GB715821A - Improvements relating to the manufacture of sulphuric esters of dextran - Google Patents
Improvements relating to the manufacture of sulphuric esters of dextranInfo
- Publication number
- GB715821A GB715821A GB2051651A GB2051651A GB715821A GB 715821 A GB715821 A GB 715821A GB 2051651 A GB2051651 A GB 2051651A GB 2051651 A GB2051651 A GB 2051651A GB 715821 A GB715821 A GB 715821A
- Authority
- GB
- United Kingdom
- Prior art keywords
- fractions
- dextran
- solution
- acetone
- treated
- 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.)
- Expired
Links
- 229920002307 Dextran Polymers 0.000 title abstract 5
- 150000002148 esters Chemical class 0.000 title 1
- 238000004519 manufacturing process Methods 0.000 title 1
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 abstract 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 4
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 4
- 229910021653 sulphate ion Inorganic materials 0.000 abstract 3
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 abstract 2
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 2
- 159000000000 sodium salts Chemical class 0.000 abstract 2
- -1 sulphate ester Chemical class 0.000 abstract 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 abstract 1
- 235000011941 Tilia x europaea Nutrition 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 239000003957 anion exchange resin Substances 0.000 abstract 1
- 239000003146 anticoagulant agent Substances 0.000 abstract 1
- 229940127219 anticoagulant drug Drugs 0.000 abstract 1
- 239000008280 blood Substances 0.000 abstract 1
- 210000004369 blood Anatomy 0.000 abstract 1
- 238000005341 cation exchange Methods 0.000 abstract 1
- 239000003729 cation exchange resin Substances 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 239000004571 lime Substances 0.000 abstract 1
- 239000000203 mixture Substances 0.000 abstract 1
- 229920001282 polysaccharide Polymers 0.000 abstract 1
- 239000005017 polysaccharide Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 239000002244 precipitate Substances 0.000 abstract 1
- 230000001376 precipitating effect Effects 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 150000003222 pyridines Chemical class 0.000 abstract 1
- 230000000717 retained effect Effects 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N sulfurochloridic acid Chemical compound OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000006228 supernatant Substances 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 230000001225 therapeutic effect Effects 0.000 abstract 1
- 231100000331 toxic Toxicity 0.000 abstract 1
- 230000002588 toxic effect Effects 0.000 abstract 1
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
- C08B37/0009—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Glucans, e.g. polydextrose, alternan, glycogen; (alpha-1,4)(alpha-1,6)-D-Glucans; (alpha-1,3)(alpha-1,4)-D-Glucans, e.g. isolichenan or nigeran; (alpha-1,4)-D-Glucans; (alpha-1,3)-D-Glucans, e.g. pseudonigeran; Derivatives thereof
- C08B37/0021—Dextran, i.e. (alpha-1,4)-D-glucan; Derivatives thereof, e.g. Sephadex, i.e. crosslinked dextran
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)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
A solution containing dextran sulphate of varying molecular weight is treated with a precipitating agent whereby the large toxic molecules are precipitated first; fractional precipitation then gives one or more fractions of lower molecular weight suitable as blood anticoagulants. The final solution contains molecules too small to have therapeutic activity and is discarded. The fractions retained are those having intrinsic viscosities between 0.01 and 0.035. It is preferable to fractionate the dextran before sulphation also, discarding those fractions of intrinsic viscosity above 0.12. In the examples: (1) a solution of raw dextran is partially degraded with acid, neutralized with lime and fractionally precipitated with acetone; the desired fraction is dried and esterified with chlorsulphonic acid and pyridine, the pyridine salt of the sulphate ester being converted into the sodium salt and the latter freed from pyridine and most of the inorganic salts by successive passage through cation-exchange and anion-exchange resins; the resulting solution is treated with a small quantity of acetone and the precipitate discarded; five further fractions are then precipitated with acetone, the supernatant liquor being discarded; (2) a solution of the sodium salt of dextran sulphate is treated with ethanol until a turbidity appears; the mixture is then warmed until it clears and allowed to cool, when a syrup separates; this is triturated with ethanol to give a powder (first fraction); five further fractions are obtained similarly. Tables are given of the properties of the various fractions obtained in each example. The first Provisional Specification refers to the similar treatment of polysaccharide sulphates in general. Specification 695,787 is referred to.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2051651A GB715821A (en) | 1951-08-30 | 1951-08-30 | Improvements relating to the manufacture of sulphuric esters of dextran |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB2051651A GB715821A (en) | 1951-08-30 | 1951-08-30 | Improvements relating to the manufacture of sulphuric esters of dextran |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB715821A true GB715821A (en) | 1954-09-22 |
Family
ID=10147173
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB2051651A Expired GB715821A (en) | 1951-08-30 | 1951-08-30 | Improvements relating to the manufacture of sulphuric esters of dextran |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB715821A (en) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3141014A (en) * | 1960-03-31 | 1964-07-14 | Meito Sangyo Kk | Sodium and potassium salts of the dextran sulphuric acid ester having substantially no anticoagulant activity but having lipolytic activity and the method of preparation thereof |
| US3487150A (en) * | 1965-10-23 | 1969-12-30 | Cornell Res Foundation Inc | Dextran sulphate treatment of peptic ulcers |
| EP0066379A2 (en) * | 1981-05-15 | 1982-12-08 | Riker Laboratories, Inc. | Composition for combating herpes virus |
-
1951
- 1951-08-30 GB GB2051651A patent/GB715821A/en not_active Expired
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3141014A (en) * | 1960-03-31 | 1964-07-14 | Meito Sangyo Kk | Sodium and potassium salts of the dextran sulphuric acid ester having substantially no anticoagulant activity but having lipolytic activity and the method of preparation thereof |
| US3487150A (en) * | 1965-10-23 | 1969-12-30 | Cornell Res Foundation Inc | Dextran sulphate treatment of peptic ulcers |
| EP0066379A2 (en) * | 1981-05-15 | 1982-12-08 | Riker Laboratories, Inc. | Composition for combating herpes virus |
| EP0066379A3 (en) * | 1981-05-15 | 1983-06-08 | Riker Laboratories, Inc. | Composition for combating herpes virus |
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