| Identification | Back Directory | [Name]
4-Methoxy-N-(2,4,6-triMethylphenyl)benzenesulfonaMide, 97% | [CAS]
349085-82-1 | [Synonyms]
CS-2460
GSK137647
GSK137647A
GSK137647A, >98%
FFA4 (GPR120) agonist GS137647A
FFA4 (GPR120) agonist GSK137647A
Benzenesulfonamide, 4-methoxy-N-(2,4,6-trimethylphenyl)-
GSK137647A;GSK-137647A;GSK 137647A;GSK-137647;GSK 137647
4-Methoxy-N-(2,4,6-triMethylphenyl)benzenesulfonaMide,97%
4-Methoxy-N-(2,4,6-triMethylphenyl)benzenesulfonaMide, 97% | [Molecular Formula]
C16H19NO3S | [MDL Number]
MFCD02007969 | [MOL File]
349085-82-1.mol | [Molecular Weight]
305.392 |
| Chemical Properties | Back Directory | [Boiling point ]
438.1±55.0 °C(Predicted) | [density ]
1.214±0.06 g/cm3(Predicted) | [storage temp. ]
2-8°C | [solubility ]
Soluble to 100 mM in DMSO and to 50 mM in ethanol. | [form ]
powder | [pka]
9.23±0.10(Predicted) | [color ]
white to beige | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month. | [InChI]
1S/C16H19NO3S/c1-11-9-12(2)16(13(3)10-11)17-21(18,19)15-7-5-14(20-4)6-8-15/h5-10,17H,1-4H3 | [InChIKey]
FQUAFMNPXPXOJE-UHFFFAOYSA-N | [SMILES]
CC1=C(NS(C2=CC=C(OC)C=C2)(=O)=O)C(C)=CC(C)=C1 | [CAS DataBase Reference]
349085-82-1 |
| Hazard Information | Back Directory | [Description]
GSK-137647 (349085-82-1) is a potent and selective agonist at free fatty acid receptor 4 (FFA4), also known as GPR120. pEC50s= 6.3, 6.2 and 6.1 for human, mouse and rat receptor respectively.1 GSK-137647 enhances glucose-stimulated insulin secretion in mouse insulinoma cells and induces intracellular calcium increase in U2OS osteosarcoma cells expressing GPR120.2 | [Uses]
4-Methoxy-N-(2,4,6-trimethylphenyl)benzenesulfonamide is involved in long-chain fatty acid stimulated GLP-1 secretion and has been implicated in glucose homeostasis, adiposity, and regulation of the anti-inflammatory response. It enhances glucose-stimulated insulin secretion in MIN6 cells. It induces intracellular calcium accumulation in U2OS cells; this activity is inhibited by AH 7614. | [Synthesis]
In 200 mL of dichloromethane, 2,4,6-trimethylaniline was added, cooled to below 0 ℃ in an ice-salt bath, p-methoxybenzenesulfonyl chloride was added dropwise to the dichloromethane solution, and the reaction was heated to reflux 6 .
h, the reaction sol | [in vitro]
gsk137647a (50 μm) induced a concentration-dependent increase in glucose (25 mm)-stimulated insulin secretion in min6 mouse insulinoma cell line [1]. in addition, gsk137647a (100 μm) induced a modest increase in glp-1 secretion in the human intestinal cell line nci-h716. moreover, gsk137647a induced intracellular calcium accumulation in u2os cells [1]. | [in vivo]
gsk137647a (50 μm) induced active glp-1 release by mouse circumvallate papillae (cvps) [2]. | [target]
ffa4/gpr120 | [storage]
Store at RT | [References]
1) Martin?et al. (2012),?Lipid-mediated release of GLP-1 by mouse taste buds from circumvallate papillae: putative involvement of GPR120 and impact on taste sensitivity; J. Lipid Res.,?53?2256
2) Sparks?et al. (2014),?Identification of diarylsulfonamides as agonists of the free fatty acid receptor 4 (FFA4/GPR120); Bioorg. Med. Chem. Lett.,?24?3100 |
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