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SML1143

Sigma-Aldrich

PTC-209

≥98% (HPLC)

Synonyme(s) :

N-(2,6-Dibromo-4-methoxyphenyl)-4-(2-methylimidazo[1,2-a]pyrimidin-3-yl)-2-thiazolamine

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About This Item

Formule empirique (notation de Hill):
C17H13Br2N5OS
Numéro CAS:
315704-66-6
Poids moléculaire :
495.19
Numéro MDL:
MFCD02110649
Code UNSPSC :
12352200
ID de substance PubChem :
329825677
Nomenclature NACRES :
NA.77

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to brown

Solubilité

DMSO: 20 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

BrC1=CC(OC)=CC(Br)=C1NC2=NC(C3=C(C)N=C4N3C=CC=N4)=CS2

InChI

1S/C17H13Br2N5OS/c1-9-15(24-5-3-4-20-16(24)21-9)13-8-26-17(22-13)23-14-11(18)6-10(25-2)7-12(14)19/h3-8H,1-2H3,(H,22,23)

Clé InChI

XVOOCQSWCCRVDY-UHFFFAOYSA-N

Application

PTC-209 has been used as a B lymphoma Mo-MLV insertion region 1 homolog (BMI1) inhibitor to study its effects on:
  • the cell viability of canine osteosarcoma (OSA) cell lines
  • lipidated microtubule-associated protein 1 light chain 3 (LC3B-II) and Sequestosome 1 (SQSTM1) protein levels in ovarian cancer (OvCa) cells
  • cardiac reprogramming efficiency in mouse embryonic fibroblasts (MEF)

Actions biochimiques/physiologiques

PTC-209 inhibits the expression of the oncogene BMI-1 (B lymphoma Mo-MLV insertion region 1 homolog), which encodes a polycomb group RING finger protein involved in cell cycle. PTC-209 lowers the self-renewal properties of colorectal cancer-initiating cells (CICs) The compound inhibits tumor growth, and reduces the levels of CICs present in colon cancer tumor xenografts in mice.

Caractéristiques et avantages

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Certificats d'analyse (COA)

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Inhibition of BMI1 induces autophagy-mediated necroptosis
Dey A, et al.
Autophagy, 12(4), 659-670 (2016)
Mohammad Alzrigat et al.
Oncotarget, 8(61), 103731-103743 (2017-12-22)
Multiple myeloma (MM) is a tumor of plasmablasts/plasma cells (PCs) characterized by the expansion of malignant PCs with complex genetic aberrations in the bone marrow (BM). Recent reports, by us and others, have highlighted the polycomb group (PcG) proteins as
Sami Al-Nadaf et al.
Veterinary and comparative oncology, 20(4), 871-880 (2022-07-15)
The BMI1 proto-oncogene, polycomb ring finger protein (BMI1) is a key component of the epigenetic polycomb repressor complex 1, and has been associated with aggressive behaviour and chemotherapeutic resistance in various malignances including human gliomas. Similar to humans, spontaneous canine
Anindya Dey et al.
Molecular cancer therapeutics, 17(1), 39-49 (2017-11-22)
BMI-1, also known as a stem cell factor, is frequently upregulated in several malignancies. Elevated expression of BMI-1 correlates with poor prognosis and is therefore considered a viable therapeutic target in a number of malignancies including ovarian cancer. Realizing the

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