DE881568C - Process for the preparation of metal pectin compounds for therapeutic use - Google Patents
Process for the preparation of metal pectin compounds for therapeutic useInfo
- Publication number
- DE881568C DE881568C DEA13104A DEA0013104A DE881568C DE 881568 C DE881568 C DE 881568C DE A13104 A DEA13104 A DE A13104A DE A0013104 A DEA0013104 A DE A0013104A DE 881568 C DE881568 C DE 881568C
- Authority
- DE
- Germany
- Prior art keywords
- pectin
- process according
- alkali
- aluminum
- reaction
- 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
- 229920001277 pectin Polymers 0.000 title claims description 31
- 239000001814 pectin Substances 0.000 title claims description 31
- 235000010987 pectin Nutrition 0.000 title claims description 31
- 238000000034 method Methods 0.000 title claims description 9
- 150000001875 compounds Chemical class 0.000 title claims description 8
- 230000001225 therapeutic effect Effects 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 8
- 229910052751 metal Inorganic materials 0.000 title description 6
- 239000002184 metal Substances 0.000 title description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 12
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 11
- -1 aluminum compound Chemical class 0.000 claims description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 9
- 150000004645 aluminates Chemical class 0.000 claims description 8
- 239000003513 alkali Substances 0.000 claims description 7
- 238000006243 chemical reaction Methods 0.000 claims description 7
- 235000019441 ethanol Nutrition 0.000 claims description 7
- 229910052782 aluminium Inorganic materials 0.000 claims description 5
- PYMYPHUHKUWMLA-UHFFFAOYSA-N 2,3,4,5-tetrahydroxypentanal Chemical compound OCC(O)C(O)C(O)C=O PYMYPHUHKUWMLA-UHFFFAOYSA-N 0.000 claims description 3
- 235000016068 Berberis vulgaris Nutrition 0.000 claims description 3
- 241000335053 Beta vulgaris Species 0.000 claims description 3
- 230000002378 acidificating effect Effects 0.000 claims description 3
- AZDRQVAHHNSJOQ-UHFFFAOYSA-N alumane Chemical class [AlH3] AZDRQVAHHNSJOQ-UHFFFAOYSA-N 0.000 claims description 3
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 claims description 3
- 239000009194 citrus pectin Substances 0.000 claims description 3
- 229940040387 citrus pectin Drugs 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 229910001854 alkali hydroxide Inorganic materials 0.000 claims 1
- 229910052783 alkali metal Inorganic materials 0.000 claims 1
- 150000008044 alkali metal hydroxides Chemical class 0.000 claims 1
- 150000001340 alkali metals Chemical class 0.000 claims 1
- 239000012736 aqueous medium Substances 0.000 claims 1
- 239000007795 chemical reaction product Substances 0.000 claims 1
- 239000002609 medium Substances 0.000 claims 1
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 29
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 15
- 239000000047 product Substances 0.000 description 11
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 10
- 235000011121 sodium hydroxide Nutrition 0.000 description 10
- 239000000203 mixture Substances 0.000 description 9
- 239000007858 starting material Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 239000003814 drug Substances 0.000 description 4
- 239000002904 solvent Substances 0.000 description 4
- DIZPMCHEQGEION-UHFFFAOYSA-H aluminium sulfate (anhydrous) Chemical compound [Al+3].[Al+3].[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O.[O-]S([O-])(=O)=O DIZPMCHEQGEION-UHFFFAOYSA-H 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 230000000887 hydrating effect Effects 0.000 description 3
- XAEFZNCEHLXOMS-UHFFFAOYSA-M potassium benzoate Chemical compound [K+].[O-]C(=O)C1=CC=CC=C1 XAEFZNCEHLXOMS-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 2
- 229920002230 Pectic acid Polymers 0.000 description 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 description 2
