Application of indole-3-methanol, diindolylmethane and derivatives thereof in drugs used for treating psoriasis
A technology for diindolylmethane and psoriasis, applied in the field of biomedicine, can solve problems such as excessive formation of epidermal horn formation and hyperplasia, and achieve the effects of low price, reduced symptoms, and easy storage and transportation.
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Embodiment 1
[0027] (Preparation of 5-chloroindole-3-methanol and 5,5'-dichlorodiindolylmethane)
[0028] Slowly add 0.86ml of phosphorus oxychloride to 2.9ml of dimethylformamide that has been cooled to 0°C in advance. 8.6mmol 5-chloroindole (purchased from Nanjing Ruima Fine Chemical Co., Ltd.) was dissolved in 1.0ml of dimethylformamide, and then slowly added to the aforementioned precooled phosphorus oxychloride solution, the formed suspension was at 37 °C for 60 minutes until the clear yellow solution turns into a light yellow paste. Then 1 ml of ice water was added to this pasty mass, followed by slow addition of 10 ml of an aqueous solution containing 3.75 g of KOH. Heat this mixture to boil and then cool, filter, wash with water, and dry in air to obtain 5-chloroindole-3-acetaldehyde.
[0029]1.0 g of 5-chloroindole-3-acetaldehyde was dissolved in 5.0 ml of methanol, and solid sodium borohydride was continuously added until excess. Then 50ml of water was added to the reactant, c...
Embodiment 2
[0032] (Preparation of 5-nitroindole-3-methanol and 5,5'-dinitrodiindolylmethane)
[0033] 5-Nitroindole can be purchased commercially (Nanjing Ruima Fine Chemical Co., Ltd.). Slowly add 0.92ml of phosphorus oxychloride to 2.9ml of dimethylformamide cooled to 0°C in advance. Dissolve 8.2mmol of 5-nitroindole in 1.0ml of dimethylformamide, then slowly add to the aforementioned pre-cooled phosphorus oxychloride solution, and heat the formed suspension at 42°C for 90 minutes until the clear yellow solution turns Into a light yellow paste substance. Then 1 ml of ice water was added to the pasty mass, followed by slow addition of 10 ml of an aqueous solution containing 3.75 g of KOH. Heat this mixture to boil and then cool, filter, wash with water, and dry in air to obtain 5-nitroindole-3-acetaldehyde.
[0034] 1.0 g of 5-nitroindole-3-acetaldehyde was dissolved in 5.0 ml of methanol, and solid sodium borohydride was continuously added until excess. Then 50ml of water was added...
Embodiment 3
[0037] (Preparation of 5-pentylindole-3-carbinol and 5,5'-dipentyl-diindolylmethane)
[0038] 5-Pentylindole can be purchased commercially (Nanjing Ruima Fine Chemical Co., Ltd.). Slowly add 0.82 ml of phosphorus oxychloride to 2.9 ml of dimethylformamide cooled to 0°C in advance. Dissolve 9.2mmol of 5-pentylindole in 1.0ml of dimethylformamide, then slowly add it to the aforementioned pre-cooled phosphorus oxychloride solution, and heat the formed suspension at 37°C for 40-60 minutes until clear yellow The solution turned into a pale yellow pasty substance. Then 1 ml of ice water was added to the pasty mass, followed by slow addition of 10 ml of an aqueous solution containing 3.75 g of KOH. Heat this mixture to boil and then cool, filter, wash with water, and dry in air to obtain 5-pentylindole-3-acetaldehyde.
[0039] 1.0 g of 5-pentylindole-3-acetaldehyde was dissolved in 5.0 ml of methanol, and solid sodium borohydride was continuously added until excess. Then 50ml of ...
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