Nitroxyl radical anti-tumor medicaments
A drug and selected technology, applied in the field of medicine, can solve problems such as large toxic and side effects
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Embodiment 1
[0019] Embodiment 1: the synthetic method of compound 1
[0020]
[0021] Add 3.0 g (30 mmol) prolinol, CH 2 Cl 2 100 mL, 4.4 mL of triethylamine were magnetically stirred in an ice bath, and then added dropwise to 50 mL of CH containing 5.57 g (30 mmol) p-nitrobenzoyl chloride 2 Cl 2 solution. After the dropwise addition, the ice bath was removed, stirred at room temperature for 24 h, the organic phase was separated, washed twice with water, dried, and purified by column chromatography to obtain 6.4 g of the product.
[0022] The above product 1.0 g (4.0 mmol), 0.93 g (4.0 mmol) TCCA and 20 mL CH 2 Cl 2 , stirred at 0 °C for 5 min, then added 0.006 g (0.04 mmol) TEMPO. Stirring was continued at room temperature for 20 min. Filter, combine the organic phases, and wash with saturated Na 2 CO 3 Wash with 0.1 mol·L -1 The organic phase was washed with HCl and saturated brine. The organic phase was dried and purified by column chromatography to obtain 0.69 g of t...
Embodiment 2
[0024] Embodiment 2: the synthetic method of compound 2
[0025]
[0026] Add 3.0 g (30 mmol) prolinol, CH 2 Cl 2 100 mL, 4.4 mL of triethylamine were magnetically stirred in an ice bath, and then added dropwise to 50 mL of CH containing 4.74 g (30 mmol) p-fluorobenzoyl chloride 2 Cl 2 solution. After the dropwise addition, the ice bath was removed, stirred at room temperature for 24 h, the organic phase was separated, washed twice with water, dried, and purified by column chromatography to obtain 5.5 g of the product.
[0027] 0.89 g (4.0 mmol) of the above product, 0.93 g (4.0 mmol) TCCA and 20 mL CH 2 Cl 2 , stirred at 0 °C for 5 min, then added 0.006 g (0.04 mmol) TEMPO. Stirring was continued at room temperature for 20 min. Filter, combine the organic phases, and wash with saturated Na 2 CO 3 Wash with 0.1 mol·L -1 The organic phase was washed with HCl and saturated brine. The organic phase was dried and purified by column chromatography to obtain 0.69 g...
Embodiment 3
[0029] Embodiment 3: the synthetic method of compound 3
[0030]
[0031] Add 3.0 g (30 mmol) prolinol, CH 2 Cl 2 100 mL, 4.4 mL of triethylamine were magnetically stirred in an ice bath, and then added dropwise to 50 mL of CH containing 4.68 g (30 mmol) p-chlorobenzoyl chloride 2 Cl 2 solution. After the dropwise addition, the ice bath was removed, stirred at room temperature for 24 h, the organic phase was separated, washed twice with water, dried, and purified by column chromatography to obtain 5.8 g of the product.
[0032] 0.88 g (4.0 mmol) of the above product, 0.93 g (4.0 mmol) TCCA and 20 mL CH 2 Cl 2 , stirred at 0 °C for 5 min, then added 0.006 g (0.04 mmol) TEMPO. Stirring was continued at room temperature for 20 min. Filter, combine the organic phases, and wash with saturated Na 2 CO 3 Wash with 0.1 mol·L -1 The organic phase was washed with HCl and saturated brine. The organic phase was dried and purified by column chromatography to obtain 0.78 g...
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