- DZBUGLKDJFMEHC-UHFFFAOYSA-N acridine Chemical compound C1=CC=CC2=CC3=CC=CC=C3N=C21 DZBUGLKDJFMEHC-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 210000001035 gastrointestinal tract Anatomy 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000011541 reaction mixture Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- QXQAPNSHUJORMC-UHFFFAOYSA-N 1-chloro-4-propylbenzene Chemical compound CCCC1=CC=C(Cl)C=C1 QXQAPNSHUJORMC-UHFFFAOYSA-N 0.000 description 1
- IMPPGHMHELILKG-UHFFFAOYSA-N 4-ethoxyaniline Chemical compound CCOC1=CC=C(N)C=C1 IMPPGHMHELILKG-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- MBYXEBXZARTUSS-QLWBXOBMSA-N Emetamine Natural products O(C)c1c(OC)cc2c(c(C[C@@H]3[C@H](CC)CN4[C@H](c5c(cc(OC)c(OC)c5)CC4)C3)ncc2)c1 MBYXEBXZARTUSS-QLWBXOBMSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 241001676573 Minium Species 0.000 description 1
- 229920000715 Mucilage Polymers 0.000 description 1
- NIPNSKYNPDTRPC-UHFFFAOYSA-N N-[2-oxo-2-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethyl]-2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidine-5-carboxamide Chemical compound O=C(CNC(=O)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F)N1CC2=C(CC1)NN=N2 NIPNSKYNPDTRPC-UHFFFAOYSA-N 0.000 description 1
- 229930182555 Penicillin Natural products 0.000 description 1
- JGSARLDLIJGVTE-MBNYWOFBSA-N Penicillin G Chemical compound N([C@H]1[C@H]2SC([C@@H](N2C1=O)C(O)=O)(C)C)C(=O)CC1=CC=CC=C1 JGSARLDLIJGVTE-MBNYWOFBSA-N 0.000 description 1
- OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- AUVVAXYIELKVAI-UHFFFAOYSA-N SJ000285215 Natural products N1CCC2=CC(OC)=C(OC)C=C2C1CC1CC2C3=CC(OC)=C(OC)C=C3CCN2CC1CC AUVVAXYIELKVAI-UHFFFAOYSA-N 0.000 description 1
- VEUACKUBDLVUAC-UHFFFAOYSA-N [Na].[Ca] Chemical compound [Na].[Ca] VEUACKUBDLVUAC-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000009825 accumulation Methods 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 230000000996 additive effect Effects 0.000 description 1
- 239000000853 adhesive Substances 0.000 description 1
- 239000003463 adsorbent Substances 0.000 description 1
- 230000000274 adsorptive effect Effects 0.000 description 1
- 229930013930 alkaloid Natural products 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 239000002269 analeptic agent Substances 0.000 description 1
- 230000003555 analeptic effect Effects 0.000 description 1
- 229940035676 analgesics Drugs 0.000 description 1
- 239000000730 antalgic agent Substances 0.000 description 1
- 230000000507 anthelmentic effect Effects 0.000 description 1
- 229940124339 anthelmintic agent Drugs 0.000 description 1
- 239000000921 anthelmintic agent Substances 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000001754 anti-pyretic effect Effects 0.000 description 1
- 229940088710 antibiotic agent Drugs 0.000 description 1
- 229910052787 antimony Inorganic materials 0.000 description 1
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 1
- 239000002246 antineoplastic agent Substances 0.000 description 1
- 239000002221 antipyretic Substances 0.000 description 1
- 229940125716 antipyretic agent Drugs 0.000 description 1
- 229940027998 antiseptic and disinfectant acridine derivative Drugs 0.000 description 1
- 229940027991 antiseptic and disinfectant quinoline derivative Drugs 0.000 description 1
- 229940124575 antispasmodic agent Drugs 0.000 description 1
- 229910052785 arsenic Inorganic materials 0.000 description 1
- RQNWIZPPADIBDY-UHFFFAOYSA-N arsenic atom Chemical compound [As] RQNWIZPPADIBDY-UHFFFAOYSA-N 0.000 description 1
- 150000007656 barbituric acids Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 1
- 239000002775 capsule Substances 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000812 cholinergic antagonist Substances 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 229940127089 cytotoxic agent Drugs 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- SWXVUIWOUIDPGS-UHFFFAOYSA-N diacetone alcohol Natural products CC(=O)CC(C)(C)O SWXVUIWOUIDPGS-UHFFFAOYSA-N 0.000 description 1
- 239000002934 diuretic Substances 0.000 description 1
