CN101849930A - Chemical medicament for treating cardiac and cerebral diseases and preparation method thereof - Google Patents
Chemical medicament for treating cardiac and cerebral diseases and preparation method thereof Download PDFInfo
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- CN101849930A CN101849930A CN200910133282A CN200910133282A CN101849930A CN 101849930 A CN101849930 A CN 101849930A CN 200910133282 A CN200910133282 A CN 200910133282A CN 200910133282 A CN200910133282 A CN 200910133282A CN 101849930 A CN101849930 A CN 101849930A
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Abstract
The invention discloses a chemical medicament for treating cardiac and cerebral diseases and a preparation method thereof. The chemical medicament is prepared from the following raw materials by weight: 1 to 3g of hydroquinone, 1.2 to 6.0g of concentrated sulfuric acid, 0.5 to 1.5g of ethanol, 0.5 to 1.5g of calcium chloride and 0.3 to 0.9g of calcium carbonate, and the prescriptions are prepared into hydroxyl benzene sodium sulfonate of sterile powder. The preparation method comprises the following steps of: (1) performing a sulfonation reaction by using the hydroquinone and the concentrated sulfuric acid; (2) adding aqueous solution of ethanol; (3) adding the calcium chloride to perform a precipitation reaction; (4) adding sodium carbonate to perform a precipitation reaction; (5) mixing the ethanol and water for dissolving and crystallizing; (6) drying the purified crystals; and (7) adding the hydroxyl benzene sodium sulfonate into the water for injection in a ten-thousand level batching room to prepare products of the hydroxyl benzene sodium sulfonate through temperature rise and cooling and then packaging, inspecting and putting the products in storage. The preparation method of the invention has simple operation and low preparation cost, and the hydroxyl benzene sodium sulfonate for injecting the chemical medicament has the effect of improving microcirculation obviously.
Description
Technical field
The invention belongs to medical technical field, specifically, relate to a kind of chemicals for the treatment of cardiac and cerebral diseases of phenolsulfonic acid sodium raw materials and preparation method thereof.
Background technology
Phenolsulfonic acid sodium (Sodium dobesilate) is still unlisted class cardio-cerebrovascular disorder treatment new drug microcirculation improving agent.Chemical name: 2,5-dihydroxy benzenes sulfonic acid sodium, molecular formula: C
6H
5NaO
5S, molecular weight: 212.15,
Structural formula:
Early stage, pharmacological evaluation proved: this product is the novel vascular protective agent, and main effect is: wall of micrangium is had its permeability of reduction, the effect of building up one's resistance to disease; Lymph circulation is had the backflow of improvement reduce the edema effect; Can reduce the blood plasma viscosity to blood flow, correct albumen/globulin ratio, reduce hematoblastic high slurry collection property, thereby prevent that thrombosis from improving erythrocytic pliability, simultaneously this product also can suppress the high-permeability effect that vaso-active substance histamine, 5-hydroxy tryptamine, Kallidin I, prostaglandin cause blood capillary, reduces the biology that the tunica intima damage improves basement membrane collagen and generates.This product adopts modern galenic pharmacy technology to make phenolsulfonic acid sodium and injection phenolsulfonic acid sodium, has the disease that prevention and treatment cardio-cerebrovascular disorder cause, as myocardial infarction, thrombus sequela, blood viscosity lowering, numb limbs and tense tendons, trick are ice-cold, cerebral thrombosis, cerebral vasospasm, acute and chronic brain insufficiency (alzheimer disease, apoplexy sequela, hypomnesis, absent minded), thrombotic disease prevention and treatment.
The objective of the invention is to develop a kind of new chemicals phenolsulfonic acid sodium, show similar clinically listing kind calcium dobesilate both at home and abroad, only can be used for the tablet of oral administration; This medicine not only is increased in curative effect clinically and increases the indication of medicine, and reach peak concentration in vivo fast, improve stability of drug, improve drug quality, so that more effectively be used for the cardio-cerebrovascular disorder that microcirculation causes safely,, this product is a cardio-cerebrovascular disorder treatment new drug, has tangible microcirculation improvement effect, and has the toxicity features of smaller.
