![2-(5-Benzo[1,3]dioxol-5-yl-2-tert-butyl-3H-imidazol-4-yl)-6-methylpyridine hydrate hydrochloride structure, CAS 694433-59-5](/structures/180000/170322_2_694433_59_5.png)
CAS Number694433-59-5
Synonyms2-[4-(1,3-benzodioxol-5-yl)-2-tert-butyl-1H-imidazol-5-yl]-6-methylpyridine; SB 505124; 2-[4-(1,3-Benzodioxol-5-yl)-2-(2-methyl-2-propanyl)-1H-imidazol-5-yl]-6-methylpyridine; SB-505124; SB505124
Molecular FormulaC20H21N3O2
Molecular Weight335.400
Density1.2±0.1 g/cm3
Boiling Point509.7±50.0 °C at 760 mmHg
Appearanceyellow
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 694433-59-5 |
| Catalog No. | 2A-1170183 |
| Chinese Name | SB-505124 |
| Synonyms | 2-[4-(1,3-benzodioxol-5-yl)-2-tert-butyl-1H-imidazol-5-yl]-6-methylpyridine; SB 505124; 2-[4-(1,3-Benzodioxol-5-yl)-2-(2-methyl-2-propanyl)-1H-imidazol-5-yl]-6-methylpyridine; SB-505124; SB505124 |
| Molecular Formula | C20H21N3O2 |
| Molecular Weight | 335.400 |
| Density | 1.2±0.1 g/cm3 |
| Boiling Point | 509.7±50.0 °C at 760 mmHg |
| Appearance | yellow |
| Water Solubility | DMSO: >10mg/mL |
| Storage Condition | 2-8°C |
| Application | SB-505124 is a selective TGFβR inhibitor with IC50 values of 129 nM and 47 nM for ALK4 and ALK5, respectively. |
| HTC | 29349990 |
| PubChem ID | 14822144 |
| SMILES | Cc1cccc(-c2[nH]c(C(C)(C)C)nc2-c2ccc3c(c2)OCO3)n1 |
| InChI | InChI=1S/C20H21N3O2/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) |
| InChI Key | WGZOTBUYUFBEPZ-UHFFFAOYSA-N |
| Bioactivity | SB-505124 is a selective inhibitor of TGFβR with IC50 of 129 nM and 47 nM for ALK4, ALK5, respectively, and it does not inhibits ALK1, 2, 3, or 6 but ALK7. Related Catalog Signaling Pathways >> TGF-beta/Smad >> TGF-β Receptor Research Areas >> Cancer Target IC50: 129 nM (ALK4), 47 nM (ALK5) In Vitro SB-505124 demonstrates no toxicity to renal epithelial A498 cells at concentrations up to 100 μM for 48 h. 505124 inhibits the closely related ALK4 with an IC50 value of 129±11 nM (about 2.5-fold less sensitive than ALK5) but does not inhibit ALK2 at concentrations up to 10 μM. SB-505124 (1 μM) inhibits the TGF-β-induced phosphorylation of Smad2 in all three of these cell lines in a concentration-dependent fashion. SB-505124 (1 or 5 μM) potently inhibits TGF-β-induced activation of JNK/SAP, extracellular signal-regulated kinase 1/2, and p38 despite the different patterns of activation in these cells[1]. SB-505124 (10 µM) impairs Smad2 phosphorylation and CTGF and α-SMA expression in vitro[2]. SB-505124 susspresses CTGF and α-SMA observed by immunofluorescence. Cell outgrowth from explants dissected from eyes to which SB-505124 is applied during GFS is robust while outgrowth is poor from those treated with MMC[3]. Kinase Assay Briefly, phospho-p38 is immunoprecipitated from 200 μg of cell lysates with an immobilized phosphor-p38 antibody overnight at 4°C. p38 kinase activity is measured using 2 μg of ATF-2 fusion protein as the substrate with addition of 200 μM ATP. After a 30-min incubation at 30°C, the reaction is terminated with LaemmLi sample buffer, and the proteins are boiled and resolved by 10% SDS-polyacrylamide gel electrophoresis, transferred to nitrocellulose membrane, and immunoblotted with phospho-ATF-2 antibody. Cell Assay Cell viability