CN102924344A - Synthesis and preparation method for probenecid sodium and probenecid potassium - Google Patents

Synthesis and preparation method for probenecid sodium and probenecid potassium Download PDF

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Publication number
CN102924344A
CN102924344A CN2012103816205A CN201210381620A CN102924344A CN 102924344 A CN102924344 A CN 102924344A CN 2012103816205 A CN2012103816205 A CN 2012103816205A CN 201210381620 A CN201210381620 A CN 201210381620A CN 102924344 A CN102924344 A CN 102924344A
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probenecid
potassium
sodium
water
dehydrated alcohol
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吴晓辉
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BEIJING KANGZHENG KANGREN BIOTECHNOLOGY Co Ltd
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BEIJING KANGZHENG KANGREN BIOTECHNOLOGY Co Ltd
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Abstract

The invention relates to a synthesis and preparation method for probenecid sodium and probenecid potassium. The method is characterized by comprising the following steps: heating water bath to reach 75 to 80 DEG C to completely dissolve probenecid in absolute ethyl alcohol; then dropping a mixed solution of sodium hydroxide or potassium hydroxide or absolute ethyl alcohol which is dissolved in advance at 70 DEG C at speed of 5ml per minute; further reacting for 15 minutes after dropping; slowly cooling to reach 50 to 60 DEG C; replacing a reflux condensing pipe by a distilling condensing pipe; heating the water bath to reach 90 to 95 DEG C; condensing until the volume is 1/5 of original volume; pouring out the reactant while hot; standing for more than 4 hours at cold condition; leaching to obtain rough products of probenecid sodium and probenecid potassium; and further refining to obtain the products probenecid sodium and probenecid potassium. According to the synthesis and preparation method, the absolute ethyl alcohol is adopted as the solvent, so that more crystals are separated after cooling when the reaction is finished, and the yield can reach over 80% after condensing; and the technical means for purifying and recrystallizing the probenecid sodium (potassium) is easy to operate, and suitable for industrial production.

