CN107432862A - Injection (S)-Esomeprazole freeze-dried powder and preparation method thereof - Google Patents
Injection (S)-Esomeprazole freeze-dried powder and preparation method thereof Download PDFInfo
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- CN107432862A CN107432862A CN201610357703.9A CN201610357703A CN107432862A CN 107432862 A CN107432862 A CN 107432862A CN 201610357703 A CN201610357703 A CN 201610357703A CN 107432862 A CN107432862 A CN 107432862A
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- Prior art keywords
- freeze
- dried powder
- esomeprazole
- injection
- preparation
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Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/19—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles lyophilised, i.e. freeze-dried, solutions or dispersions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/4015—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil having oxo groups directly attached to the heterocyclic ring, e.g. piracetam, ethosuximide
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/26—Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
Abstract
The invention discloses pyrrolidine acetamide freeze-dried powder of 2 oxo of a kind of injection (S) 4 hydroxyl 1 and preparation method thereof；The freeze-dried powder contains the supplementary material of following percentage by weight：(S) pyrrolidine acetamide 50% ~ 57% of 4 hydroxyl, 2 oxo 1, L serines 20% ~ 25%, mannitol 10% ~ 17%, sodium glutamate 5% ~ 7%, sodium hydrogensulfite 5% ~ 10%, methionine 3% ~ 6%.The present invention utilizes specific excipient composition, so that the pyrrolidine acetamide freeze-dried powder of 2 oxo of (S) 4 hydroxyl 1 prepared has solid shape, without spray bottle phenomenon in freeze-drying process, impurity level increase is less in preparation process, and product stability is good, particulate matter substantially reduces reduction, is advantageous to improve the security that medicine uses, reduces adverse drug reaction.
Description
Technical field
The invention belongs to pharmaceutical field, and in particular to a kind of injection (S)-Esomeprazole freeze-dried powder and
Its preparation method.
Background technology
Levo-oxiracetam chemical name is：(S)-Esomeprazole, it is white micro-crystals sprills, melts
135~136 DEG C of point, -36 ° of optical activity (C=1.00 in water), the dissolubility of levo-oxiracetam is substantially better than raceme.Change
It is as follows to learn structural formula：
The medicine listed in 1987 in Italy, and the formulation of listing is tablet, 800mg；Capsule, 800mg；Parenteral solution, 1g/5ml.
It is domestic at present there was only oxiracetam capsule and parenteral solution listing, and main active used is racemic modification.Ye Lei etc. is in public affairs
The number of opening is obvious to the promoting wakening gone into a coma caused by alcoholism to mention levo-oxiracetam in the A patents of CN 103735545, and right
Rotation Oxiracetam does not act on substantially, and the awake effect of above-mentioned rush of levo-oxiracetam is 2 times of racemization Oxiracetam；Left-handed Aura
The western smooth promoting wakening to stupor caused by wound, anesthesia is notable.Peak etc. is opened in the A of Publication No. CN 103599101 patent
Disclose levo-oxiracetam has substantially to traumatic brain injury learning and memory in rats cognition dysfunction caused by hydraulic pressure and freely falling body
Improvement result, its drug effect is far above dextrorotation Oxiracetam.And 200mg/kg levo-oxiracetams and 400mg/kg Oxiracetams
Effect it is suitable.Pharmacokinetic study results are shown：Levo-oxiracetam and dextrorotation Oxiracetam nothing in beasle dog body are obvious
Chiral inversion.Beasle dog single intravenous injection gives after left-handed and 2 multiple doses racemization Oxiracetams levo-oxiracetam in blood plasma
The equal no significant difference of main pharmacokinetic parameters.The result of the tests such as safe pharmacology, anxious malicious, long poison show, in isodose level
Under, levo-oxiracetam is with Oxiracetam to animal subject or the toxicity no significant difference of cell.Above-mentioned preclinical result of study
Show, levo-oxiracetam is the main active that drug effect is played in Oxiracetam body, and exclusive use this product, which can reduce clinic, to be made
With dosage, potential toxicity is reduced.
But existing injection (S)-Esomeprazole freeze-dried powder exists without solid shape, is not easy shape
Into skeleton, easily occurs spray bottle phenomenon in freeze-drying process, the increase of preparation process impurity is obvious, and product stability difference be present
Problem, it is necessary to dissolve in 5% glucose injection or 0.9% 100~250ml of sodium chloride injection before Clinical practice, it is prepared into
Use, prepared after turning into drip-feed solution for drip-feed solution, as the extension of standing time its particulate matter increase increases
More, this just brings very big potential safety hazard to clinical use.
