Synthesis and progesterone receptor antagonist activities of 6-aryl benzimidazolones and benzothiazolones.

Article Details

Citation
Copy to clipboard

Zhang P, Terefenko EA, Wrobel J, Zhang Z, Zhu Y, Cohen J, Marschke KB, Mais D

Synthesis and progesterone receptor antagonist activities of 6-aryl benzimidazolones and benzothiazolones.

Bioorg Med Chem Lett. 2001 Oct 22;11(20):2747-50.

PubMed ID
11591515 [ View in PubMed
]
Abstract

Novel 6-aryl benzimidazolones and benzothiazolones were prepared and examined as bioisosteres of the recently reported 6-aryl dihydroquinolines (1) for progesterone receptor (PR) antagonist activities. PR antagonist activities increased when compounds 9c-f possessed a more lipophilic group at position-1 and pendent aryl moiety para to NH moiety. Furthermore, conversion of carbonyl moiety of 9e,f to the thio-carbonyl led to benzoimidazolethiones 15a,b with significantly improved potency and binding affinity.

DrugBank Data that Cites this Article

Binding Properties
DrugTargetPropertyMeasurementpHTemperature (°C)
MifepristoneProgesterone receptorIC 50 (nM)0.3N/AN/ADetails
MifepristoneProgesterone receptorKi (nM)1.1N/AN/ADetails
MifepristoneProgesterone receptorIC 50 (nM)0.2N/AN/ADetails