Summary of the invention
The objective of the invention is to develop a kind of new chemicals phenolsulfonic acid sodium, show similar clinically listing kind calcium dobesilate both at home and abroad, only can be used for the tablet of oral administration; This medicine not only is increased in curative effect clinically and increases the indication of medicine, and reaches peak concentration in vivo fast, improves stability of drug, improves drug quality, so that safely, more effectively be used for the cardio-cerebrovascular disorder that microcirculation causes.
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, it is made by following raw materials according, Benzodiazepines, concentrated sulphuric acid, ethanol, calcium chloride, sodium carbonate; The ratio of their prescription weight is: 1-3g: 1.2～6.0g: 0.5-1.5g: 0.5～1.5g: 0.3～0.9g; More than prescription is made aseptic powder phenolsulfonic acid sodium, and the ratio of parts by weight is: phenolsulfonic acid sodium 1000g, make 1000 bottles; Phenolsulfonic acid sodium 500g makes 1000 bottles; Phenolsulfonic acid sodium 250g makes 1000 bottles.
Described a kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, preparation process:
(1) carries out sulfonating reaction with Benzodiazepines and concentrated sulphuric acid, get white dope;
(2) add ethanol water;
(3) add calcium chloride and carry out precipitation, calcium chloride saturated aqueous solution addition no longer produces with filtrate and is precipitated as index (being to show sulfate in the filtrate) and filters to get filtrate;
(4) add sodium carbonate and carry out precipitation and add 200～600ml sodium carbonate saturated aqueous solution, addition no longer produces with filtrate and is precipitated as index (being to show calcium salt in the filtrate), filter, filtrate, concentrate, cool off crystallization;
(5) the second alcohol and water mix or single carry out with a kind of solvent wherein dissolving crystallized, reconcentration, cool off crystallization;
(6) purified crystal carries out drying;
(7) ten thousand gradating materials are indoor, phenolsulfonic acid sodium is added in the water for injection, through slowly heat up 40 ℃～60 ℃, add water 1000～3000mL dissolving, stir 5～10 minutes ,-10 ℃～50 ℃ coolings 2～15 hours phenolsulfonic acid sodium aseptic powder dry product, packing, check, warehouse-in.
The invention has the beneficial effects as follows: preparation method of the present invention is simple to operate, cost of manufacture is low, this medicine injection phenolsulfonic acid sodium has obvious microcirculation improvement effect, be used to prevent and treat the disease that cardio-cerebrovascular disorder causes clinically, specifically comprise: cardiovascular disease: myocardial infarction, thrombus sequela, numb limbs and tense tendons, trick are ice-cold, pain, varicosis syndrome, and blood viscosity raises; Cerebrovascular disease: cerebral thrombosis, cerebral vasospasm, acute and chronic brain insufficiency (alzheimer disease, apoplexy sequela, hypomnesis, absent minded), thrombotic disease etc.
Description of drawings:
Fig. 1 is the embodiment of the invention 4 injection phenolsulfonic acid sodium freeze-drying curve figure.
Wherein the abscissa of curve chart 1 is represented: the time, vertical coordinate is represented: temperature.
The specific embodiment
Below in conjunction with embodiment the present invention is described.
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, it is made by following raw materials according, Benzodiazepines, concentrated sulphuric acid, ethanol, calcium chloride, sodium carbonate; The ratio of their prescription weight is: 1-3g: 1.2～6.0g: 0.5-1.5g: 0.5～1.5g: 0.3～0.9g; More than prescription is made aseptic powder phenolsulfonic acid sodium, and the ratio of parts by weight is: phenolsulfonic acid sodium 1000g, make 1000 bottles; Phenolsulfonic acid sodium 500g makes 1000 bottles; Phenolsulfonic acid sodium 250g makes 1000 bottles.
