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Tanshinone derivative as well as preparation and application thereof
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A technology of tanshinone and derivatives, applied in the field of medicine
Active Publication Date: 2014-05-14
刘力
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So far, the published literature at home and abroad only reported Tanshinone II A Sulfonate sodium (Tanshinone II A Sulfonate sodium, C19H17NaO6 sub>S, molecular weight: 396.39), there is no report of tanshinone II A sodium sulfonate crystalline hydrate and its preparation method and use
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Embodiment 1
[0055] Example 1: Preparation of Sodium Tanshinone IIA Sulfonate 2.5 Hydrate
[0056] Put 4 grams of tanshinone IIA (purchased in the market), 30 ml of glacial acetic acid, and 45 ml of acetic anhydride in a dry three-necked flask, stir to dissolve, add dropwise 36 ml of a mixture of glacial acetic acid and concentrated sulfuric acid with a volume ratio of 1 / 1, and control the temperature Below 25°C, stir and react for 0.5-3 hours, slowly pour the reactant into water, add 20ml of saturated sodium chloride solution, wait for the solid precipitation to complete, filter with suction, wash the precipitate twice with saturated sodium chloride solution, cool 95 Wash twice with % ethanol, filter with suction, recrystallize the solid with a solvent of 5ml of methanol, 12ml of ethanol, 10ml of chloroform, 20ml of ether, and 2ml of water. 10ml of methanol, 15ml of chloroform, 15ml of diethyl ether, and 1ml of water were used for recrystallization, and placed below 0°C, until the cryst...
Embodiment 2
[0058] Example 2: Preparation of Sodium Tanshinone IIA Sulfonate Trihydrate
[0059] According to the above method, change the crystallization solvent to ethanol, chloroform, ether, and water, and the ratio used is similar to the above example. Dry the crystalline solid substance at about 30 ° C for 4 hours to obtain about 0.5 g of orange-red crystals, melting point: 188-193 ℃ (uncorrected); λ H20 max 200, 228nm, 256nm, 271nm, ESI-MS: m / z: 396; EI: m / z: [M-Na] 373, [M+Na] 419; Karl Fischer's method of measuring moisture is 14.07%, thermal analysis: The weight loss of the platform is about 13.22% (13.28% of theoretical value).
Embodiment 3
[0060] Example 3: Preparation of Sodium Tanshinone IIA Sulfonate Anhydrous
[0061] The substance of Example 2 is vacuum-dried at about 80° C. in the presence of phosphorus pentoxide for about 24-72 hours or more to obtain anhydrous matter. The moisture content of the anhydrous matter measured by the Karl Fischer method is generally lower than 1.3%.
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Abstract
The present invention relates to sodium tanshinone IIA sulfonate hydrates as well as preparation methods and uses thereof. The sodium tanshinone IIA sulfonate hydrates have molecular formla of C19H17NaO6S.nH2O, wherein n=0.5-4.0. The sodium tanshinone IIA sulfonate hydrates of the present invention have better storage stability than anhydrous sodium tanshinone IIA sulfonate.
Description
Technical field [0001] The invention involves the field of pharmaceutical technology.Specifically, the invention provides drugs for the treatment of cardiovascular and cerebrovascular Tannanonone derivatives and their preparation and uses-sodium-sulfate aquatic compounds and preparation methods and uses of sodium sulfonate.The present invention also involves the preparation of sodium -sulfonate aquatic compounds in the invention and application in drug prevention and treatment of cardiovascular and cerebrovascular diseases. Background technique [0002] Tanshinone II A (Tanshinone II A) is extracted from Chinese medicine in my country.Sodium tanlthone II A sulfonate is obtained by the sulfurization by sulfidone IIA (Tanshinone IIA) (Journal of Chemistry, 1978, 3: 199-206). After sulfide, the drug has a strong water solution and the effect is stronger than the tannone IIA.Sodium sodium sulfate IIA can significantly inhibit the increase in calcium flow caused by high potassium, wh...
Claims
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