ChemicalBook > CAS DataBase List > SB 431542

SB 431542

Product Name
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;SB-431542 (Standard);SB431542, ALK inhibitor;SB-431542, 10 mM in DMSO;SB-431542, Sterile-Filtered
CBNumber
CB5360318
Molecular Formula
C22H16N4O3
Formula Weight
384.39
MOL File
301836-41-9.mol
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SB 431542 Property

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.
InChI
InChI=1S/C22H16N4O3/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)
InChIKey
FHYUGAJXYORMHI-UHFFFAOYSA-N
SMILES
C(N)(=O)C1=CC=C(C2NC(C3=NC=CC=C3)=C(C3=CC=C4OCOC4=C3)N=2)C=C1
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Safety

Safety Statements 
22-24/25
WGK Germany 
3
HS Code 
29349990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
616464
Product name
InSolution? TGF-β RI Kinase Inhibitor VI, SB431542
Packaging
5mg
Price
$163
Updated
2025/07/31
Sigma-Aldrich
Product number
616461
Product name
TGF-β RI Kinase Inhibitor VI, SB431542
Packaging
5mg
Price
$183
Updated
2025/07/31
TCI Chemical
Product number
B4003
Product name
SB 431542
Packaging
25MG
Price
$241
Updated
2025/07/31
TCI Chemical
Product number
B4003
Product name
SB 431542
Packaging
100MG
Price
$662
Updated
2025/07/31
Cayman Chemical
Product number
13031
Product name
SB 431542
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
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SB 431542 Chemical Properties,Usage,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] N J LAPING. 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.[J]. Molecular Pharmacology, 2002, 62 1 1: 58-64. DOI:10.1124/mol.62.1.58
[2] GARETH J INMAN. 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.[J]. Molecular Pharmacology, 2002, 62 1 1: 65-74. DOI:10.1124/mol.62.1.65
[3] SHIGEO MATSUYAMA. SB-431542 and Gleevec inhibit transforming growth factor-beta-induced proliferation of human osteosarcoma cells.[J]. Cancer research, 2003, 63 22: 7791-7798.
[4] TETSURO WATABE. TGF-beta receptor kinase inhibitor enhances growth and integrity of embryonic stem cell-derived endothelial cells.[J]. Journal of Cell Biology, 2003, 163 6: 1303-1311. DOI:10.1083/jcb.200305147
[5] NANCY STANSLOWSKY. Functional differentiation of midbrain neurons from human cord blood-derived induced pluripotent stem cells.[J]. Stem Cell Research & Therapy, 2014, 5 2: 35. DOI:10.1186/scrt423

SB 431542 Preparation Products And Raw materials

Raw materials

Preparation Products

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301836-41-9, SB 431542Related Search:

Benzoxazole SB-505124 6-[2-tert-Butyl-5-(6-methyl-pyridin-2-yl)-1H-imidazol-4-yl]-quinoxaline Y27632 (hydrochloride) PD 0325901 MG-132 LDN-193189 CHIR-99021 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Ispinesib SB242235 SB 203580 SB-705498 4'-CHLORO-3-METHOXYCINNAMANILIDE SB1317 SB 269970 HYDROCHLORIDE 5-[2-[4-[2-(Dimethylamino)ethoxy]phenyl]-5-(4-pyridinyl)-1H-imidazol-4-yl]-2,3-dihydro-1H-inden-1-one oxime LY 294002 Hydrochloride

  • 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-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-(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-(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
  • SB-431542 (Standard)
  • SB-431542, Sterile-Filtered
  • SB431542 (DMSO solution), ALK inhibitor
  • SB431542, ALK inhibitor
  • SB 431542/4-[4-(1,3-Benzodioxol-5-yl)-5-(2-pyridinyl)-1H-imidazol-2-yl]benzamide
  • SB-431542, 10 mM in DMSO
  • TGF-β RI Kinase Inhibitor VI, SB431542
  • 301836-41-9
  • C22H16N4O3xH2O
  • Csub2subsub2subHsub1subsub6subNsub4subOsub3sub
  • 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