CN1349986A - Sulfonation process of water soluble andrographolide - Google Patents
Sulfonation process of water soluble andrographolide Download PDFInfo
- Publication number
- CN1349986A CN1349986A CN 01131382 CN01131382A CN1349986A CN 1349986 A CN1349986 A CN 1349986A CN 01131382 CN01131382 CN 01131382 CN 01131382 A CN01131382 A CN 01131382A CN 1349986 A CN1349986 A CN 1349986A
- Authority
- CN
- China
- Prior art keywords
- ethanol
- add
- hours
- place
- washing lotion
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Landscapes
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention discloses a water-soluble andrographolide sulfonation process, including the following steps: adding sulfuric acid into insoluble andrographolide to make sulfonation to obtain sulfonated liquor, adding ethyl alcohol and sodium hydroxide solution to make treatment, adding active carbon to make decolouring treatment, filtering and concentrating filtrate to obtain water-soluble andrographolide solution, adding injection water, filtering, filling, sealing and sterilizing to obtain the invented water-soluble andrographolide injection with the functions of clearing heat, removing toxic material, antibiosis and relieving inflammation for curing the diseases of pneumonia, bronchitis and tonsillitis.
Description
Technical field
The invention discloses a kind of process for sulfonation of Andrographolidum Solubile.
Background technology
Herba Andrographis has an acanthaceous plant clearing heat and detoxicating, antisepsis and anti-inflammation as a kind of, and its main effective constituent is rographolide, and rographolide is wherein a kind of composition of total andrographolide.Water insoluble because of rographolide, therefore, how rographolide is converted to Andrographolidum Solubile efficiently, so that be used as clearing heat and detoxicating, antisepsis and anti-inflammation class medicine, be that the relevant expert has technological difficulties to be solved always.
Summary of the invention
The problem that prior art exists is that rographolide is converted to the efficient of Andrographolidum Solubile is low, the technology imperfection.
For addressing the above problem, the invention provides a kind of process for sulfonation of Andrographolidum Solubile, this process for sulfonation is according to following reaction mechanism:
According to above reaction mechanism, the present invention adopts following technical proposals, and the insoluble rographolide is converted to Andrographolidum Solubile:
A kind of process for sulfonation of Andrographolidum Solubile is characterized in that its step comprises:
1) sulfonation: get dehydrated alcohol and place in the reaction vessel, adding chemical pure proportion is 1.84 the vitriol oil in cooling bath, adds the rographolide powder, fully stirs evenly, and at room temperature places;
2) neutralization: place after 24 hours, add ethanol and stir evenly, temperature control is 25 ℃-70 ℃ in cooling bath, and being neutralized to pH value with sodium hydroxide solution is 6.5-8.5;
3) filter: add ethanol again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with washing with alcohol, merging filtrate and washing lotion;
4) recovery ethanol: reclaim ethanol and concentrated, the mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion is extremely most, cooling then;
5) suction filtration: sulfonated liquid is added gac, in water-bath, boil, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
Wherein, preferably this process for sulfonation comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, the ethanol 100ml that adds 93%-97% stirs evenly, and temperature control is 25 ℃-70 ℃ in cooling bath, and about 130ml is neutralized to pH value to 6.5-8.5 with the sodium hydroxide solution of 20%-50%;
3) filter: add the ethanol 600ml of 93%-97% again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with the washing with alcohol of 93%-97%, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and also be concentrated into the about 200ml of volume, with this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion postcooling extremely entirely so;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
What wherein, choosing arranged more is that this process for sulfonation comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, the ethanol 100ml that adds 94%-96% stirs evenly, and temperature control is 35 ℃-70 ℃ in cooling bath, and about 130ml is neutralized to pH value to 6.5-8.5 with the 20%-50% sodium hydroxide solution;
3) filter: add the ethanol 600ml of 94%-96% again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with the 94%-96% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
Wherein, further preferably this process for sulfonation comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, the ethanol 100ml that adds 93%-97% stirs evenly, and temperature control is 45 ℃-70 ℃ in cooling bath, and about 130ml is neutralized to pH value to 6.5-8.5 with the 30%-50% sodium hydroxide solution;
3) filter: add the ethanol 600ml of 93%-97% again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with the 93%-97% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
By technique scheme, the Andrographolidum Solubile solution that obtains is added the injection water, embedding, sterilization and obtain being used for intravenous injection liquid.This injection liquid is used for treatment of diseases such as pneumonia, bronchitis, tonsillitis, have clearing heat and detoxicating, the function of antisepsis and anti-inflammation.