The content of the invention
In view of this, it is an object of the invention to provide a kind of injection (S)-Esomeprazole freeze-dried powder
And preparation method thereof, there is solid shape, in freeze-drying process without spray bottle phenomenon, impurity level increase is less in preparation process, and
And product stability is good, prepare after turning into drip-feed solution, particulate matter is reduced.
To reach above-mentioned purpose, the present invention provides following technical scheme：
A kind of injection (S)-Esomeprazole freeze-dried powder, the freeze-dried powder contain following percentage by weight
Supplementary material：(S)-Esomeprazole 50%~57%, Serine 20%~25%, mannitol
10%~17%, sodium glutamate 5%~7%, sodium hydrogensulfite 5%~10%, methionine 3%~6%.
Further, the freeze-dried powder contains the supplementary material of following percentage by weight：(S)-Esomeprazole
52%, Serine 21%, mannitol 11%, sodium glutamate 6%, sodium hydrogensulfite 6%, methionine 4%.
The preparation method of above-mentioned injection (S)-Esomeprazole freeze-dried powder, comprises the following steps：
(1) concentrated compounding：The supplementary material of recipe quantity is placed in container, adds 10 times of (S)-Esomeprazole
The sterilized water for injection stirring of parts by weight, after dissolving, adds the needle-use activated carbon of mass fraction 0.1%, stirs 30min, then
Filtered with 0.45 micron of miillpore filter, collect filtrate, it is standby；
(2) it is dilute to match somebody with somebody：Sterilized water for injection is added into filtrate to 1000 times of filtrate volume, with 0.1mol/L hydrochloric acid or
0.1mol/L sodium hydroxide adjusts pH value to 3.2~3.6, then with 0.22 micron of miillpore filter aseptic filtration, takes filtrate to close
It is filling after lattice to be sub-packed in sterile glass vials, it is standby；
(3) it is freeze-dried：The above-mentioned decoction being sub-packed in sterile glass vials is put in freeze drier and is freeze-dried；
(4) lid is rolled：Aluminium-plastic combined cover needs once purged sterilizing, drying, then carries out rolling lid, produces.
Further, it is in the step (3), the step of freeze-drying：Temperature is refrigerated to -40 DEG C rapidly, whole process is protected
Hold 180 minutes；Then drying is vacuumized, is warming up to -10 DEG C with 15 DEG C/h, -10 DEG C of constant temperature are kept for 120 minutes；With 5 DEG C/
Hour is warming up to 0 DEG C, 0 DEG C of constant temperature 320 minutes；10 DEG C are warming up to 5 DEG C/h, 10 DEG C of constant temperature 240 minutes；With 10 DEG C/
Hour is warming up to 30 DEG C, 30 DEG C of constant temperature 60 minutes, while preceding case vacuum drop reaches 10Pa/10 timesharing, freezes and terminates.
The beneficial effects of the present invention are：
The present invention utilizes specific excipient composition so that (S)-Esomeprazole freeze-dried powder tool of preparation
There is solid shape, without spray bottle phenomenon in freeze-drying process, impurity level increase is less in preparation process, and product stability is good,
Dissolve in glucose injection or sodium chloride injection is prepared after turning into drip-feed solution, particulate matter substantially reduces reduction, has
The security used beneficial to raising medicine, reduces adverse drug reaction.
Embodiment
In order that the purpose of the present invention, technical scheme and beneficial effect are clearer, the preferred embodiments of the present invention will be entered below
The detailed description of row.
