Pyrazolo[1,5-a]pyrimidines as estrogen receptor ligands: defining the orientation of a novel heterocyclic core

Dennis R Compton; Kathryn E Carlson; John A Katzenellenbogen

doi:10.1016/j.bmcl.2004.08.046

Pyrazolo[1,5-a]pyrimidines as estrogen receptor ligands: defining the orientation of a novel heterocyclic core

Bioorg Med Chem Lett. 2004 Nov 15;14(22):5681-4. doi: 10.1016/j.bmcl.2004.08.046.

Authors

Dennis R Compton¹, Kathryn E Carlson, John A Katzenellenbogen

Affiliation

¹ Department of Chemistry, University of Illinois, 600 S. Matthews Avenue, Urbana, IL 61801-3731, USA.

PMID: 15482947
DOI: 10.1016/j.bmcl.2004.08.046

Abstract

We have examined the pyrazolo[1,5-a]pyrimidine scaffold as a novel core structure for estrogen receptor ligands. Attachment of various substituents has helped to define the orientation of this heterocycle in the ligand-binding pocket as one in which a pendant phenol rather than the hydroxylpyrimidine serves as a mimic of the A-ring of estradiol.

Publication types

Research Support, U.S. Gov't, P.H.S.

MeSH terms

Binding Sites
Heterocyclic Compounds / chemical synthesis
Heterocyclic Compounds / pharmacology*
Ligands
Models, Molecular
Molecular Structure
Pyrazoles / chemical synthesis
Pyrazoles / pharmacology*
Pyrimidines / chemical synthesis
Pyrimidines / pharmacology*
Receptors, Estrogen / chemistry
Receptors, Estrogen / drug effects*
Structure-Activity Relationship

Substances

Heterocyclic Compounds
Ligands
Pyrazoles
Pyrimidines
Receptors, Estrogen

Grants and funding

5R37 DK 15556/DK/NIDDK NIH HHS/United States