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CN109394720A - A kind of composition and preparation method thereof of 3-N-butylphthalide derivative - Google Patents

A kind of composition and preparation method thereof of 3-N-butylphthalide derivative Download PDF

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Publication number
CN109394720A
CN109394720A CN201811115350.7A CN201811115350A CN109394720A CN 109394720 A CN109394720 A CN 109394720A CN 201811115350 A CN201811115350 A CN 201811115350A CN 109394720 A CN109394720 A CN 109394720A
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Prior art keywords
coating
composition
derivative
butylphthalide
preparation
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Inventor
陈亚平
王世霞
赫玉霞
金晓利
吴欢欢
刘英帝
杨敏
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CSPC Zhongqi Pharmaceutical Technology Shijiazhuang Co Ltd
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CSPC Zhongqi Pharmaceutical Technology Shijiazhuang Co Ltd
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Abstract

The invention discloses a kind of composition and preparation method thereof of 3-N-butylphthalide derivative, the composition contains 3-N-butylphthalide derivative, moistureproof coating layer and other pharmaceutic adjuvants.Wherein, moistureproof coating layer contains AMB type Opadry, the present invention also provides a kind of preparation methods of the composition of above-mentioned 3-N-butylphthalide derivative, it is characterized in that being coated using powder coating, granule coating or tablet, it needs that AMB type Opadry coating powder is dissolved in distilled water before being coated, forms uniform coating solution after completely dissolution.

Description

A kind of composition and preparation method thereof of 3-N-butylphthalide derivative
Technical field
The present invention relates to field of pharmaceutical preparations, and in particular to a kind of composition of 3-N-butylphthalide derivative and its preparation Method.
Background technique
Acute ischemic cerebral apoplexy and coronary heart disease, myocardial infarction etc. are all to be led due to arteriosclerosis until forming thrombus The disease of ischemia injury is caused, this kind of disease brings great pain or even threat to life to patient.Such drug is always at present It is hot spot and the forward position of drug development research.
Chinese patent CN1382682A discloses 2- (Alpha-hydroxy amyl) benzoate and its preparation method and application, relates to And the salt of monovalent metallic ion, bivalent metal ion and organic base, specifically disclose potassium, sodium, calcium, magnesium, zinc, aniline, benzylamine, The salt of morpholine, diethylamine.And sylvite is disclosed to the shadow of local rats with cerebral ischemia cerebral infarct size, rat platelet aggregation It rings, the protective effect to isolated rat heart ischemia-reperfusion arrhythmia cordis, it was demonstrated that beneficial work of the sylvite in above-mentioned experiment With.Which disclose above-mentioned active constituents to be used in institute by modes such as oral, intravenous injections in the form of compositions Need patient, such as tablet, granule, capsule, injection solution, water or oleaginous suspension is made etc., and in embodiment It discloses tablet, capsule and intravenous injection, be injected intravenously freeze-dried prescription and preparation method.
Chinese patent CN1523003A, disclose 2- (Alpha-hydroxy amyl) benzoate N, N- dibenzyl ethylenediamine salt and its Preparation method and purposes, in the influence to local rats with cerebral ischemia cerebral infarct size, rat platelet aggregation, to the isolated rat heart Excellent effect is embodied in terms of the protective effect of dirty ischemia-reperfusion arrhythmia cordis.Above-mentioned active constituent is also disclosed to be made The prescription and preparation method of tablet, capsule and granule.
Chinese patent CN1560018A discloses 2- (the positive pentanone base of α -) benzoate and its preparation method and application.Also Above-mentioned active constituent is disclosed tablet, capsule, granule is made and is injected intravenously freeze-dried prescription and preparation method.
Chinese patent CN101402565A discloses halogenated 2- (Alpha-hydroxy amyl) benzoate and preparation method thereof and uses On the way.Above-mentioned active constituent is also disclosed tablet, capsule and intravenous injection is made, is injected intravenously freeze-dried prescription and preparation Method.
Compound disclosed in foregoing invention is all 3-N-butylphthalide (the trade name En Bipu of its soft capsule) P-Coumaric acid pharmacologically has the property similar with 3-N-butylphthalide.It is important to note, however, that removing It is 2- (Alpha-hydroxy amyl) benzoate N, N- dibenzyl second that CN1523003A, which explicitly points out active constituent used in its composition, Diamine salts, in remaining invention even without clear active constituent why, and foregoing invention is not to disclosed reactive compound Composition make further research, such as oral tablet, granule or capsule, stability, ifs vitro disintegration or Dissolution what state, and these pharmaceutical properties, directly have decided on whether to be prepared into reactive compound suitable for clinic The preparation used.
