DE1617463A1 - Process for the manufacture of injectable colloidal iron preparations - Google Patents
Process for the manufacture of injectable colloidal iron preparationsInfo
- Publication number
- DE1617463A1 DE1617463A1 DE19661617463 DE1617463A DE1617463A1 DE 1617463 A1 DE1617463 A1 DE 1617463A1 DE 19661617463 DE19661617463 DE 19661617463 DE 1617463 A DE1617463 A DE 1617463A DE 1617463 A1 DE1617463 A1 DE 1617463A1
- Authority
- DE
- Germany
- Prior art keywords
- manufacture
- iron
- heated
- colloidal iron
- iron preparations
- 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
- 229940082629 iron antianemic preparations Drugs 0.000 title claims description 4
- 238000000034 method Methods 0.000 title claims description 4
- 238000004519 manufacturing process Methods 0.000 title description 3
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims description 14
- 150000004676 glycans Chemical class 0.000 claims description 6
- 229920001282 polysaccharide Polymers 0.000 claims description 6
- 239000005017 polysaccharide Substances 0.000 claims description 6
- 150000003839 salts Chemical class 0.000 claims description 4
- 230000007935 neutral effect Effects 0.000 claims description 2
- 238000002360 preparation method Methods 0.000 claims description 2
- 230000002378 acidificating effect Effects 0.000 claims 1
- 229940078042 polysaccharide iron complex Drugs 0.000 claims 1
- 239000011541 reaction mixture Substances 0.000 claims 1
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
- 229910052742 iron Inorganic materials 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 229920002472 Starch Polymers 0.000 description 4
- 235000002639 sodium chloride Nutrition 0.000 description 4
- 239000008107 starch Substances 0.000 description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 230000015556 catabolic process Effects 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000009835 boiling Methods 0.000 description 2
- 238000006731 degradation reaction Methods 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- KNIUHBNRWZGIQQ-UHFFFAOYSA-N 7-diethoxyphosphinothioyloxy-4-methylchromen-2-one Chemical compound CC1=CC(=O)OC2=CC(OP(=S)(OCC)OCC)=CC=C21 KNIUHBNRWZGIQQ-UHFFFAOYSA-N 0.000 description 1
- 229910021578 Iron(III) chloride Inorganic materials 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 239000008351 acetate buffer Substances 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003929 acidic solution Substances 0.000 description 1
- 239000012670 alkaline solution Substances 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 150000001261 hydroxy acids Chemical class 0.000 description 1
- 229940102223 injectable solution Drugs 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 210000000936 intestine Anatomy 0.000 description 1
- 150000004698 iron complex Chemical class 0.000 description 1
- RBTARNINKXHZNM-UHFFFAOYSA-K iron trichloride Chemical compound Cl[Fe](Cl)Cl RBTARNINKXHZNM-UHFFFAOYSA-K 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000001226 reprecipitation Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 238000004659 sterilization and disinfection Methods 0.000 description 1
- 238000002560 therapeutic procedure Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08B—POLYSACCHARIDES; DERIVATIVES THEREOF
- C08B31/00—Preparation of derivatives of starch
-
- 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
- A61K31/28—Compounds containing heavy metals
- A61K31/295—Iron group metal compounds
-
- 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
- A61K31/70—Carbohydrates; Sugars; Derivatives thereof
- A61K31/715—Polysaccharides, i.e. having more than five saccharide radicals attached to each other by glycosidic linkages; Derivatives thereof, e.g. ethers, esters
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K33/00—Medicinal preparations containing inorganic active ingredients
- A61K33/24—Heavy metals; Compounds thereof
- A61K33/26—Iron; Compounds thereof
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Engineering & Computer Science (AREA)
- Molecular Biology (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Inorganic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
Description
FARBENFABRIKEN BAYER AGFARBENFABRIKEN BAYER AG
P 16 17 463-3 p«tent-Ab«iiung si/Sc P 16 17 463-3 p «tent-Ab« iiung si / Sc
Verfahren zur Herstellung von injizierbaren kolloidalen Eisenzubereitungen Process for the manufacture of injectable colloidal iron preparations
Es ist bekannt, daß man zur Herstellung injizierbarer kolloidaler Ei3enzubereitungen Polysaccharide in alkalischer Lösung in Gegenwart von Wasserstoffperoxid mit Ferrisalzen erhitzt und den dabei entstehenden Polysaceharid-Eisen-Komplex, gegebenenfalls durch Zusatz von Chelat-bildenden Hydroxysäuren "bzw. deren Salzen,in wäßrige Lösung bringt.It is known that one can produce injectable colloidal egg preparations with polysaccharides in alkaline solution in the presence of hydrogen peroxide Ferric salts are heated and the resulting polysacharide-iron complex, optionally by adding chelate-forming hydroxy acids "or their salts, in brings aqueous solution.