- 229940030606 diuretics Drugs 0.000 description 1
- 239000008298 dragée Substances 0.000 description 1
- AUVVAXYIELKVAI-CKBKHPSWSA-N emetine Chemical compound N1CCC2=CC(OC)=C(OC)C=C2[C@H]1C[C@H]1C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C[C@@H]1CC AUVVAXYIELKVAI-CKBKHPSWSA-N 0.000 description 1
- 229960002694 emetine Drugs 0.000 description 1
- AUVVAXYIELKVAI-UWBTVBNJSA-N emetine Natural products N1CCC2=CC(OC)=C(OC)C=C2[C@H]1C[C@H]1C[C@H]2C3=CC(OC)=C(OC)C=C3CCN2C[C@H]1CC AUVVAXYIELKVAI-UWBTVBNJSA-N 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 210000004211 gastric acid Anatomy 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000003326 hypnotic agent Substances 0.000 description 1
- 230000000147 hypnotic effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 239000013067 intermediate product Substances 0.000 description 1
- 229940079905 intestinal adsorbents bismuth preparations Drugs 0.000 description 1
- 229910052742 iron Inorganic materials 0.000 description 1
- 239000008141 laxative Substances 0.000 description 1
- 229940125722 laxative agent Drugs 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 239000004570 mortar (masonry) Substances 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- LCLHHZYHLXDRQG-ZNKJPWOQSA-N pectic acid Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)O[C@H](C(O)=O)[C@@H]1OC1[C@H](O)[C@@H](O)[C@@H](OC2[C@@H]([C@@H](O)[C@@H](O)[C@H](O2)C(O)=O)O)[C@@H](C(O)=O)O1 LCLHHZYHLXDRQG-ZNKJPWOQSA-N 0.000 description 1
- 229940049954 penicillin Drugs 0.000 description 1
- 150000007965 phenolic acids Chemical class 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000006187 pill Substances 0.000 description 1
- 239000010318 polygalacturonic acid Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- JEXVQSWXXUJEMA-UHFFFAOYSA-N pyrazol-3-one Chemical compound O=C1C=CN=N1 JEXVQSWXXUJEMA-UHFFFAOYSA-N 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 229940125723 sedative agent Drugs 0.000 description 1
- 239000000932 sedative agent Substances 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 210000002784 stomach Anatomy 0.000 description 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical class NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 235000012431 wafers Nutrition 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F5/00—Compounds containing elements of Groups 3 or 13 of the Periodic Table
- C07F5/06—Aluminium compounds
- C07F5/069—Aluminium compounds without C-aluminium linkages
-
- 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
- C08B37/0045—Homoglycans, i.e. polysaccharides having a main chain consisting of one single sugar, e.g. colominic acid alpha-D-Galacturonans, e.g. methyl ester of (alpha-1,4)-linked D-galacturonic acid units, i.e. pectin, or hydrolysis product of methyl ester of alpha-1,4-linked D-galacturonic acid units, i.e. pectinic acid; Derivatives thereof
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Materials Engineering (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Polymers & Plastics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
Verfahren zur Herstellung von Metallpektinverbindungen zur therapeutischen Verwendung Die Erfindung bezieht sich auf ein Verfahren zur Herstellung von neuen Metallpektinverbindungen.Process for the preparation of metal pectin compounds for therapeutic use The invention relates to a method for producing new Metal pectin compounds.
Bisher sind gemischte Metallpektinverbindungen in den amerikanischen Patenten 2 418 865 und 2418 866 von F. B r y a n t beschrieben worden. Es handelt sich hierbei um unlösliche Natrium-Calciumpektinate, die gegenüber den löslichen Pektinstoffen für die orale Verabreichung von Vorteil sind. So far, mixed metal pectin compounds are in the American Patents 2,418,865 and 2,418,866 to F. B r y a n t. It deals These are insoluble sodium calcium pectinates, compared to the soluble ones Pectins for oral administration are beneficial.
