WO2009087581A4 - An improved process for the preparation of pentosan polysulfate or salts thereof - Google Patents
An improved process for the preparation of pentosan polysulfate or salts thereof Download PDFInfo
- Publication number
- WO2009087581A4 WO2009087581A4 PCT/IB2009/050001 IB2009050001W WO2009087581A4 WO 2009087581 A4 WO2009087581 A4 WO 2009087581A4 IB 2009050001 W IB2009050001 W IB 2009050001W WO 2009087581 A4 WO2009087581 A4 WO 2009087581A4
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- picoline
- salt
- xylan
- sodium
- mixture
- 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.)
- Ceased
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B37/00—Preparation of polysaccharides not provided for in groups C08B1/00 - C08B35/00; Derivatives thereof
- C08B37/0006—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid
- C08B37/0057—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid beta-D-Xylans, i.e. xylosaccharide, e.g. arabinoxylan, arabinofuronan, pentosans; (beta-1,3)(beta-1,4)-D-Xylans, e.g. rhodymenans; Hemicellulose; Derivatives thereof
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Biochemistry (AREA)
- Molecular Biology (AREA)
- Engineering & Computer Science (AREA)
- General Health & Medical Sciences (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The present invention relates to provide an improved process for preparation of Pentosan polysulfate of formula (I) or salt thereof, comprising a step of treating xylan with chlorosulfonic acid in the presence of picoline.
Claims
AMENDED CLAIMS (received by the International Bureau on 30 July 2009 (30.07.2009))
1. A process for the preparation of Pentosan polysulfate of formula (I) or salt thereof, comprising a step of treating xylan with chlorosulfonic acid in the presence of picoline.
(I)
A process as claimed in claim 1 , wherein said picoline is selected from α-picoline, β-picoline, γ-picoline or mixture thereof.
A process as claimed in claim 1 , further comprising of addition of alkali in the presence of alcoholic solvent to obtain salt of sulfuric acid ester of xylan.
A process as claimed in claim 3, wherein said alkali is selected from alkali metal salt of carbonate, bicarbonate, hydroxide or mixtures thereof.
A process as claimed in claim 4, wherein said alkali metal salt is selected from group comprising of sodium hydroxide, sodium carbonate, sodium bicarbonate, potassium hydroxide, potassium carbonate or mixture thereof.
A process as claimed in claim 3, wherein said alcoholic solvent is selected from methanol, ethanol, propanol, isopropanaol, butanol or mixtures thereof.
7. A process for preparation of an Pentosan polysulfate of formula (I)
(I) • or salts thereof, wherein R represents -SO3Y, and Y is at least one member selected from the group consisting of H and a pharmaceutically acceptable cation such as sodium and potassium, as claimed in claim 1 comprising steps of: i) treating xylan with chlorosulfonic acid in the presence of picoline followed by addition of alkali in the presence of alcoholic solvent to obtain salt of sulfuric acid ester of xylan ii) oxidizing the salt of sulfuric acid ester of xylan with the mixture of H2SO4 and 30% H2O2 followed by purification of depolymerized crude Pentosan polysulfate of formula (I) or its salt by dissolving in water and filtration through NF membrane system
8. A process as claimed in claim 7, wherein said picoline in step (i) is selected from α-picoline, β-picoline, γ-picoline or mixture thereof.
9. A process as claimed in claim 7, wherein said alkali in step (i) is selected from alkali metal salt of carbonate, bicarbonate, hydroxide or mixtures thereof.
10. A process as claimed in claim 9, wherein said alkali metal salt is selected from group comprising of sodium hydroxide, sodium carbonate, sodium bicarbonate, potassium hydroxide, potassium carbonate or mixture thereof.
11. A process as claimed in claim 7, wherein said alcoholic solvent in step (i) is selected from methanol, ethanol, propanol, isopropanaol, butanol or mixtures thereof.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IN34MU2008 | 2008-01-04 | ||
| IN34/MUM/2008 | 2008-01-04 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| WO2009087581A1 WO2009087581A1 (en) | 2009-07-16 |
| WO2009087581A4 true WO2009087581A4 (en) | 2009-10-08 |
Family
ID=40637168
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| PCT/IB2009/050001 Ceased WO2009087581A1 (en) | 2008-01-04 | 2009-01-01 | An improved process for the preparation of pentosan polysulfate or salts thereof |
Country Status (1)
| Country | Link |
|---|---|
| WO (1) | WO2009087581A1 (en) |
Families Citing this family (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2012114349A1 (en) | 2011-02-23 | 2012-08-30 | Cadila Healthcare Limited | An improved process for the preparation of pentosan polysulfate sodium |
| CN102766225B (en) * | 2011-05-06 | 2015-08-05 | 上海医药工业研究院 | A kind of piperylene gathers the preparation method of sodium sulfate and a kind of oligomeric xylose |
| AU2013215237B2 (en) | 2012-01-30 | 2017-11-23 | Baxalta GmbH | Non-anticoagulant sulfated or sulfonated polysaccharides |
| ITMI20130112A1 (en) | 2013-01-24 | 2014-07-25 | Chemi Spa | QUALIFICATION METHOD OF PENTOSAN POLYPHOSPHATE PREPARATIONS, ITS RAW MATERIALS AND PRODUCTION PROCESSES |
| SG11202001824RA (en) | 2016-08-31 | 2020-04-29 | Oji Holdings Corp | Production method for acidic xylooligosaccharide, and acidic xylooligosaccharide |
| JP6225321B1 (en) | 2016-08-31 | 2017-11-08 | 王子ホールディングス株式会社 | Method for producing polysulfate pentosan |
| JP6281659B1 (en) * | 2017-02-28 | 2018-02-21 | 王子ホールディングス株式会社 | Polysulfate pentosan, pharmaceutical composition and anticoagulant |
| US11278485B2 (en) | 2017-05-31 | 2022-03-22 | Oji Holdings Corporation | Moisturizing topical preparation |
| MX2020002726A (en) | 2017-09-12 | 2020-07-20 | Oji Holdings Corp | Pentosan polysulfate and method for producing pentosan polysulfate. |
| CN111511773B (en) | 2017-12-20 | 2023-01-13 | 王子控股株式会社 | Pentosan polysulfate and medicament containing same |
| WO2020039480A1 (en) | 2018-08-20 | 2020-02-27 | 株式会社レクメド | Novel pentosan polysulfate sodium preparation |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2689848A (en) * | 1951-02-06 | 1954-09-21 | Wander Ag Dr A | Salts of sulfuric acid esters of xylan |
| FR2572731B1 (en) * | 1984-11-07 | 1987-03-06 | Sanofi Sa | NOVEL LOW MOLECULAR WEIGHT XYLAN SULPHATES, PROCESS FOR THEIR PREPARATION AND ORAL ANTITHROMBOTIC AND HYDROPHOLIC ACTIVITY |
| SE453394B (en) * | 1986-07-07 | 1988-02-01 | Pharmacia Ab | PROCEDURE FOR PREPARING SULPHATATED POLYSACcharides BY USING A REDUCING AGENT FOR THE SULPHATING REACTION |
| WO2008107906A1 (en) * | 2007-03-06 | 2008-09-12 | Alembic Limited | Process for the preparation of pentosan polysulfate or salts thereof |
-
2009
- 2009-01-01 WO PCT/IB2009/050001 patent/WO2009087581A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| WO2009087581A1 (en) | 2009-07-16 |
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