ChemicalBook > CAS DataBase List > 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride

2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride

Product Name
2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride
CAS No.
694433-59-5
Chemical Name
2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride
Synonyms
CS-872;SB505124 ,S2186;SB505124;SB505124;SB-505124, 10 mM in DMSO;SB 505124, ALK5 inhibitor;SB-505124 hydrochloride hydrate;SB-505124 hydrate hydrochloride;SB-505124 hydrochloride hydrate SB505124;SB-505124, 98%, a selective inhibitor of TGFβR for ALK4, ALK5;2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-iMidazol-4-yl)-6-Methylpyridine
CBNumber
CB12100798
Molecular Formula
C20H21N3O2
Formula Weight
335.4
MOL File
694433-59-5.mol
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2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Property

Melting point:
168 °C
Boiling point:
509.7±50.0 °C(Predicted)
Density 
1.202
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO: >10mg/mL
form 
powder
pka
11.26±0.10(Predicted)
color 
yellow
InChI
1S/C20H21N3O2.ClH.H2O/c1-12-6-5-7-14(21-12)18-17(22-19(23-18)20(2,3)4)13-8-9-15-16(10-13)25-11-24-15;;/h5-10H,11H2,1-4H3,(H,22,23);1H;1H2
InChIKey
DIDCCMVWCVRTNB-UHFFFAOYSA-N
SMILES
O.Cl.Cc1cccc(n1)-c2[nH]c(nc2-c3ccc4OCOc4c3)C(C)(C)C
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29349990
Storage Class
11 - Combustible Solids
Hazard Classifications
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

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
S4696
Product name
SB-505124 hydrochloride hydrate
Purity
≥98% (HPLC)
Packaging
5mg
Price
$300
Updated
2026/03/19
Sigma-Aldrich
Product number
S4696
Product name
SB-505124 hydrochloride hydrate
Purity
≥98% (HPLC)
Packaging
25mg
Price
$1050
Updated
2026/03/19
TCI Chemical
Product number
B6056
Product name
SB-505124
Packaging
5MG
Price
$76
Updated
2026/03/19
TCI Chemical
Product number
B6056
Product name
SB-505124
Packaging
25MG
Price
$275
Updated
2026/03/19
Cayman Chemical
Product number
11793
Product name
SB-505124
Purity
≥98%
Packaging
1mg
Price
$37
Updated
2024/03/01
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2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Chemical Properties,Usage,Production

Description

SB-505124 inhibits the TGF-β1 receptor serine/threonine kinase ALK5 with an IC50 value of 47 nM. Though it is a less potent antagonist of ALK4 (IC50 = 129 nM) and ALK7, SB-505124 selectively and concentration-dependently inhibits ALK4-, ALK5-, and ALK7-dependent activation of downstream SMAD2 and SMAD3 and TGF-β–induced MAP kinase pathway components without altering ALK1-3 or ALK6-induced SMAD signaling. In an assay determining in vitro phosphorylation of SMAD3, SB-505124 is more potent than SB-431452 with IC50 values of 47 versus 94 nM, respectively.

Uses

SB-505124 is a selective inhibitor of transforming growth factor-beta type I receptor ALK5 and as well as being a selective inhibitor of ALK4 but with less potency. SB-505124 blocks TGF-β–induced apoptosis of FaO cells and NRP 154 cells in a concentration-dependent manner. SB-505124 has been shown to suppress the migration and invasion of breast cancer MCF-7-M5 cells.

Uses

SB-505124 inhibits the TGF-β1 receptor serine/threonine kinase ALK5 with an IC50 value of 47 nM. Though it is a less potent antagonist of ALK4 (IC50 = 129 nM) and ALK7, SB-505124 selectively and concentration-dependently inhibits ALK4-, ALK5-, and ALK7-dependent activation of downstream SMAD2 and SMAD3 and TGF-β–induced MAP kinase pathway components without altering ALK1-3 or ALK6-induced SMAD signaling. In an assay determining in vitro phosphorylation of SMAD3, SB-505124 is more potent than SB-431452 with IC50 values of 47 versus 94 nM, respectively.

Uses

SB-505124 hydrochloride hydrate was used to study the role of TGF-β pathway in development and differentiation studies.3,4

Definition

ChEBI: SB 505124 is a member of the class of imidazoles carrying tert-butyl, 1,3-benzodioxol-5-yl and 6-methylpyridin-2-yl substituents at positions 2, 4 and 5 respectively. It has a role as a TGFbeta receptor antagonist. It is a member of imidazoles, a benzodioxole and a member of methylpyridines.

Biochem/physiol Actions

SB-505124 selectively inhibits TGF-β type I receptors, activin receptor-like kinases (ALK) 4, 5 and 7. It inhibits ALK4-, 5- and 7-mediated activation of Smad2, Smad3 and MAPK pathway induced by TGF-β.1 SB-505124 inhibits the human fibroblast trans-differentiation induced by the co-culture with Esophageal squamous cell carcinoma.2

storage

Store at -20°C

References

[1] STACEY DACOSTA BYFIELD. SB-505124 is a selective inhibitor of transforming growth factor-beta type I receptors ALK4, ALK5, and ALK7.[J]. Molecular Pharmacology, 2004, 65 3: 744-752. DOI: 10.1124/mol.65.3.744
[2] JENNIFER SAPITRO. Suppression of transforming growth factor-β effects in rabbit subconjunctival fibroblasts by activin receptor-like kinase 5 inhibitor.[J]. Molecular Vision, 2010: 1880-1892.

2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride Suppliers

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View Lastest Price from 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride manufacturers

Career Henan Chemical Co
Product
2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride 694433-59-5
Price
US $1.00/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
100kg
Release date
2020-01-18

694433-59-5, 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochlorideRelated Search:


  • 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride
  • SB-505124 hydrate hydrochloride
  • 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-iMidazol-4-yl)-6-Methylpyridine
  • 2-[4-(1,3-Benzodioxol-5-yl)-2-(1,1- diMethylethyl)-1H-iMidazol-5-yl]-6-Methyl-pyridine
  • 2-[4-(1,3-Benzodioxol-5-yl)-2-(tert-butyl)-1H-imidazol-5-yl]-6-methylpyridine
  • SB-505124, 98%, a selective inhibitor of TGFβR for ALK4, ALK5
  • SB-505124 hydrochloride hydrate
  • 2-(4-(benzo[d][1,3]dioxol-5-yl)-2-tert-butyl-1H-imidazol-5-yl)-6-methylpyridine
  • 2-[4-(1,3-Benzodioxol-5-yl)-2-(tert-butyl)-1H-imidazol-5-yl]-6-methylpyridine SB505124
  • 2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrochloride hydrate
  • SB505124;SB505124
  • CS-872
  • Pyridine, 2-[4-(1,3-benzodioxol-5-yl)-2-(1,1-dimethylethyl)-1H-imidazol-5-yl]-6-methyl-
  • 2-[5-(Benzo[d][1,3]dioxol-5-yl)-2-(tert-butyl)-1H-imidazol-4-yl]-6-methylpyridine
  • SB-505124 hydrochloride hydrate SB505124
  • SB 505124, ALK5 inhibitor
  • SB-505124, 10 mM in DMSO
  • SB505124 ,S2186
  • 694433-59-5
  • Inhibitors
  • Smad
  • TGF-beta
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Tyrosine Kinase Inhibitors