Die Verbindungen, welche gemäR vorliegender Erfindung erhalten werden können, sind keine Pektinate, sondern. vielmehr Metallpektinaluminate, die sich in ihrem chemischen Verhalten von den bereits bekannten Pektinaten wesentlich unterscheiden. The compounds which are obtained according to the present invention are not pectinates, but. rather, metal pectin aluminates, which are differ significantly in their chemical behavior from the already known pectinates.
Sämtliche in den genannten amerikanischen Patenten erwähnten Pektinate weisen die folgende Grundstruktur auf: während den erfindungsgemäßen Verbindungen die folgende Grundstruktur zu eigen sein dürfte: Die erfindungsgemäßen Metallpektinaluminate werden dadurch erhalten, daß ein Pektin, z. B.All pectinates mentioned in the American patents mentioned have the following basic structure: while the compounds according to the invention should have the following basic structure: The metal pectin aluminates according to the invention are obtained in that a pectin, e.g. B.
Citruspektin, Rübenpektin u. dgl., mit einem Alkali und einer Aluminiumverbindung umgesetzt wird, wobei man als Alkali vorzugsweise NaOH oder KOH und als Aluminiumverbindung vorteilhafterweise Aluminiumchlorid, Aluminiumsulfat, Aluminiumhydroxyd verwenden wird. Ferner kann man in wäßriger Lösung oder aber in Gegenwart eines organischen Lösungsmittels, wie z. B. Äthylalkohol, Isopropylalkohol, Aceton usw., arbeiten.Citrus pectin, beet pectin and the like with an alkali and an aluminum compound is reacted, the alkali preferably being NaOH or KOH and the aluminum compound advantageously use aluminum chloride, aluminum sulfate, aluminum hydroxide will. Furthermore, you can in aqueous solution or in the presence of an organic Solvent, such as. B. ethyl alcohol, isopropyl alcohol, acetone, etc., work.
Ferner soll die Umsetzung in schwach saurem, neutralem oder schwach alkalischem Medium stattfinden.Furthermore, the reaction should be in weakly acidic, neutral or weakly take place in an alkaline medium.
Einige vorteilhafte Ausführungsformen seien in nachfolgenden beschrieben: , a) Pektini (z. B. Citruspektin, Apfelpektin, Rübenpektin) wird mit wäßrigem Alkali, z. B. NaOH, KOH, im Überschuß verseift und hierauf die berechnete Menge oder ein Überschuß eines Aluminiumsalzes, z. B. festes oder in Wasser gelöstes Aluminiumchlorid, Aluminiumsulfat, zugesetzt. Some advantageous embodiments are described in the following: , a) Pectini (e.g. citrus pectin, apple pectin, beet pectin) is mixed with aqueous alkali, z. B. NaOH, KOH, saponified in excess and then the calculated amount or a Excess of an aluminum salt, e.g. B. solid aluminum chloride or aluminum chloride dissolved in water, Aluminum sulfate, added.
Man wird die Menge Alkali zweckmäßig derart wählen, daß das pH der Endmischung etwa 7 bis 8 beträgt. b) Man kann in der gleichen Weise vorgehens wie unter a) beschrieben wurde, wobei man, statt in wäßriger Lösung, in einem das Pektin nicht wesentlich hydratisierenden Lösungsmittel, z. B.You will choose the amount of alkali expediently such that the pH of the Final mix is about 7 to 8. b) You can proceed in the same way as under a) was described, where, instead of in aqueous solution, the pectin non-substantially hydrating solvent, e.g. B.
