805239-56-9 Usage
Description
4-[2-PHENYL-5,7-BIS(TRIFLUOROMETHYL)PYRAZOLO[1,5-A]PYRIMIDIN-3-YL]PHENOL, also known as PHTPP, is a pyrazolo[1,5-α]pyrimidine-based ligand that functions as a full antagonist of estrogen ERβ receptors with a 36-fold selectivity over ERα. It does not exhibit significant agonism on either ERα or ERβ receptors. PHTPP has been utilized in research to selectively target ERβ, aiding in the study of the contrasting effects of hormone therapy on tumors that express different ER subtypes. At a concentration of 100 pM, PHTPP has been observed to promote the growth of SKOV3 and OV2008 ovarian cancer cells in in vitro assays.
Uses
Used in Pharmaceutical Research:
PHTPP is used as a selective ERβ antagonist for investigating the role of estrogen receptors in various physiological and pathological processes. Its high selectivity for ERβ over ERα makes it a valuable tool in understanding the distinct functions of these two receptor subtypes and their implications in different diseases.
Used in Oncology Research:
In the field of oncology, PHTPP is used as a research compound to explore the opposing effects of hormone therapy on tumors that express either ER subtype. Its ability to selectively target ERβ allows researchers to study the specific impact of this receptor on tumor growth and progression, particularly in ovarian cancer cell lines such as SKOV3 and OV2008.
Used in Drug Development:
PHTPP serves as a lead compound in the development of new pharmaceuticals targeting estrogen receptors, especially for conditions where selective ERβ antagonism may provide therapeutic benefits. Its unique properties and selectivity make it a promising candidate for the creation of drugs with potential applications in treating specific types of cancer and other diseases influenced by estrogen receptor activity.
Biological Activity
Selective estrogen ER β receptor antagonist that displays 36-fold selectivity over ER α . Exhibits full antagonism at ER β in a cotransfection assay in human endometrial cancer cells (HEC-1), with minimal effects on ER α .
Biochem/physiol Actions
PHTPP is a selective estrogen receptor β (ERβ) full antagonist with 36-fold selectivity for ERβ over ERα. PHTPP has been used to distinguish the various activites of the two estrogen receptors. Estrogen can have opposite effects in some tumors expressing ERα compared to Erβ, with Erα enhancing and Erβ suppressing tumor cell growth. PHTPP, a selective ERβ antagonist, significantly enhanced cell growth in ovarian cancer cell lines SKOV3 and OV2008 that express both receptors.
Check Digit Verification of cas no
The CAS Registry Mumber 805239-56-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 8,0,5,2,3 and 9 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 805239-56:
(8*8)+(7*0)+(6*5)+(5*2)+(4*3)+(3*9)+(2*5)+(1*6)=159
159 % 10 = 9
So 805239-56-9 is a valid CAS Registry Number.
InChI:InChI=1/C20H11F6N3O/c21-19(22,23)14-10-15(20(24,25)26)29-18(27-14)16(11-6-8-13(30)9-7-11)17(28-29)12-4-2-1-3-5-12/h1-10,30H
805239-56-9Relevant articles and documents
Pyrazolo[1,5-α]pyrimidines: Estrogen receptor ligands possessing estrogen receptor β antagonist activity
Compton, Dennis R.,Sheng, Shubin,Carlson, Kathryn E.,Rebacz, Natalie A.,Lee, In Young,Katzenellenbogen, Benita S.,Katzenellenbogen, John A.
, p. 5872 - 5893 (2004)
In our search for novel subtype-selective estrogen receptor (ER) ligands, we have examined various heterocyclic units as core structural elements. Here, we have investigated the fused, bicyclic pyrazolo[1,5-a]pyrimidine core, which is a system that allows
