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| | N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Basic information |
| Product Name: | N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide | | Synonyms: | N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide;Fasentin;Fasentin - CAS 392721-37-8 - Calbiochem;Fasentin NEW;Fasentin >=98% (HPLC);anti-angiogenic,glucose,factor,Glucose transporter,inhibit,phase,necrosis,tumor,Fasentin,transport,GLUT,Inhibitor,G0/G1,FAS;Butanamide, N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxo- | | CAS: | 392721-37-8 | | MF: | C11H9ClF3NO2 | | MW: | 279.64 | | EINECS: | | | Product Categories: | | | Mol File: | 392721-37-8.mol | ![N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Structure](CAS/20200331/GIF/392721-37-8.gif) |
| | N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Chemical Properties |
| Boiling point | 394.2±42.0 °C(Predicted) | | density | 1.411±0.06 g/cm3(Predicted) | | storage temp. | room temp | | solubility | DMSO: >10mg/mL | | form | powder | | pka | 10.76±0.46(Predicted) | | color | white to off-white | | Stability: | Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months. |
| Hazard Codes | Xn | | Risk Statements | 22 | | WGK Germany | 3 |
| | N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Usage And Synthesis |
| Description | Fasentin (392721-37-8) is a novel inhibitor of glucose uptake which acts via inhibition of the glucose transporter GluT1 and GluT4 (IC50=68 μM).1?Inhibition of glucose uptake is cell type specific2?and is a promising approach to new cancer therapeutics3. Rescues cardiac progenitor cell dysfunction and mitochondrial fission induced by high glucose.4?Sensitizes cells to FAS-induced cell death.5,6 | | Uses | Fasentin is a novel glucose transport inhibitor that blocks glucose uptake and is also a chemical sensitizer to the death receptor stimuli FAS and tumor necrosis factor apoptosis-inducing ligand. | | Uses | Fasentin has been used as a glucose transporter (GLUT1) inhibitor to assess its effects on the vulnerability of a wide range of triple-negative breast cancer (TNBC) cell lines and to study its effects on cytotoxic drugs induced by hydrocortisone (HC). | | Biochem/physiol Actions | Fasentin is a novel inhibitor of glucose uptake, GluT1 inhibitor. Fasentin is a novel inhibitor of glucose uptake that sensitizes cells to FAS-induced cell death. Fasentin selectively sensitized to death ligands, but did not decrease FLIP expression. It alters expression of genes associated with nutrient and glucose deprivation. Fasentin interacted with a unique site in the intracellular channel of the glucose transport protein GLUT1. | | storage | Store at -20°C | | References | 1) Granchi?et al.?(2016),?Anticancer agents interacting with membrane glucose transporters; Med. Chem. Comm.,?7?1716
2) Kraus?et al. (2018),?Targeting glucose transport and the NAD pathway in tumor cells with STF-31: a re-evaluation; Cell. Oncol. (Dordr),?41?485
3) Adekola?et al. (2012),?Glucose transporters in cancer metabolism; Curr. Opin. Oncol.,?24?650
4) Choi?et al.?(2016),?High Glucose Causes Human Cardiac Progenitor Cell Dysfunction by Promoting Mitochondrial Fission: Role of a GLUT1 Blocker; Prog. Biomol. Ther. (Seoul),?24?363
5) Schimmer?et al.?(2006),?Identification of small molecules that sensitize resistant tumor cells to tumor necrosis factor-family death receptors; Cancer Res.,?66?2367
6) Wood?et al.?(2008),?A novel inhibitor of glucose uptake sensitizes cells to FAS-induced cell death; Mol. Cancer Ther.,?7?3546 |
| | N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Preparation Products And Raw materials |
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