Äthylalkohol, Isopropylalkohol oder Aceton, arbeitet. Je nach Reaktionsdauer und der chemischen Zusammensetzung des Ausgangsmaterials gelangt man auf diese Weise ebenfalls zu einem in bezug auf das Ausgangsmaterial mindestens teilweise entmethylierten Produkt. c) Man kann den Verlauf der Umsetzung auch derart lenken, daß zuerst ein Aluminat als Zwischenprodukt anfällt und dieses dann mit dem Pektin zur Umsetzung gebrachtwird, wobei sowohl in wäßriger Lösung als auch in einem das Pektin nicht wesentlich hydratisierenden Lösungsmittel gearbeitet werden kann. d) Schließlich kann man auch Pektin mit einem wasserlöslichen Aluminiumsalz, z. B. Aluminiumsulfat oder -chlorid, zerreiben und dieses Gemisch mit der berechneten Menge. Natronlauge verrühren, wobei man als Lösungsmittel Wasser, eine Alkohol-Wasser-Mischung oder Alkohol verwenden kann.Ethyl alcohol, isopropyl alcohol, or acetone will work. Depending on the reaction time and the chemical composition of the starting material is obtained in this way likewise to one which is at least partially demethylated with respect to the starting material Product. c) You can direct the course of the implementation so that first one Aluminate is obtained as an intermediate product and this is then reacted with the pectin is brought, both in aqueous solution and in one of the pectin not substantially hydrating solvent can be worked. d) Finally you can also use pectin with a water-soluble aluminum salt, e.g. B. aluminum sulfate or chloride, grind and add this mixture to the calculated amount. Caustic soda Stir, using water, an alcohol-water mixture or as the solvent Can use alcohol.
Die folgenden Beispiele mögen näher erläutern, wie die Pektinaluminate dieser Erfindung erhalten werden können. The following examples explain how the pectin aluminates of this invention can be obtained.
Beispiel I 1000 g Apfelpektin wenden mit einer Lösung von 500 g Natriumhydroxyd in 4000 g Wasser während etwa 1 Stunde bei Zimmertemperatur behandelt. Example I Turn 1000 g of apple pectin with a solution of 500 g of sodium hydroxide treated in 4000 g of water for about 1 hour at room temperature.
Hierauf werden 750 g kristallisiertes Aluminiumchlorid in das Reaktionsgemisch eingerührt und das gebildete Produkt abfiltriert oder abzentrifugiert, gründlich mit Wasser gewaschen, getrocknet und gemahlen. Man erhält auf diese Weise ein graues, sehr feines Pulver, welches weitgehend bis vollständig entmethyliert sein dürfte. Es ist darauf zu achten, daß das Endreaktionsgemisch weder ausgesprochen sauer noch alkalisch reagiert, da sonst Produkte mit niedrigem Alu, minium, gehalt entstehen, die keine Aluminate mehr darstellen.Then 750 g of crystallized aluminum chloride are added to the reaction mixture stirred in and the product formed filtered off or centrifuged off, thoroughly washed with water, dried and ground. In this way you get a gray, very fine powder, which should be largely to completely demethylated. Care must be taken that the final reaction mixture is neither extremely acidic nor reacts alkaline, otherwise products with a low aluminum, minium, content are created, which are no longer aluminates.
Die Reaktion kann auch in einem das Pektin nicht wesentlich hydratisierenden Lösungsmittel, z. B. wäßrigem Äthylalkohol, Aceton oder Isopropylalkohol, vorgenommen werden. Man erhält auf diese Weise je nach Reaktionsdauer und verwendetem Ausgangsmaterial mindestens teilweise bis vollständig entmethylierte Präparate. The reaction can also in a not significantly hydrating the pectin Solvents, e.g. B. aqueous ethyl alcohol, acetone or isopropyl alcohol, made will. This is obtained depending on the duration of the reaction and the starting material used at least partially to completely demethylated preparations.
An Stelle von 500 g NaOH kann man mit gleichem Erfolg 700 g Kaliumhydroxyd verwenden, wobei man das entsprechende Kaliumsalz erhält. Instead of 500 g of NaOH, 700 g of potassium hydroxide can be used with the same success use, obtaining the corresponding potassium salt.