The usage and the consumption of this injection liquid are: intramuscular injection, a 2～4ml, 2～3 times on the one.Intravenous drip, 8～16ml on the one instils in 5% glucose or sodium chloride injection.
The process for sulfonation of Andrographolidum Solubile of the present invention has following advantage:
During 1, with this method sulfonation, it is too quickly not see to be intensifying, thus not tight to temperature requirement, generally between 20 ℃ to 80 ℃ of room temperatures.
2, the sulfonation time shorter, only need that placing spends the night gets final product.
3, use activated carbon treatment further to eliminate turbidity substance, guarantee the liquid dosage quality.
4, this technology has the usability on the industry, can be used for factory's mass production.
Embodiment
For technical process of the present invention is had more deep understanding, now enumerate preferred embodiment, specify as follows.
The used raw material rographolide of the process for sulfonation of Andrographolidum Solubile of the present invention powder is to adopt existing extraction process to extract and get to the full leaf of Herba Andrographis, is described as follows in this extraction process that will have rographolide now:
Getting the full leaf of Herba Andrographis, be ground into meal, with 95% ethanol cold soaking secondary of 10 times of amounts, is 72 hours for the first time, be 48 hours for the second time, merge cooling bath, add the proper amount of active carbon decolouring, filter, filtrate is reclaimed ethanol under normal pressure, separates out to crystallization, filter, obtain coarse crystallization, add 7 times of amount 95% dissolve with ethanol, add the proper amount of active carbon decolouring, reclaim ethanol, get the rographolide crystallization, dry under 80 ℃, grind, cross 40 mesh sieves and get the rographolide powder.
Below be the embodiment of sulfonation process of water soluble andrographolide of the present invention.
Embodiment one:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once adding rographolide powder through grinding 40 mesh sieves (it is to adopt said extracted technology to extract and get) 100 restrains, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, add 95% ethanol 100ml and stir evenly, about 60 ℃ of temperature controls in the cooling bath, about 130ml is neutralized to pH value to 7 with 50% caustic lye of soda;
3) filter: add 95% ethanol 600ml again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with 95% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
Andrographolidum Solubile solution after can adopting spectrophotometry to the above sulfonation that obtains carries out check and analysis, and its specific analytical method can be carried out according to the following steps:
1, preparation reference substance solution: accurately take by weighing the rographolide sodium sulfonate reference substance that under 105 ℃ temperature, is dried to constant weight, add the solution that 60% ethanol is made 0.2mg/ml, for contrast.
2, measure: accurately measure this product 2ml, place the 100ml measuring bottle, add 60% alcohol dilution, shake up, therefrom accurately measure 20ml, place the 100ml measuring bottle, add 60% alcohol dilution, shake up to scale to scale.With the above-mentioned 100ml solution that obtains, place the 25ml measuring bottle respectively, add the about 12ml of 60% ethanol, and described measuring bottle is placed 20 ℃ water-bath, and accurately to add concentration in measuring bottle be 2% 3.5-dinitrobenzoic acid ethanolic soln 3ml, shake up; Accurately add 2% potassium hydroxide solution 3ml again, shake up, placed 20 minutes, the alcohol dilution with 60% shakes up to scale.
3, the use method preparation blank solution identical with step 2.
4, to the solution of above preparation,, be that the 540nm place measures optical density, calculate promptly at wavelength according to spectrophotometer.
