CN113384524A - Preparation method of stable ketorolac tromethamine injection - Google Patents
Preparation method of stable ketorolac tromethamine injection Download PDFInfo
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- CN113384524A CN113384524A CN202110759290.8A CN202110759290A CN113384524A CN 113384524 A CN113384524 A CN 113384524A CN 202110759290 A CN202110759290 A CN 202110759290A CN 113384524 A CN113384524 A CN 113384524A
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- 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
- A61K31/407—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 condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61J—CONTAINERS SPECIALLY ADAPTED FOR MEDICAL OR PHARMACEUTICAL PURPOSES; DEVICES OR METHODS SPECIALLY ADAPTED FOR BRINGING PHARMACEUTICAL PRODUCTS INTO PARTICULAR PHYSICAL OR ADMINISTERING FORMS; DEVICES FOR ADMINISTERING FOOD OR MEDICINES ORALLY; BABY COMFORTERS; DEVICES FOR RECEIVING SPITTLE
- A61J3/00—Devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms
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- 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
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- 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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
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- 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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
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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
- A61K9/0012—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
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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
- A61K9/08—Solutions
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
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Abstract
The invention discloses a preparation method of ketorolac tromethamine injection with improved stability, which comprises the steps of treating ketorolac tromethamine serving as a main drug with liquid nitrogen, and adding water for injection, sodium chloride, ethanol or sodium dihydrogen phosphate or citric acid as auxiliary materials to prepare the injection. Compared with the prior art, the method improves the stability of the ketorolac tromethamine injection, and the increase of related substances is small in six months of accelerated tests.
Description
Technical Field
The invention belongs to the technical field of medicines, and particularly relates to a preparation method of ketorolac tromethamine injection with improved stability.
Background
Ketorolac tromethamine is a non-steroidal anti-inflammatory drug, and has analgesic effect by inhibiting prostaglandin synthesis. Clinically, the traditional Chinese medicine composition is mainly suitable for short-term treatment of acute and more severe pain requiring opioid analgesic, is usually suitable for postoperative analgesia, and is not suitable for mild or chronic pain.
Ketorolac tromethamine has been developed into injections and is on the market both at home and abroad. Such as trade names of shanzuoxin, nimesulide, etc. The ketorolac tromethamine injection is easy to oxidize, and related substances are likely to increase in the long-term storage process of the injection. For example, chinese patent CN101199514B discloses a method for preparing ketorolac tromethamine injection, which comprises filling nitrogen into ampoule before filling and sealing to reduce oxidation of ketorolac tromethamine. However, the substances involved increased from 0.22% to 0.49% after six months of accelerated testing (40 ℃. + -. 2 ℃/RH 75%. + -. 5%).
Chinese patent CN201010115368.4 discloses a ketorolac tromethamine injection, which fills nitrogen into the liquid medicine before encapsulation to reduce the oxidation of ketorolac tromethamine. However, the substances involved increased after six months in accelerated tests (25 ℃. + -. 2 ℃/RH 60%. + -. 10%) as well as in long-term tests.
In order to solve the problem that related substances are increased after the existing injection is stored for a long time, the inventor improves the preparation process of the injection. The problem of obviously increasing related substances is solved.
Disclosure of Invention
The invention aims to provide a preparation method of a stable ketorolac tromethamine injection, which improves the stability of the ketorolac tromethamine injection and has small increase of related substances in an accelerated test for six months.
To achieve the object of the present invention, the following embodiments are provided
The invention relates to a preparation method of a stable ketorolac tromethamine injection, which comprises the following steps:
1) weighing ketorolac tromethamine with a prescription amount, placing the ketorolac tromethamine into a liquid preparation container, adding liquid nitrogen, and infiltrating for 5-10 minutes;
2) adding a part of water for injection in a prescription amount, sodium chloride in the prescription amount and ethanol or sodium dihydrogen phosphate or citric acid in the prescription amount into a liquid preparation container, and stirring to dissolve completely;
3) filling nitrogen into the ampoule, adding the rest injection water according to the prescription amount, adjusting the pH value by adopting a sodium hydroxide or potassium hydroxide solution, and filtering until the liquid medicine is clear;
4) filling the clarified liquid medicine obtained in the step 3), sealing and sterilizing to obtain the traditional Chinese medicine.
Preferably, in the above-mentioned preparation method of the present invention, the amount of the liquid nitrogen added in step 1) is 0.8 to 2 times, preferably 1 time (equivalent) of the amount of ketorolac tromethamine; step 2), the part of the water for injection accounts for 60-80% of the prescription amount, more preferably 80% of the prescription amount, and the stirring time is 10-15 minutes; the pH is adjusted to 7.3-7.6 in step 3).
Preferably, in the above-mentioned production method of the present invention, the sterilization in the step 4) is steam sterilization at 121 ℃ for 15 minutes.
The preparation method further comprises the steps of inspecting the sterilized medicines in the step 4), and packaging qualified products for warehousing.
