Identification | Back Directory | [Name]
BenzaMide, 2-(phenylaMino)- | [CAS]
1211-19-4 | [Synonyms]
SIRT-IN-3 2-anilinobenzamide 2-(Phenylamino)benzamide BenzaMide, 2-(phenylaMino)- | [Molecular Formula]
C13H12N2O | [MDL Number]
MFCD00476529 | [MOL File]
1211-19-4.mol | [Molecular Weight]
212.25 |
Chemical Properties | Back Directory | [Melting point ]
122 °C | [Boiling point ]
413.3±28.0 °C(Predicted) | [density ]
1.218±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
DMSO: 250 mg/mL (1177.86 mM) | [form ]
Solid | [pka]
15.59±0.50(Predicted) | [color ]
White to yellow |
Hazard Information | Back Directory | [Uses]
SIRT-IN-3 is a potent SIRT inhibitor, with an IC50 of 17 μM for SIRT1. SIRT-IN-3 shows about 4-fold and 14-fold selectivity for SIRT1 over SIRT2 and SIRT3, respectively (IC50 of 74 μM and 235 μM for SIRT2 and SIRT3, respectively)[1]. | [Synthesis]
2-Iodobenzamide (0.5 mmol, 124 mg), aniline or α-substituted benzylamine (1.0 mmol), potassium carbonate (1.0 mmol, 138 mg), and copper bromide (0.05 mmol, 11 mg) were dissolved in dimethylsulfoxide (5 mL) in a two-necked, round-bottomed flask fitted with a magnetic stirrer under argon protection. The reaction mixture was stirred at 110 °C for 4 hours. After completion of the reaction, the reaction mixture was concentrated using a rotary evaporator. The crude product was purified by silica gel column chromatography with the eluent of petroleum ether/ethyl acetate (2:1, v/v) to afford the target product 2-(phenylamino)benzamide. | [References]
[1] Suzuki T, et al. 2-Anilinobenzamides as SIRT inhibitors. ChemMedChem. 2006 Oct;1(10):1059-62. DOI:10.1002/cmdc.200600162 |
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