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S4317

Sigma-Aldrich

SB 431542 hydrate

≥98% (HPLC), powder, inhibits activation of SMAD proteins

Synonym(s):

4-(5-Benzol[1,3]dioxol-5-yl-4-pyrldin-2-yl-1H-imidazol-2-yl)-benzamide hydrate, 4-[4-(1,3-Benzodioxol-5-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]-benzamide hydrate, 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]-benzamide hydrate

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About This Item

Empirical Formula (Hill Notation):
C22H16N4O3 · xH2O
CAS Number:
301836-41-9
Molecular Weight:
384.39 (anhydrous basis)
MDL number:
MFCD11045982
UNSPSC Code:
51111800
PubChem Substance ID:
24724609
NACRES:
NA.77

product name

SB 431542 hydrate, ≥98% (HPLC), powder

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: soluble 10 mg/mL
H2O: insoluble

originator

GlaxoSmithKline

storage temp.

−20°C

SMILES string

O.NC(=O)c1ccc(cc1)-c2nc(-c3ccc4OCOc4c3)c([nH]2)-c5ccccn5

InChI

1S/C22H16N4O3.H2O/c23-21(27)13-4-6-14(7-5-13)22-25-19(20(26-22)16-3-1-2-10-24-16)15-8-9-17-18(11-15)29-12-28-17;/h1-11H,12H2,(H2,23,27)(H,25,26);1H2

InChI key

WQUIJVKNPYBZOF-UHFFFAOYSA-N

Application

SB-431542 was used to study the correlation of platelet-derived growth factor receptor B expression and TGF-β pathway activation in colorectal tumor cells. It was used to study the role of TGF-β signaling in modulation of extracellular matrix and myoblast differentiation.

Biochem/physiol Actions

SB-431542 inhibits the TGF-β-mediated activation of SMAD proteins, expression of collagen and fibronectin, cell proliferation and cell motility. It does not inhibit kinases that are activated in response to serum or stress such as ERK, p38 or JNK.
Potent and selective inhibitor of transforming growth factor-β superfamily type I activin receptor-like kinase (ALK) receptors.

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from Glaxo­Smith­Kline

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mark D Hjelmeland et al.
Molecular cancer therapeutics, 3(6), 737-745 (2004-06-24)
Transforming growth factor-beta (TGF-beta) is a multifunctional cytokine that promotes malignant glioma invasion, angiogenesis, and immunosuppression. Antisense oligonucleotide suppression of TGF-beta(2) ligand expression has shown promise in preclinical and clinical studies but at least two ligands mediate the effects of
N J Laping et al.
Molecular pharmacology, 62(1), 58-64 (2002-06-18)
Transforming growth factor beta1 (TGF-beta1) is a potent fibrotic factor responsible for the synthesis of extracellular matrix. TGF-beta1 acts through the TGF-beta type I and type II receptors to activate intracellular mediators, such as Smad proteins, the p38 mitogen-activated protein
Gareth J Inman et al.
Molecular pharmacology, 62(1), 65-74 (2002-06-18)
Small molecule inhibitors have proven extremely useful for investigating signal transduction pathways and have the potential for development into therapeutics for inhibiting signal transduction pathways whose activities contribute to human diseases. Transforming growth factor beta (TGF-beta) is a member of
A Smad3 and TTF-1/NKX2-1 complex regulates Smad4-independent gene expression.
Isogaya K, Koinuma D, Tsutsumi S, et al.
Cell Research, 24(8), 994-1008 (2014)
Paola Bendinelli et al.
International journal of molecular sciences, 20(10) (2019-05-28)
Hepatocyte growth factor (HGF) and transforming growth factor β1 (TGFβ1) are biological stimuli of the micro-environment which affect bone metastasis phenotype through transcription factors, but their influence on the growth is scarcely known. In a xenograft model prepared with 1833
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