AT263814B - Process for the production of a new poly-γ-propylsulfonic acid ether of inulin - Google Patents
Process for the production of a new poly-γ-propylsulfonic acid ether of inulinInfo
- Publication number
- AT263814B AT263814B AT66865A AT66865A AT263814B AT 263814 B AT263814 B AT 263814B AT 66865 A AT66865 A AT 66865A AT 66865 A AT66865 A AT 66865A AT 263814 B AT263814 B AT 263814B
- Authority
- AT
- Austria
- Prior art keywords
- inulin
- acid ether
- production
- propylsulfonic acid
- new poly
- Prior art date
Links
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 title description 10
- 229920001202 Inulin Polymers 0.000 title description 5
- JYJIGFIDKWBXDU-MNNPPOADSA-N inulin Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)OC[C@]1(OC[C@]2(OC[C@]3(OC[C@]4(OC[C@]5(OC[C@]6(OC[C@]7(OC[C@]8(OC[C@]9(OC[C@]%10(OC[C@]%11(OC[C@]%12(OC[C@]%13(OC[C@]%14(OC[C@]%15(OC[C@]%16(OC[C@]%17(OC[C@]%18(OC[C@]%19(OC[C@]%20(OC[C@]%21(OC[C@]%22(OC[C@]%23(OC[C@]%24(OC[C@]%25(OC[C@]%26(OC[C@]%27(OC[C@]%28(OC[C@]%29(OC[C@]%30(OC[C@]%31(OC[C@]%32(OC[C@]%33(OC[C@]%34(OC[C@]%35(OC[C@]%36(O[C@@H]%37[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O%37)O)[C@H]([C@H](O)[C@@H](CO)O%36)O)[C@H]([C@H](O)[C@@H](CO)O%35)O)[C@H]([C@H](O)[C@@H](CO)O%34)O)[C@H]([C@H](O)[C@@H](CO)O%33)O)[C@H]([C@H](O)[C@@H](CO)O%32)O)[C@H]([C@H](O)[C@@H](CO)O%31)O)[C@H]([C@H](O)[C@@H](CO)O%30)O)[C@H]([C@H](O)[C@@H](CO)O%29)O)[C@H]([C@H](O)[C@@H](CO)O%28)O)[C@H]([C@H](O)[C@@H](CO)O%27)O)[C@H]([C@H](O)[C@@H](CO)O%26)O)[C@H]([C@H](O)[C@@H](CO)O%25)O)[C@H]([C@H](O)[C@@H](CO)O%24)O)[C@H]([C@H](O)[C@@H](CO)O%23)O)[C@H]([C@H](O)[C@@H](CO)O%22)O)[C@H]([C@H](O)[C@@H](CO)O%21)O)[C@H]([C@H](O)[C@@H](CO)O%20)O)[C@H]([C@H](O)[C@@H](CO)O%19)O)[C@H]([C@H](O)[C@@H](CO)O%18)O)[C@H]([C@H](O)[C@@H](CO)O%17)O)[C@H]([C@H](O)[C@@H](CO)O%16)O)[C@H]([C@H](O)[C@@H](CO)O%15)O)[C@H]([C@H](O)[C@@H](CO)O%14)O)[C@H]([C@H](O)[C@@H](CO)O%13)O)[C@H]([C@H](O)[C@@H](CO)O%12)O)[C@H]([C@H](O)[C@@H](CO)O%11)O)[C@H]([C@H](O)[C@@H](CO)O%10)O)[C@H]([C@H](O)[C@@H](CO)O9)O)[C@H]([C@H](O)[C@@H](CO)O8)O)[C@H]([C@H](O)[C@@H](CO)O7)O)[C@H]([C@H](O)[C@@H](CO)O6)O)[C@H]([C@H](O)[C@@H](CO)O5)O)[C@H]([C@H](O)[C@@H](CO)O4)O)[C@H]([C@H](O)[C@@H](CO)O3)O)[C@H]([C@H](O)[C@@H](CO)O2)O)[C@@H](O)[C@H](O)[C@@H](CO)O1 JYJIGFIDKWBXDU-MNNPPOADSA-N 0.000 title description 5
- 229940029339 inulin Drugs 0.000 title description 5
- 238000000034 method Methods 0.000 title description 3
- 238000004519 manufacturing process Methods 0.000 title description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 7
- 239000012295 chemical reaction liquid Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- FSSPGSAQUIYDCN-UHFFFAOYSA-N 1,3-Propane sultone Chemical compound O=S1(=O)CCCO1 FSSPGSAQUIYDCN-UHFFFAOYSA-N 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- LSNNMFCWUKXFEE-UHFFFAOYSA-M Bisulfite Chemical compound OS([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-M 0.000 description 1
- 150000001447 alkali salts Chemical class 0.000 description 1
- 239000003146 anticoagulant agent Substances 0.000 description 1
- 229940127219 anticoagulant drug Drugs 0.000 description 1
- 230000001427 coherent effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003527 fibrinolytic agent Substances 0.000 description 1
