CN101570480A - Preparation method of dexibuprofen amino acid salt - Google Patents
Preparation method of dexibuprofen amino acid salt Download PDFInfo
- Publication number
- CN101570480A CN101570480A CNA2009101482138A CN200910148213A CN101570480A CN 101570480 A CN101570480 A CN 101570480A CN A2009101482138 A CNA2009101482138 A CN A2009101482138A CN 200910148213 A CN200910148213 A CN 200910148213A CN 101570480 A CN101570480 A CN 101570480A
- Authority
- CN
- China
- Prior art keywords
- amino acid
- ibuprofen
- preparation
- acid salt
- dexibuprofen
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
Abstract
The invention discloses a preparation method of dexibuprofen amino acid salt. The method is characterized by adding amino acid to dexibuprofen ethanol solution while stirring at room temperature, and completing salt forming and crystallization in turn in a container, and the method has the advantages of simple and convenient preparation process, short production period, low impurity level, high yield and good reproducibility. The dexibuprofen amino acid salt can be used for preparing oral solution preparation, also can be used for preparing injection preparation, accelerates absorption rate, enhances bioavailability and enlarges application range.
Description
Technical field
The invention belongs to the pharmaceutical technology field, relate to a kind of preparation method of Dexibuprofen amino acid salt.
Background technology
Ibuprofen BP/EP (Ibuprofen) is the phenylpropionic acid non-steroidal anti-inflammatory analgesics, have stronger analgesic, analgesia, anti-inflammatory, anti rheumatism action, its curative effect and acetylsalicylic acid, Phenylbutazone are similar, better than paracetamol, and gastrointestinal side effect is light, better tolerance, is present widely used antipyretic and analgesic.The ibuprofen dosage form of listing has conventional tablet, slow releasing tablet, capsule, suspensoid, suppository, ointment etc. both at home and abroad at present.
(S)-ibuprofen is the active enantiomorph of Ibuprofen BP/EP, has pharmacologically active, at present the oral preparations listing of existing (S)-ibuprofen both at home and abroad.
(S)-ibuprofen as little, the safe phenylpropionic acid antipyretic and analgesic of a kind of determined curative effect, untoward reaction in wide clinical application.But because (S)-ibuprofen is almost insoluble in water, production brings many inconvenience to preparation, has only its oral preparations at present.Have very high water-soluble behind (S)-ibuprofen and the amino acid salify.Dexibuprofen amino acid salt can also be used to prepare injection except that can be used for preparing the oral preparations, helps accelerating absorption rate, improves bioavailability, broadened application scope.
(application number: the preparation method of the ibuprofen arginine salt of 200410014369.4) mentioning need join Ibuprofen BP/EP and arginine in the ethanolic soln respectively, and control reaction temperature granted patent; (application number: the preparation method of the ibuprofen arginine salt of 200510096990.4) mentioning needs controlled temperature, and crystallization in acetone to publication.More than the preparation method of two patents all can not reappear.
Summary of the invention
The object of the present invention is to provide a kind of method for preparing Dexibuprofen amino acid salt.
The present invention can be achieved through the following technical solutions: the (S)-ibuprofen of 10 weight parts is dissolved in the ethanol, makes the Ibuprofen BP/EP ethanolic soln of 10～30% (g/v); In room temperature with under stirring, the amino acid with 4～12 weight parts joins in the (S)-ibuprofen ethanolic soln gradually, adds the back and continues to stir 1～2 hour; Filter,, get white solid, be Dexibuprofen amino acid salt with a little washing with alcohol twice, vacuum-drying.
Amino acid of the present invention can be arginine, also can be Methionin.
The present invention can use dehydrated alcohol, also can use 95% to reach above ethanol.
Yield of the present invention is greater than 95%.
The content of free (S)-ibuprofen is lower than 0.2% in the product of the present invention.
Beneficial effect of the present invention is in room temperature with under stirring amino acid to be joined in the (S)-ibuprofen ethanolic soln, and salify and crystallization are finished in a container successively, and preparation technology is simple and direct, with short production cycle, foreign matter content is low, yield is high, favorable reproducibility.