Described a kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) carries out sulfonating reaction with Benzodiazepines and concentrated sulphuric acid, get white dope;
(2) add ethanol water;
(3) add calcium chloride and carry out precipitation, calcium chloride saturated aqueous solution addition no longer produces with filtrate and is precipitated as index (being to show sulfate in the filtrate) and filters to get filtrate;
(4) add sodium carbonate and carry out precipitation and add 200～600ml sodium carbonate saturated aqueous solution, addition no longer produces with filtrate and is precipitated as index (being to show calcium salt in the filtrate), filter, filtrate, concentrate, cool off crystallization;
(5) the second alcohol and water mix or single carry out with a kind of solvent wherein dissolving crystallized, reconcentration, cool off crystallization;
(6) purified crystal carries out drying;
(7) ten thousand gradating materials are indoor, phenolsulfonic acid sodium is added in the water for injection, through slowly heat up 40 ℃～60 ℃, add water 1000～3000mL dissolving, stir 5～10 minutes ,-10 ℃～50 ℃ coolings 2～15 hours phenolsulfonic acid sodium aseptic powder dry product, packing, check, warehouse-in.
Phenolsulfonic acid sodium preparation process: first method:
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) sulfonating reaction is got 1200g to 6000g concentrated sulphuric acid, under constantly stirring, slowly adds 1000g to 3000g hydroquinone, continues to stir at 50～100 ℃, gets white dope.
(2) sucking filtration filters above-mentioned solution by sintered filter funnel, with small amount of ethanol (10ml to 500ml) flushing.
(3) neutralization neutralizes with sodium hydroxide solution (concentration be 2 to 0.1mol/L), and pH value is 5 to 9.
(4) concentrated, crystallization.Add sodium carbonate and carry out precipitation and add 200～600ml sodium carbonate saturated aqueous solution, filter 50～100 ℃ of following water-baths, filtrate, concentrate, cool off crystallization.
(5) refiningly mix (1: 1) or singly carry out dissolving crystallizedly with a kind of solvent wherein with the second alcohol and water, reconcentration cools off crystallization.
(6) dry 50～120 ℃ are carried out constant pressure and dry or drying under reduced pressure.
(7) pulverize the elaboration that drying is got and pulverize, carry out drying again.
(8) packing is sieved the Aluminum Drum intermediate package of packing into through 18 orders.
Phenolsulfonic acid sodium preparation process: second method:
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) sulfonating reaction is got 1200g to 6000g concentrated sulphuric acid, under constantly stirring, slowly adds 1000g to 3000g hydroquinone, continues to stir at 50～100 ℃, gets white dope.
(2) precipitation adds 500～1000ml ethanol in above-mentioned dope, stirring and dissolving, under constantly stirring, add 500～1000ml calcium chloride saturated aqueous solution, calcium chloride saturated aqueous solution addition no longer produces with filtrate and is precipitated as index (being not show sulfate in the filtrate), filter, get filtrate
(3) above-mentioned filtrate is got in salt-forming reaction, under constantly stirring, adds 200～600ml sodium carbonate saturated aqueous solution, and addition no longer produces with filtrate and is precipitated as index (being not show calcium salt in the filtrate), filters, and gets filtrate.
(4) concentrate and to get above-mentioned filtrate, water-bath concentrates, and heat filters, cooling, crystallization.
(5) refiningly mix (1: 1) or singly carry out dissolving crystallizedly with a kind of solvent wherein with the second alcohol and water, reconcentration cools off crystallization.
(6) dry 50～120 ℃ are carried out constant pressure and dry or drying under reduced pressure.
(7) pulverize the elaboration that drying is got and pulverize, carry out drying again.
