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SB 431542

CAS No.
301836-41-9
Chemical Name:
SB 431542
Synonyms
CS-89;SB 431542;SB 431542, >=98%;SB 431542 HYDRATE;SB-431542/SB431542;SB 431542USP/EP/BP;TGF-β RI Kinase Inhibitor VI, SB431542;TGF-β RI Kinase Inhibitor VI SB431542 SB-431542;InSolution? TGF-β RI Kinase Inhibitor VI, SB431542;4-(4-(Benzo[d][1,3]dioxol-5-yl)-5-(pyridin-2-yl)-1H-imid
CBNumber:
CB5360318
Molecular Formula:
C22H16N4O3
Molecular Weight:
384.39
MDL Number:
MFCD05865244
MOL File:
301836-41-9.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

SB 431542 Properties

Melting point 214 °C(dec.)
Boiling point 662.4±55.0 °C(Predicted)
Density 1.373
Flash point 354.4℃
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility DMSO: 10 mg/mL, soluble
form powder
pka 10.14±0.10(Predicted)
color Yellow
Stability Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
InChIKey FHYUGAJXYORMHI-UHFFFAOYSA-N
FDA UNII E1557V1V0N

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P280-P305+P351+P338-P362+P364
Safety Statements  22-24/25
WGK Germany  3
HS Code  29349990

SB 431542 price More Price(31)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 616464 InSolution? TGF-β RI Kinase Inhibitor VI, SB431542 301836-41-9 5mg $159 2024-03-01 Buy
Sigma-Aldrich 616461 TGF-β RI Kinase Inhibitor VI, SB431542 301836-41-9 5mg $176 2024-03-01 Buy
TCI Chemical B4003 SB 431542 301836-41-9 25MG $241 2024-03-01 Buy
TCI Chemical B4003 SB 431542 301836-41-9 100MG $662 2024-03-01 Buy
Cayman Chemical 13031 SB 431542 ≥98% 301836-41-9 1mg $32 2024-03-01 Buy
Product number Packaging Price Buy
616464 5mg $159 Buy
616461 5mg $176 Buy
B4003 25MG $241 Buy
B4003 100MG $662 Buy
13031 1mg $32 Buy

SB 431542 Chemical Properties,Uses,Production

Description

SB-431542 is a potent and selective inhibitor of the TGF-β1 receptor ALK5 (IC50 = 94 nM). It is a less potent antagonist of ALK4 (IC50 = 140 nM) and ALK7. It does not affect the BMP receptors ALK2, ALK3, ALK6, or a panel of other kinases tested. SB-431542 specifically blocks Smad signaling, reducing gene expression relevant to fibrosis and cancer. Through its effects on ALK/Smad signaling, SB-431542 suppresses renewal in embryonic and induced pluripotent stem cells and promotes their differentiation.

Uses

SB 431542 is a known Src family kinase inhibitor that effectively blocks the transforming growth factor-β1-induced cell migration and invasion in both established and primary carcinoma cells. Potent TGF-beta inhibitor.

Definition

ChEBI: A member of the class of benzamides that is 4-(imidazol-2-yl)benzamide carrying additional 1,3-benzodioxol-5-yl and pyridin-2-yl substituents at positions 4 and 5 respectively on the imidazole ring.

General Description

A cell-permeable triarylimidazole compound that is shown to effectively inhibit cellular Smad2 phosphorylation (>90% inhibition by 10 μM inhibitor) upon vector-mediated expression of constitutively active ALK4, ALK5, or ALK7 in NIH 3T3 cells, while exhibiting little effect against Smad1 phosphorylation by other members of type I receptors for TGF-β in NIH 3T3 cultures expressing active ALK1, 2, 3, or 6. When tested directly in cell-free kinase assays, SB431542 is demonstrated to potently inhibit the activity of ALK4 and ALK5 (IC50 = 140 nM and 94 nM, respectively) with no or much reduced potency toward a panel of 24 other kinases (IC50 ≥10 μM in the presence of 10 μM ATP), including ALK2 and ALK6. Reported to improve the efficiency of 4-TF-induced human iPSCs generation from fibroblast cultures by >200-fold when used together with PD0325901 (Cat. No. 444966) and Thiazovivin (Cat. No. 420220).

Biological Activity

Potent and selective inhibitor of the transforming growth factor- β (TGF- β ) type I receptor activin receptor-like kinase ALK5 (IC 50 = 94 nM), and its relatives ALK4 and ALK7. Suppresses TGF- β -induced proliferation of human osteosarcoma cells. Stimulates proliferation, differentiation and sheet formation of ESC-derived endothelial cells.

