DE809810C - Process for the preparation of solutions of thiosemicarbazones - Google Patents
Process for the preparation of solutions of thiosemicarbazonesInfo
- 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
Links
- 238000000034 method Methods 0.000 title claims description 4
- 229940042396 direct acting antivirals thiosemicarbazones Drugs 0.000 title description 6
- 150000003584 thiosemicarbazones Chemical class 0.000 title description 6
- 238000002360 preparation method Methods 0.000 title description 2
- SRVJKTDHMYAMHA-WUXMJOGZSA-N thioacetazone Chemical compound CC(=O)NC1=CC=C(\C=N\NC(N)=S)C=C1 SRVJKTDHMYAMHA-WUXMJOGZSA-N 0.000 claims description 3
- 239000000243 solution Substances 0.000 description 11
- RLFWWDJHLFCNIJ-UHFFFAOYSA-N Aminoantipyrine Natural products CN1C(C)=C(N)C(=O)N1C1=CC=CC=C1 RLFWWDJHLFCNIJ-UHFFFAOYSA-N 0.000 description 4
- VEQOALNAAJBPNY-UHFFFAOYSA-N antipyrine Chemical compound CN1C(C)=CC(=O)N1C1=CC=CC=C1 VEQOALNAAJBPNY-UHFFFAOYSA-N 0.000 description 4
- 229960005222 phenazone Drugs 0.000 description 4
- 239000002904 solvent Substances 0.000 description 3
- 230000001225 therapeutic effect Effects 0.000 description 2
- 201000008827 tuberculosis Diseases 0.000 description 2
- 239000002253 acid Substances 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 230000036760 body temperature Effects 0.000 description 1
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 230000003381 solubilizing effect Effects 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 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
- A61K47/22—Heterocyclic compounds, e.g. ascorbic acid, tocopherol or pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
Landscapes
- 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)
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)
| 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 |
-
1949
- 1949-08-11 DE DEP51631A patent/DE809810C/en not_active Expired
Cited By (2)
| 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 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| DE809810C (en) | Process for the preparation of solutions of thiosemicarbazones | |
| DEP0051631DA (en) | Process for the preparation of solutions of thiosemicarbazones | |
| CH455103A (en) | Process for the preparation of benzo- (g) -naphth- (2,3-b-) indolizine-8,13-dione-14-carboxylic acid arylamide pigments | |
| DE431210C (en) | Preparations for impregnating and preserving wood | |
| DE603399C (en) | Process for separating weak acids from gas mixtures | |
| DE431847C (en) | Process for the production of intravenous injectable preparations against bilharzia | |
| DE858127C (en) | Process for the preparation of solutions of thiosemicarbazones | |
| DE523200C (en) | Process for the production of cold liquid glue | |
| DE372246C (en) | Process for the production of long-lasting alkaline alumina salt solutions | |
| DE894687C (en) | Process and preparations for the production of water-insoluble azo dyes on fibers | |
| DE726888C (en) | Process for the preparation of solutions or suspensions of the blood sugar lowering hormone of the pancreatic gland | |
| DE578411C (en) | Method of making twin screw slot terminals | |
| DE411539C (en) | Process for the production of rubber solutions | |
| DE562392C (en) | Process for the preparation of a 2,4-diaminoazobenzene compound | |
| DE929092C (en) | Process for the production of polyamide solutions | |
| DE738908C (en) | Manufacture of protein substances | |
| DE849471C (en) | Method of treating spinnable fibers | |
| CH256767A (en) | Process for the production of a new half-ester. | |
| DE488507C (en) | Process for the production of opacifiers for enamel and glasses | |
| DE657129C (en) | Process for the production of solutions or extracts from bacteria, pollen or other plant cells | |
| DE866715C (en) | Process for the production of polyvinyl chloride fibers | |
| DE868493C (en) | Process for the production of aqueous solutions of p-aminobenzene sulfonamide or of decoctions of the same | |
| DE615990C (en) | Process for the production of durable virus vaccines | |
| AT108132B (en) | Process for the separation of hafnium and zirconium. | |
| DE874594C (en) | Process for etching colorations on polyamide fibers |