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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
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CAS No. : | 99685-96-8 |
Formula : | C60 |
M.W : | 720.64 |
SMILES Code : | C12=C(C3=C4C5=C6C7=C8C9=C%10C6=C4C%11=C%12C%10=C%13C9=C%14C%15=C8C%16=C7C(C(C%17=C%16%18)=C2%19)=C15)C%20=C(C%21=C%22%23)C%19=C(C%17=C%24C%18=C%15C%25=C%14C%26=C%27%13)C%21=C%28C%24=C%25C%29=C%26C%30=C%27C%12=C%31C%11=C3C%20=C%22C%31=C%30C%23=C%28%29 |
MDL No. : | MFCD00151408 |
InChI Key : | XMWRBQBLMFGWIX-UHFFFAOYSA-N |
Pubchem ID : | 123591 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H319-H335 |
Precautionary Statements: | P261-P305+P351+P338 |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With Cumene hydroperoxide; In dimethyl sulfoxide; chlorobenzene; at 20℃; for 7h;Inert atmosphere; | In an N2 atmosphere, [60]fullerene (1.0 g; 1.39 mmol) was dissolved in chlorobenzene (200 mL) and the solution was stirred for 0.5 h. Thereafter, dimethyl sulfoxide (50 mL) was added thereto, and this mixture was stirred for 10 minutes. Thereto was added 80percent cumene hydroperoxide (793 mg; 4.17 mmol) together with 1 mL of chlorobenzene. Thereafter, the t-butyl isonipecotate (2.57 g; 13.9 mmol) was added thereto together with 3 mL of chlorobenzene. The resultant mixture was stirred at room temperature. As a result, the starting-material [60]fullerene was ascertained to have disappeared at 7 hours thereafter. The organic phase was washed twice with ion-exchanged water (100 mL), subsequently washed with 0.5-N HCl (100 mL), and further washed twice with ion-exchanged water (100 mL). Sodium sulfate was added to the organic phase to dry the phase. The resultant mixture was filtered, and the filtrate was concentrated to about 5 mL. To the concentrate was added 150 mL of methanol with stirring. The precipitate obtained was taken out by filtration, washed with methanol, and then vacuum-dried at room temperature for 2 hours to thereby obtain 2.04 g of the target aminated fullerene (Compound 5) (yield, 99percent). This product had an HPLC purity of 800. Compound 5 had a solubility in toluene of 10percent or higher |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4% | In chlorobenzene; at 135℃; for 16h;Inert atmosphere; | C60 (1.1 g, 1.54 mmol) and 680 mL chlorobenzene to dissolve the nitrogen gas after filling, 2 - ((6-methoxy-6-oxohexyl) amino) acetic acid (854 mg, 4.20 mmol), <strong>[7310-97-6]2,5-dimethoxyterephthalaldehyde</strong> ( 130 mg, 0.70 mmol was added). The reaction mixture in 16 135 sigan under reflux and then the reaction solution was concentrated to columnchromatography silica (CHCl3: Acetonitrile = 20:0.1) the use, separate and concentrated to give the compound obtained by recrystallization in MeOH and CHCl3 desired fullerene dimer compound (exemplary example 1) to give 118 mg (4%). |