ChemicalBook > CAS DataBase List > N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide

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, 10 mM in DMSO;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

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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.

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Safety

Hazard Codes: Xn
Risk Statements: 22
WGK Germany: 3

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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..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: F5557
Product name: Fasentin
Purity: ≥98% (HPLC)
Packaging: 5mg
Price: $79.1
Updated: 2025/07/31

Sigma-Aldrich

Product number: 341305
Product name: Fasentin
Packaging: 25mg
Price: $245
Updated: 2025/07/31

Cayman Chemical

Product number: 27050
Product name: Fasentin
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 27050
Product name: Fasentin
Packaging: 5mg
Price: $100
Updated: 2024/03/01

Sigma-Aldrich

Product number: F5557
Product name: Fasentin
Purity: ≥98% (HPLC)
Packaging: 25mg
Price: $431
Updated: 2025/07/31

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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.

IC 50

GLUT4: 68 μM (IC₅₀); GLUT1

storage

Store at -20°C

References

[1] C. GRANCHI F M Serena Fortunato. Anticancer agents interacting with membrane glucose transporters.[J]. MedChemComm, 2016, 7 9 1: 1716-1729. DOI:10.1039/c6md00287k
[2] DOMINIK KRAUS. Targeting glucose transport and the NAD pathway in tumor cells with STF-31: a re-evaluation.[J]. Cellular Oncology, 2018, 41 5: 485-494. DOI:10.1007/s13402-018-0385-5
[3] KEHINDE ADEKOLA Mala S Steven T Rosen. Glucose transporters in cancer metabolism.[J]. Current Opinion in Oncology, 2012: 650-654. DOI:10.1097/cco.0b013e328356da72
[4] HE YUN CHOI. High Glucose Causes Human Cardiac Progenitor Cell Dysfunction by Promoting Mitochondrial Fission: Role of a GLUT1 Blocker.[J]. Biomolecules & Therapeutics, 2016, 24 4: 363-370. DOI:10.4062/biomolther.2016.097
[5] AARON D SCHIMMER. Identification of small molecules that sensitize resistant tumor cells to tumor necrosis factor-family death receptors.[J]. Cancer research, 2006, 66 4: 2367-2375. DOI:10.1158/0008-5472.can-05-1061
[6] TABITHA E WOOD. A novel inhibitor of glucose uptake sensitizes cells to FAS-induced cell death.[J]. Molecular Cancer Therapeutics, 2008, 7 11: 3546-3555. DOI:10.1158/1535-7163.mct-08-0569

N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Preparation Products And Raw materials

Raw materials

Preparation Products

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N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide Suppliers

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392721-37-8, N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamideRelated Search:

ZM 447439 Ko 143 LFM-A13 AAL-993 (2R,3S/2S,3R)-2-(2,4-DIFLUOROPHENYL)-3-(5-FLUORO-4-PYRIMIDINYL)-1-(1H-1,2,4-TRIAZOL-1-YL)-2-BUTANOL

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-

Fasentin, 10 mM in DMSO

392721-37-8