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SML1355

Sigma-Aldrich

PHTPP

≥98% (HPLC)

Synonym(s):

2-Phenyl-3-(4-hydroxyphenyl)-5,7-bis(trifluoromethyl)-pyrazolo[1,5-a]pyrimidine, 4-[2-Phenyl-5,7-bis(trifluoromethyl)pyrazolo[1,5-a]-pyrimidin-3-yl]phenol

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About This Item

Empirical Formula (Hill Notation):
C20H11F6N3O
CAS Number:
805239-56-9
Molecular Weight:
423.31
MDL number:
MFCD09971112
UNSPSC Code:
51111800
PubChem Substance ID:
329825810
NACRES:
NA.77
Pricing and availability is not currently available.

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

yellow to orange

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

OC(C=C1)=CC=C1C(C(C2=CC=CC=C2)=N3)=C4N3C(C(F)(F)F)=CC(C(F)(F)F)=N4

InChI

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

InChI key

AEZPAUSGTAHLOQ-UHFFFAOYSA-N

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PHTPP ≥98% (HPLC)

SML1355

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BETP ≥98% (HPLC)

SML0558

BETP

PF-05085727 ≥98% (HPLC)

PZ0355

PF-05085727

TP-472N ≥98% (HPLC)

SML1933

TP-472N

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

form

powder

form

powder

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

room temp

storage temp.

2-8°C

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 5 mg/mL, clear (warmed)

solubility

DMSO: 2 mg/mL, clear

solubility

DMSO: 15 mg/mL, clear

color

yellow to orange

color

white to beige

color

white to beige

color

white to beige

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.
PHTPP is a selective estrogen receptor β (ERβ) full antagonist.
PHTPP is also termed as 4-[2–phenyl-5,7–bis (trifluoromethyl) pyrazolo [1,5-a]-pyrimidin-3-yl] phenol (PHTPP).[1] It blocks hypoglycemic augmentation of norepinephrine (NE) in the hypothalamic arcuate (ARH).[1]

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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    Certificates of Analysis (COA)

    Lot/Batch Number
    037M4618V
    065M4603V

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    Hindbrain estrogen receptor-beta antagonism normalizes reproductive and counter-regulatory hormone secretion in hypoglycemic steroid-primed ovariectomized female rats.
    Briski KP and Shrestha PK
    Neuroscience, 331, 62-71 (2016)
    Masayo Hirao-Suzuki et al.
    Molecular pharmacology, 95(3), 260-268 (2018-12-16)
    Bisphenol A (BPA), recognized as an endocrine disruptor, is thought to exert its activity through a mechanism involving the activation of estrogen receptors (ERs) α/β However, a major problem is that very high concentrations of BPA are required (i.e., those
    Cheng Xu et al.
    Environmental science and pollution research international, 24(15), 13414-13423 (2017-04-08)
    Perfluorooctane sulfonate (PFOS), an artificial fluorosurfactant and global contaminant, is used widely in various consumer products. In this study, we investigated the function of estrogen receptor β (ERβ) in PFOS-induced bile acid and cholesterol metabolism disorders and gut microbiome using
    Chin-Hee Song et al.
    PloS one, 14(8), e0221650-e0221650 (2019-08-24)
    Several reports indicate crosstalk between the transcription factor nuclear factor erythroid 2-related factor 2 (Nrf2) and estrogen, which has a protective effect in colorectal cancer (CRC). The aim of this study was to investigate the role of Nrf2 signaling in
    Ke-Wei Zhang et al.
    Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology, 237, 110328-110328 (2019-08-29)
    Insulin-like growth factors (Igf1 and Igf2) play a key role in growth and development of vertebrates. In mammals, the expression of IGFs is regulated by estradiol-17β (E2) via estrogen receptors (ESRs). The expression of igfs can also be regulated by
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