Bs wurde nun gefunden, daß ein Abbau der Polysaccharide mit Wasserstoffperoxid auch in neutraler oder schwach saurer Lösung stattfindet, und daß dabei solche Polymerhomologen entstehen, die sich zur Herstellung von kolloidalen Eisenzubereitungen eignen.It has now been found that a degradation of the polysaccharides with hydrogen peroxide also takes place in neutral or weakly acidic solution, and that such polymer homologs which are suitable for the production of colloidal iron preparations.
Zweckmäßig geht man dabei so vor, daß man eine wäßrige Lösung des Polysaccharids mit Wasserstoffperoxid versetzt und so lange zum Sieden erhitzt, bis der Abbau den gewünschten Grad erreicht hat. Die Lösung wird während das AbbausIt is expedient to proceed in such a way that an aqueous solution of the polysaccharide is mixed with hydrogen peroxide and heated to the boil until the degradation has reached the desired level. The solution becomes during the breakdown
im allgemeinen schach sauer. Bei extrem säureempfindlichen Polysacchariden»wie z.B. Laevan,ist es daher zweckmäßig, die Lösungen vor dem Abbau zu puffern.generally angry at chess. For extremely acid-sensitive Polysaccharides »such as Laevan, it is therefore advisable to to buffer the solutions before dismantling.
Die abgebauten Polysaccharide werden, wie im Hauptpatent beschrieben, bei einem pH-Wert, der höher als 8 sein soll, mit Ferrisalzen umgesetzt. Zum Einstellen des pH-Wertes auf über'8 eignen sich anorganische Basenfwie z.B. Natronlauge oder Kalilauge, oder organische Basent wie z.B. Triethylamin. Die Erzeugnisse des erfindungsgemäßen Verfahrens eignen sich für die Therapie mit dreiwertigem Eisen, vor allem in der Veterinärmedizin.As described in the main patent, the degraded polysaccharides are reacted with ferric salts at a pH value that should be higher than 8. Inorganic bases f, such as sodium hydroxide solution or potassium hydroxide solution, or organic bases t such as triethylamine, for example, are suitable for setting the pH value above 8. The products of the method according to the invention are suitable for therapy with trivalent iron, especially in veterinary medicine.
16,2 g wasserlösliche Stärke werden in 400 ml Wasser gelöst und mit 2,5 ml 30-^igem Wasserstoffperoxid versetzt. Darm wird 7 Stunden zum Sieden erhitzt, mit 40 ml Triäthylamin versetst und tropfenweise 70 ml einer 30-$igen Eisenchloridlösung zugegeben. Der Ansatz wird eine Stunde bei ca. 8O0C weitergerührt, durch Zentrifugieren geklärt und mit Methanol gefällt. Nach einmaligem Umfallen aus Methanol erhält man einen Eisen-Stärke-Komplex. Ausbeute 12,8 g; Eisengehalt: 24,8 <fi. 16.2 g of water-soluble starch are dissolved in 400 ml of water and treated with 2.5 ml of 30% hydrogen peroxide. The intestine is heated to the boil for 7 hours, mixed with 40 ml of triethylamine and 70 ml of a 30% ferric chloride solution are added dropwise. The mixture is further stirred for one hour at about 8O 0 C, clarified by centrifugation, and precipitated with methanol. After a single reprecipitation from methanol, an iron-starch complex is obtained. Yield 12.8 g; Iron content: 24.8 <fi.
40 g des Eisen-Stärke-Komplexes werden in wenig Wasser in der Wärme gelöst und auf 100 ecm nach Einstellen des pH-Wertes auf 6,3 aufgefüllt. Dann wird mit Kochsalz isotonisch gemacht. Die Sterilisation erfolgt durch 1/2-stündiges Erhitzen auf 1050C, Man erhält οine injizierbare Lösung des Eisen-Komplexes mit einem Gehalt von 100 mg/ml Eisen.40 g of the iron-starch complex are dissolved in a little warm water and made up to 100 ecm after adjusting the pH to 6.3. Then it is made isotonic with table salt. Sterilization is carried out with 1/2-hour heating at 105 0 C, οine injectable solution of the iron complex is obtained with a content of 100 mg / ml of iron.
