ML264
ML264
CAS: 1550008-55-3
Molecular Formula: C17H21ClN2O4S
ML264 - Names and Identifiers
ML264 - Physico-chemical Properties
| Molecular Formula | C17H21ClN2O4S |
| Molar Mass | 384.88 |
| Density | 1.35±0.1 g/cm3(Predicted) |
| Boling Point | 701.0±60.0 °C(Predicted) |
| Solubility | 10 mM in DMSO |
| pKa | 12.84±0.46(Predicted) |
| Storage Condition | 2-8°C |
| Use | ML264 is an antitumor agent that effectively and selectively inhibits Krüppel-like factor 5 (KLF5) expression. |
| In vitro study | ML264 potently inhibited cell viability by DLD-1 (IC50=29 nM) and DLD-1 of the cells were human colorectal adenocarcinoma cells. ML264 also had a significant effect on other cell types at micromolar doses, including HCT116, HT29 and SW620 cells. IEC-6 is largely unaffected, with less than 50% inhibition even at the highest concentration. ML264 also potently inhibited the proliferation of CRC cells in vitro. |
| In vivo study | In a xenograft mouse model of colon cancer, ML264 effectively inhibited tumor growth by reducing cell proliferation. ML264 also inhibits the expression of KLF5 and EGR1 (a transcriptional activator of KLF5). |
ML264 - Preparation solution concentration reference
| 1mg | 5mg | 10mg | |
|---|---|---|---|
| 1 mM | 2.598 ml | 12.991 ml | 25.982 ml |
| 5 mM | 0.52 ml | 2.598 ml | 5.196 ml |
| 10 mM | 0.26 ml | 1.299 ml | 2.598 ml |
| 5 mM | 0.052 ml | 0.26 ml | 0.52 ml |
Last Update：2024-01-02 23:10:35
ML264 - Reference Information
| introduction | (2E)-3-(3-chlorophenyl)-N-[2-[methyl (tetrahydro-1, 1-dioxo-2H-thian-4-yl) amino]-2-oxoethyl]-2-acrylamide (ML264) is an antitumor agent that effectively and selectively inhibits Krüppel-like factor 5(KLF5) expression. |
| preparation | step 1:2-(3-(3-chlorophenyl) acryloyl) acetic acid (E) methyl ester to (E)-3-(3-chlorophenyl) acrylic acid (1.0g) in dichloromethane (10mL), 5.48mmol) is added with anhydrous dimethylformamide (DMF)(0.08mL,1.0mmol), the solution is cooled to 0 ℃, and then oxaloyl dichloride (0.57mL,6.53mmol) is added dropwise to raise the temperature of the reaction to room temperature. After two hours, the reaction mixture is re-cooled to 0 ℃, and the HCl salt of glycine methyl ester (1.38g,10.99mmol) and diisopropylethylamine (DIEA,3.8mL,21.92mmol) mixture was cooled to 0°C, dichloromethane (10mL) was slowly added, and the reaction was stirred overnight at room temperature. The solvent was removed in vacuum to obtain the crude product, which was purified by rapid chromatography (AcOEt/Hex10-100%) to obtain the title compound 1.19g(86%). ESI-MS(m/z):254,[M +1]+. Step 2.(E)-2-(3-(3-chlorophenyl) acrylamide) acetic acid to (E)2-(3-(3-(3-chlorophenyl) acrylamide) methyl acetate (1.553g,6.14mmol) MeOH(10mL) solution added 2.0NNaOH(6.2mL,12.4mmol), the mixture was stirred at room temperature for 1h, after that, the analytical HPLC showed that the reaction was completed. The mixture was acidified with 1NHCl solution, and the solvent was removed in vacuum to obtain the crude product, which could be used for the next step without further purification. ESI-MS(m/z):240,[M +1]+. Step 3.(2E)-3-(3-chlorophenyl)-N-[2-[methyl (tetrahydro-1, 1-dioxo-2H-thian-4-yl) amino]-2-oxoethyl]-2-acrylamide to (E)-2-(3-(3-chlorophenyl) acrylamide) acetic acid (31.5mg,0.13mmol) Add DIEA(52mg,0.4mmol) and HATU(50mg,0.13mmol) to the mixture in DMF(1mL), stir the mixture for 5 minutes, then add 4-(methylamino) tetrahydro-2H-thian-1, 1-dioxide hydrochloride (26mg,0.13mmol). The reaction mixture is stirred at room temperature for 30 minutes, the reaction is completed by analytical HPLC monitoring, the solvent is removed in vacuum, and the crude product is obtained, which is purified by preparative HPLC (acetonitrile/MeOH(1:1)/water 40 ~ 100%) to obtain the title compound (2E)-3-(3-chlorophenyl)-N-[2-[methyl (tetrahydro-1), 1-Dioxo-2H-thian-4-yl) amino]-2-oxoethyl]-2-acrylamide 24.6mg(49%). |
