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S4317

SB 431542 hydrate

Name: SB 431542 hydrate
Brand: SIGMA

≥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

Quality Level

100

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

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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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)

Inhibition of transforming growth factor (TGF)-beta1-induced extracellular matrix with a novel inhibitor of the TGF-beta type I receptor kinase activity: SB-431542.

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

ALK3-SMAD1/5 Signaling Mediates the BMP2-Induced Decrease in PGE2 Production in Human Endometrial Stromal Cells and Decidual Stromal Cells.

Yu Zhang et al.

Frontiers in cell and developmental biology, 8, 573028-573028 (2020-10-13)

BMP2 is a critical factor that is involved in the processes of embryo implantation and uterine decidualization. The expression of cyclooxygenase (COX) and subsequent prostaglandin E2 (PGE2) production are critical for successful pregnancy. However, it is not clear whether BMP2

PDGFRB promotes liver metastasis formation of mesenchymal-like colorectal tumor cells.

Ernst J A Steller et al.

Neoplasia (New York, N.Y.), 15(2), 204-217 (2013-02-27)

In epithelial tumors, the platelet-derived growth factor receptor B (PDGFRB) is mainly expressed by stromal cells of mesenchymal origin. Tumor cells may also acquire PDGFRB expression following epithelial-to-mesenchymal transition (EMT), which occurs during metastasis formation. Little is known about PDGFRB

The Six1 homeoprotein induces human mammary carcinoma cells to undergo epithelial-mesenchymal transition and metastasis in mice through increasing TGF-beta signaling.

Douglas S Micalizzi et al.

The Journal of clinical investigation, 119(9), 2678-2690 (2009-09-04)

Inappropriate activation of developmental pathways is a well-recognized tumor-promoting mechanism. Here we show that overexpression of the homeoprotein Six1, normally a developmentally restricted transcriptional regulator, increases TGF-beta signaling in human breast cancer cells and induces an epithelial-mesenchymal transition (EMT) that

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