Benzothiophenes containing a piperazine side chain as selective ligands for the estrogen receptor alpha and their bioactivities in vivo

Chunhao Yang; Guangyu Xu; Jia Li; Xihan Wu; Bo Liu; Xueming Yan; Mingwei Wang; Yuyuan Xie

doi:10.1016/j.bmcl.2004.12.074

Benzothiophenes containing a piperazine side chain as selective ligands for the estrogen receptor alpha and their bioactivities in vivo

Bioorg Med Chem Lett. 2005 Mar 1;15(5):1505-7. doi: 10.1016/j.bmcl.2004.12.074.

Authors

Chunhao Yang¹, Guangyu Xu, Jia Li, Xihan Wu, Bo Liu, Xueming Yan, Mingwei Wang, Yuyuan Xie

Affiliation

¹ State Key Laboratory of Drug Research, Shanghai Institute of Materia Medica, Shanghai Institute for Biological Sciences, Chinese Academy of Sciences, 555 Zuchongzhi Road, Shanghai 201203, PR China. [email protected]

PMID: 15713417
DOI: 10.1016/j.bmcl.2004.12.074

Abstract

The synthesis of benzothiophenes containing a piperazine side chain and their binding affinities for estrogen receptors are described. These compounds bearing piperazine side chains were identified to be high-affinity ligands with high selectivity for ER alpha subtype. They were also potent agonists in bone tissue.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Animals
Binding, Competitive / drug effects
Bone Density / drug effects
Drug Evaluation, Preclinical
Estrogen Receptor alpha / agonists*
Estrogen Receptor alpha / antagonists & inhibitors
Female
Ligands
Mice
Molecular Structure
Piperazines / chemical synthesis*
Raloxifene Hydrochloride / analogs & derivatives
Raloxifene Hydrochloride / chemical synthesis*
Raloxifene Hydrochloride / pharmacology*
Selective Estrogen Receptor Modulators / chemical synthesis
Selective Estrogen Receptor Modulators / pharmacology
Structure-Activity Relationship
Thiophenes / chemistry*
Uterus / drug effects

Substances

Estrogen Receptor alpha
Ligands
Piperazines
Selective Estrogen Receptor Modulators
Thiophenes
benzothiophene
Raloxifene Hydrochloride