DE858127C - Process for the preparation of solutions of thiosemicarbazones - Google Patents
Process for the preparation of solutions of thiosemicarbazonesInfo
- Publication number
- DE858127C DE858127C DE1949P0035247 DEP0035247D DE858127C DE 858127 C DE858127 C DE 858127C DE 1949P0035247 DE1949P0035247 DE 1949P0035247 DE P0035247 D DEP0035247 D DE P0035247D DE 858127 C DE858127 C DE 858127C
- Authority
- DE
- Germany
- Prior art keywords
- thiosemicarbazones
- solutions
- water
- preparation
- solvents
- 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
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
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/10—Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
-
- 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
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
(WiGBl. S. 175)(WiGBl. P. 175)
AUSGEGEBEN AM 4. DEZEMBER 1952ISSUED DECEMBER 4, 1952
P 35-47 IVa/ 30 Ii DP 35-47 IVa / 30 Ii D.
Thiosemicarbazone finden therapeutische Verwendung, vor allem liefen Tuberkulose. P,ür die praktische Anwendung wird es oft als störend empfunden, daß sie vielfach nur in wenigen Lösungsmitteln, besonders Säuren oder Alkalien in Lösung zu bringen sind.Thiosemicarbazones are used therapeutically, mainly ran tuberculosis. P, for them practical application it is often found disturbing that it is often only used in a few solvents, especially acids or alkalis are to be brought into solution.
Ks wurde nun gefunden, daß mit Wasser mischbare Lösungsmittel aus der Grup|>e der Amide aliphatischer Sauren ausgezeichnete Lösungsmittel für derartige Thiosemicarbazone darstellen. Die Lösungen werden zweckmäßig in der Weise hergestellt, daß man zunächst die gewogene Menge der Substanz unter Krwärmen auflöst, dann abkühlt und mit dem Lösungsmittel auf das gewünschte Volumen auffüllt.It has now been found that water-miscible solvents from the group of amides aliphatic acids are excellent solvents for such thiosemicarbazones. the Solutions are expediently prepared in such a way that one first weighs the amount the substance dissolves with warming, then cools and with the solvent to the desired Replenishes volume.
In der Wärme, zum Teil auch noch bei Körpertemperatur, lassen sich zum Teil rectit erheblich konzentrierte Lösungen der Thiosemicarbazone herstellen. Für bei gewöhnlicher Temperatur klar bleibende Lösungen können folgende Beispiele gegeben werden:In the warmth, sometimes even at body temperature, In some cases, considerably concentrated solutions of the thiosemicarbazones can be found produce. The following examples can be used for solutions that remain clear at ordinary temperature are given:
-L-Acetylaminobenzalthiosemicarbazon = Λ-L-acetylaminobenzalthiosemicarbazone = Λ
4-Aminobenzalthiosemicarbazon =1.54-aminobenzalthiosemicarbazone = 1.5
4-Propionylaminobenzalthiosemicarbazon ... = C4-propionylaminobenzalthiosemicarbazone ... = C
4-Benzoylaminobenzalthiosemicarbazon .... = D4-Benzoylaminobenzalthiosemicarbazone .... = D
4-Anisalthiosemicarbazon = E4-anisalthiosemicarbazone = E
4-Alhloxybenzalt'hiosemicarbazon = F4-Alhloxybenzalt'hiosemicarbazone = F
4-Aminobenzalthiosemicarbazon / Phosphorderivat (hergestellt durch .Einwirkung von Phosphoroxychlorid auf in Pyridin gelöstes 4-Aminobenzalthiosemicarbazon und4-aminobenzalthiosemicarbazone / phosphorus derivative (produced by the action of Phosphorus oxychloride to 4-aminobenzalthiosemicarbazone dissolved in pyridine and
anschließende Behandlung mit Wasser) ... = Gsubsequent treatment with water) ... = G
Anisal-4-aminobenzalthiosemicarbazon .... = HAnisal-4-aminobenzalthiosemicarbazone .... = H