(8) packing is sieved the Aluminum Drum intermediate package of packing into through 18 orders.
Embodiment 1
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) sulfonating reaction is got the 1200g concentrated sulphuric acid, under constantly stirring, slowly adds the 1000g hydroquinone, continues to stir at 50～100 ℃, gets white dope.
(2) sucking filtration filters above-mentioned solution by sintered filter funnel, with small amount of ethanol (10ml to 500ml) flushing.
(3) neutralization neutralizes with sodium hydroxide solution (concentration be 2 to 0.1mol/L), and pH value is 5 to 9.
(4) concentrated, crystallization.Add sodium carbonate and carry out precipitation and add 200～600ml sodium carbonate saturated aqueous solution, filter 50～100 ℃ of following water-baths, filtrate, concentrate, cool off crystallization.
(5) refiningly mix (1: 1) or singly carry out dissolving crystallizedly with a kind of solvent wherein with the second alcohol and water, reconcentration cools off crystallization.
(6) dry 50～120 ℃ are carried out constant pressure and dry or drying under reduced pressure.
(7) pulverize the elaboration that drying is got and pulverize, carry out drying again.
(8) packing is sieved the Aluminum Drum intermediate package of packing into through 18 orders.
Embodiment 2
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) sulfonating reaction is got the 1200g concentrated sulphuric acid, under constantly stirring, slowly adds the 1000g hydroquinone, continues to stir at 60 ℃, gets white dope.
(2) precipitation adds 700ml ethanol in above-mentioned dope, and stirring and dissolving adds 700ml calcium chloride saturated aqueous solution under constantly stirring, drip 72ml calcium chloride saturated aqueous solution again, filtrate no longer produces precipitation (being not show sulfate in the filtrate), filters, get filtrate
(3) above-mentioned filtrate is got in salt-forming reaction, under constantly stirring, adds 200ml sodium carbonate saturated aqueous solution, be added dropwise to 26ml after, its filtrate no longer produces precipitation (being to show calcium salt in the filtrate), filtrate is got in filtration.
(4) concentrate and to get above-mentioned filtrate, water-bath concentrates, and heat filters, cooling, crystallization.
(5) refining with second alcohol and water mixing (1: 1) dissolving crystallized about 800ml, reconcentration, cooling, crystallization.
(6) dry 105 ℃ are carried out constant pressure and dry.
(7) pulverize the elaboration that drying is got and pulverize, carry out drying again.
(8) packing is sieved the Aluminum Drum intermediate package of packing into through 18 orders.
Embodiment 3
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) sulfonating reaction is got the 6000g concentrated sulphuric acid, under constantly stirring, slowly adds the 3000g hydroquinone, continues to stir at 50～100 ℃, gets white dope.
(2) sucking filtration filters above-mentioned solution by sintered filter funnel, with small amount of ethanol (10ml to 500ml) flushing.
(3) neutralization neutralizes with sodium hydroxide solution (concentration be 2 to 0.1mol/L), and pH value is 5 to 9.
(4) concentrated, crystallization.Add sodium carbonate and carry out precipitation and add 200～600ml sodium carbonate saturated aqueous solution, filter 50～100 ℃ of following water-baths, filtrate, concentrate, cool off crystallization.
(5) refiningly mix (1: 1) or singly carry out dissolving crystallizedly with a kind of solvent wherein with the second alcohol and water, reconcentration cools off crystallization.
(6) dry 50～120 ℃ are carried out constant pressure and dry or drying under reduced pressure.
(7) pulverize the elaboration that drying is got and pulverize, carry out drying again.
(8) packing is sieved the Aluminum Drum intermediate package of packing into through 18 orders.
Embodiment 4
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, phenolsulfonic acid sodium preparation process:
(1) sulfonating reaction is got the 6000g concentrated sulphuric acid, under constantly stirring, slowly adds the 3000g hydroquinone, continues to stir at 60 ℃, gets white dope.
