Application of theanine fluorine aromatic amide in preparation of products for preventing and treating such diseases as cancer
A technology of theanine fluorine aromatic amide and theanine ethyl ester, which is applied in the medical field, can solve the problems of limited prevention and treatment, toxic and side effects, etc., and achieve the effects of enhancing curative effect, reducing toxic and side effects, and reducing toxic and side effects
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Embodiment 1
[0039] A compound for treating tumors in this embodiment, its name is (R)-ethyl ester-2-(6-F-2-O-2H-benzopyran-3-carboxy)-5-(ethylamino) -5-oxopentanoic acid ester, referred to as theanine fluoro aromatic amide (TFC), has the chemical structural formula shown in formula (I):
[0040] As the compound shown in formula (I), the physical properties are light yellow powdery solid, and the melting point decomposes above 65°C;
[0041] The compound shown in formula (I) is a pharmaceutically acceptable carrier; the pharmaceutically acceptable carrier includes any substance suitable for injection, preferably water for injection, or emulsifier, liposome, nano preparation and other pharmaceutical carriers.
[0042] The preparation method of compound theanine fluorine aromatic amide as shown in formula (I), mainly comprises the following steps:
[0043] 1. The preparation of intermediate 6-fluorocoumarin-3-carboxylic acid, as shown in structural formula (II);
[0044] 2, the preparatio...
Embodiment 2
[0054] The difference between this embodiment and embodiment 1 is that
[0055] Step 1: Preparation of 6-fluoro-coumarin-3-carboxylic acid
[0056] (1) Add 205g of 5-fluorosalicylaldehyde, 205mL of diethyl malonate, 610mL of absolute ethanol, 11mL of hexahydropyridine and 1-1.3ml of glacial acetic acid; Under the conditions, stir and reflux for 2.5h, and cool; (3) add about 610mL of cold water (0°C), filter with suction after crystallization and wash twice with 110mL of 50% ethanol cooled by ice water (0°C), to obtain 6 -Fluorocoumarin-3-condensed acid ester; (4) add 128g and 103g sodium hydroxide of 6-fluorocoumarin-3-carboxylate ethyl ester respectively, then add 510ml absolute ethanol and 510mL water, 80 ℃ Under the condition of water bath, heat and reflux for about 2.5h; (5) After the reaction is completed, immediately place it in an ice bath at 0°C, add concentrated hydrochloric acid (HCL content: 36-38%), and make the pH of the system between 2-3. A solid will precipit...
Embodiment 3
[0062] The difference between this embodiment and embodiment 2 is that
[0063] Step 1: Preparation of 6-fluoro-coumarin-3-carboxylic acid
[0064] (1) Add 210g of 5-fluorosalicylaldehyde, 210mL of diethyl malonate, 615mL of absolute ethanol, 12mL of hexahydropyridine and 1-1.3ml of glacial acetic acid; Under the condition, stir and reflux for 3h, cool down; (3) Add about 615mL of cold water (0°C), filter with suction after crystallization and wash twice with 115mL of 50% ethanol cooled by ice water (0°C), to obtain 6- Fluorocoumarin-3-condensed ester; (4) Add 132g of 6-fluorocoumarin-3-carboxylate ethyl ester and 106g sodium hydroxide respectively, then add 515ml absolute ethanol and 515mL water, 80 ℃ water bath Under certain conditions, heat and reflux for about 3 hours; (5) After the reaction is completed, immediately place it in an ice bath at 0°C, add concentrated hydrochloric acid (HCL content: 36-38%), and make the pH of the system between 2-3, and the system will prec...
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