is measured as described previously or by using the modified tetrazolium salt WST-1. Approximately 2000 cells are seeded in 96-well dishes in 100 μL of 0.2% FBS phenol red-free media overnight. The cells are treated with 50 μL of SB-505124 (to achieve the final concentrations indicated) for 30 min before being treated with or without TGF-β1 and TNF-α to a final volume of 200 μL. Cell growth is measured at the indicated time points by incubating each well with 10 μL of WST-1 for 3 h at 37°C. Metabolically active cells cleave WST-1 to water-soluble formazan, which is directly quantitated with an enzyme-linked immunosorbent assay plate reader. Each experiment is done at least twice, and treatment for each cell line is done in triplicate. References [1]. DaCosta Byfield S, et al. SB-505124 is a selective inhibitor of transforming growth factor-beta type I receptors ALK4, ALK5, and ALK7. Mol Pharmacol. 2004 Mar;65(3):744-52. [2]. Sutariya V, et al. Thermoreversible gel for delivery of activin receptor-like kinase 5 inhibitor SB-505124 for glaucoma filtration surgery. Pharm Dev Technol. 2013 Jul-Aug;18(4):957-62. [3]. Sapitro J, et al. Suppression of transforming growth factor-β effects in rabbit subconjunctival fibroblasts by activin receptor-like kinase 5 inhibitor. Mol Vis. 2010 Sep 16;16:1880-92. Chemical & Physical Properties Density 1.2±0.1 g/cm3 Boiling Point 509.7±50.0 °C at 760 mmHg Molecular Formula C20H21N3O2 Molecular Weight 335.400 Flash Point 180.5±20.4 °C Exact Mass 335.163391 PSA 60.03000 LogP 4.77 Appearance of Characters yellow Vapour Pressure 0.0±1.3 mmHg at 25°C Index of Refraction 1.600 InChIKey WGZOTBUYUFBEPZ-UHFFFAOYSA-N SMILES Cc1cccc(-c2[nH]c(C(C)(C)C)nc2-c2ccc3c(c2)OCO3)n1 Storage condition 2-8°C Water Solubility DMSO: >10mg/mL |
| Use of | SB-505124 is a selective inhibitor of TGFβR with IC50 of 129 nM and 47 nM for ALK4, ALK5, respectively, and it does not inhibits ALK1, 2, 3, or 6 but ALK7. Properties Name 2-[4-(1,3-benzodioxol-5-yl)-2-tert-butyl-1H-imidazol-5-yl]-6-methylpyridine Synonym More Synonyms SB505124 Biological Activity Description SB-505124 is a selective inhibitor of TGFβR with IC50 of 129 nM and 47 nM for ALK4, ALK5, respectively, and it does not inhibits ALK1, 2, 3, or 6 but ALK7. Related Catalog Signaling Pathways >> TGF-beta/Smad >> TGF-β Receptor Research Areas >> Cancer IC50: 129 nM (ALK4), 47 nM (ALK5) References [1]. DaCosta Byfield S, et al. SB-505124 is a selective inhibitor of transforming growth factor-beta type I receptors ALK4, ALK5, and ALK7. Mol Pharmacol. 2004 Mar;65(3):744-52. [2]. Sutariya V, et al. Thermoreversible gel for delivery of activin receptor-like kinase 5 inhibitor SB-505124 for glaucoma filtration surgery. Pharm Dev Technol. 2013 Jul-Aug;18(4):957-62. [3]. Sapitro J, et al. Suppression of transforming growth factor-β effects in rabbit subconjunctival fibroblasts by activin receptor-like kinase 5 inhibitor. Mol Vis. 2010 Sep 16;16:1880-92. Chemical & Physical Properties Molecular Formula C20H21N3O2 Exact Mass 335.163391 PSA 60.03000 Appearance of Characters yellow Index of Refraction 1.600 InChIKey WGZOTBUYUFBEPZ-UHFFFAOYSA-N |
| Transport Info | Product name: SB505124 |
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