Summary of the invention
The present invention provides a kind of composition of 3-N-butylphthalide derivative, contains 3-N-butylphthalide derivative, moisture-proof Coatings and other pharmaceutic adjuvants.
Wherein, the moistureproof coating layer contains AMB type Opadry, i.e. Opadry AMB.
Wherein, the 3-N-butylphthalide derivative is selected from one or more of following compounds:
Wherein, R1Represent H or halogen atom, M be monovalent metallic ion, Bivalent metal ion, trivalent metal ion or organic base, wherein n=1-3, or
Wherein, M is monovalent metallic ion, bivalent metal ion or organic Base, wherein n=1 or n=2.
Preferably, the 3-N-butylphthalide derivative is 2- (Alpha-hydroxy amyl) benzoic acid sylvite.
Wherein, other described pharmaceutic adjuvants are selected from one or more of diluent, adhesive, disintegrating agent and lubricant.
The present invention also provides a kind of preparation methods of the composition of above-mentioned 3-N-butylphthalide derivative, it is characterised in that adopts It is coated with powder coating, granule coating or tablet.
Wherein, it needs that AMB type Opadry coating powder is dissolved in distilled water before being coated, is formed after completely dissolution uniform Coating solution.
The invention discloses a kind of 2- (Alpha-hydroxy amyl) Potassium Benzoate preparation, by 2- (Alpha-hydroxy amyl) Potassium Benzoate, Pharmaceutic adjuvant and moistureproof coating layer composition.2- (Alpha-hydroxy amyl) Potassium Benzoate can be made in powder, particle or with pharmaceutic adjuvant It is coated again with moistureproof coating material after label.
Adoptable coating material includes Opadry AMB, Utech E PO, Utech E100 ethyl cellulose, single tristearin Acid glyceride, hydrogenated vegetable oil etc..Using Opadry AMB, achieved for the coating of 2- (Alpha-hydroxy amyl) Potassium Benzoate imaginary Less than good effect.
Wherein coating material and particle or powder quality ratio are 5:100-60:100, and the mass ratio of coating material and label is 1:100-10:100。
Coating solution configuration: weighing a certain amount of Opadry AMB coating powder and be added in distilled water, stirs 45min, makes it Sufficiently dissolution, obtains uniform coating solution.
Coating:
Powder or granule coating: powder or granule coating are coated using fluidized bed top spray, by 2- (Alpha-hydroxy amyl) Potassium Benzoate Powder or particle are put into fluidized bed, and making nozzle and storeroom distance is 10-11cm, and being passed through compressed air makes particle suspend, control Inlet air temperature processed is constant, is preheated to 40 DEG C, starts spray coating.It is 0.18~0.22bar that aspiration pressure is controlled in coating process, Temperature of charge maintains 30-40 DEG C, after coating, in 40 DEG C of fluidized drying 5min.Coating weight gain control is in 5-40%, discharging Dry 2h, coated granule are mixed with other auxiliary materials in 40 DEG C of baking ovens afterwards, tabletted or direct encapsulating capsule.
Coating pan coating: the label of 2- (Alpha-hydroxy amyl) Potassium Benzoate and the preparation of other pharmaceutic adjuvants is placed in coating pan In, start seed-coating machine, setting speed, temperature start to preheat.Pot body 6~10rpm of revolving speed, 30~40 DEG C of piece bed tempertaure, when edging Between 3~10min, enter the wind 500~700rpm of wind speed, 2600~2800rpm of wind speed, 0.05~0.1Mpa of atomizing pressure, piece 35~42 DEG C of bed tempertaure, coating weight gain reaches 1%~5%, stops whitewashing, continues dry 0.5h, shuts down.
Other auxiliary materials include starch, Icing Sugar, sodium carboxymethylcellulose, microcrystalline cellulose, superfine silica gel powder, magnesium stearate, cream One or more of sugar mixture.
The present invention overcomes 2- (Alpha-hydroxy amyl) benzoic acid sylvite draw it is moist strong, to the defect of moist lability.
Detailed description of the invention
Fig. 1: Opadry AMB coating powder powder coating (embodiment 1), granule coating (embodiment 4), label coating (are implemented Example 7) dissolution curve comparison.
Fig. 2: general thin coating powder-Opadry II is coated (embodiment 10), granule coating (embodiment 13), label coating The comparison of (embodiment 16) dissolution curve.