| biological activity | ML264 (CID-51003603),kruppel-like a selective inhibitor of factor 5 (KLF5), can effectively inhibit the growth of colorectal cancer. |
| target | TargetValue KLF5 (Cell-based assay for proliferation of DLD-1 cells) 29 nM |
| Target | Value |
| KLF5 (Cell-based assay for proliferation of DLD-1 cells) | 29 nM |
| in vitro study | ML264 effectively inhibited the cell activity of DLD-1 (IC50=29 nM),DLD-1 cells are human colorectal adenocarcinoma cells. ML264 also has significant effects on other cell types at micromolar doses, including HCT116, HT29 and SW620 cells. However, the IEC-6 is largely unaffected, and even at the highest concentration, the degree of inhibition is lower than 50%. ML264 also effectively inhibited the proliferation of CRC cells in vitro. |
| in vivo study | in a xenograft mouse model of colon cancer, ML264 effectively inhibits tumor growth by reducing cell proliferation. ML264 also inhibits the expression of KLF5 and EGR1 (transcription activator of KLF5). |
Last Update：2024-04-09 20:02:46
Supplier List
Featured ProductsSpot supply
Product Name: CID-51003603 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328
WhatsApp: +86-18821248368
Spot supply
Product Name: (E)-3-(3-chlorophenyl)-N-(2-((1,1-dioxidotetrahydro-2H-thiopyran-4-yl)(methyl)amino)-2-oxoethyl)acrylamide Request for quotationCAS: 1550008-55-3
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365
Wechat: 18916960931
Spot supply
Product Name: ML264 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922
Wechat: 18621343501
WhatsApp: +86-18621343501
Spot supply
Product Name: ML264 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: 609-228-6898
Email: sales@medchemexpress.com
tech@medchemexpress.com
Mobile: 609-228-6898
Spot supply
Product Name: ML264 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
Featured ProductsSpot supply
Product Name: CID-51003603 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: +86-18821248368
Email: Int06@meryer.com
Mobile: +86-18821248368
QQ: 495145328
WhatsApp: +86-18821248368
Spot supply
Product Name: (E)-3-(3-chlorophenyl)-N-(2-((1,1-dioxidotetrahydro-2H-thiopyran-4-yl)(methyl)amino)-2-oxoethyl)acrylamide Request for quotationCAS: 1550008-55-3
Tel: 400-968-2212
Email: 3623107365@qq.com
Mobile: 18916960931
QQ: 3623107365
Wechat: 18916960931
Spot supply
Product Name: ML264 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: +86-400-900-4166
Email: product@acmec-e.com
Mobile: +86-18621343501
QQ: 2881950922
Wechat: 18621343501
WhatsApp: +86-18621343501
Spot supply
Product Name: ML264 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: 609-228-6898
Email: sales@medchemexpress.com
tech@medchemexpress.com
Mobile: 609-228-6898
Spot supply
Product Name: ML264 Visit Supplier Webpage Request for quotationCAS: 1550008-55-3
Tel: 18301782025
Email: 3008007409@qq.com
Mobile: 18021002903
QQ: 3008007409
View History