Fasentin
Basic information
- CAS
392721-37-8- Standard SMILES
CC(=O)CC(=O)Nc1ccc(Cl)c(C(F)(F)F)c1- InChIKey
GNYIJZMBLZXJEJ-UHFFFAOYSA-N- Molecular formula
- C11H9ClF3NO2
- Average molar mass
- 279.64 g/mol
- Monoisotopic mass
- 279.0273907
Overview
chemical sensitizer to death receptor stimuli FAS; structure in first source
Names & identifiers
- Preferred name
- Fasentin
- IUPAC
- N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
- English name
- N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamide
- Molecular formula
- C11H9ClF3NO2
- Molecular weight
- 279.64
Names & synonyms
Fasentin392721-37-8N-[4-chloro-3-(trifluoromethyl)phenyl]-3-oxobutanamideN-(4-Chloro-3-(trifluoromethyl)phenyl)-3-oxobutanamideDTXSID60358175RefChem:139997DTXCID90309231684-478-1MFCD01001285SCHEMBL2350751SMSF0013818STL582160
Show more names
Fasentin NEWFasentin >=98% (HPLC)Fasentin, 10 mM in DMSOFasentin - CAS 392721-37-8 - CalbiochemButanamide, 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
CB12214NCGC00485097-01BF167835BS-51102HY-101849CS-0022007SR-01000227427SR-01000227427-1
Database identifiers
- CAS
392721-37-8- PubChem CID
- 879520
- DTXSID
DTXSID60358175- ChEMBL
CHEMBL6134474- EC Number
- 684-478-1
Properties
Computed structural properties
- XLogP
- 3.7
- Topological polar surface area
- 46.2 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 3
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 333
Physicochemical properties
- Boiling point
- 394.2 · 394.2±42.0 °C(Predicted)
- Density
- 1.411 · 1.411±0.06 g/cm3(Predicted)
- storage temp.
- room temp
- solubility
- 10 mg/mL · DMSO: >10mg/mL
- form
- powder
- pka
- 10.76 · 10.76±0.46(Predicted)
- color
- white to off-white
- Stability
- 2 years · Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
- InChI
- 1S/C11H9ClF3NO2/c1-6(17)4-10(18)16-7-2-3-9(12)8(5-7)11(13,14)15/h2-3,5H,4H2,1H3,(H,16,18)
- InChIKey
- GNYIJZMBLZXJEJ-UHFFFAOYSA-N
- SMILES
- CC(=O)CC(=O)Nc1ccc(Cl)c(c1)C(F)(F)F
- UNSPSC Code
- 12352200 · 12352200
- NACRES
- 77 · NA.77
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (100%)
Safety data
- wgk
- 3
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330-P501
Chemistry & industry
Applications
DescriptionFasentin (392721-37-8) is a novel inhibitor of glucose uptake which acts via inhibition of the glucose transporter GluT1 and GluT4 (IC50=68 μM).1Inhibition of glucose uptake is cell type specific2and is a promising approach to new cancer therapeutics3. Rescues cardiac progenitor cell dysfunction and mitochondrial fission induced by high glucose.4Sensitizes cells to FAS-induced cell death.5,6
UsesFasentin 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.
UsesFasentin 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).
Suppliers
Loading…
Open inquiries
Loading…
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…