Fig. 3: two kinds of different function coating material dissolution curve comparisons.
Specific embodiment
The purpose of embodiments described below be in order to better illustrate the present invention, but should not to the scope of the present invention constitute limit It is fixed.
Embodiment 1-3 powder bag garment piece (1000 preparation units)
Ingredient Embodiment 1 Embodiment 2 Embodiment 3
2- (Alpha-hydroxy amyl) benzoic acid sylvite 200g 200g 200g
Opadry AMB 20g 40g 80g
Microcrystalline cellulose 50g 50g 50g
Hydroxypropyl methylcellulose 8g 8g 8g
Magnesium stearate 2g 2g 2g
Preparation process is as follows.
Coating solution configuration: the Opadry AMB coating powder of recipe quantity is added in distilled water under stirring, admittedly contain Amount about 10%, stirs 45min, dissolves it sufficiently, obtain uniform coating solution, spare.
Coating: main ingredient is placed in fluidized bed, is coated using fluidized bed top spray, and making nozzle and storeroom distance is 10- 11cm, being passed through compressed air makes material suspended, preheating 5min, increases air air quantity and starts hydrojet coating, coating process controls object Material temperature degree, after coating, dry 5-10min.Coating weight gain is controlled in 10-40%, and detailed coating parameter is as shown in the table:
Major parameter Preheating Hydrojet It is dry It is cooling
Temperature of charge (DEG C) 40 30~40 40~50 <40
Intake (m3/h) 40-50 50~70 50 50
Atomizing pressure (bar) 1 2 --- ---
Hydrojet speed (g/min/kg) --- 5~10 --- ---
Particle after coating is uniformly mixed with microcrystalline cellulose, hydroxypropyl methylcellulose and magnesium stearate, tabletting or filling capsule.
Embodiment 4-6 granule coating piece (1000 preparation units)
Ingredient Embodiment 4 Embodiment 5 Embodiment 6
2- (Alpha-hydroxy amyl) benzoic acid sylvite 200g 200g 200g
Opadry AMB 20g 40g 80g
Microcrystalline cellulose 50g 50g 50g
Hydroxypropyl methylcellulose 8g 8g 8g
Magnesium stearate 2g 2g 2g
Preparation process is as follows.
Particle preparation: main ingredient, microcrystalline cellulose and hydroxypropyl methylcellulose are uniformly mixed, with 95% ethyl alcohol softwood, The granulation of 32 meshes, drying, 30 mesh sieves.
Coating solution configuration: the Opadry AMB coating powder of recipe quantity is added in distilled water under stirring, admittedly contain Amount about 10%, stirs 45min, dissolves it sufficiently, obtain uniform coating solution, spare.
Coating: above-mentioned particle is placed in fluidized bed, is coated using fluidized bed top spray, is made nozzle and storeroom distance 10-11cm, being passed through compressed air makes material suspended, preheating 5min, increases air air quantity and starts hydrojet coating, coating process control Temperature of charge, after coating, dry 5-10min.Coating weight gain is controlled in 10-40%, and detailed coating parameter is as shown in the table:
Major parameter Preheating Hydrojet It is dry It is cooling
Temperature of charge (DEG C) 40 30~40 40~50 <40
Intake (m3/h) 40-50 50~70 50 50
Atomizing pressure (bar) 1 2 --- ---
Hydrojet speed (g/min/kg) --- 5~10 --- ---
Particle after coating is uniformly mixed with magnesium stearate, tabletting or encapsulating capsule.
Embodiment 7-9 label is coated (1000 preparation units)
Ingredient Embodiment 7 Embodiment 8 Embodiment 9
2- (Alpha-hydroxy amyl) benzoic acid sylvite 200g 200g 200g
Microcrystalline cellulose 50g 50g 50g
Hydroxypropyl methylcellulose 8g 8g 8g
Magnesium stearate 2g 2g 2g
Opadry AMB 2.6g 7.2g 13g
Preparation process is as follows.
Label preparation: main ingredient, microcrystalline cellulose and hydroxypropyl methylcellulose are uniformly mixed, with 95% ethyl alcohol softwood, Above-mentioned particle is uniformly mixed, tabletting, hardness 50-120N by the granulation of 32 meshes, drying, 30 mesh sieves with magnesium stearate.
Coating solution configuration: the Opadry AMB coating powder of recipe quantity is added in distilled water under stirring, admittedly contain Amount about 10%, stirs 45min, dissolves it sufficiently, obtain uniform coating solution, spare.
