DE809810C - Process for the preparation of solutions of thiosemicarbazones - Google Patents

Process for the preparation of solutions of thiosemicarbazones

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Publication number
DE809810C
DE809810C DEP51631A DEP0051631A DE809810C DE 809810 C DE809810 C DE 809810C DE P51631 A DEP51631 A DE P51631A DE P0051631 A DEP0051631 A DE P0051631A DE 809810 C DE809810 C DE 809810C
Authority
DE
Germany
Prior art keywords
solutions
thiosemicarbazones
preparation
antipyrine
solution
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
Application number
DEP51631A
Other languages
German (de)
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to DEP51631A priority Critical patent/DE809810C/en
Application granted granted Critical
Publication of DE809810C publication Critical patent/DE809810C/en
Expired legal-status Critical Current

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/22Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K9/00Medicinal preparations characterised by special physical form
    • A61K9/0012Galenical forms characterised by the site of application
    • A61K9/0019Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Veterinary Medicine (AREA)
  • Medicinal Chemistry (AREA)
  • Dermatology (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

Verfahren zur Herstellung von Lösungen von Thiosemicarbazonen Thiosemicarbazone finden therapeutische Verwendung vor allem gegen Tuberkulose. Für die praktische Anwendung wird es oft als störend empfunden, daß sie vielfach nur in wenigen Lösungsmitteln, besonders Säuren oder Alkalien, in Lösung zu hringen sind. Leichter lösliche Thiosemicarbazone kann man durch Einführung von löslichmachenden Gruppen, wie z. B. von Carbonsäure- oder Sulfonsäuregruppen erhalten; hierdurch wird jedoch die therapeutische Wirkung oft beeinträchtigt.Process for the preparation of solutions of thiosemicarbazones Thiosemicarbazone are used primarily for therapeutic purposes against tuberculosis. For the practical Application, it is often felt to be annoying that it is often only in a few solvents, especially acids or alkalis are to be brought into solution. More readily soluble thiosemicarbazones can be achieved by introducing solubilizing groups such. B. of carboxylic acid or receive sulfonic acid groups; however, this reduces the therapeutic effect often impaired.

Es wurde gefunden, daß wäßrige Antipyrinlösungen brauchbare Lösungsmittel für Thiosemicarbazone darstellen. In der Wärme, zum Teil auch noch hei Körpertemperatur, lassen sich Lösungen mit hohem Tbiosemicarbazongehalt herstellen. Bei gewöhnlicher Temperatur klar bleibende Lösungen erhält man z. 13., wenn man folgende Konzentrationen bei Anwendung einer 50°/eigen Antipyrinlösung nicht wesentlich überschreitet. Aqueous antipyrine solutions have been found to be useful solvents represent for thiosemicarbazones. In the warmth, sometimes even at body temperature, solutions with a high tbiosemicarbazone content can be produced. At ordinary Solutions that remain clear at temperature are obtained e.g. 13. If you have the following concentrations when using a 50% / own antipyrine solution does not significantly exceed.

4-Acetylaminobenzalthiosemicarbazon . 1,9 bis 2 % 4-Aminobenzalthiosemicarbazon . . 1 0/o 4-Propionylaminobenzalthiosemicarbazon ........ 0,5 % 4-Benzoylaminobenzalthiosemicarbazon I °/o 4-Anisalthiosemicarbazon ........ 1% 4-Allyloxybenzalthiosemicarbazon .. . I °/o Die Lösungen können durch Erwärmen oder auch z. 13. durch Schütteln bei gewöhnlicher Temperatur hergestellt werden.4-acetylaminobenzalthiosemicarbazone. 1.9 to 2% 4-aminobenzalt thiosemicarbazone . . 10 / o 4-propionylaminobenzalthiosemicarbazone ........ 0.5% 4-benzoylaminobenzalthiosemicarbazone 1% 4-anisalthiosemicarbazone ........ 1% 4-allyloxybenzalthiosemicarbazone ... I ° / o The solutions can be obtained by heating or e.g. 13. by shaking at ordinary Temperature.

Das 4-Acetylaminobenzalth iosem icarbazon ist in höherer Konzentration löslich als die anderen aufgeführten Thiosemicarbazone. Das ist bei dieser bereits in der Tuberkulosebehandlung eingeführten Verbindung von besonderer praktischer Bedeutung. The 4-Acetylaminobenzalth iosem icarbazon is in higher concentration soluble than the other listed thiosemicarbazones. This is already the case with this one Particularly practical compound introduced in the treatment of tuberculosis Meaning.

Die Lösung kann mit Wasser verdünnt werden, ohne daß eine Ausfällung stattfindet, was ein weiterer Vorteil für die medizinische Anwendung, z. B. zu Injektionen, ist. The solution can be diluted with water, without that precipitation takes place, which is a further advantage for medical use, z. B. to injections, is.

Versuche mit verschiedenen Konzentrationen von Antipyrinlösung hatten folgendes Ergebnis: Konzentration an AntGipehaltldÖerng 4-Acetylaminobenzalthiosemicarbazon 50 % 1,9 bis 2% 40 % I % 20 % 0,25 % PATENTANSPROCHE: I. Verfahren zur Herstellung von Lösungen von therapeutisch verwendbaren Thiosemicarbazonen, dadurch gekennzeichnet, daß als Lösungsmittel wäßrige Antipyrinlösungen verwendet werden. Had trials with different concentrations of antipyrine solution the following result: Concentration of AntGipehaltldÖerng 4-Acetylaminobenzalthiosemicarbazon 50% 1.9 to 2% 40% I% 20% 0.25% PATENT CLAIMS: I. Method of Manufacture of solutions of therapeutically usable thiosemicarbazones, characterized in that that aqueous antipyrine solutions are used as solvents.

Claims (1)

2. Verfahren gemäß Anspruch I, dadurch gekennzeichnet, daß als Thiosemicarbazon das 4-Acetylam inobenzalthiosemicarbazon verwendet wird. 2. The method according to claim I, characterized in that the thiosemicarbazone the 4-acetylam inobenzalthiosemicarbazon is used.
DEP51631A 1949-08-11 1949-08-11 Process for the preparation of solutions of thiosemicarbazones Expired DE809810C (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
DEP51631A DE809810C (en) 1949-08-11 1949-08-11 Process for the preparation of solutions of thiosemicarbazones

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEP51631A DE809810C (en) 1949-08-11 1949-08-11 Process for the preparation of solutions of thiosemicarbazones

Publications (1)

Publication Number Publication Date
DE809810C true DE809810C (en) 1951-08-02

Family

ID=7385225

Family Applications (1)

Application Number Title Priority Date Filing Date
DEP51631A Expired DE809810C (en) 1949-08-11 1949-08-11 Process for the preparation of solutions of thiosemicarbazones

Country Status (1)

Country Link
DE (1) DE809810C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2667509A (en) * 1951-08-08 1954-01-26 Schenley Ind Inc Aromatic thiosemicarbazones
DE1031303B (en) * 1953-07-13 1958-06-04 Boehme Fettchemie Gmbh Process for the preparation of thiourea derivatives containing sulfonic acid groups

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2667509A (en) * 1951-08-08 1954-01-26 Schenley Ind Inc Aromatic thiosemicarbazones
DE1031303B (en) * 1953-07-13 1958-06-04 Boehme Fettchemie Gmbh Process for the preparation of thiourea derivatives containing sulfonic acid groups

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