(2) precipitation adds 700ml ethanol in above-mentioned dope, and stirring and dissolving adds 700ml calcium chloride saturated aqueous solution under constantly stirring, drip 72ml calcium chloride saturated aqueous solution again, filtrate no longer produces precipitation (being not show sulfate in the filtrate), filters, get filtrate
(3) above-mentioned filtrate is got in salt-forming reaction, under constantly stirring, adds 200ml sodium carbonate saturated aqueous solution, be added dropwise to 26ml after, its filtrate no longer produces precipitation (being to show calcium salt in the filtrate), filtrate is got in filtration.
(4) concentrate and to get above-mentioned filtrate, water-bath concentrates, and heat filters, cooling, crystallization.
(5) refining with second alcohol and water mixing (1: 1) dissolving crystallized about 800ml, reconcentration, cooling, crystallization.
(6) dry 105 ℃ are carried out constant pressure and dry.
(7) pulverize the elaboration that drying is got and pulverize, carry out drying again.
(8) packing is sieved the Aluminum Drum intermediate package of packing into through 18 orders.
Embodiment 5
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, injection phenolsulfonic acid sodium preparation process:
(1) indoor at ten thousand gradating materials, the prescription of according to the form below is measured phenolsulfonic acid sodium, mannitol.Add water 2000ml, slowly be warmed up to 60 ℃, stir and make dissolving.
1 phenolsulfonic acid sodium 1000g writes out a prescription
Mannitol 1000g
Add water to 5000ml
Make 1000 bottles
Prescription 2
Phenolsulfonic acid sodium 500g
Mannitol 1000g
Add water to 5000ml
Make 1000 bottles
Prescription 3
Phenolsulfonic acid sodium 250g
Mannitol 1000g
Add water to 5000ml
Make 1000 bottles
(2) the pin charcoal of Jia Ruing makes the dosing amount contain pin charcoal 0.5%～1.0% (g/ml), and 60 ℃ were stirred 15 minutes.
(3) filter under hundred grades of laminar flows under ten thousand grades of controls, decarbonization filtering while hot, filtrate is through 0.45 μ m filter membrane coarse filtration, again through 0.22 μ m microporous filter membrane fine straining.Add the injection water again to 5000ml.
(4) intermediate assay (consistent with phenolsulfonic acid sodium theoretical value in the corresponding prescription), pH value are measured (pH value should 5.0～7.5).
(5) packing is carried out packing by every bottle of 5ml
(6) the lyophilizing sample was-10 ℃ to-50 ℃ pre-freezes 2～5 hours, and reuse was warming up to 10～60 ℃ in 5～50 hours, 10～60 ℃ dry 3～10 hours down.
The eutectic point of this product is-28 ℃.
Embodiment 6
A kind of chemicals for the treatment of cardiac and cerebral diseases and preparation method thereof, injection phenolsulfonic acid sodium (specification is 1g) preparation process
(1) indoor at ten thousand gradating materials, get phenolsulfonic acid sodium 1000g, mannitol 1000g.Add water 2000ml, slowly be warmed up to 60 ℃, stir and make dissolving.
(2) the active carbon 10g of the injection of Jia Ruing makes the dosing amount contain pin charcoal 1.0% (g/ml), and 60 ℃ were stirred 15 minutes.
(3) filter under hundred grades of laminar flows under ten thousand grades of controls, decarbonization filtering while hot, filtrate is through 0.45 μ m filter membrane coarse filtration, again through 0.22 μ m microporous filter membrane fine straining.Add the injection water again to 5000ml.
(4) intermediate assay (intermediate contains phenolsulfonic acid sodium 0.2g/ml), pH value is measured (pH value is 6.0).
(5) packing is carried out packing by every bottle of 5ml
(6) the lyophilizing sample was-35 ℃ of pre-freezes 5 hours, and reuse was warming up to 35 ℃ in 40 hours, 35 ℃ dry 10 hours down.