Andrographolidum Solubile solution after also can adopting other analytical procedure to sulfonation carries out check and analysis.The check and analysis method of following examples is with embodiment one.
Embodiment two:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, add 93% ethanol 100ml and stir evenly, about 65 ℃ of temperature controls in the cooling bath, about 130ml is neutralized to pH value to 6.5 with 50% caustic lye of soda;
3) filter: add 93% ethanol 600ml again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with 93% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
Embodiment three:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, add 96% ethanol 100ml and stir evenly, about 35 ℃ of temperature controls in the cooling bath, about 130ml is neutralized to pH value to 7 with 20% caustic lye of soda;
3) filter: add 96% ethanol 600ml again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with 96% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
Claims (5)
1, a kind of process for sulfonation of Andrographolidum Solubile is characterized in that its step comprises:
1) sulfonation: get dehydrated alcohol and place in the reaction vessel, adding chemical pure proportion is 1.84 the vitriol oil in cooling bath, adds the rographolide powder, fully stirs evenly, and at room temperature places;
2) neutralization: place after 24 hours, add ethanol and stir evenly, temperature control is 25 ℃-70 ℃ in cooling bath, and being neutralized to pH value with sodium hydroxide solution is 6.5-8.5;
3) filter: add ethanol again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with washing with alcohol, merging filtrate and washing lotion;
4) recovery ethanol: reclaim ethanol and concentrated, the mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion is extremely most, cooling then;
5) suction filtration: sulfonated liquid is added gac, in water-bath, boil, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
2, the process for sulfonation of Andrographolidum Solubile according to claim 1 is characterized in that its step comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, the ethanol 100ml that adds 93%-97% stirs evenly, and temperature control is 25 ℃-70 ℃ in cooling bath, and about 130ml is neutralized to pH value to 6.5-8.5 with the sodium hydroxide solution of 20%-50%;
3) filter: add the ethanol 600ml of 93%-97% again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with the washing with alcohol of 93%-97%, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and also be concentrated into the about 200ml of volume, with this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion postcooling extremely entirely so;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
3, the process for sulfonation of Andrographolidum Solubile according to claim 1 is characterized in that its step comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, the ethanol 100ml that adds 94%-96% stirs evenly, and temperature control is 35 ℃-70 ℃ in cooling bath, and about 130ml is neutralized to pH value to 6.5-8.5 with the 20%-50% sodium hydroxide solution;
3) filter: add the ethanol 600ml of 94%-96% again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with the 94%-96% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
4, the process for sulfonation of Andrographolidum Solubile according to claim 1 is characterized in that its step comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, the ethanol 100ml that adds 93%-97% stirs evenly, and temperature control is 45 ℃-70 ℃ in cooling bath, and about 130ml is neutralized to pH value to 6.5-8.5 with the 30%-50% sodium hydroxide solution;
3) filter: add the ethanol 600ml of 93%-97% again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with the 93%-97% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and be concentrated into the about 200ml of volume, this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion to the greatest extent, is cooled off then;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
5, the process for sulfonation of Andrographolidum Solubile according to claim 1 is characterized in that its step comprises:
