4,4'-DIACETAMIDODIPHENYLMETHANE

4,4'-DIACETAMIDODIPHENYLMETHANE Property

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.

Safety

Hazard Codes 

N

Risk Statements 

50/53

Safety Statements 

60-61

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H400Very toxic to aquatic life

Precautionary statements

P273Avoid release to the environment.

4,4'-DIACETAMIDODIPHENYLMETHANE Chemical Properties,Usage,Production

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

+4°C

References

[1] JING SHAN. Identification of small molecules for human hepatocyte expansion and iPS differentiation[J]. Nature chemical biology, 2013, 9 8: 514-520. DOI:10.1038/nchembio.1270