- 230000003480 fibrinolytic effect Effects 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- 230000000144 pharmacologic effect Effects 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
<Desc/Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
EMI1.4
<Desc/Clms Page number 2>
einenübrigen besitzt das Produkt keine anticoagulierende Komponente. Das Überraschende an dem pharmakologisch-und physiologisch-chemischen Verhalten dieses Poly-y-propylsulfosäureäthers ist auch darin zu suchen, dass es erstmalig gelungen ist, ohne direkte Fixierung der Sulfogruppe an eine Hydroxylgruppe der Hauptkette eine fibrinolytisch und lipämiesenkendeSubstanz zu erhalten. Das Verfahren wird im folgenden durch ein Ausführungsbeispiel belegt.
Beispiel : Herstellung eines Poly--propylsulfosäureäthers des Inulins,
54 g Inulin werden in 170 ml 2,5 n-Natronlauge eingetragen und homogen gerührt ; hierauf werden inAnteilen 50 g Propansulton in die vorliegende Mischung eingerührt und vor weiterem Zusatz von Propansulton der Eintritt einer Erwärmung abgewartet. Im allgemeinen lässt man die Reaktionstemperatur nicht über 30-40oC ansteigen, sondern kühlt gegebenenfalls zwischendurch. Nachdem das gesamte Propansulton zugefügt ist, lässt man noch unter Beobachtung des T emperatonerläufes etwa 1/2 h reagieren.
Hernach setzt man noch weitere 140 ml Wasser zu, verrührt homogen und versetzt allmählich unter Rühren mit Alkohol ; es bildet sich hiebei eine zusammenhängende helle und zähe Fällung, die durch Abgiessen der Flüssigkeit leicht isoliert werden kann. Man löst unter Rühren neuerlich in Wasser und wiederholt dieFällung zweckmässig mit absolutem Alkohol; der noch immer zähe Kuchen wird nun von der wässerig-alkoholischen Flüssigkeit getrennt und unter Alkohol zerkleinert, so dass schliesslich ein weisses Pulver hinterbleibt, welches sich leicht filtrieren lässt und nach dem Waschen mit absolutemAlkohol im Vakuum über Natriumhydroxyd aufbewahrt wird. Ausbeute : 63 g. Auf Grund der Elementaranalyse handelt es sich um das Natriumsalz eines Poly-y-propylsulfosäureäthers des Inulins.
Die Substanz ist als Alkalisalz in Wasser sehr leicht löslich, indes ist die Verbindung stark hygroskopisch.
PATENTANSPRÜCHE :
1. Verfahren zur Herstellung eines neuen Poly-y-propylsulfosäureäthers des Inulins, dadurch
<Desc / Clms Page number 1>
EMI1.1
EMI1.2
EMI1.3
EMI1.4
<Desc / Clms Page number 2>
The product also has no anticoagulant component. The surprising thing about the pharmacological and physiological-chemical behavior of this poly-γ-propylsulfonic acid ether is also to be found in the fact that it has been possible for the first time to obtain a fibrinolytic and lipemia-lowering substance without direct fixation of the sulfo group to a hydroxyl group of the main chain. The method is demonstrated below by an exemplary embodiment.
Example: Production of a polypropyl sulfonic acid ether of inulin,
54 g of inulin are introduced into 170 ml of 2.5 N sodium hydroxide solution and stirred until homogeneous; then 50 g of propane sultone are stirred into the present mixture in proportions and before further addition of propane sultone, warming is awaited. In general, the reaction temperature is not allowed to rise above 30-40 ° C, but is optionally cooled in between. After all of the propane sultone has been added, the reaction is allowed to continue for about 1/2 hour while observing the course of the temperature.