Embodiment
Embodiment 1
Take by weighing (S)-ibuprofen 10.5g, be dissolved among the ethanol 56ml, get the (S)-ibuprofen ethanolic soln; In room temperature with under stirring, arginine 8.7g is added in the (S)-ibuprofen ethanolic soln gradually, add the back and continue to stir 1 hour; Filter,, get white solid, be the (S)-ibuprofen arginic acid salt with twice, 50 ℃ of vacuum-drying of a little washing with alcohol.
Embodiment 2
Take by weighing (S)-ibuprofen 10.5g, be dissolved among the 95% ethanol 56ml, get the (S)-ibuprofen ethanolic soln; In room temperature with under stirring, arginine 8.7g is added in the (S)-ibuprofen ethanolic soln gradually, add the back and continue to stir 1 hour; Filter,, get white solid, be the (S)-ibuprofen arginic acid salt with twice, 50 ℃ of vacuum-drying of a little washing with alcohol.
Embodiment 3
Take by weighing (S)-ibuprofen 10.5g, be dissolved among the ethanol 56ml, get the (S)-ibuprofen ethanolic soln; In room temperature with under stirring, Methionin 7.3g is added in the (S)-ibuprofen ethanolic soln gradually, add the back and continue to stir 1 hour; Filter,, get white solid, be the (S)-ibuprofen lysine salt with twice, 50 ℃ of vacuum-drying of a little washing with alcohol.
Embodiment 4
Take by weighing (S)-ibuprofen 10.5g, be dissolved among the 95% ethanol 56ml, get the (S)-ibuprofen ethanolic soln; In room temperature with under stirring, Methionin 7.3g is added in the (S)-ibuprofen ethanolic soln gradually, add the back and continue to stir 1 hour; Filter,, get white solid, be the (S)-ibuprofen lysine salt with twice, 50 ℃ of vacuum-drying of a little washing with alcohol.
Claims (6)
1, a kind of preparation method of Dexibuprofen amino acid salt is characterized in that: the (S)-ibuprofen of weight part is dissolved in the ethanol; In room temperature with under stirring, the amino acid with weight part joins in the (S)-ibuprofen ethanolic soln gradually, adds the back and continues to stir 1～2 hour; Filter, use washing with alcohol, vacuum-drying gets white solid, is Dexibuprofen amino acid salt.
2, the preparation method of the described a kind of Dexibuprofen amino acid salt of claim 1, amino acid can be arginine, also can be Methionin.
3, the preparation method of the described a kind of Dexibuprofen amino acid salt of claim 1, ethanol is 95% and above ethanol, comprises dehydrated alcohol, preferred 95% ethanol.
4, the preparation method of the described a kind of Dexibuprofen amino acid salt of claim 1, the concentration of (S)-ibuprofen ethanolic soln are 10～30%, preferred 18%.
5, the preparation method of the described a kind of (S)-ibuprofen arginic acid salt of claim 1 and claim 2, (S)-ibuprofen and arginic weight ratio 1: 0.5～1: 1.2, preferred 1: 0.83.
6, the preparation method of the described a kind of (S)-ibuprofen lysine salt of claim 1 and claim 2, the weight ratio of (S)-ibuprofen and Methionin 1: 0.4～1: 1.0, preferred 1: 0.71.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2009101482138A CN101570480A (en) | 2009-06-18 | 2009-06-18 | Preparation method of dexibuprofen amino acid salt |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CNA2009101482138A CN101570480A (en) | 2009-06-18 | 2009-06-18 | Preparation method of dexibuprofen amino acid salt |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CN101570480A true CN101570480A (en) | 2009-11-04 |
Family
ID=41229981
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CNA2009101482138A Pending CN101570480A (en) | 2009-06-18 | 2009-06-18 | Preparation method of dexibuprofen amino acid salt |
Country Status (1)
| Country | Link |
|---|---|
| CN (1) | CN101570480A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101817765A (en) * | 2010-04-16 | 2010-09-01 | 山东新华制药股份有限公司 | Preparation method of ibuprofen arginine salt |
| CN102180786A (en) * | 2011-03-30 | 2011-09-14 | 吴家安 | Dextral ibuprofen arginine and preparation method thereof |
| CN102617329A (en) * | 2012-03-15 | 2012-08-01 | 合肥金科生物医药科技有限公司 | Preparation method of ibuprofen arginine salt |
