Identification | Back Directory | [Name]
4,4'-DIACETAMIDODIPHENYLMETHANE | [CAS]
2719-05-3 | [Synonyms]
BRD-K4477 NSC 12407 N,N'-AcetylMDA FH1(BRD-K4477) FH1 >=98% (HPLC) 4,4'-DIACETAMIDODIPHENYLMETHANE 4,4''-DIACETAMIDODIPHENYLMETHANE 98% N-[4-(4-acetamidobenzyl)phenyl]acetamide N,N′-(Methylenedi-4,1-phenylene)diacetamide N,N′-(Methylenedi-4,1-phenylene)bis-acetamide Acetamide,N,N'-(methylenedi-4,1-phenylene)bis- NSC 12407; BRD-K4477; FH 1; NSC12407; BRDK4477 N-[4-[(4-acetamidophenyl)methyl]phenyl]acetamide N-[4-[(4-acetamidophenyl)methyl]phenyl]ethanamide N,N'-(4,4'-Methylenebis(4,1-phenylene))diacetaMide Bis(4-acetamidophenyl)methane~4,4'-Methylenedibenzamide N,N-Acetyl MDA~Bis(4-acetamidophenyl)methane~4,4-Methylenedibenzamide | [Molecular Formula]
C17H18N2O2 | [MDL Number]
MFCD00027653 | [MOL File]
2719-05-3.mol | [Molecular Weight]
282.34 |
Chemical Properties | Back Directory | [Melting point ]
227-228 °C | [Boiling point ]
564.6±43.0 °C(Predicted) | [density ]
1.201±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Soluble in DMSO (up to 30 mg/ml) | [form ]
solid | [pka]
14.73±0.70(Predicted) | [color ]
White | [Stability:]
Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months. |
Hazard Information | Back Directory | [Description]
FH-1 (2719-05-3) enhances differentiation of induced pluripotent stem cells (iPSC) to hepatocytes. Promotes the maturation of iPSC-derived hepatocytes. | [Uses]
FH 1 is used as an inducer of cell proliferations (i.e. inducing proliferation and differentiation of stem cells for formation of hepatocytes for treatment of liver disease). | [Synthesis]
To a solution of 4,4'-diaminodiphenylmethane (50 mg, 0.25 mmol), pyridine (47 mg, 0.60 mmol) and 4-(dimethylamino)pyridine (1 mg) in dichloromethane (2.5 mL) was added acetic anhydride (56 mg, 0.55 mmol). The reaction mixture was stirred at 0 °C and gradually warmed to 25 °C for 12 hours. Upon completion of the reaction, the mixture was poured into water (10 mL) and extracted with ethyl acetate (50 mL x 2). The organic layers were combined, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. To the residue was added ether (10 mL) and the resulting precipitate was collected by filtration to give N,N'-diacetamidodiphenylmethane (59 mg, 0.21 mmol, 84% yield) as a colorless solid. Melting point: 224-225°C (decomposition).1H NMR (DMSO-d6): δ2.02 (s, 6H), 3.80 (s, 2H), 7.11 (d, J=8.2Hz, 4H), 7.48 (d, J=8.2Hz, 4H), 9.88 (br, 2H).13C NMR (DMSO-d6): δ24.2,40.2 ,119.3,129.0,136.3,137.5,168.3. IR (ATR): 1650 cm-1. MS (EI): m/z 282 (M+). Elemental analysis (C17H18N2O2) Calculated values: C, 72.32; H, 6.43; N, 9.92. Measured values: C, 72.21; H, 6.42; N, 9.91. | [storage]
Store at -20°C | [References]
1) Shan?et al. (2013),?Identification of small molecules for human hepatocyte expansion and iPS differentiation; Nat. Chem. Biol., 9 514 |
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