The present invention carries out the pharmacological toxicology test, and anxious poison studies show that the LD of mouse mainline administration
50Value is 2101.8mg/kg, the LD of rat intravenous injection administration
50Value is 1975.8mg/lg, the LD of Beagle dog
50Value＞2500mg/kg.The pharmacodynamic study result shows that the injection phenolsulfonic acid can suppress vaso-active substance and cause capillary permeability increase effect, significantly reduce platelet aggregation rate and platelet adhesion rate, obviously improve blood plasma and serum adhesiveness, obviously improve the blood capillary microcirculation, arteriole and thin vein external caliber are increased and increase blood capillary opening amount.
Claims (2)
1. treat chemicals of cardiac and cerebral diseases and preparation method thereof for one kind, it is characterized in that: it is made by following raw materials according, Benzodiazepines, concentrated sulphuric acid, ethanol, calcium chloride, sodium carbonate; The ratio of their prescription weight is: 1-3g: 1.2～6.0g: 0.5-1.5g: 0.5～1.5g: 0.3～0.9g; More than prescription is made aseptic powder phenolsulfonic acid sodium, and the ratio of parts by weight is: phenolsulfonic acid sodium 1000g, make 1000 bottles; Phenolsulfonic acid sodium 500g makes 1000 bottles; Phenolsulfonic acid sodium 250g makes 1000 bottles.
2. a kind of chemicals for the treatment of cardiac and cerebral diseases according to claim 1 and preparation method thereof is characterized in that: preparation process:
(1) carries out sulfonating reaction with Benzodiazepines and concentrated sulphuric acid, get white dope;
(2) add ethanol water;
(3) add calcium chloride and carry out precipitation
Calcium chloride saturated aqueous solution addition no longer produces with filtrate and is precipitated as index (be in the filtrate show sulfate) and filters to get filtrate;
(4) add sodium carbonate and carry out precipitation
Add 200～600ml sodium carbonate saturated aqueous solution, addition no longer produces with filtrate and is precipitated as index (being to show calcium salt in the filtrate), filter, filtrate, concentrate, cool off crystallization;
(5) the second alcohol and water mix or single carry out with a kind of solvent wherein dissolving crystallized, reconcentration, cool off crystallization;
(6) purified crystal carries out drying;
(7) ten thousand gradating materials are indoor, phenolsulfonic acid sodium is added in the water for injection, through slowly heat up 40 ℃～60 ℃, add water 1000～3000mL dissolving, stir 5～10 minutes ,-10 ℃～50 ℃ coolings 2～15 hours phenolsulfonic acid sodium aseptic powder dry product, packing, check, warehouse-in.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009101332821A CN101849930B (en) | 2009-03-31 | 2009-03-31 | Chemical medicament for treating cardiac and cerebral diseases and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN2009101332821A CN101849930B (en) | 2009-03-31 | 2009-03-31 | Chemical medicament for treating cardiac and cerebral diseases and preparation method thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN101849930A true CN101849930A (en) | 2010-10-06 |
| CN101849930B CN101849930B (en) | 2012-04-04 |
Family
ID=42801722
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN2009101332821A Expired - Fee Related CN101849930B (en) | 2009-03-31 | 2009-03-31 | Chemical medicament for treating cardiac and cerebral diseases and preparation method thereof |
Country Status (1)
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Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1214002C (en) * | 2001-12-11 | 2005-08-10 | 西安利君制药有限责任公司 | Process for synthesizing hydrate of calcium phenolsulfonate |
| CN101062011A (en) * | 2006-04-30 | 2007-10-31 | 沈阳市兴齐制药有限责任公司 | Calcium dobesilate injection |
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2009
- 2009-03-31 CN CN2009101332821A patent/CN101849930B/en not_active Expired - Fee Related
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| CN101849930B (en) | 2012-04-04 |
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