PHTPP
{{Short description|Chemical compound}}
{{Drugbox
| Verifiedfields =
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| IUPAC_name = 4-[2-Phenyl-5,7-bis(trifluoromethyl)pyrazolo[1,5-a]pyrimidin-3-yl]phenol
| image = PHTPP structure.svg
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| CAS_number_Ref = {{cascite|correct|CAS}}
| CAS_number = 805239-56-9
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = NN82CVN36N
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| PubChem = 11201035
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| ChemSpiderID = 9376104
| C=20 | H=11 | F=6 | N=3 | O=1
| smiles = C1=CC=C(C=C1)C2=NN3C(=CC(=NC3=C2C4=CC=C(C=C4)O)C(F)(F)F)C(F)(F)F
| StdInChI = 1S/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
| StdInChIKey = AEZPAUSGTAHLOQ-UHFFFAOYSA-N
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PHTPP is a synthetic, nonsteroidal, and highly selective antagonist of ERβ that is used in scientific research to study the function of this receptor.{{cite book|title=Neurosteroids|url=https://books.google.com/books?id=fSgNRlZUwt0C&pg=PA95|publisher=Frontiers E-books|isbn=978-2-88919-078-2|pages=95–}}{{cite book|title=Cytoplasmic and Nuclear Receptors—Advances in Research and Application: 2012 Edition|url=https://books.google.com/books?id=AH0i2PG-MjsC&pg=PT220|date=26 December 2012|publisher=ScholarlyEditions|isbn=978-1-4649-9741-9|pages=220–}} It possesses 36-fold selectivity for ERβ over ERα, and is a silent antagonist of ERβ.{{cite journal | vauthors = Compton DR, Sheng S, Carlson KE, Rebacz NA, Lee IY, Katzenellenbogen BS, Katzenellenbogen JA | title = Pyrazolo[1,5-a]pyrimidines: estrogen receptor ligands possessing estrogen receptor beta antagonist activity | journal = Journal of Medicinal Chemistry | volume = 47 | issue = 24 | pages = 5872–93 | date = November 2004 | pmid = 15537344 | doi = 10.1021/jm049631k | url = https://figshare.com/articles/Pyrazolo_1_5_i_a_i_pyrimidines_Estrogen_Receptor_Ligands_Possessing_Estrogen_Receptor_Antagonist_Activity/3315259 | url-access = subscription }}
See also
- Propylpyrazoletriol (PPT)
- Methylpiperidinopyrazole (MPP)
- (R,R)-Tetrahydrochrysene ((R,R)-THC)
- Diarylpropionitrile (DPN)
- Prinaberel (ERB-041)
- Liquiritigenin
- Menerba
- WAY-200070
References
{{reflist}}
{{Estrogenics}}
Category:Trifluoromethyl compounds
Category:4-Hydroxyphenyl compounds
{{pharmacology-stub}}