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Merck

PZ0018

Bazedoxifene acetate

≥98% (HPLC), Selective estrogen receptor modulator (SERM), powder

Synonym(s):

1-[4-(2-Azepan-1-yl-ethoxy)benzyl]-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol acetate, TSE-424, WAY-140424, WAY-TSE-424

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About This Item

Empirical Formula (Hill Notation):
C30H34N2O3 · C2H4O2
CAS Number:
198481-33-3
Molecular Weight:
530.65
UNSPSC Code:
51111800
NACRES:
NA.77

Key Documents

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Product Name

Bazedoxifene acetate, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 15 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

SMILES string

[N+H]5(CCCCCC5)CCOc1ccc(cc1)C[n]2c3c(c(c2c4ccc(cc4)O)C)cc(cc3)O.[O-]C(=O)C

InChI

1S/C30H34N2O3.C2H4O2/c1-22-28-20-26(34)12-15-29(28)32(30(22)24-8-10-25(33)11-9-24)21-23-6-13-27(14-7-23)35-19-18-31-16-4-2-3-5-17-31;1-2(3)4/h6-15,20,33-34H,2-5,16-19,21H2,1H3;1H3,(H,3,4)

InChI key

OMZAMQFQZMUNTP-UHFFFAOYSA-N

Application

Bazedoxifene acetate has been used to study its efficacy in inhibiting the interleukin-6 (IL-6)/IL-6R/glycoprotein 130 pathway and its effects on medulloblastoma cells.

Biochem/physiol Actions

Bazedoxifene is a third generation nonsteroidal selective estrogen receptor modulator (SERM), used clinically to treat postmenopausal osteoporosis. Bazedoxifene binds to estrogen receptor-α with IC50 = 26 nM, similar to that of raloxifene, but lower affinity than 17-β estradiol. Bazedoxifene did not stimulate proliferation of MCF-7 cells, instead inhibited 17β -estradiol-induced proliferation with IC50 = 0.19 nM, exhibiting a desirable profile of agonist/antagonist activity.
Bazedoxifene is a third generation nonsteroidal selective estrogen receptor modulator (SERM).

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
014M4739V

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Blocking interleukin-6 signaling inhibits cell viability/proliferation, glycolysis, and colony forming activity of human medulloblastoma cells
Xiang Chen
International Journal of Oncology (2018)
Xiang Chen et al.
International journal of oncology, 52(2), 571-578 (2017-12-06)
Elevated levels of the pro-inflammatory cytokine interleukin-6 (IL‑6) have tumor-promoting activity and are associated with poor survival outcomes in many cancers. Additionally, the IL‑6/GP130/STAT3 axis has been widely studied due to its pivotal role in tumor development and maintenance in
Adam T Szafran et al.
iScience, 25(10), 105200-105200 (2022-10-15)
The United States Environmental Protection Agency (EPA) has been pursuing new high throughput in vitro assays to characterize endocrine disrupting chemicals (EDCs) that interact with estrogen receptor signaling. We characterize two new PRL-HeLa cell models expressing either inducible C-terminal (iGFP-ER) or
Jing Li et al.
Clinical and translational medicine, 11(12), e627-e627 (2021-12-20)
Acidic nucleoplasmic DNA-binding protein 1 (And-1), an important factor for deoxyribonucleic acid (DNA) replication and repair, is overexpressed in many types of cancer but not in normal tissues. Although multiple independent studies have elucidated And-1 as a promising target gene

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