Beispiel 2 10 Teile Apfelpektin werden mit einer Lösung aus 3 Teilen Natriumhydroxyd, 5,8 Teilen Aluminiumhydroxyd, 30 Teilen Wasser und 70 Teilen Alkohol während 10 Minuten behandelt und das entstandene Produkt abfiltriert, gut gewaschen, hierauf getrocknet und pulverisiert. Man erhält auf diese Weise teilweise methylierte Präparate. Example 2 10 parts of apple pectin are mixed with a solution of 3 parts Sodium hydroxide, 5.8 parts of aluminum hydroxide, 30 parts of water and 70 parts of alcohol treated for 10 minutes and the resulting product filtered off, washed well, then dried and pulverized. In this way, partially methylated ones are obtained Preparations.
Geht man in diesem Beispiel von Pektinsäure anstatt von Apfelpektin aus, so erhält man vollständig entmethylierte Präparate.If you use pectic acid instead of apple pectin in this example completely demethylated preparations are obtained.
An Stelle von 3 Teilen NaOH kann man auch 4,2 Teile Kaliumhydroxyd verwenden, wobei man das entsprechende Kaliumsalz erhält. Instead of 3 parts of NaOH, 4.2 parts of potassium hydroxide can also be used use, obtaining the corresponding potassium salt.
Beispiel l 3 100 Teile Pektin werden mit 25 Teilen kristallisiertem Aluminiumchlorid im Mörser verrieben und diese Mischung mit 15 Teilen Natriumhydroxyd (etwa als n/1-Lauge) verrührt. Man filtriert ab, wäscht mit Wasser oder Alkohol bzw. einem Wasser-Alko'hol-Gemisch chlorionenfrei, trocknet undi pulverisiert An Stelle von 15 Teilen NaOH kann man 21 Teile Kaliumhydroxyd verwenden, wobei das entsprechende Kaliumsalz anfällt. Example 1 3 100 parts of pectin are crystallized with 25 parts Aluminum chloride rubbed in a mortar and this mixture with 15 parts of sodium hydroxide (about as n / 1 lye) stirred. It is filtered off and washed with water or alcohol or a water-alcohol mixture free of chlorine ions, dries and pulverized Instead of 15 parts of NaOH, 21 parts of potassium hydroxide can be used corresponding potassium salt is obtained.
Die im Handel befindlichen Pektine, die gemäß der Erfindung als Ausgangsmaterialien verwendet werden, schwanken in ihrer chemischen Zusammensetzung, weshalb die Zusammensetzung der beim Arbeiten gemäß diesen Beispielen erhältlichen Produkte ebenfalls je nach Wahl des Ausgangsmaterials und der Reaktionsdauer bziw. Reaktionsbedingungen variiert. The commercially available pectins, according to the invention as starting materials are used vary in their chemical composition, which is why the composition the products obtainable when working according to these examples also depending on Choice of the starting material and the reaction time or. Reaction conditions varied.
Die erfindungsgemäßen Produkte sind in Wasser unlöslich und daher zur oralen Anwendung bedeutend besser geeignet als die bisher beukanntgewordenen, schleimig und klebrig löslichen Pektine, Pektinate und Pektate. Durch Einwirkung von Salzsäure, z. B. im Magen, wird Pektin aus den erfindungsgemäßen Produkten unter Entfaltung seiner bekannten wertvollen therapeutischen Eigenschaften in Freiheit gesetzt. Die neuen Produkte jbesitzen eine beträchtliche Adsorptionskraft und eine starke Pufferwirkung. The products according to the invention are insoluble in water and therefore significantly more suitable for oral use than those previously known, slimy and sticky soluble pectins, pectinates and pectates. By exposure of hydrochloric acid, e.g. B. in the stomach, pectin from the products according to the invention is under Development of its known valuable therapeutic properties in freedom set. The new products have considerable adsorptive power and strong buffer effect.
Die gemäß den obigen Beispielen I bis 3 anfallenden Natrium- bzw. Kaliumpektinaluminate können als solche als Adsorbens verwendet werden. The sodium resp. Potassium pectin aluminates can be used as such as an adsorbent.