| CN103172544A (en) * | 2013-03-04 | 2013-06-26 | 杭州天诚药业有限公司 | Preparation method of arginine ibuprofen crystal |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1562966A (en) * | 2004-03-19 | 2005-01-12 | 中国药科大学 | New method for preparing brufen arginine salt |
| CN1923798A (en) * | 2005-08-30 | 2007-03-07 | 陈亦林 | Preparation method of dexibuprofen amino acid salt and application |
| CN101265178A (en) * | 2008-04-25 | 2008-09-17 | 北京阜康仁生物制药科技有限公司 | Amino acid salt of (S)-ibuprofen and medicinal composition thereof |
-
2009
- 2009-06-18 CN CNA2009101482138A patent/CN101570480A/en active Pending
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN1562966A (en) * | 2004-03-19 | 2005-01-12 | 中国药科大学 | New method for preparing brufen arginine salt |
| CN1923798A (en) * | 2005-08-30 | 2007-03-07 | 陈亦林 | Preparation method of dexibuprofen amino acid salt and application |
| CN101265178A (en) * | 2008-04-25 | 2008-09-17 | 北京阜康仁生物制药科技有限公司 | Amino acid salt of (S)-ibuprofen and medicinal composition thereof |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101817765A (en) * | 2010-04-16 | 2010-09-01 | 山东新华制药股份有限公司 | Preparation method of ibuprofen arginine salt |
| CN102180786A (en) * | 2011-03-30 | 2011-09-14 | 吴家安 | Dextral ibuprofen arginine and preparation method thereof |
| CN102617329A (en) * | 2012-03-15 | 2012-08-01 | 合肥金科生物医药科技有限公司 | Preparation method of ibuprofen arginine salt |
| CN103172544A (en) * | 2013-03-04 | 2013-06-26 | 杭州天诚药业有限公司 | Preparation method of arginine ibuprofen crystal |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CN101570480A (en) | Preparation method of dexibuprofen amino acid salt | |
| CN109678715B (en) | Salt, the preparation method and the usage that 2- (1- acyl-oxygen n-pentyl) benzoic acid and basic amino acid or aminoguanidine are formed | |
| CN112552196B (en) | Method for preparing lysine-piprolin | |
| CN101352412B (en) | Intestinal-lysis non-steroidal antipyretic-antalgic anti-inflammatory agent and preparation thereof | |
| JPS5923313B2 (en) | (+) Water-soluble double salt of catechin and its production method | |
| CN101265178A (en) | Amino acid salt of (S)-ibuprofen and medicinal composition thereof | |
| CN101069681A (en) | Injection containing burufen | |
| CN101239901A (en) | Method for preparing ibuprofen arginine salt | |
| CN101838213B (en) | Method for preparing laminine and pharmaceutically acceptable salts thereof | |
| CN101560532B (en) | L-theanine enzymatic transformation preparation method | |
| CN111960972B (en) | Preparation process and application of taurine magnesium salt and taurine magnesium complex | |
| CN102351790B (en) | Method for synthesizing 7-bromo-6-chloro-4-quinazolinone | |
| CN104086392A (en) | Catalytic synthesis method for biphenylacetic acid | |
| CN101531688A (en) | Glucosamine sulfate calcium salt and preparation method thereof | |
| WO2024041629A1 (en) | Preparation method for r-type ketorolac and use thereof | |
| CN102617329B (en) | Preparation method of ibuprofen arginine salt | |
| CN101817765A (en) | Preparation method of ibuprofen arginine salt | |
| CN101874794A (en) | Ibuprofen and lysine medicament compound as well as preparation method and application thereof | |
| CN108553471A (en) | A kind of tapentadol hydrochloride celecoxib preparation | |
| CN102226208B (en) | Preparation method of D-asparagine | |
| CN100540519C (en) | A kind of 3, the synthetic method of 4-dimethoxy hyacinthin | |
| CN102180785A (en) | Synthesis and application of ibuprofen lysine | |
| CN101987199A (en) | Antipyretic and analgesic injection composition | |
| CN104744287A (en) | Actarit production method | |
| CN103172544A (en) | Preparation method of arginine ibuprofen crystal |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| C06 | Publication | ||
| PB01 | Publication | ||
| C10 | Entry into substantive examination | ||
| SE01 | Entry into force of request for substantive examination | ||
| C02 | Deemed withdrawal of patent application after publication (patent law 2001) | ||
| WD01 | Invention patent application deemed withdrawn after publication |
Application publication date: 20091104 |