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Hydroxy tanshinone IIA sodium sulfonate and its application

A technology of hydroxy Salvia miltiorrhiza and sodium sulfonate, applied in the field of medicine, can solve problems such as effective monitoring

Active Publication Date: 2006-10-11
JIANGSU CAREFREE PHARM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the original management of traditional Chinese medicine, the original quality standards did not effectively monitor the related substances of tanshinone IIA sodium sulfonate raw materials and tanshinone IIA sodium sulfonate preparations

Method used

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  • Hydroxy tanshinone IIA sodium sulfonate and its application
  • Hydroxy tanshinone IIA sodium sulfonate and its application
  • Hydroxy tanshinone IIA sodium sulfonate and its application

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Example 1: Separation and purification of sodium hydroxytanshinone IIA sulfonate

[0016] Take 10 tanshinone IIA sodium sulfonate water needles with batch number 030340 to evaporate the water, add methanol to dissolve and observe the condition of the plate layer. The chloroform / methanol (7:1) is repeatedly expanded, and it can be seen that the Rf value is slightly lower than that of tanshinone IIA sodium sulfonate by a trace amount. impurity point. Preparative plate separation yielded about 10 mg of orange-red solid, and the compound was further purified by HPLC semi-preparative column to purify the orange-red solid to yield a substance (A).

Embodiment 2

[0017] Example 2: Synthesis of Sodium Hydroxytanshinone IIA Sulfonate

[0018] Dissolve 396 mg (0.001 mol) of sodium tanshinone IIA sulfonate in 10 ml of water, take an ice-water bath, add an appropriate amount of acetic acid dropwise, then add 118 mg (0.001 mol) of chromic acid in batches, stir, and keep the temperature at 5-10 °C for 30 minutes After stopping stirring, the reaction solution was immediately added to 1 liter of saturated sodium chloride aqueous solution, that is, a red solid was precipitated, centrifuged, and the precipitate was washed twice with saturated sodium chloride solution, and then once with an appropriate amount of water, so that the solid ph = 5-6, the filtered solid was subjected to silica gel column chromatography (eluent: CHCl) 3 : CH 3 OH=8:1), collect the desired eluent, evaporate under reduced pressure, and dry to obtain about 200 mg of red crystals.

[0019]

Embodiment 3

[0020] Example 3: Structural confirmation of sodium hydroxytanshinone IIA sulfonate

[0021] It is confirmed that the substance (A) obtained in Example 1 has the same structure as the substance synthesized in Example 2, and its hydrogen spectrum is shown in Figure 1A, Figure 1B .

[0022] (Ms: 390(M+1)).

[0023] NMR (CDCl 3 , δ): 1.36 (s, 6H, 2×CH 3 ), 2.1~2.4(m, 4H, CH 2 , CH 2 ), 2.7(s, 3H, CH 3 ), 3.7 (s, H, CH-OH), 7.50 (s, H, CH), 7.7 (s, H, CH).

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PUM

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Abstract

The invention discloses a hydroxyl sodium tanshinone IIA silate having a molecular structural formula disclosed in the specification, and the use of the compound as foreign substance for comparison in inspecting sodium tanshinone IIA silate raw material and sodium tanshinone IIA silate preparations in the forms of sodium tanshinone IIA silate liquid injection, sodium tanshinone IIA silate freeze dried injection, sodium tanshinone IIA silate large volume injection, and sodium tanshinone IIA silate oral solid preparation.

Description

technical field [0001] The invention relates to a compound hydroxytanshinone IIA sodium sulfonate and use thereof, in particular to a compound hydroxytanshinone IIA sodium sulfonate exist The application of the tanshinone IIA sodium sulfonate raw material and the tanshinone IIA sodium sulfonate preparation as an impurity reference substance in the inspection of related substances belongs to the technical field of medicine. Background technique [0002] Salvia miltiorrhiza is the dry root and rhizome of Salvia miltiorrhiza. It has the functions of removing blood stasis and hemostasis, promoting blood circulation and regulating menstruation, clearing the heart and eliminating vexation. It is a commonly used traditional Chinese medicine for promoting blood circulation and removing blood stasis. class compounds. There is a saying in Chinese medicine that "blindly drinking Salvia miltiorrhiza has the same effect as Siwu Decoction", and its efficacy is evident. Salvia is widely ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D307/82A61K9/00A61K9/08A61K9/19A61K31/343
Inventor 秦引林
Owner JIANGSU CAREFREE PHARM CO LTD
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