DE215789C - - Google Patents
Info
- Publication number
- DE215789C DE215789C DENDAT215789D DE215789DA DE215789C DE 215789 C DE215789 C DE 215789C DE NDAT215789 D DENDAT215789 D DE NDAT215789D DE 215789D A DE215789D A DE 215789DA DE 215789 C DE215789 C DE 215789C
- Authority
- DE
- Germany
- Prior art keywords
- thiosinamine
- water
- sodium
- mol
- solutions
- 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.)
- Active
Links
- WBYWAXJHAXSJNI-VOTSOKGWSA-M .beta-Phenylacrylic acid Natural products [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 claims description 6
- 239000003513 alkali Substances 0.000 claims description 4
- JOYRKODLDBILNP-UHFFFAOYSA-N ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 4
- 239000000126 substance Substances 0.000 claims description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N Benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 claims description 3
- 230000002378 acidificating Effects 0.000 claims description 3
- 229930016911 cinnamic acid Natural products 0.000 claims description 3
- 235000013985 cinnamic acid Nutrition 0.000 claims description 3
- 238000002360 preparation method Methods 0.000 claims description 3
- 229910052708 sodium Inorganic materials 0.000 claims description 3
- 239000011734 sodium Substances 0.000 claims description 3
- 239000002253 acid Substances 0.000 claims description 2
- 238000000034 method Methods 0.000 claims description 2
- KEAYESYHFKHZAL-UHFFFAOYSA-N sodium Chemical compound [Na] KEAYESYHFKHZAL-UHFFFAOYSA-N 0.000 claims description 2
- 239000005711 Benzoic acid Substances 0.000 claims 1
- 235000010233 benzoic acid Nutrition 0.000 claims 1
- 230000004048 modification Effects 0.000 claims 1
- 238000006011 modification reaction Methods 0.000 claims 1
- HTKFORQRBXIQHD-UHFFFAOYSA-N allylthiourea Chemical compound NC(=S)NCC=C HTKFORQRBXIQHD-UHFFFAOYSA-N 0.000 description 13
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 10
- 239000000243 solution Substances 0.000 description 7
- 235000010339 sodium tetraborate Nutrition 0.000 description 3
- ABBQHOQBGMUPJH-UHFFFAOYSA-N sodium;2-hydroxybenzoic acid Chemical compound [Na+].OC(=O)C1=CC=CC=C1O ABBQHOQBGMUPJH-UHFFFAOYSA-N 0.000 description 3
- BSVBQGMMJUBVOD-UHFFFAOYSA-N trisodium borate Chemical compound [Na+].[Na+].[Na+].[O-]B([O-])[O-] BSVBQGMMJUBVOD-UHFFFAOYSA-N 0.000 description 3
- YGSDEFSMJLZEOE-UHFFFAOYSA-N Salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 229940024473 Salicylic acid emollient and protective preparations Drugs 0.000 description 2
- 239000000654 additive Substances 0.000 description 2
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 2
- 241000031711 Cytophagaceae Species 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M Sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000000996 additive Effects 0.000 description 1
- 230000001476 alcoholic Effects 0.000 description 1
- 150000001413 amino acids Chemical group 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- PEDCQBHIVMGVHV-UHFFFAOYSA-N glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- -1 glycocolla Chemical compound 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 238000010348 incorporation Methods 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 230000001225 therapeutic Effects 0.000 description 1
- 238000010792 warming Methods 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/02—Inorganic compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/16—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
- A61K47/18—Amines; Amides; Ureas; Quaternary ammonium compounds; Amino acids; Oligopeptides having up to five amino acids
- A61K47/183—Amino acids, e.g. glycine, EDTA or aspartame
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Inorganic Chemistry (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
KAISERLICHESIMPERIAL
PATENTAMT.PATENT OFFICE.
PATENTSCHRIFTPATENT LETTERING
- JVi 215789 KLASSE 30 h. GRUPPE- JVi 215789 CLASS 30 h. GROUP
Zusatz zum Patente 163804 vom 13, Dezember 1904.Addendum to patent 163804 of December 13, 1904.
Patentiert im Deutschen Reiche vom 27. Februar 1909 ab. Längste Dauer: 12. Dezember 1919.Patented in the German Empire on February 27, 1909. Longest duration: December 12, 1919.
In der Patentschrift 163804 ist ein Verfahren zur Darstellung konzentrierter Lösungen von Thiosinamin beschrieben, das darin besteht, daß man Thiosinamin in Gegenwart von salizylsaurem Natrium in Wasser auflöst. Wie in der Patentschrift gezeigt ist, haben die so erzielten Lösungen vor den früher benutzten alkoholischen Lösungen des Thiosinamins den Vorzug, daß ihre EinverleibungIn the patent specification 163804 is a method for the preparation of concentrated solutions of thiosinamine described, which consists in the fact that one thiosinamine in the presence of sodium salicylic acid dissolves in water. As shown in the patent, the solutions obtained in this way before the previously used alcoholic solutions of thiosinamine the merit of their incorporation
.0 völlig schmerzlos erfolgt. Vor den ebenfalls bekannten Thiosinaminlösungen in warmem Wasser und Glyzerin unterscheiden sich die Lösungen der Patentschrift 163804 vorteilhaft insofern, als sich aus ihnen beim Stehen das.0 done completely painlessly. Before the well-known thiosinamine solutions in warm Water and glycerine differ from the solutions of patent specification 163804 advantageously insofar as when they stand the
S Thiosinamin nicht wieder ausscheidet, so daß ein öfteres, mit Zersetzung verbundenes Anwärmen nicht notwendig ist.S Thiosinamine is not excreted again, so that more frequent warming associated with decomposition is not necessary.