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.

storage

Room temperature

References

1) Laping et al. (2002), Inhibition of transforming growth factor (TGF-beta1-induced extracellular matrix with a novel inhibitor of the TGF-beta type I kinase activity: SB-431542; Mol. Pharmacol., 62 58 2) Inman et al. (2002), SB-431542 is a potent and specific inhibitor of transforming growth factor-beta superfamily type I activin receptor-like kinase (ALK) receptors ALK4, ALK5 and ALK7; Mol. Pharmacol., 62 65 3) Matsuyama et al. (2003), SB-431542 and Gleevec inhibit transforming growth factor-beta-induced proliferation of human osteosarcoma cells; Cancer Res., 63 7791 4) Watabe et al. (2003), TGF-beta receptor kinase inhibitor enhances growth and integrity of embryonic stem cell-derived endothelial cells; J. Cell Biol., 163 1303 5) Stanslowsky et al. (2014), Functional differentiation of midbrain neurons from human cord blood-derived induced pluripotent stem cells; Stem Cell Res. Ther., 5 35

SB 431542 Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 201)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Hangzhou FandaChem Co.,Ltd.
008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
ATK CHEMICAL COMPANY LIMITED
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BOC Sciences
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CONIER CHEM AND PHARMA LIMITED
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TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Dayang Chem (Hangzhou) Co.,Ltd.
571-88938639 +8617705817739 info@dycnchem.com CHINA 52867 58

SB 431542 Spectrum

SB-431542/SB431542 SB 431542, >=98% 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]benzamide SB431542 SB 431542 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]benzamide 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]-benzamide hydrate SB 431542 4-(5-BENZOL[1,3]DIOXOL-5-YL-4-PYRLDIN-2-YL-1H-IMIDAZOL-2-YL)-BENZAMIDE 4-[4-(3,4-METHYLENEDIOXYPHENYL)-5-(2-PYRIDYL)-1H-IMIDAZOL-2-YL]-BENZAMIDE 4-[4-(1,3-BENZODIOXOL-5-YL)-5-(2-PYRIDINYL)-1H-IMIDAZOL-2-YL]BENZAMIDE InSolution? TGF-β RI Kinase Inhibitor VI, SB431542 TGF-β RI Kinase Inhibitor VI, SB431542 SB 431542 HYDRATE Benzamide, 4-[4-(1,3-benzodioxol-5-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]- 4-(5-benzol[1,3]dioxol-5-yl-4-pyrldin-2-yl-1h-imidazol-2-yl)-benzamide hydrate 4-(5-Benzol[1,3]dioxol-5-yl-4-pyrldin-2-yl-1H-imidazol-2-yl)-benzamide hydrate, 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]-benzamide hydrate, 4-[4-(1,3-Benzodioxol-5-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]-benzamide hydrate SB 431542 hydrate,4-(5-Benzol[1,3]dioxol-5-yl-4-pyrldin-2-yl-1H-imidazol-2-yl)-benzamide hydrate, 4-[4-(3,4-Methylenedioxyphenyl)-5-(2-pyridyl)-1H-imidazol-2-yl]-benzamide hydrate 4-[4-(1,3-Benzodioxol-5-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]-benzamide hydrate 4-(4-(benzo[d][1,3]dioxol-5-yl)-5-(pyridin-2-yl)-1H-imidazol-2-yl)benzamide 4-[4-(2H-1,3-benzodioxol-5-yl)-5-(pyridin-2-yl)-1H-iMidazol-2-yl]benzaMide 4-(4-(Benzo[d][1,3]dioxol-5-yl)-5-(pyridin-2-yl)-1H-imid TGF-β RI Kinase Inhibitor VI, SB431542 - CAS 301836-41-9 - Calbiochem InSolution TGF-β RI Kinase Inhibitor VI, SB431542 - CAS 301836-41-9 - Calbiochem CS-89 4-[4-(1,3-benzodioxol-5-yl)-5-pyridin-2-yl-1H-imidazol-2-yl]benzamide SB 431542, 98%, a potent and selective inhibitor of ALK5 SB 431542USP/EP/BP 4-[4-(1,3-Benzodioxol-5-yl)-5-(2-pyridyl)-1H-imidazol-2-yl]benzamide TGF-β RI Kinase Inhibitor VI SB431542 SB-431542 Transforming growth factor beta receptors,inhibit,TGF-β Receptor,SB-431542,SB431542,Inhibitor 301836-41-9 C22H16N4O3xH2O Cell Biology Cell Signaling and Neuroscience BioChemical Cytokines, Growth Factors and Hormones Cytokines and Growth Factors Inhibitors Anti-cancer&immunity Smad TGF-beta Protein Kinase Signalling