE; UTERINE CONTRACTION;

RATTUS;

EID: 72049109140     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2009.11.023     Document Type: Article

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23. We considered that the antagonist activity was more closely related to the in vivo efficacy than the binding affinity. For such a reason, we investigated the influence of additive BSA on the EP3 antagonist activity using our assay system. The binding affinity for EP1-4 receptor subtypes was evaluated in the absence of BSA.