Pyridyl-2,5-diketopiperazines as potent, selective, and orally bioavailable oxytocin antagonists: Synthesis, pharmacokinetics, and in vivo potency

Journal of Medicinal Chemistry

Volumn 55, Issue 2, 2012, Pages 783-796

  Borthwick, Alan D ^a,c   Liddle, John ^a   Davies, Dave E ^a   Exall, Anne M ^a   Hamlett, Christopher ^a   Hickey, Deirdre M ^a   Mason, Andrew M ^a   Smith, Ian E D ^a   Nerozzi, Fabrizio ^a   Peace, Simon ^a   Pollard, Derek ^a   Sollis, Steve L ^a   Allen, Michael J ^a   Woollard, Patrick M ^a   Pullen, Mark A ^b   Westfall, Timothy D ^b   Stanislaus, Dinesh J ^b  

^a GLAXOSMITHKLINE   (United Kingdom)

^b GLAXOSMITHKLINE   (United States)

^c DrugMolDesign   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

2 [ 3 (2,3 DIHYDRO 1H INDEN 2 YL) 6 (1 METHYLPROPYL) 2,5 DIOXO 1 PIPERAZINYL] 2 (2,6 DIMETHYL 3 PYRIDINYL) N METHYLETHANAMIDE; 2 [3 (2,3 DIHYDRO 1H INDEN 2 YL) 6 (1 METHYLPROPYL) 2,5 DIOXO 1 PIPERAZINYL] N,N DIMETHYL 2 (6 METHYL 1 OXIDO 3 PYRIDINYL)ETHANAMIDE; 2 [3 (2,3 DIHYDRO 1H INDEN 2 YL) 6 (1 METHYLPROPYL) 2,5 DIOXO 1 PIPERAZINYL] N,N DIMETHYL 2 (6 METHYL 3 PYRIDINYL)ETHANAMIDE; 2 [3 (2,3 DIHYDRO 1H INDEN 2 YL) 6 (2 METHYLPROPYL) 2,5 DIOXO 1 PIPERAZINYL] N,N DIMETHYL 2 (6 METHYL 3 PYRIDINYL)ETHANAMIDE; 2 [3 (2,3 DIHYDRO 1H INDEN 2 YL) 6 (2 METHYLPROPYL) 2,5 DIOXO 1 PIPERAZINYL] N,N DIMETHYL 2 (6 OXO 1,6 DIHYDRO 3 PYRIDINYL)ETHANAMIDE; ATOSIBAN; CYTOCHROME P450 1A2; CYTOCHROME P450 2C19; CYTOCHROME P450 2C9; CYTOCHROME P450 2D6; CYTOCHROME P450 3A4; EPELSIBAN; INDANYL 7 (3' PYRIDYL) 2,5 DIKETOPIPERAZINE DERIVATIVE; INDENE DERIVATIVE; OXYTOCIN ANTAGONIST; PIPERAZINEDIONE; UNCLASSIFIED DRUG; VASOPRESSIN V1A RECEPTOR; VASOPRESSIN V1B RECEPTOR; VASOPRESSIN V2 RECEPTOR;

ANIMAL EXPERIMENT; ANIMAL TISSUE; ARTICLE; CONTROLLED STUDY; DOG; DRUG BIOAVAILABILITY; DRUG CLEARANCE; DRUG DOSE INCREASE; DRUG POTENCY; DRUG SAFETY; DRUG SELECTIVITY; DRUG SOLUBILITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME INHIBITION; FEMALE; GENOTOXICITY; HAPLORHINI; IN VITRO STUDY; IN VIVO STUDY; MICROSOME; NONHUMAN; RAT; RECEPTOR AFFINITY; STEREOCHEMISTRY; STRUCTURE ACTIVITY RELATION; SUBSTITUTION REACTION;

ADMINISTRATION, ORAL; ANIMALS; BIOLOGICAL AVAILABILITY; CYTOCHROME P-450 ENZYME SYSTEM; DIKETOPIPERAZINES; DOGS; FEMALE; HUMANS; MACACA FASCICULARIS; MALE; MICROSOMES, LIVER; MORPHOLINES; OXYTOCIN; RADIOLIGAND ASSAY; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, OXYTOCIN; SOLUBILITY; STEREOISOMERISM; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 84856376854     PISSN: 00222623     EISSN: 15204804     Source Type: Journal    
DOI: 10.1021/jm201287w     Document Type: Article

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