1) sulfonation: get dehydrated alcohol 100 grams and place in the stainless steel cask, in temperature be in 10 ℃-15 ℃ the cooling bath gradation to add chemical pure proportion be 1.84 vitriol oil 60ml, add postcooling to room temperature, once add rographolide powder 100 grams through grinding 40 mesh sieves, fully stir evenly, at room temperature place;
2) neutralization: place after 24 hours, add 95% ethanol 100ml and stir evenly, about temperature control to 60 in the cooling bath ℃, about 130ml is neutralized to pH value to 7 with 50% caustic lye of soda;
3) filter: add 95% ethanol 600ml again, stir evenly, leave standstill 2 hours after-filtration, filter residue is almost colourless to washing lotion with 95% washing with alcohol, merging filtrate and washing lotion;
4) reclaim ethanol: reclaim ethanol and also be concentrated into the about 200ml of volume, with this mixed solution water proof heated volatile ethanol that reclaimed alcoholic acid filtrate and washing lotion postcooling extremely entirely so;
5) suction filtration: sulfonated liquid by volume 1% is added gac, in water-bath, boiled 25 minutes, suction filtration while hot, filtrate refrigeration 12 hours, filtration gets product.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB01131382XA CN1162420C (en) | 2001-10-24 | 2001-10-24 | Sulfonation process of water soluble andrographolide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNB01131382XA CN1162420C (en) | 2001-10-24 | 2001-10-24 | Sulfonation process of water soluble andrographolide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN1349986A true CN1349986A (en) | 2002-05-22 |
| CN1162420C CN1162420C (en) | 2004-08-18 |
Family
ID=4670539
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNB01131382XA Expired - Lifetime CN1162420C (en) | 2001-10-24 | 2001-10-24 | Sulfonation process of water soluble andrographolide |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN1162420C (en) |
Cited By (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1301107C (en) * | 2004-12-31 | 2007-02-21 | 北京正大绿洲医药科技有限公司 | Xiyanping drop pills of possessing function of clearing away heat and toxic materia and preparation method |
| CN102382083A (en) * | 2010-09-01 | 2012-03-21 | 天津天士力现代中药资源有限公司 | Preparation method of andrographolide |
| CN103145659A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | Composition of sodium (or potassium) 17-hydro-9-dehydroandrographolide-3-sulphate, sodium (or potassium) 17-hydro-9-dehydroandrographolide-19-sulphate and sodium (or potassium) 17-hydro-9-dehydroandrographolide-3,19-disulfate, and use of the composition in drug preparation |
| CN103145665A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | 17-hydro-9-dehydro-14,17-cyclo-andrographolide-19-sulphate and its preparation method and use in drug preparation |
| CN103145657A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | 17-hydro-9-dehydroandrographolide compound and its preparation method and use in drug preparation |
| CN103145658A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | One-step preparation method of composition of sodium (or potassium) 17-hydro-9-dehydroandrographolide-3-sulphate, sodium (or potassium) 17-hydro-9-dehydroandrographolide-19-sulphate and sodium (or potassium) 17-hydro-9-dehydroandrographolide-3,19-disulfate, and use of the composition in drug preparation. |
| CN103156841A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Compound of 17-hydrogen-9-dehydrogenation andrographolide-3-sulphate sodium (or potassium) and 17-hydrogen-9-dehydrogenation andrographolide-19-sulphate sodium (or potassium) and preparation drug purposes thereof |
| CN103156840A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Once preparation method of composite of 17-hydrogen-9-dehydro-andrographolidume-3-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-3, 19-sodium (or potassium) disulfate, and purposes of prepared medicine |
| CN103159714A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-19-sulfate, preparation method and purposes of medicine prepared by the same |
| CN103159717A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-3, 19-disulfate, preparation method and purposes of medicine prepared by the same |