BAD ORfQfNALBAD ORfQfNAL
I AI A
16,2 g lösliche Stärke v/erden in 400 ml Wasser gelöst und
mit 10 ml 3Q-$igem Wasserstoffperoxid versetzt. Die Lösung
wird 2 1/2 Stunden zum Sieden erhitzt und entsprechend
Beispiel 1 aufgearbeitet.
Ausbeute: 14,0 gj Eisengehalt: 25,4 i<>. 16.2 g of soluble starch are dissolved in 400 ml of water and treated with 10 ml of 3Q hydrogen peroxide. The solution is heated to boiling for 2 1/2 hours and worked up as in Example 1.
Yield: 14.0 g / Iron content: 25.4% .
-16,2 g natives Laevan werden* in 400 ml m/15 Acetatpuffer vom pH 5,5 gelöst und mit 5,0 ecm 30-$igem Wasserstoffperoxid versetzt. Der Ansatz wird drei Stunden zum Sieden erhitzt und entsprechend Beispiel 1 aufgearbeitet. Ausbeute: 13t 2 g; Eisengehalt: 25,8 $.-16.2 g of native Laevan are * in 400 ml of m / 15 acetate buffer dissolved from pH 5.5 and with 5.0 ecm 30- $ hydrogen peroxide offset. The batch is heated to boiling for three hours and worked up as in Example 1. Yield: 13t 2 g; Iron content: $ 25.8.
Le A 10 130 " ■· . - 3 -L e A 1 0 130 "■ ·. - 3 -
109815/1814109815/1814
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEF0047736 | 1965-11-20 | ||
| DEF0049667 | 1966-07-11 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1617463A1 true DE1617463A1 (en) | 1971-04-08 |
Family
ID=25977057
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19661617463 Pending DE1617463A1 (en) | 1965-11-20 | 1966-07-11 | Process for the manufacture of injectable colloidal iron preparations |
Country Status (4)
| Country | Link |
|---|---|
| BE (1) | BE689779A (en) |
| DE (1) | DE1617463A1 (en) |
| GB (1) | GB1111929A (en) |
| NL (1) | NL6616205A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1190719A1 (en) * | 2000-08-17 | 2002-03-27 | B. Braun Melsungen Ag | Colloidal pharmacomodulation of injected pharmaceutical compositions |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| HU187167B (en) * | 1982-10-15 | 1985-11-28 | Richter Gedeon Vegyeszet | Process for producing pharmaceutical solution of new type polynuclear iron/iii/ mixed complex activity |
| NZ530193A (en) | 1999-08-31 | 2005-08-26 | Remedy Res Ltd | Metal-containing compositions, preparations and uses |
| RU2003121403A (en) * | 2000-12-07 | 2004-12-27 | АД "ЗДРАВЛЬЕ" Фармасеутско-кемийска индустри , Сентар за истразиванье и развой (YU) | POLYNUCLEAR COMPLEX FE (III) WITH PULULANAN OLIGOMERS, METHOD OF ITS PRODUCTION AND PHARMACEUTICAL PRODUCTS ON ITS BASIS |
| DE10249552A1 (en) | 2002-10-23 | 2004-05-13 | Vifor (International) Ag | Water-soluble iron-carbohydrate complexes, their preparation and medicaments containing them |
| EP1947120A1 (en) * | 2007-01-19 | 2008-07-23 | Vifor (International) Ag | Iron-carbohydrate complex compounds |
| CN109134683B (en) * | 2018-09-25 | 2021-01-15 | 武汉轻工大学 | Preparation method and application of pyracantha polysaccharide-iron complex |
| CN121135915A (en) * | 2025-11-18 | 2025-12-16 | 安琪酵母股份有限公司 | Preparation method of yeast polysaccharide iron complex |
-
1966
- 1966-07-11 DE DE19661617463 patent/DE1617463A1/en active Pending
- 1966-11-16 BE BE689779D patent/BE689779A/xx unknown
- 1966-11-17 NL NL6616205A patent/NL6616205A/xx unknown
- 1966-11-21 GB GB5194066A patent/GB1111929A/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1190719A1 (en) * | 2000-08-17 | 2002-03-27 | B. Braun Melsungen Ag | Colloidal pharmacomodulation of injected pharmaceutical compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| BE689779A (en) | 1967-05-16 |
| GB1111929A (en) | 1968-05-01 |
| NL6616205A (en) | 1967-05-22 |
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