A further 140 ml of water are then added, the mixture is stirred until homogeneous, and alcohol is gradually added while stirring; a coherent, light-colored and viscous precipitate forms, which can easily be isolated by pouring off the liquid. It is dissolved again in water with stirring and the precipitation is expediently repeated with absolute alcohol; the still tough cake is now separated from the aqueous-alcoholic liquid and crushed under alcohol, so that finally a white powder remains, which can be easily filtered and after washing with absolute alcohol is stored in a vacuum over sodium hydroxide. Yield: 63 g. Based on the elemental analysis, it is the sodium salt of a poly-γ-propylsulfonic acid ether of inulin.
As an alkali salt, the substance is very easily soluble in water, but the compound is highly hygroscopic.
PATENT CLAIMS:
1. Process for the preparation of a new poly-γ-propylsulfonic acid ether of inulin, thereby
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT66865A AT263814B (en) | 1965-01-27 | 1965-01-27 | Process for the production of a new poly-γ-propylsulfonic acid ether of inulin |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT66865A AT263814B (en) | 1965-01-27 | 1965-01-27 | Process for the production of a new poly-γ-propylsulfonic acid ether of inulin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT263814B true AT263814B (en) | 1968-08-12 |
Family
ID=3496656
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT66865A AT263814B (en) | 1965-01-27 | 1965-01-27 | Process for the production of a new poly-γ-propylsulfonic acid ether of inulin |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT263814B (en) |
-
1965
- 1965-01-27 AT AT66865A patent/AT263814B/en active
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE214376C (en) | ||
| DE1617463A1 (en) | Process for the manufacture of injectable colloidal iron preparations | |
| DE621915C (en) | Process for the preparation of C-alkyl and C-aralkylcyclohexanedione (1, 3) | |
| AT117475B (en) | Process for the preparation of substitution products of ß-iodopyridine. | |
| DE845944C (en) | Process for the production of stable double salts of acetylsalicylic acid salts | |
| DE848826C (en) | Process for the preparation of 4-d-ribitylamino-o-xylene | |
| AT157720B (en) | Process for the production of glucosides. | |
| DE904895C (en) | Process for the preparation of salts of sulfonamides | |
| DE397813C (en) | Process for the preparation of p-dialkylaminoarylphosphinic acids | |
| DE730728C (en) | Process for the preparation of an acid of dimethanesulfonic acid imide | |
| AT233010B (en) | Process for the preparation of new benzo-dihydro-1, 2, 4-thiadiazine-1, 1-dioxyden | |
| DE883156C (en) | Process for the preparation of 2-amino-4-sulfamido-phenylarsinic acid | |
| DE641639C (en) | Process for the preparation of 1-ascorbic acid | |
| AT126160B (en) | Process for the preparation of aminoketo alcohols. | |
| US2984689A (en) | Method of manufacturing | |
| DE2238260C3 (en) | Phosphoric acid monoester of 5- (2-dimethylaminoethoxy) -carvacrol, process for its preparation and pharmaceuticals containing it | |
| DE713079C (en) | Process for the preparation of clusters of 4-aminobenzenesulfonamides | |
| CH339925A (en) | Process for the preparation of new acyl-aminomethylphosphonic acids | |
| DE1019317B (en) | Process for the preparation of schistosomicidally active tertiary amines | |
| DE1966821A1 (en) | ACYLHYDRASIDE AND ITS ACID ADDITION SALT | |
| DE2021872A1 (en) | Chelidonic and chelidamic acid - from diethyl xanthochelidonate - by thermal decomposition and autoclaving with ammonia | |
| CH236162A (en) | Process for the preparation of 2-methyl-3-carbäthoxyamino-4-phenoxymethyl-5-cyano-6-chloropyridine. | |
| CH178944A (en) | Process for the preparation of 2-oxydiphenyl ether-5-carboxylic acid. | |
| CH218521A (en) | Process for the preparation of a diphenyl sulfone derivative. | |
| CH268690A (en) | Process for the preparation of adermin (vitamin B6). |