| CN103159713A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Composite of 17-hydrogen-9-dehydro-andrographolidume-3, 19-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-19-sodium (or potassium) disulfate, and purposes of medicine prepared by the same |
| CN103159716A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-3-disulfate, preparation method and purposes of prepared medicine |
| CN103159721A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 8-epi-12-epi-isoandrographolidume-19-sulfate, preparation method and purposes of prepared medicine |
| CN103159708A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Once preparation method of composite of 17-hydrogen-9-dehydro-andrographolidume-3-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-19-sodium (or potassium) disulfate, and purposes of medicine prepared by the same |
| CN103159715A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-14-sulfate, preparation method and purposes of medicine prepared by the same |
| CN103159720A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 8-epi-isoandrographolidume-19-sulfate, preparation method and purposes of prepared medicine |
| CN107375271A (en) * | 2016-05-14 | 2017-11-24 | 江西青峰药业有限公司 | Application of the andrographolide sulfonate/derivative/mixture in treatment/prevention of neurodegenerative diseases medicine is prepared |
| CN107375272A (en) * | 2016-05-14 | 2017-11-24 | 江西青峰药业有限公司 | Application of the Camptotheca acuminata leaves in treatment and/or prevention of neurodegenerative diseases medicine is prepared |
| CN107674050A (en) * | 2017-10-12 | 2018-02-09 | 四川育强科技有限公司 | Andrographolide sulfonate and its process for sulfonation, Camptotheca acuminata leaves and preparation method thereof |
| CN111635383A (en) * | 2020-07-07 | 2020-09-08 | 郑州大学 | Single crystal of 14-dehydroxy-13-dehydroandrographolide-12-calcium sulfonate acetone solvate and preparation method thereof |
| CN112778168A (en) * | 2019-11-08 | 2021-05-11 | 江西青峰药业有限公司 | Method for preparing andrographolide-19-sulfate-16-sodium carboxylate |
| CN113861141A (en) * | 2020-06-30 | 2021-12-31 | 江西青峰药业有限公司 | Preparation method of andrographolide sulfonate for controlling anaphylactic reaction of Chinese medicinal injection |
-
2001
- 2001-10-24 CN CNB01131382XA patent/CN1162420C/en not_active Expired - Lifetime
Cited By (34)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1301107C (en) * | 2004-12-31 | 2007-02-21 | 北京正大绿洲医药科技有限公司 | Xiyanping drop pills of possessing function of clearing away heat and toxic materia and preparation method |
| CN102382083A (en) * | 2010-09-01 | 2012-03-21 | 天津天士力现代中药资源有限公司 | Preparation method of andrographolide |
| CN102382083B (en) * | 2010-09-01 | 2015-07-15 | 天津天士力现代中药资源有限公司 | Preparation method of andrographolide |
| CN103159720B (en) * | 2012-04-12 | 2014-12-31 | 江西青峰药业有限公司 | 8-epi-isoandrographolidume-19-sulfate, preparation method and purposes of prepared medicine |
| CN103145657B (en) * | 2012-04-12 | 2015-12-02 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydrogenation rographolide compound, preparation method and prepare pharmaceutical use |
| CN103145665B (en) * | 2012-04-12 | 2014-12-31 | 江西青峰药业有限公司 | 17-hydro-9-dehydro-14,17-cyclo-andrographolide-19-sulphate and its preparation method and use in drug preparation |
| CN103156841A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Compound of 17-hydrogen-9-dehydrogenation andrographolide-3-sulphate sodium (or potassium) and 17-hydrogen-9-dehydrogenation andrographolide-19-sulphate sodium (or potassium) and preparation drug purposes thereof |
| CN103156840A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Once preparation method of composite of 17-hydrogen-9-dehydro-andrographolidume-3-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-3, 19-sodium (or potassium) disulfate, and purposes of prepared medicine |
| CN103159714A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-19-sulfate, preparation method and purposes of medicine prepared by the same |
| CN103159717A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-3, 19-disulfate, preparation method and purposes of medicine prepared by the same |
