Optimization of 3-phenylpyrazolo[1,5-a]pyrimidines as potent corticotropin-releasing factor-1 antagonists with adequate lipophilicity and water solubility

Bioorganic and Medicinal Chemistry Letters

Volumn 14, Issue 14, 2004, Pages 3669-3673

  Chen, Chen ^a   Wilcoxen, Keith M ^a   Huang, Charles Q ^a   McCarthy, James R ^a   Chen, Takung ^a   Grigoriadis, Dimitri E ^a  

^a NEUROCRINE BIOSCIENCES INC   (United States)

Author keywords

Antagonist; CRF; Pyrazolopyrimidine

Indexed keywords

4 [4 (3 FLUOROPHENYL) 1,2,3,6 TETRAHYDRO 1 PYRIDINYL] 2 [N ETHYL N (4 ISOPROPYL 2 METHYLTHIOPHENYL)AMINO] 6 METHYLPYRIMIDINE; 5 CHLORO 4 [N (CYCLOPROPYLMETHYL) N PROPYLAMINO] 2 METHYL 6 (2,4,6 TRICHLOROANILINO)PYRIMIDINE; 8 (2,4 DICHLOROPHENYL) 4 [2 METHOXY 1 (METHOXYMETHYL)ETHYLAMINO] 2,7 DIMETHYLPYRAZOLO[1,5 A][1,3,5]TRIAZINE; ANTALARMIN; CORTICOTROPIN RELEASING FACTOR ANTAGONIST; CORTICOTROPIN RELEASING FACTOR RECEPTOR; CP 124526; DMP 904; HYDROXYL GROUP; NBI 30545; PD 171729; PYRAZOLO[1,5 A]PYRIMIDINE DERIVATIVE; SSR 125543 A; SULFOXIDE; UNCLASSIFIED DRUG; WATER;

ARTICLE; BINDING AFFINITY; DRUG ACTIVITY; DRUG DESIGN; DRUG IDENTIFICATION; DRUG SYNTHESIS; LIPOPHILICITY; PHYSICAL CHEMISTRY; RECEPTOR BINDING; REDUCTION; SOLUBILITY;

ADRENOCORTICOTROPIC HORMONE; ANIMALS; BINDING, COMPETITIVE; BRAIN; CORTICOTROPIN-RELEASING HORMONE; CYCLIC AMP; DRUG DESIGN; PLASMA; PYRAZOLES; PYRIMIDINES; RATS; RATS, SPRAGUE-DAWLEY; RECEPTORS, CORTICOTROPIN-RELEASING HORMONE; SOLUBILITY; STRUCTURE-ACTIVITY RELATIONSHIP; WATER;

EID: 2942588972     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2004.05.019     Document Type: Article

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24. i values were highly reproducible with an average standard deviation of <50%