Bekanntlich haben viele Personen eine erhebliche Idiosynkrasie gegen Salizylsäure und Salizylsäurepräparate, und es erschien daher angebracht, nach Kombinationen zu suchen, die, ohne Salizylsäure zu enthalten, alle Vorteile der mittels salizylsaurem Natriums er-. hältlichen Thiosinaminlösung aufweisen. Bei diesen Untersuchungen wurde nun die überraschende Feststellung gemacht, daß nicht nur das salizylsäure Natrium, sondern auch eine um- ' fassende Klasse anderer Stoffe die bemerkenswerte Eigenschaft besitzen, wässerige, konzentrierte Thiosinaminlösungen zu liefern, die in jeder Beziehung haltbar und für therapeutische Zwecke geeignet sind. Es sind dies alle diejenigen Substanzen, die gleichzeitig bis zu einem gewissen Grade sauren und basischen Charakter besitzen, ohne daß der eine oder andere erheblich vorwiegt, also Salze von' schwächeren Säuren mit Alkalien, Aminokörper mit sauren Gruppen, wie Aminosäuren, Aminoester und ähnliche Substanzen. Besonders haben sich folgende Zusätze bewährt: Natriumbiborat, Natriumbenzoat, zimtsaures Natrium, Glykokoll, Urethan u. dgl.It is well known that many people have significant idiosyncrasy against salicylic acid and Salicylic acid preparations and it therefore seemed appropriate to look for combinations which, without containing salicylic acid, have all the advantages of using sodium salicylic acid. available thiosinamine solution. These investigations became the most surprising It was established that not only sodium salicylic acid, but also an um- ' A comprehensive class of other substances which have remarkable properties: watery, concentrated To deliver thiosinamine solutions that are durable and therapeutic in every respect Purposes are suitable. These are all those substances that simultaneously up have a certain degree of acidic and basic character, without the one or the other others predominate, i.e. salts of weaker acids with alkalis, amino bodies with acidic groups such as amino acids, amino esters and similar substances. Particularly The following additives have proven themselves: Sodium biborate, sodium benzoate, sodium cinnamic acid, glycocolla, urethane and the like.
Das Verfahren soll an folgenden Beispielen erläutert werden.The following examples illustrate the process.
ι Mol. Thiosinamin und 1J2 Mol. Natriumbiborat werden in Wasser gelöst und eingedampft. Die zurückbleibende Masse stellt ein weißes kristallinisches Pulver dar, das in Wasser sehr leicht löslich ist.ι mol. Thiosinamine and 1 J 2 mol. Sodium borate are dissolved in water and evaporated. The mass that remains is a white crystalline powder that is very easily soluble in water.
Auch bei einem Verhältnis von 1 Mol. Thiosinamin und 1 Mol. Natriumbiborat erhält man ein analoges Ergebnis.Even with a ratio of 1 mol. Thiosinamine and 1 mol. Sodium borate get an analogous result.
3535
4040
4545
Ersetzt man im Beispiel 1 und 2 das Natriumbiborat durch die äquivalente Menge benzoesaures Alkali, so erhält man ebenfalls in Wasser leicht lösliche Produkte.In example 1 and 2, the sodium borate is replaced by the equivalent amount of benzoic alkali, one also obtains Products readily soluble in water.
5555
6060
In gleicher Weise wie in den vorhergehenden Beispielen kann man in Wasser leicht lösliche Thiosinaminpräparate erhalten, wenn man als Zusatzmittel zimtsaures Alkali anwendet. In the same way as in the previous examples one can easily in water Soluble thiosinamine preparations are obtained when cinnamic acid alkali is used as an additive.
ι Mol. Thiosinamin und 1 Mol. Urethan werden zusammen im geschlossenen Gefäß auf 8o° erhitzt. Die entstandene Schmelze wird beim Erkalten fest und ist in Wasser sehr leicht löslich.ι mol. Thiosinamine and 1 mol. Urethane heated together in a closed vessel to 80 °. The resulting melt is at Cools solid and is very easily soluble in water.
ι Mol. Thiosinamin und 1 Mol. Glykokoll werden in Wasser oder einem anderen geeigneten Lösungsmittel gelöst und darauf zur Trockne gebracht.. Die zurückbleibende Masse löst sich sehr leicht in Wasser.ι mol. Thiosinamine and 1 mol. Glycocolla are dissolved in water or another suitable solvent and then used Brought dry .. The remaining mass dissolves very easily in water.
Eine konzentrierte wässerige Lösung kam man auch erhalten durch vorsichtiges Erwär men von 1 Mol. Thiosinamin und 1 Mol. Urethai mit der nötigen Menge Wasser am Rückfluß kühler. Letztere Vorsichtsmaßregel ist not wendig, um einen Verlust an dem leicht fluch tigen Urethan zu verhindern.A concentrated aqueous solution was also obtained by careful heating men of 1 mole. thiosinamine and 1 mole. urethai cooler with the necessary amount of water at the reflux. The latter precaution is necessary manoeuvrable to prevent loss of the slightly volatile urethane.
Claims (1)
Urethan, Glykokoll.Modification of the patent 16380! Protected process for the preparation of concentrated solutions of Thiosinamiil, characterized in that the sodium cylic acid is replaced by substances which are acidic and basic at the same time, such as Alkalibibora benzoic acid alkali, cinnamic acid alkali;
Urethane, glycocolla.
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE215789C true DE215789C (en) |
Family
ID=477256
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DENDAT215789D Active DE215789C (en) |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE215789C (en) |
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0
- DE DENDAT215789D patent/DE215789C/de active Active
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