Angesichts, der hervorragenden Pufferwirkung der neuen erfindungsgeäßen Produkte eignen sie sich auch als Zusatz zu anderen, vorwiegend oral einzunehmenden. Medikamenten. So kann man die erfindungsgemäßen Produkte und gewünschtenfalls auch Mischungen der erfindungsgemäßen Verbindungen beispielsweise den folgenden Arzneimitteln zusetzen: a) Präparaten, die mitunter bei peroraler Applikation schlecht verträglich sind, z. B. Eisen-, Ouecksilber-, Phosphor-, Arsen-, Antimon- und Wismuthpräparate, Phenol-, Benzoesäure-, Salicylsäure- und Barbitursäurederivate, Pyrazolon-, Chinolin-, Phenetidin- und Sulfanilamidverbindungen, Alkaloide, Teerpräparate ; b) Medikamenten, bei denen eine Anreicherung im Magen-Darm-Trakt bzw. eine Resorptionshemmung erwünscht ist, also vorzugsweise Desinfektionsmittel und Chemotherapeutica, z. B.Given the excellent buffer effect of the new erfindungsgeäß They are also suitable as an additive to other products, which are mainly to be taken orally. Medication. So you can the products according to the invention and, if desired, also Mixtures of the compounds according to the invention, for example the following medicaments add: a) Preparations that are sometimes poorly tolerated when administered orally are e.g. B. iron, mercury, phosphorus, arsenic, antimony and bismuth preparations, Phenolic, benzoic, salicylic and barbituric acid derivatives, pyrazolone, quinoline, Phenetidine and sulfanilamide compounds, alkaloids, tar preparations; b) medication, in which an accumulation in the gastrointestinal tract or an absorption inhibition is desired is, so preferably disinfectants and chemotherapeutic agents, e.g. B.
Akridin- und Chinolinderivate, Emetin, Sulfanilamide, Wurmmittel; c) Antibiotica, die biei peroraler Applikation durch die Magensalzsäure zerstört werden, z. B.Acridine and quinoline derivatives, emetine, sulfanilamides, anthelmintics; c) Antibiotics that are destroyed by gastric hydrochloric acid during oral administration be e.g. B.
Penicillin; d) auf den Magen-Darm-Trakt wirkenden Medikamenten, wie Adsonbeuüa, Antacida, Adstringentia, Antidiarrhoica, Schleimstoffe, sekretionshemmende und spasmolytisch wirkende Mittel, Bitterstoffe, ätherische Öle, Abführmittel; e) oral zu verabreichenden Analgetica, Antipyretica, Ahästhetica, Hypnotica, Sedativa, Exzitantia, Analeptica, Diuretica, Herzmitteln, Roboratia, Nährpräparaten und Expektorantia.Penicillin; d) drugs acting on the gastrointestinal tract, such as Adsonbeuüa, Antacida, Astringentia, Antidiarrhoica, Mucilages, anti-secretions and antispasmodic agents, bitter substances, essential oils, laxatives; e) Orally administered analgesics, antipyretics, aesthetics, hypnotics, sedatives, Excitants, Analeptics, Diuretics, Heart Remedies, Roboratia, Nutritional Preparations and Expektorantia.
Ferner lassen sich die erfindungsgemäßen Produkte allein oder gewünschtenfalls kombiniert mit anderen Substanzen in Pulverform, in Form von Granulaten, Pillen, Tabletten, Dragées, Suypensionen, Emulsionen, Pastillen, Oblaten, Kapseln, Bonbons usw. verwenden. Furthermore, the products of the invention can be used alone or if desired combined with other substances in powder form, in the form of granules, pills, Tablets, dragees, pensions, emulsions, lozenges, wafers, capsules, sweets etc. use.
Claims (7)
Publications (1)
Publication Number | Publication Date |
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DE881568C true DE881568C (en) | 1953-07-02 |
Family
ID=583008
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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DEA13104A Expired DE881568C (en) | 1951-03-25 | Process for the preparation of metal pectin compounds for therapeutic use |
Country Status (1)
Country | Link |
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DE (1) | DE881568C (en) |
-
1951
- 1951-03-25 DE DEA13104A patent/DE881568C/en not_active Expired
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