Coating operations: label is placed in coating pan, starts seed-coating machine, and preheating is coated using above-mentioned coating solution, is sprayed Continue dry 0.5h after liquid, shuts down.Detailed coating parameter is as shown in the table.
Major parameter Numberical range
Pot revolving speed (rpm) 6-10
The edging time (min) 3-5
It enters the wind wind speed (rpm) 500~700
Wind speed (rpm) 2600~2800
Piece bed tempertaure (DEG C) 35-45
Atomizing pressure (bar) 0.05~0.1
Embodiment 10-12 powder coating-ordinary coating powder (1000 preparation units)
Ingredient Embodiment 10 Embodiment 11 Embodiment 12
2- (Alpha-hydroxy amyl) benzoic acid sylvite 200g 200g 200g
Opadry II 20g 40g 80g
Microcrystalline cellulose 50g 50g 50g
Hydroxypropyl methylcellulose 8g 8g 8g
Magnesium stearate 2g 2g 2g
Preparation process is as follows.
Coating solution configuration: II coating powder of Opadry of recipe quantity is added in distilled water under stirring, solid content About 10%, 45min is stirred, it is dissolved sufficiently, obtains uniform coating solution, it is spare.
Coating: main ingredient is placed in fluidized bed, is coated using fluidized bed top spray, and making nozzle and storeroom distance is 10- 11cm, being passed through compressed air makes material suspended, preheating 5min, increases air air quantity and starts hydrojet coating, coating process controls object Material temperature degree, after coating, dry 5-10min.Coating weight gain is controlled in 10-40%, and detailed coating parameter is as shown in the table:
Major parameter Preheating Hydrojet It is dry It is cooling
Temperature of charge (DEG C) 40 30~40 40~50 <40
Intake (m3/h) 40-50 50~70 50 50
Atomizing pressure (bar) 1 2 --- ---
Hydrojet speed (g/min/kg) --- 5~10 --- ---
Particle after coating is uniformly mixed with microcrystalline cellulose, hydroxypropyl methylcellulose and magnesium stearate, tabletting or filling capsule.
Embodiment 13-15 granule coating-ordinary coating powder (1000 preparation units)
Ingredient Embodiment 13 Embodiment 14 Embodiment 15
2- (Alpha-hydroxy amyl) benzoic acid sylvite 200g 200g 200g
Opadry II 20g 40g 80g
Microcrystalline cellulose 50g 50g 50g
Hydroxypropyl methylcellulose 8g 8g 8g
Magnesium stearate 2g 2g 2g
Preparation process is as follows.
Particle preparation: main ingredient, microcrystalline cellulose and hydroxypropyl methylcellulose are uniformly mixed, with 95% ethyl alcohol softwood, The granulation of 32 meshes, drying, 30 mesh sieves.
Coating solution configuration: II coating powder of Opadry of recipe quantity is added in distilled water under stirring, solid content About 10%, 45min is stirred, it is dissolved sufficiently, obtains uniform coating solution, it is spare.
Coating: above-mentioned particle is placed in fluidized bed, is coated using fluidized bed top spray, is made nozzle and storeroom distance 10-11cm, being passed through compressed air makes material suspended, preheating 5min, increases air air quantity and starts hydrojet coating, coating process control Temperature of charge, after coating, dry 5-10min.Coating weight gain is controlled in 10-40%, and detailed coating parameter is as shown in the table:
Major parameter Preheating Hydrojet It is dry It is cooling
Temperature of charge (DEG C) 40 30~40 40~50 <40
Intake (m3/h) 40-50 50~70 50 50
Atomizing pressure (bar) 1 2 --- ---
Hydrojet speed (g/min/kg) --- 5~10 --- ---
Particle after coating is uniformly mixed with magnesium stearate, tabletting or encapsulating capsule.
Embodiment 16-18 label coating-ordinary coating powder (1000 preparation units)
Ingredient Embodiment 16 Embodiment 17 Embodiment 18
2- (Alpha-hydroxy amyl) benzoic acid sylvite 200g 200g 200g
Microcrystalline cellulose 50g 50g 50g
Hydroxypropyl methylcellulose 8g 8g 8g
Magnesium stearate 2g 2g 2g
Opadry II 2.6g 7.2g 13g
Preparation process is as follows.