Embodiment 1
The prescription of injection (S)-Esomeprazole freeze-dried powder of embodiment 1 is as shown in the table：
| Prescription | Percentage by weight |
| (S)-Esomeprazole | 50% |
| Serine | 25% |
| Mannitol | 12% |
| Sodium glutamate | 5% |
| Sodium hydrogensulfite | 5% |
| Methionine | 3% |
The preparation method of injection (S)-Esomeprazole freeze-dried powder of embodiment 1, comprises the following steps：
(1) concentrated compounding：The supplementary material of recipe quantity is placed in container, adds 10 times of (S)-Esomeprazole
The sterilized water for injection stirring of parts by weight, after dissolving, adds the needle-use activated carbon of mass fraction 0.1%, stirs 30min, then
Filtered with 0.45 micron of miillpore filter, collect filtrate, it is standby；
(2) it is dilute to match somebody with somebody：Sterilized water for injection is added into filtrate to 1000 times of filtrate volume, with 0.1mol/L hydrochloric acid or
0.1mol/L sodium hydroxide adjusts pH value to 3.2~3.6, then with 0.22 micron of miillpore filter aseptic filtration, takes filtrate to close
It is filling after lattice to be sub-packed in sterile glass vials, it is standby；
(3) it is freeze-dried：The above-mentioned decoction being sub-packed in sterile glass vials is put in freeze drier, is rapidly refrigerated to temperature
- 40 DEG C, whole process is kept for 180 minutes；Then drying is vacuumized, is warming up to -10 DEG C with 15 DEG C/h, -10 DEG C of constant temperature are kept
120 minutes；0 DEG C is warming up to 5 DEG C/h, 0 DEG C of constant temperature 320 minutes；10 DEG C are warming up to 5 DEG C/h, 10 DEG C of constant temperature 240
Minute；30 DEG C are warming up to 10 DEG C/h, 30 DEG C of constant temperature 60 minutes, while preceding case vacuum drop reaches 10Pa/10 timesharing, freezes
Dry and hard beam；
(4) lid is rolled：Aluminium-plastic combined cover needs once purged sterilizing, drying, then carries out rolling lid, produces.
Embodiment 2
The prescription of injection (S)-Esomeprazole freeze-dried powder of embodiment 2 is as shown in the table：
| Prescription | Percentage by weight |
| (S)-Esomeprazole | 52% |
| Serine | 21% |
| Mannitol | 11% |
| Sodium glutamate | 6% |
| Sodium hydrogensulfite | 6% |
| Methionine | 4% |
The preparation method of injection (S)-Esomeprazole freeze-dried powder of embodiment 2 is same as Example 1.
Embodiment 3
The prescription of injection (S)-Esomeprazole freeze-dried powder of embodiment 3 is as shown in the table：
| Prescription | Percentage by weight |
| (S)-Esomeprazole | 51% |
| Serine | 20% |
| Mannitol | 10% |
| Sodium glutamate | 6% |
| Sodium hydrogensulfite | 8% |
| Methionine | 5% |
The preparation method of injection (S)-Esomeprazole freeze-dried powder of embodiment 3 is same as Example 1.
Comparative example 1
Injection (S)-Esomeprazole freeze-dried powder of comparative example 1 does not add sodium hydrogensulfite, remaining
Component and preparation method are same as Example 2.
Comparative example 2
Injection (S)-Esomeprazole freeze-dried powder of comparative example 2 does not add methionine, remaining group
Divide and preparation method is same as Example 2.
First, character observation：
By injection (S) made from embodiment 1-3-Esomeprazole freeze-dried powder sampling, investigation project is entered
Performing check, investigate project：Character, visible foreign matters, pH, relevant material, content, sterility test.
From character observation result, injection (S)-Esomeprazole freeze-dried powder made from embodiment 1-3
With solid shape, without spray bottle phenomenon in freeze-drying process, product impurity is few, and indices meet production requirement.
2nd, particulate matter is investigated：
Injection (S)-Esomeprazole freeze-dried powder made from embodiment 2 and comparative example 1 is used respectively
250ml 0.9% sodium chloride injection and the dilution of 5% glucose injection, preparation turn into drip-feed solution, the traditional Chinese medicines with reference in
Allusion quotation the 4th method of particulate matter inspection technique first (light blockage method) of version in 2015, it was determined not respectively at 0,4,8,12 hour
Dissolubility particulate, calculates in each sign loading amount that the number of capacitive particulate, result of the test not see the table below：
Result is investigated from particulate matter, the product stability of embodiment 2 is substantially better than comparative example 1, dissolves in glucose note
To penetrate liquid or sodium chloride injection is prepared after turning into drip-feed solution, the particulate matter of embodiment 2 is considerably less than comparative example 1,
With the extension of standing time, the particulate matter of embodiment 2 does not almost increase, and the particulate matter of comparative example 1 is notable
Increase increases.
3rd, impurity increment is investigated：
The injection of embodiment 2 and comparative example 2 (S)-Esomeprazole freeze-dried powder is taken before and after preparation
Sample, it is detected about material, preparation process is investigated to the influence about material, as a result see the table below：
| Test sample | Relevant material before preparation | Relevant material after preparation | The relevant material incrementss of preparation process |
| Embodiment 2 | 0.15% | 0.18% | 0.03% |
| Comparative example 2 | 0.14% | 0.30% | 0.16% |
Result, the product of the embodiment 2 impurity level increase considerably less than comparative example 2 in preparation process are investigated from impurity increment.