Description

The synthesis preparation method of sodium benemid, Potassium probenicid
Technical field
The present invention relates to the synthesis preparation method of a kind of sodium benemid, Potassium probenicid, be applicable to pharmacy field.
Background technology
As everyone knows, probenecid is except its treatment chronic pain wind action, and it can also optimize the pharmacokinetic properties of various β-lactam antibiticss significantly.At present, the compound preparation that has been comprised of probenecid and Ampicillin Trihydrate uses clinically.The combined utilization of probenecid and all kinds of β-lactam antibiticss, can not only reduce significantly corresponding antibiotic consumption, thereby reduce the incidence of microbiotic untoward reaction, and can increase antibiotic treatment compliance, and can reduce the selection of drug-resistant bacteria.
Because probenecid is water-soluble hardly, so need probenecid is converted into salt soluble in water when share the composition compound injection with the injection penicillin medicine, general normal sodium benemid soluble in water (potassium) salt that changes into so could form compound injection with all kinds of β-lactam antibiticss.
The chemical name of probenecid is p-((dipropyl is amino) alkylsulfonyl) phenylformic acid, belongs to organic monoacid, and probenecid can react with yellow soda ash (potassium), sodium bicarbonate (potassium) and sodium hydroxide (potassium), forms sodium benemid (potassium).We have all carried out experimental study to above-mentioned reaction.The result shows, because sodium benemid (potassium) is soluble in water, if adopt yellow soda ash (potassium), the synthetic sodium benemid (potassium) of sodium bicarbonate (potassium), when reaction terminating and after cooling is placed, the product crystallization seldom, only have and adopt concentrated closely when becoming dry product, better yield is just arranged, but this to suitability for industrialized production with to remove impurity very inapplicable.Because sodium hydroxide (potassium) all is dissolved in ethanol (95%) or the dehydrated alcohol with probenecid, therefore adopt the synthetic sodium benemid (potassium) of sodium hydroxide (potassium) to be suitable for.Through test, when adopting ethanol (95%) be solvent, although water content is little, behind the reaction terminating, the crystallisate sodium benemid (potassium) of formation is still less, and about 50% through concentrating the post crystallization yield again, the result is not satisfactory.
Summary of the invention
The object of the present invention is to provide the synthesis preparation method of a kind of sodium benemid, Potassium probenicid, it adopts dehydrated alcohol is solvent, crystallization is more after the reaction terminating cooling, yield can reach more than 80% after concentrated, the process means easy handling of sodium benemid (potassium) purifying recrystallization is fit to suitability for industrialized production.
Technical scheme of the present invention is achieved in that a kind of sodium benemid, the synthesis preparation method of Potassium probenicid, it is characterized in that processing step is as follows: 1, will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid 1-100g and the dehydrated alcohol 5-500ml that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, after keeping this temperature to probenecid to dissolve fully, drip again in advance under 70 ℃ of conditions the mixing solutions with 0.14-14g sodium hydroxide or 0.1965-19.65g potassium hydroxide and 35-350ml anhydrous alcohol solution, drip the about per minute 5ml of speed, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets sodium benemid or Potassium probenicid 8.5-85g crude product;
2, will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add 1-100g sodium benemid or Potassium probenicid, 9-900 ml dehydrated alcohol, open to stir, warming-in-water is to 80-85 ℃, after sodium benemid or Potassium probenicid dissolve fully, slightly be cooled to 70 ℃, add the 0.015-1.5g gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, filtrate evaporate to dryness, precipitation is for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 6.5-65g sodium benemid or potassium elaboration 80 ℃ of lower dryings.
The purification step of described probenecid is as follows: will be with stirring, and the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding 1-100g probenecid, the 6-600ml dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds the 0.01-1g gac, continue to stir 15 minutes, filtered while hot, suction filtration or centrifugal was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 8.5-85g of highly finished product.
Positively effect of the present invention be its to adopt dehydrated alcohol be solvent, crystallization is more after the reaction terminating cooling, concentrated after yield can reach more than 80%, the process means easy handling of sodium benemid (potassium) purifying recrystallization, can from
Figure 391659DEST_PATH_IMAGE002
Embodiment
The present invention will be further described below in conjunction with embodiment:
Embodiment 1
1, sodium benemid is synthetic
1.1 reaction mass
Probenecid 100g
Dehydrated alcohol 1 500ml(is for the dissolving probenecid)
Sodium hydroxide 14g
Dehydrated alcohol 2 350ml(are for the dissolved hydrogen sodium oxide)
1.2 processing method is as follows:
Will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid and the dehydrated alcohol that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, keep this temperature, after probenecid dissolved fully, dropping was dripped the about per minute 5ml of speed in advance at the sodium hydroxide ethanol solution of 70 ℃ of dissolvings again, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets sodium benemid 85g crude product.
2, sodium benemid is refining
2.1 material
Sodium benemid (potassium) 100g
Dehydrated alcohol 900 ml
Gac 1.5g
2.2 processing step is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add sodium benemid (potassium), dehydrated alcohol, open and stir, warming-in-water is to 80-85 ℃, after sodium benemid (potassium) dissolves fully, slightly be cooled to 70 ℃, add gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, and filtrate evaporate to dryness, precipitation are for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 65g sodium benemid (potassium) elaboration 80 ℃ of lower dryings.
Wherein the probenecid process for purification is as follows
1 material
Probenecid 100g
Dehydrated alcohol 600ml
Gac 1g
2.2 processing step is as follows
Will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding probenecid, the dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds gac, continue to stir 15 minutes, filtered while hot, suction filtration (or centrifugal) was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 85g of highly finished product.
Embodiment 2
1, Potassium probenicid is synthetic
1.1 reaction mass
Probenecid 100g
Dehydrated alcohol 1 500ml(is for the dissolving probenecid)
Potassium hydroxide 19.65g
Dehydrated alcohol 2 500ml(are for the dissolved hydrogen potassium oxide)
1.2 processing method is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid and the dehydrated alcohol that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, keep this temperature, after probenecid dissolved fully, dropping was dripped the about per minute 5ml of speed in advance at the potassium hydroxide ethanol solution of 70 ℃ of dissolvings again, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets Potassium probenicid 85g crude product.
3, Potassium probenicid is refining
2.1 material
Sodium benemid (potassium) 100g
Dehydrated alcohol 900 ml
Gac 1.5g
2.2 processing step is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add sodium benemid (potassium), dehydrated alcohol, open and stir, warming-in-water is to 80-85 ℃, after sodium benemid (potassium) dissolves fully, slightly be cooled to 70 ℃, add gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, and filtrate evaporate to dryness, precipitation are for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 65g sodium benemid (potassium) elaboration 80 ℃ of lower dryings.