In one embodiment, the preparation method of a stable ketorolac tromethamine injection of the present invention comprises the following steps:
1) weighing ketorolac tromethamine according to the prescription amount, placing the ketorolac tromethamine into a special liquid preparation tank, adding liquid nitrogen with the same amount, and infiltrating for 5-10 minutes;
2) adding 80% of the prescription amount of water for injection, the prescription amount of sodium chloride and the prescription amount of ethanol, sodium dihydrogen phosphate or citric acid into the liquid preparation tank, stirring for 10-15 minutes, and completely dissolving;
3) adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value of a sodium hydroxide solution to 7.3-7.6, and filtering by using a 0.22 mu m polyether sulfone filter element until the liquid medicine is clear;
4) filling nitrogen into each clean brown borosilicate glass ampoule, filling liquid medicine, and sealing;
5) sterilizing with flowing steam at 121 deg.C for 15 min;
6) and (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
According to the method, the main drug ketorolac tromethamine is treated by liquid nitrogen, oxygen wrapped in the raw material can be sufficiently replaced, the raw material ketorolac tromethamine is sealed, and auxiliary materials are added to prepare the injection.
Detailed Description
The essence of the invention can be better understood by the following examples. The following examples are provided to illustrate and understand the spirit of the present invention, but should not be construed as limiting the scope of the present invention.
Example 1
The preparation process comprises the following steps:
1. taking ketorolac tromethamine according to the prescription amount, placing the ketorolac tromethamine into a special liquid preparation tank, adding liquid nitrogen with the same amount, and infiltrating for 8 minutes.
2. And 4L of water for injection, sodium chloride and ethanol in the amount of the prescription are added into the liquid preparation tank, stirred for 10-15 minutes and completely dissolved by visual inspection.
3. Adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value to 7.3-7.4 by 10% (W/W) sodium hydroxide solution, and filtering by a 0.22 mu m polyether sulfone filter core until the liquid medicine is clear.
4. And filling nitrogen into each clean brown medium borosilicate glass ampoule, filling the liquid medicine, and sealing.
And (3) sterilizing the mixture for 15 minutes at 5.121 ℃ by flowing steam.
6. And (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
Comparative example 1
The preparation process comprises the following steps:
1. the ketorolac tromethamine with the prescription amount is weighed and placed in a special liquid preparation tank.
2. And 4L of water for injection, sodium chloride and ethanol in the amount of the prescription are added into the liquid preparation tank, stirred for 10-15 minutes and completely dissolved by visual inspection.
3. Adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value to 7.3-7.4 by 10% (W/W) sodium hydroxide solution, and filtering by a 0.22 mu m polyether sulfone filter core until the liquid medicine is clear.
4. And filling nitrogen into each clean brown medium borosilicate glass ampoule, filling the liquid medicine, and sealing.
And (3) sterilizing the mixture for 15 minutes at 5.121 ℃ by flowing steam.
6. And (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
Example 2
The preparation process comprises the following steps:
1. the ketorolac tromethamine with the prescription amount is weighed and placed in a special liquid preparation tank, and 0.8 time of liquid nitrogen is added for soaking for 10 minutes.
2. 4L of water for injection and the sodium chloride and the sodium dihydrogen phosphate with the prescription amount are added into the liquid preparation tank, stirred for 10-15 minutes and completely dissolved by visual inspection.
3. Adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value to 7.4-7.5 by 10% (W/W) sodium hydroxide solution, and filtering by a 0.22 mu m polyether sulfone filter core until the liquid medicine is clear.
4. And filling nitrogen into each clean brown medium borosilicate glass ampoule, filling the liquid medicine, and sealing.
And (3) sterilizing the mixture for 15 minutes at 5.121 ℃ by flowing steam.
6. And (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
Comparative example 2
The preparation process comprises the following steps:
1. the ketorolac tromethamine with the prescription amount is weighed and placed in a special liquid preparation tank, and nitrogen is continuously filled into the ketorolac tromethamine solid for 10 minutes.
2. 4L of water for injection and the sodium chloride and the sodium dihydrogen phosphate with the prescription amount are added into the liquid preparation tank, stirred for 10-15 minutes and completely dissolved by visual inspection.
3. Adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value to 7.4-7.5 by 10% (W/W) sodium hydroxide solution, and filtering by a 0.22 mu m polyether sulfone filter core until the liquid medicine is clear.
4. And filling nitrogen into each clean brown medium borosilicate glass ampoule, filling the liquid medicine, and sealing.
And (3) sterilizing the mixture for 15 minutes at 5.121 ℃ by flowing steam.
6. And (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
Example 3
The preparation process comprises the following steps:
1. the ketorolac tromethamine with the prescription amount is weighed and placed in a special liquid preparation tank, and 2 times of liquid nitrogen is added for soaking for 5 minutes.
2. And adding 3L of water for injection and the sodium chloride and citric acid with the prescription amount into the liquid preparation tank, stirring for 10-15 minutes, and completely dissolving by visual inspection.
3. Adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value to 7.5-7.6 by 10% (W/W) potassium hydroxide solution, and filtering by a 0.22 mu m polyether sulfone filter core until the liquid medicine is clear.
