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SML1376

Sigma-Aldrich

BTC

≥95% (HPLC)

Synonym(s):

2-(4-Hydroxyphenyl)-1-benzothiophene-6-ol, 2-(4-Hydroxyphenyl)benzo[b]thiophene-6-ol

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About This Item

Empirical Formula (Hill Notation):
C14H10O2S
CAS Number:
63676-22-2
Molecular Weight:
242.29
UNSPSC Code:
51111800
NACRES:
NA.77

Assay

≥95% (HPLC)

form

powder

storage condition

protect from light

color

white to light brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

InChI

1S/C14H10O2S/c15-11-4-1-9(2-5-11)13-7-10-3-6-12(16)8-14(10)17-13/h1-8,15-16H

InChI key

MDGWZLQPNOETLH-UHFFFAOYSA-N

Biochem/physiol Actions

BTC is a selective estrogen receptor (ER) modulator (SERM) that acts as a selective estrogen mimic (SEM). BTC has been found to be both estrogenic and antiproliferative in ER-positive endocrine-resistant breast cancer cell lines that overexpress protein kinase C alpha (PKCα), which is often associated with tamoxifen resistance. BTC caused regression of endocrine-resistant breast cancer xenografts, and did not support the growth of hormone-dependent xenografts in vivo or cause an increase in uterine weight. As in the case with raloxifene and estradiol, BTC tumor regression was accompanied by the exit of ERα from the nucleus, suggesting extranuclear ERα may be involved in the mehanism of action.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P301 + P312 + P330

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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