Wherein the probenecid process for purification is as follows
1 material
Probenecid 100g
Dehydrated alcohol 600ml
Gac 1g
2.2 processing step is as follows
Will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding probenecid, the dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds gac, continue to stir 15 minutes, filtered while hot, suction filtration (or centrifugal) was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 85g of highly finished product.
Embodiment 3
1, sodium benemid is synthetic
1.1 reaction mass
Probenecid 1g
Dehydrated alcohol 1 5ml(is for the dissolving probenecid)
Sodium hydroxide 0.14g
Dehydrated alcohol 2 3.5ml(are for the dissolved hydrogen sodium oxide)
1.2 processing method is as follows:
Will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid and the dehydrated alcohol that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, keep this temperature, after probenecid dissolved fully, dropping was dripped the about per minute 5ml of speed in advance at the sodium hydroxide ethanol solution of 70 ℃ of dissolvings again, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets sodium benemid 85g crude product.
2, sodium benemid is refining
2.1 material
Sodium benemid (potassium) 1g
Dehydrated alcohol 9 ml
Gac 0.015g
2.2 processing step is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add sodium benemid (potassium), dehydrated alcohol, open and stir, warming-in-water is to 80-85 ℃, after sodium benemid (potassium) dissolves fully, slightly be cooled to 70 ℃, add gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, and filtrate evaporate to dryness, precipitation are for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 65g sodium benemid (potassium) elaboration 80 ℃ of lower dryings.
Wherein the probenecid process for purification is as follows
1 material
Probenecid 1g
Dehydrated alcohol 6ml
Gac 0.01g
2.2 processing step is as follows
Will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding probenecid, the dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds gac, continue to stir 15 minutes, filtered while hot, suction filtration (or centrifugal) was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 85g of highly finished product.
Embodiment 4
3, Potassium probenicid is synthetic
1.1 reaction mass
Probenecid 1g
Dehydrated alcohol 1 5ml(is for the dissolving probenecid)
Potassium hydroxide 0.1965g
Dehydrated alcohol 2 5ml(are for the dissolved hydrogen potassium oxide)
1.2 processing method is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid and the dehydrated alcohol that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, keep this temperature, after probenecid dissolved fully, dropping was dripped the about per minute 5ml of speed in advance at the potassium hydroxide ethanol solution of 70 ℃ of dissolvings again, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets Potassium probenicid 0.85g crude product.
2, Potassium probenicid is refining
2.1 material
Potassium probenicid 1g
Dehydrated alcohol 9 ml
Gac 0.015g
2.2 processing step is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add sodium benemid (potassium), dehydrated alcohol, open and stir, warming-in-water is to 80-85 ℃, after sodium benemid (potassium) dissolves fully, slightly be cooled to 70 ℃, add gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, and filtrate evaporate to dryness, precipitation are for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 0.65g sodium benemid (potassium) elaboration 80 ℃ of lower dryings.
Wherein the probenecid process for purification is as follows
1 material
Probenecid 1g
Dehydrated alcohol 6ml
Gac 0.01g
2.2 processing step is as follows
Will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding probenecid, the dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds gac, continue to stir 15 minutes, filtered while hot, suction filtration (or centrifugal) was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 0.85g of highly finished product.
Embodiment 5
1, sodium benemid is synthetic
1.1 reaction mass
Probenecid 50g
Dehydrated alcohol 1 250ml(is for the dissolving probenecid)
Sodium hydroxide 7g
Dehydrated alcohol 2 175ml(are for the dissolved hydrogen sodium oxide)
1.2 processing method is as follows:
Will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid and the dehydrated alcohol that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, keep this temperature, after probenecid dissolved fully, dropping was dripped the about per minute 5ml of speed in advance at the sodium hydroxide ethanol solution of 70 ℃ of dissolvings again, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets sodium benemid 42.5g crude product.
2, sodium benemid is refining
2.1 material
Sodium benemid (potassium) 50g
Dehydrated alcohol 450 ml
Gac 0.75g
2.2 processing step is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add sodium benemid (potassium), dehydrated alcohol, open and stir, warming-in-water is to 80-85 ℃, after sodium benemid (potassium) dissolves fully, slightly be cooled to 70 ℃, add gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, and filtrate evaporate to dryness, precipitation are for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 32.5g sodium benemid (potassium) elaboration 80 ℃ of lower dryings.
Wherein the probenecid process for purification is as follows
1 material
Probenecid 50g
Dehydrated alcohol 300ml
Gac 0.5g
2.2 processing step is as follows
Will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding probenecid, the dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds gac, continue to stir 15 minutes, filtered while hot, suction filtration (or centrifugal) was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 42.5g of highly finished product.
Embodiment 6
1, Potassium probenicid is synthetic
1.1 reaction mass
Probenecid 50g
Dehydrated alcohol 1 250ml(is for the dissolving probenecid)
Potassium hydroxide 9.825g
Dehydrated alcohol 2 250ml(are for the dissolved hydrogen potassium oxide)
1.2 processing method is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid and the dehydrated alcohol that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, keep this temperature, after probenecid dissolved fully, dropping was dripped the about per minute 5ml of speed in advance at the potassium hydroxide ethanol solution of 70 ℃ of dissolvings again, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water is to 90-95 ℃, concentrate, be concentrated into original volume 1/5, inclining while hot reactant, and left standstill more than 4 hours at cold place, suction filtration namely gets Potassium probenicid 42.5g crude product.
4, Potassium probenicid is refining
2.1 material
Sodium benemid (potassium) 50g
Dehydrated alcohol 450 ml
Gac 0.75g
2.2 processing step is as follows
Will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add sodium benemid (potassium), dehydrated alcohol, open and stir, warming-in-water is to 80-85 ℃, after sodium benemid (potassium) dissolves fully, slightly be cooled to 70 ℃, add gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, and filtrate evaporate to dryness, precipitation are for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 32.5g sodium benemid (potassium) elaboration 80 ℃ of lower dryings.
Wherein the probenecid process for purification is as follows
1 material
Probenecid 50g
Dehydrated alcohol 300ml
Gac 0.5g
2.2 processing step is as follows
Will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, behind adding probenecid, the dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, adds gac, continue to stir 15 minutes, filtered while hot, suction filtration (or centrifugal) was placed at the cold place of filtrate 4 hours, filter cake to 80 ℃ lower drying gets the about 42.5g of highly finished product.