| CN103159713A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Composite of 17-hydrogen-9-dehydro-andrographolidume-3, 19-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-19-sodium (or potassium) disulfate, and purposes of medicine prepared by the same |
| CN103159716A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-3-disulfate, preparation method and purposes of prepared medicine |
| CN103159721A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 8-epi-12-epi-isoandrographolidume-19-sulfate, preparation method and purposes of prepared medicine |
| CN103159708A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | Once preparation method of composite of 17-hydrogen-9-dehydro-andrographolidume-3-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-19-sodium (or potassium) disulfate, and purposes of medicine prepared by the same |
| CN103159715A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydro-andrographolidume-14-sulfate, preparation method and purposes of medicine prepared by the same |
| CN103159720A (en) * | 2012-04-12 | 2013-06-19 | 江西青峰药业有限公司 | 8-epi-isoandrographolidume-19-sulfate, preparation method and purposes of prepared medicine |
| CN103145665A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | 17-hydro-9-dehydro-14,17-cyclo-andrographolide-19-sulphate and its preparation method and use in drug preparation |
| CN103145658A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | One-step preparation method of composition of sodium (or potassium) 17-hydro-9-dehydroandrographolide-3-sulphate, sodium (or potassium) 17-hydro-9-dehydroandrographolide-19-sulphate and sodium (or potassium) 17-hydro-9-dehydroandrographolide-3,19-disulfate, and use of the composition in drug preparation. |
| CN103159721B (en) * | 2012-04-12 | 2014-12-31 | 江西青峰药业有限公司 | 8-epi-12-epi-isoandrographolidume-19-sulfate, preparation method and purposes of prepared medicine |
| CN103145657A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | 17-hydro-9-dehydroandrographolide compound and its preparation method and use in drug preparation |
| CN103145659A (en) * | 2012-04-12 | 2013-06-12 | 江西青峰药业有限公司 | Composition of sodium (or potassium) 17-hydro-9-dehydroandrographolide-3-sulphate, sodium (or potassium) 17-hydro-9-dehydroandrographolide-19-sulphate and sodium (or potassium) 17-hydro-9-dehydroandrographolide-3,19-disulfate, and use of the composition in drug preparation |
| CN103159714B (en) * | 2012-04-12 | 2015-08-05 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydrogenation rographolide-19-sulfuric ester compound, preparation method and prepare pharmaceutical use |
| CN103159716B (en) * | 2012-04-12 | 2015-08-05 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydrogenation rographolide-3-sulfuric ester compound, preparation method and prepare pharmaceutical use |
| CN103159715B (en) * | 2012-04-12 | 2015-08-05 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydrogenation rographolide-14-sulfuric ester compound, preparation method and prepare pharmaceutical use |
| CN103159717B (en) * | 2012-04-12 | 2015-11-25 | 江西青峰药业有限公司 | 17-hydrogen-9-dehydrogenation rographolide-3,19-di-sulfate compound, preparation method and prepare pharmaceutical use |
| CN103156840B (en) * | 2012-04-12 | 2015-07-08 | 江西青峰药业有限公司 | Once preparation method of composite of 17-hydrogen-9-dehydro-andrographolidume-3-sodium (or potassium) disulfate and 17-hydrogen-9-dehydro-andrographolidume-3, 19-sodium (or potassium) disulfate, and purposes of prepared medicine |
| CN107375271A (en) * | 2016-05-14 | 2017-11-24 | 江西青峰药业有限公司 | Application of the andrographolide sulfonate/derivative/mixture in treatment/prevention of neurodegenerative diseases medicine is prepared |
| CN107375272A (en) * | 2016-05-14 | 2017-11-24 | 江西青峰药业有限公司 | Application of the Camptotheca acuminata leaves in treatment and/or prevention of neurodegenerative diseases medicine is prepared |
| CN107674050A (en) * | 2017-10-12 | 2018-02-09 | 四川育强科技有限公司 | Andrographolide sulfonate and its process for sulfonation, Camptotheca acuminata leaves and preparation method thereof |
| CN112778168A (en) * | 2019-11-08 | 2021-05-11 | 江西青峰药业有限公司 | Method for preparing andrographolide-19-sulfate-16-sodium carboxylate |
| CN113861141A (en) * | 2020-06-30 | 2021-12-31 | 江西青峰药业有限公司 | Preparation method of andrographolide sulfonate for controlling anaphylactic reaction of Chinese medicinal injection |
