N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
- Product Name
- N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
- CAS No.
- 392721-37-8
- Chemical Name
- N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
- Synonyms
- Fasentin;Fasentin NEW;Fasentin >=98% (HPLC);Fasentin - CAS 392721-37-8 - Calbiochem;N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide;Butanamide, N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxo-;anti-angiogenic,glucose,factor,Glucose transporter,inhibit,phase,necrosis,tumor,Fasentin,transport,GLUT,Inhibitor,G0/G1,FAS
- CBNumber
- CB21845028
- Molecular Formula
- C11H9ClF3NO2
- Formula Weight
- 279.64
- MOL File
- 392721-37-8.mol
N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Property
- 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 and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P330Rinse mouth.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- F5557
- Product name
- Fasentin
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $110
- Updated
- 2024/03/01
- Product number
- 341305
- Product name
- Fasentin
- Packaging
- 25mg
- Price
- $280
- Updated
- 2024/03/01
- Product number
- 27050
- Product name
- Fasentin
- Packaging
- 1mg
- Price
- $32
- Updated
- 2024/03/01
- Product number
- 27050
- Product name
- Fasentin
- Packaging
- 5mg
- Price
- $100
- Updated
- 2024/03/01
- Product number
- F5557
- Product name
- Fasentin
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $419
- Updated
- 2024/03/01
N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Chemical Properties,Usage,Production
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
Raw materials
Preparation Products
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