Claims (2)

1. the synthesis preparation method of a sodium benemid, Potassium probenicid is characterized in that processing step is as follows:
1) will be with stirring, the 2000ml there-necked flask of reflux condensate device and dropping funnel places water-bath, add probenecid 1-100g and the dehydrated alcohol 5-500ml that dissolves probenecid, open and stir, warming-in-water is to 75-80 ℃, after keeping this temperature to probenecid to dissolve fully, drip again in advance under 70 ℃ of conditions the mixing solutions with 0.14-14g sodium hydroxide or 0.1965-19.65g potassium hydroxide and 35-350ml anhydrous alcohol solution, drip the about per minute 5ml of speed, drip Bi Jixu reaction 15 minutes, slightly be cooled to 50-60 ℃, change reflux condensing tube into the distillation prolong, warming-in-water concentrates to 90-95 ℃, is concentrated into original volume 1/5, incline while hot and reactant, left standstill more than 4 hours at cold place, and suction filtration namely gets sodium benemid or Potassium probenicid 8.5-85g crude product;
2) will be with stirring, the 2000ml there-necked flask of reflux condensate device places water-bath, add 1-100g sodium benemid or Potassium probenicid, 9-900 ml dehydrated alcohol, open to stir, warming-in-water is to 80-85 ℃, after sodium benemid or Potassium probenicid dissolve fully, slightly be cooled to 70 ℃, add the 0.015-1.5g gac, the water-bath that heats up again continues to stir 15 minutes to 80-85 ℃, suction filtration while hot, filtrate is put cold place and was placed 2 hours, suction filtration, filtrate evaporate to dryness, precipitation is for refining, crystallization is cleaned with a little cold dehydrated alcohol, drain, crystallization must about 6.5-65g sodium benemid or potassium elaboration 80 ℃ of lower dryings.
2. the synthesis preparation method of a kind of sodium benemid according to claim 1, probenecid sylvite, the purification step that it is characterized in that described probenecid is as follows: will be with stirring, the 1000ml there-necked flask of reflux condensate device places water-bath, after adding 1-100g probenecid, 6-600ml dehydrated alcohol, open and stir, warming-in-water is to about 80 ℃, after being stirred to probenecid and dissolving fully, add the 0.01-1g gac, continue to stir filtered while hot 15 minutes, placed 4 hours at the cold place of filtrate, suction filtration or centrifugal, filter cake to 80 ℃ lower drying gets the about 8.5-85g of highly finished product.
CN2012103816205A 2012-10-10 2012-10-10 Synthesis and preparation method for probenecid sodium and probenecid potassium Pending CN102924344A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111704562A (en) * 2020-08-07 2020-09-25 安徽康正康仁药业有限公司 Freeze-drying process for disc-loaded sterile bulk pharmaceutical chemicals of probenecid
CN115304517A (en) * 2022-09-23 2022-11-08 安徽康正康元药业有限公司 Separation and purification method of probenecid sodium process impurities

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CN101838243A (en) * 2010-05-25 2010-09-22 江西同和药业有限责任公司 Method for refining telmisartan
WO2012124825A1 (en) * 2011-03-16 2012-09-20 Mitsubishi Tanabe Pharma Corporation Sulfonamide compounds having trpm8 antagonistic activity

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CN1631876A (en) * 2004-12-01 2005-06-29 吴晓辉 Preparation of sodium probenecid and potassium probenecid, compound injection prepared by sodium probenecid, potassium probenecid and beta-lactam antibiotics, and use thereof
CN1698896A (en) * 2005-05-30 2005-11-23 西安交通大学 Method for preparing compound beta lactam sodium salt/sodium benemid for injection
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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN111704562A (en) * 2020-08-07 2020-09-25 安徽康正康仁药业有限公司 Freeze-drying process for disc-loaded sterile bulk pharmaceutical chemicals of probenecid
CN115304517A (en) * 2022-09-23 2022-11-08 安徽康正康元药业有限公司 Separation and purification method of probenecid sodium process impurities

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Application publication date: 20130213