Finally illustrate, preferred embodiment above is merely illustrative of the technical solution of the present invention and unrestricted, although by above-mentioned
The present invention is described in detail for preferred embodiment, it is to be understood by those skilled in the art that can in form and
Various changes are made in details to it, without departing from claims of the present invention limited range.
Claims (4)
- A kind of 1. injection (S)-Esomeprazole freeze-dried powder, it is characterised in that：The freeze-dried powder contains the supplementary material of following percentage by weight：(S)-Esomeprazole 50% ~ 57%, Serine 20% ~ 25%, mannitol 10% ~ 17%, sodium glutamate 5% ~ 7%, sodium hydrogensulfite 5% ~ 10%, methionine 3% ~ 6%.
- 2. injection (S)-Esomeprazole freeze-dried powder according to claim 1, it is characterised in that：The freeze-dried powder contains the supplementary material of following percentage by weight：(S)-Esomeprazole 52%, Serine 21%, mannitol 11%, sodium glutamate 6%, sodium hydrogensulfite 6%, methionine 4%.
- 3. the preparation method of injection (S)-Esomeprazole freeze-dried powder described in claim 1 or 2, it is characterised in that：Comprise the following steps：（1）Concentrated compounding：The supplementary material of recipe quantity is placed in container, add the sterilized water for injection stirring of 10 times of parts by weight of (S)-Esomeprazole, after dissolving, add the needle-use activated carbon of mass fraction 0.1%, stir 30min, then filtered with 0.45 micron of miillpore filter, collect filtrate, it is standby；（2）It is dilute to match somebody with somebody：Sterilized water for injection is added into filtrate to 1000 times of filtrate volume, pH value is adjusted to 3.2 ~ 3.6 with 0.1mol/L hydrochloric acid or 0.1mol/L sodium hydroxide, it is filling after taking filtrate qualified to be sub-packed in sterile glass vials then with 0.22 micron of miillpore filter aseptic filtration, it is standby；（3）Freeze-drying：The above-mentioned decoction being sub-packed in sterile glass vials is put in freeze drier and is freeze-dried；（4）Roll lid：Aluminium-plastic combined cover needs once purged sterilizing, drying, then carries out rolling lid, produces.
- 4. the preparation method of (S)-Esomeprazole freeze-dried powder according to claim 3, it is characterised in that：The step（3）In, it is the step of freeze-drying：Temperature is refrigerated to -40 DEG C rapidly, whole process is kept for 180 minutes；Then drying is vacuumized, is warming up to -10 DEG C with 15 DEG C/h, -10 DEG C of constant temperature are kept for 120 minutes；0 DEG C is warming up to 5 DEG C/h, 0 DEG C of constant temperature 320 minutes；10 DEG C are warming up to 5 DEG C/h, 10 DEG C of constant temperature 240 minutes；30 DEG C are warming up to 10 DEG C/h, 30 DEG C of constant temperature 60 minutes, while preceding case vacuum drop reaches 10Pa/10 timesharing, freezes and terminates.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610357703.9A CN107432862A (en) | 2016-05-26 | 2016-05-26 | Injection (S)-Esomeprazole freeze-dried powder and preparation method thereof |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201610357703.9A CN107432862A (en) | 2016-05-26 | 2016-05-26 | Injection (S)-Esomeprazole freeze-dried powder and preparation method thereof |
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| Publication Number | Publication Date |
|---|---|
| CN107432862A true CN107432862A (en) | 2017-12-05 |
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| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201610357703.9A Withdrawn CN107432862A (en) | 2016-05-26 | 2016-05-26 | Injection (S)-Esomeprazole freeze-dried powder and preparation method thereof |
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| Country | Link |
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Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101766597A (en) * | 2008-12-31 | 2010-07-07 | 北京利乐生制药科技有限公司 | Injection preparation with levo-oxiracetam as active component |
| CN102872011A (en) * | 2012-05-31 | 2013-01-16 | 北京阜康仁生物制药科技有限公司 | Pharmaceutical composition comprising (S)-4-hydroxy-2-oxo-1-pyrrolidine acetamide |
-
2016
- 2016-05-26 CN CN201610357703.9A patent/CN107432862A/en not_active Withdrawn
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101766597A (en) * | 2008-12-31 | 2010-07-07 | 北京利乐生制药科技有限公司 | Injection preparation with levo-oxiracetam as active component |
| CN102872011A (en) * | 2012-05-31 | 2013-01-16 | 北京阜康仁生物制药科技有限公司 | Pharmaceutical composition comprising (S)-4-hydroxy-2-oxo-1-pyrrolidine acetamide |
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