4. And filling nitrogen into each clean brown medium borosilicate glass ampoule, filling the liquid medicine, and sealing.
And (3) sterilizing the mixture for 15 minutes at 5.121 ℃ by flowing steam.
6. And (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
Comparative example 3
The preparation process comprises the following steps:
1. the ketorolac tromethamine with the prescription amount is weighed and placed in a special liquid preparation tank.
2. And adding 3L of water for injection and the sodium chloride and citric acid with the prescription amount into the liquid preparation tank, stirring for 10-15 minutes, and completely dissolving by visual inspection.
3. Adding water for injection to the prescribed amount, stirring for 10-15 minutes, adjusting the pH value to 7.5-7.6 by 10% (W/W) potassium hydroxide solution, and filtering by a 0.22 mu m polyether sulfone filter core until the liquid medicine is clear.
4. And filling nitrogen into each clean brown medium borosilicate glass ampoule, filling the liquid medicine, and sealing.
And (3) sterilizing the mixture for 15 minutes at 5.121 ℃ by flowing steam.
6. And (5) inspecting the sterilized medicines, and packaging qualified products and warehousing.
Stability test
The samples of examples and comparative examples were subjected to stability acceleration tests to compare the stability of the samples.
The test method comprises the following steps: standing at 40 + -2 deg.C and relative humidity of 75 + -5% for 3 months, sampling at 1, 2, and 3 months of experiment, respectively, determining related substances by high performance liquid chromatography, and comparing with 0 month result, and the result is shown in Table 1.
TABLE 1 accelerated stability test results for the samples of examples and comparative examples
The results show that: compared with the samples of the comparative examples 1 to 3, the samples of the examples 1 to 3 prepared by the method of the present invention have the advantages that the stability of the samples of the examples 1 to 3 prepared by the method of the present invention is significantly improved.
Any simple variations and modifications within the spirit of the present invention are also within the scope of the present invention.
Claims (9)
1. A preparation method of a stable ketorolac tromethamine injection comprises the following steps:
1) weighing ketorolac tromethamine with a prescription amount, placing the ketorolac tromethamine into a liquid preparation container, adding liquid nitrogen, and infiltrating for 5-10 minutes;
2) adding a part of water for injection in a prescription amount, sodium chloride in the prescription amount and ethanol or sodium dihydrogen phosphate or citric acid in the prescription amount into a liquid preparation container, and stirring to dissolve completely;
3) adding the rest injection water according to the prescription amount, adjusting the pH value by adopting a sodium hydroxide or potassium hydroxide solution, and filtering until the liquid medicine is clear;
4) filling nitrogen into the ampoule, filling the clarified liquid medicine obtained in the step 3), sealing and sterilizing to obtain the compound preparation.
2. The method according to claim 1, wherein the amount of the liquid nitrogen added in the step 1) is 0.8 to 2 times the amount of the ketorolac tromethamine.
3. The method according to claim 2, wherein the amount of liquid nitrogen added in step 1) is equivalent to the amount of ketorolac tromethamine.
4. The method of claim 1, wherein the portion of water for injection is 60-80% of the prescribed amount.
5. The method of claim 3, wherein the portion of water for injection is 80% of the prescribed amount.
6. The method according to claim 1, wherein the stirring is carried out for 10 to 15 minutes.
7. The method according to claim 1, wherein the pH is adjusted to 7.3 to 7.6 in step 3).
8. The method according to claim 1, wherein the sterilization in step 4) is performed by steam-through sterilization at 121 ℃ for 15 minutes.
9. The preparation method according to claim 1, further comprising inspecting the sterilized medicine of step 4), and packaging the qualified product for storage.
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Citations (8)
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WO2005101982A2 (en) * | 2004-03-24 | 2005-11-03 | Sun Pharmaceutical Industries Limited | A stable ophthalmic composition |
CN102138891A (en) * | 2010-01-28 | 2011-08-03 | 永信药品工业(昆山)有限公司 | Ketorolac tromethamine injection |
US20120101142A1 (en) * | 2010-10-21 | 2012-04-26 | Rtu Pharmaceuticals, Llc | Ready to Use Ketorolac Formulations |
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CN110812325A (en) * | 2019-11-13 | 2020-02-21 | 鲁南制药集团股份有限公司 | Method for improving storage stability of ketorolac tromethamine injection |
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2021
- 2021-07-05 CN CN202110759290.8A patent/CN113384524A/en active Pending
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WO2005101982A2 (en) * | 2004-03-24 | 2005-11-03 | Sun Pharmaceutical Industries Limited | A stable ophthalmic composition |
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US20180193460A1 (en) * | 2017-01-09 | 2018-07-12 | Steadymed, Ltd. | Enhanced stability ketorolac formulations and methods and devices for use with same |
CN110812324A (en) * | 2019-09-29 | 2020-02-21 | 扬子江药业集团四川海蓉药业有限公司 | Production process of zoledronic acid injection |
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Title |
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