Die nachstehende Tabelle, in der die vorstehend aufgeführten Thiosemicarbazone mit Buchstaben eingesetzt sind, gibt die Prozentzahlen der ungefähren Löslichkeiten in den angegebenen Lösungsmitteln bei Zimmertemperatur anThe table below, in which the thiosemicarbazones listed above with letters are used, gives the percentages of the approximate solubilities in the specified Solvents at room temperature
A BCDEFGH FormamidA BCDEFGH formamide
o,5o, 5
Methylacetamid
ίο mit io% Wasser 4Methylacetamide
ίο with 10% water 4
Zur Ausführung löst man z. B. in einem Meßkolben 4 g A in etwa 70 ecm Methylacetamid, dem io%> Wasser zugesetzt sind, durdi kurzes Erwärmen im Wasserbad auf, kühlt ab und füllt mit dem ooVoigen Methylacetamid auf 100 ecm auf. Statt der reinen Lösungsmittel können auch Gemische verwendet werden. Für die Gemische können beispielsweise mit Wasser mischbare Glykole bzw. ihre Äther herangezogen werden, die, wie gleichzeitig gefunden wurde, ebenfalls als Lösungsmittel für Thiosemicarbazone geeignet sind. Zum Beispiel lassen sich 3 Teile A in einem Gemisch aus 70 Teilen Diglykolmonoäthyläther und 30 Teilen Formamid zu einer bei gewöhnlicher Temperatur klar bleibenden Lösung auflösen. Zum Teil vertragen die Lösungen, besonders die verdünnteren, auch einen Zusatz von Wasser, wobei eine Kristallisation nicht oder erst nach längerer Zeit eintritt. Beim Methylacetamid ist der Zusatz von Wasser erforderlich bzw. zweckmäßig, um ein Erstarren des Lösungsmittels zu verhindern.To execute one solves z. B. in a volumetric flask 4 g of A in about 70 ecm methylacetamide, the 10%> water are added by briefly heating in the water bath, cools down and fills up to 100 ecm with the ooVoigen methylacetamide. Instead of Mixtures of the pure solvents can also be used. For the mixtures, for example Water-miscible glycols or their ethers are used, which, as at the same time was found, are also suitable as solvents for thiosemicarbazones. For example can be 3 parts of A in a mixture of 70 parts of diglycol monoethyl ether and 30 parts Dissolve formamide to a solution that remains clear at ordinary temperature. Partly tolerated the solutions, especially the more dilute ones, also contain an addition of water, causing a crystallization does not occur or takes a long time. In the case of methylacetamide, water is added required or appropriate to prevent the solvent from solidifying.
Claims (1)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1949P0035247 DE858127C (en) | 1949-04-26 | 1949-04-26 | Process for the preparation of solutions of thiosemicarbazones |
GB1150749A GB681904A (en) | 1949-04-26 | 1949-04-29 | Solutions of thiosemicarbazones |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE1949P0035247 DE858127C (en) | 1949-04-26 | 1949-04-26 | Process for the preparation of solutions of thiosemicarbazones |
Publications (1)
Publication Number | Publication Date |
---|---|
DE858127C true DE858127C (en) | 1952-12-04 |
Family
ID=40019334
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
DE1949P0035247 Expired DE858127C (en) | 1949-04-26 | 1949-04-26 | Process for the preparation of solutions of thiosemicarbazones |
Country Status (2)
Country | Link |
---|---|
DE (1) | DE858127C (en) |
GB (1) | GB681904A (en) |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2837509A (en) * | 1953-05-26 | 1958-06-03 | Lasdon Foundation Inc | Thiosemicarbazone compounds |
WO2007051249A1 (en) * | 2005-11-03 | 2007-05-10 | A & C Chemicals Pty Ltd | Seed dressing |
-
1949
- 1949-04-26 DE DE1949P0035247 patent/DE858127C/en not_active Expired
- 1949-04-29 GB GB1150749A patent/GB681904A/en not_active Expired
Also Published As
Publication number | Publication date |
---|---|
GB681904A (en) | 1952-10-29 |
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