Label preparation: main ingredient, microcrystalline cellulose and hydroxypropyl methylcellulose are uniformly mixed, with 95% ethyl alcohol softwood, Above-mentioned particle is uniformly mixed, tabletting, hardness 50-120N by the granulation of 32 meshes, drying, 30 mesh sieves with magnesium stearate.
Coating solution configuration: II coating powder of Opadry of recipe quantity is added in distilled water under stirring, solid content About 10%, 45min is stirred, it is dissolved sufficiently, obtains uniform coating solution, it is spare.
Coating operations: label is placed in coating pan, starts seed-coating machine, and preheating is coated using above-mentioned coating solution, is sprayed Continue dry 0.5h after liquid, shuts down.Detailed coating parameter is as shown in the table.
Major parameter Numberical range
Pot revolving speed (rpm) 6-10
The edging time (min) 3-5
It enters the wind wind speed (rpm) 500~700
Wind speed (rpm) 2600~2800
Piece bed tempertaure (DEG C) 35-45
Atomizing pressure (bar) 0.05~0.1
19 dissolution rate of embodiment compares
Tablet prepared by above-described embodiment 1-18 is taken, according to dissolution method (Chinese Pharmacopoeia two XC thirds of version in 2010 Method), using 900mL water as dissolution medium, revolving speed is 100 revs/min, measures dissolution rate.
Opadry AMB coating powder powder coating (embodiment 1), granule coating (embodiment 4), label coating (embodiment 7) Dissolution curve comparison, as a result as shown in attached drawing Fig. 1.From powder coating, granule coating, label coating pair known to dissolution curve result Dissolution rate has no significant effect.
General thin coating powder-Opadry II is coated (embodiment 10), granule coating (embodiment 13), label coating (in fact Apply example 16) dissolution curve comparison, as a result as shown in attached drawing Fig. 2.From powder coating, granule coating, piece known to dissolution curve result Core coating has no significant effect dissolution rate.
Two kinds of different function coating material dissolution curve comparisons, as a result as shown in attached drawing Fig. 3.It was found from dissolution curve result Moistureproof coating powder has no significant effect drug dissolution compared with common Opadry film coating powder.
20 stability of embodiment compares
The sample prepared in above-described embodiment 1,4,7,10,13,16 is investigated under the conditions of humidity 75%RH respectively, as a result It is as shown in the table:
Sample (%) is increased weight in 75% moisture absorption of super-humid conditions 10 days
Embodiment 1 2.8
Embodiment 4 2.9
Embodiment 7 3.1
Embodiment 10 4.9
Embodiment 13 5.0
Embodiment 16 4.8
The result shows that the dampproof effect of Opadry AMB moistureproof coating powder is good compared with general thin coating powder effect, help to improve The stability of drug and guarantee long-time stability dissolution are qualified.

Claims (7)

1. a kind of composition of 3-N-butylphthalide derivative, containing 3-N-butylphthalide derivative, moistureproof coating layer and other Pharmaceutic adjuvant.
2. the composition of 3-N-butylphthalide derivative as described in claim 1, it is characterised in that the moistureproof coating layer contains There is AMB type Opadry.
3. the composition of 3-N-butylphthalide derivative as claimed in claim 1 or 2, it is characterised in that the 3- n-butylbenzene Phthalide derivative is selected from one or more of following compounds:
Wherein, R1Represent H or halogen atom, M be monovalent metallic ion, Bivalent metal ion, trivalent metal ion or organic base, wherein n=1-3, or
Wherein, M is monovalent metallic ion, bivalent metal ion or organic Base, wherein n=1 or n=2.
4. the composition of 3-N-butylphthalide derivative as claimed in claim 3, it is characterised in that the 3-N-butylphthalide Derivative is 2- (Alpha-hydroxy amyl) benzoic acid sylvite.
5. the composition of 3-N-butylphthalide derivative as claimed in claim 1 or 2, it is characterised in that described other are medicinal auxiliary Material is selected from one or more of diluent, adhesive, disintegrating agent and lubricant.
6. the preparation method of the composition of 3-N-butylphthalide derivative as claimed in claim 1 or 2, it is characterised in that use Powder coating, granule coating or tablet coating.
7. the preparation method of the composition of 3-N-butylphthalide derivative as claimed in claim 6, it is characterised in that carrying out AMB type Opadry coating powder is dissolved in distilled water before coating, forms uniform coating solution after completely dissolution.
CN201811115350.7A 2012-11-21 2012-11-21 A kind of composition and preparation method thereof of 3-N-butylphthalide derivative Pending CN109394720A (en)

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Application publication date: 20190301