| CN113861141B (en) * | 2020-06-30 | 2024-03-19 | 江西青峰药业有限公司 | Preparation method of andrographolide sulfonate for controlling anaphylactic reaction of traditional Chinese medicine injection |
| CN111635383A (en) * | 2020-07-07 | 2020-09-08 | 郑州大学 | Single crystal of 14-dehydroxy-13-dehydroandrographolide-12-calcium sulfonate acetone solvate and preparation method thereof |
| CN111635383B (en) * | 2020-07-07 | 2023-01-24 | 郑州大学 | Single crystal of 14-dehydroxy-13-dehydroandrographolide-12-calcium sulfonate acetone solvate and preparation method thereof |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1162420C (en) | 2004-08-18 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN1162420C (en) | Sulfonation process of water soluble andrographolide | |
| CN1240702C (en) | Process for extracting tetrodosin with high output rate | |
| CN1916181A (en) | Functional mixed short peptide of peanut, and prepartion method | |
| CN1276926C (en) | Tannic acid purifying process | |
| CN101130561A (en) | Method for producing salidroside and injection containing the same | |
| CN1733763A (en) | Synthesis process of palmatine and its salts | |
| CN1226189C (en) | Method for preparing lithium compound from lithium metasilicate mixed salt | |
| CN110917248A (en) | Method for extracting and separating active substances of nigella damascena seed oil | |
| CN1245108C (en) | Novel method for producing inulin using heliangine or cicheriin as raw material | |
| CN85101178A (en) | The making method of starch hydrolyzate and high content fructose syrup | |
| CN1386734A (en) | Process for preparing amino acids from natural albumen | |
| CN1224717C (en) | Sugarcane sugaring process substituted sulphurous acid method | |
| CN1181208C (en) | Production method of oligose and beverage containing same | |
| CN1032170A (en) | By the method for extracting physiologically active substance in the pine nut shell with this extract is the infection medicine of main roughage preparation | |
| CN1271218C (en) | Purification agent for decolour in making sugar, purification method for declour of sugar juice and technology for directing producing fine white sugar thereof | |
| CN1038512C (en) | Medicine for improving growth of liver cell and its method for production | |
| CN1033324C (en) | New Technology for preparing sodium citrate | |
| CN1101381C (en) | Method for extracting huperzine A as acetylcholinesterase depressant | |
| CN1919224A (en) | Method for extracting medicinal ingredient of erigeron breviscapus | |
| CN1379034A (en) | Process for preparing tetra-hexose ganglioside monosialate | |
| CN87102195A (en) | Purification technology of mother liquor of citric acid | |
| CN1101424C (en) | Method for extracting natural edible pigment safflor yellow | |
| CN110241267A (en) | A kind of bioremediation of no sulphur cane juice clarification | |
| CN114410708B (en) | Method for improving in-vitro antioxidant activity and biological flocculation of nostoc flagelliforme extracellular polysaccharide | |
| CN1651401A (en) | Extraction technology of gamma amino butyric acid in folium mori |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C06 | Publication | ||
| PB01 | Publication | ||
| C14 | Grant of patent or utility model | ||
| GR01 | Patent grant | ||
| ASS | Succession or assignment of patent right |
Owner name: JIANGXI QINGFENG PHARMACEUTICAL CO., LTD. Free format text: FORMER OWNER: TANG CHUNSHAN Effective date: 20120320 |
|
| C41 | Transfer of patent application or patent right or utility model | ||
| COR | Change of bibliographic data |
Free format text: CORRECT: ADDRESS; FROM: 518003 SHENZHEN, GUANGDONG PROVINCE TO: 341000 GANZHOU, JIANGXI PROVINCE |
|
| TR01 | Transfer of patent right |
Effective date of registration: 20120320 Address after: 341000 East Road, Shahe Industrial Park, Jiangxi, Ganzhou, No. 8 Patentee after: Jiangxi Qingfeng Pharmaceutical Co., Ltd. Address before: Futian District King Road Shenzhen city Guangdong province 518003 No. 22 Hing court Huixuan 802 Patentee before: Tang Chunshan |
|
| CX01 | Expiry of patent term |
Granted publication date: 20040818 |
|
| CX01 | Expiry of patent term |