DE872246C - Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine - Google Patents

Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine

Info

Publication number
DE872246C
DE872246C DEC1110D DEC0001110D DE872246C DE 872246 C DE872246 C DE 872246C DE C1110 D DEC1110 D DE C1110D DE C0001110 D DEC0001110 D DE C0001110D DE 872246 C DE872246 C DE 872246C
Authority
DE
Germany
Prior art keywords
theophylline
caffeine
aqueous solutions
concentrated aqueous
production
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
DEC1110D
Other languages
German (de)
Inventor
Erwin Dr Kohlstaedt
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.)
CHEMIEWERK HOMBURG AG
Original Assignee
CHEMIEWERK HOMBURG 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
Priority to NL119341D priority Critical patent/NL119341B/xx
Priority to NL64616D priority patent/NL64616C/xx
Application filed by CHEMIEWERK HOMBURG AG filed Critical CHEMIEWERK HOMBURG AG
Priority to DEC1110D priority patent/DE872246C/en
Application granted granted Critical
Publication of DE872246C publication Critical patent/DE872246C/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • 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)
  • Life Sciences & Earth Sciences (AREA)
  • Chemical & Material 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)
  • Proteomics, Peptides & Aminoacids (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Dermatology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Description

Herstellung von leichtwasserlöslichen Verbindungen und konzentrierten wäßrigen Lösungen des Theophyllins bzw. Koffeins Es sind bereits verschiedene Verfahren bekannt, um Theophyllin oder Koffein, die an sich schwer löslich sind, in wäßrige Lösungen zu überführen.Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine There are already different procedures known to be theophylline or caffeine, which in themselves are sparingly soluble in aqueous Convict solutions.

Hier hat man als Lösungsvermittler leichtwasserlösliche aliphatische Amine verwendet.Here one has readily water-soluble aliphatic as a solubilizer Amines used.

Nach den Patenten 690 488 und 69I 339 werden Koffein bzw. Theophyllin dadurch in wäßrige Lösungen übergeführt, daß an sich ebenfalls schwerlösliche araliphatische Amine, nämlich Beta-Phenylisopropylamin oder seine Derivate, mit ephedrinartiger Wirkung als Lösungsvermittler verwendet werden. According to patents 690 488 and 69I 339, caffeine and theophylline, respectively converted into aqueous solutions by the fact that araliphatic ones are also sparingly soluble Amines, namely beta-phenylisopropylamine or its derivatives, with ephedrine-like Effect can be used as a solubilizer.

Es wurde nun gefunden, daß man zur Herstellung von wasserlöslichen Verbindungen und konzentrierten wäßrigen Lösungen des Theophyllins oder Koffeins an Stelle von Beta-Phenylisopropylamin oder seiner Derivate mit ephedrinartiger Wirkung andere Phenylalkylamine und ihre Derivate, insbesondere ihre N-Alkylderivate, als Lösungsvermittler verwendet. It has now been found that one can produce water-soluble Compounds and concentrated aqueous solutions of theophylline or caffeine instead of beta-phenylisopropylamine or its derivatives with ephedrine-like Effect of other phenylalkylamines and their derivatives, especially their N-alkyl derivatives, used as a solubilizer.

In Ausübung 4es Verfahrens kann man den zu lösenden Ausgangsstoff in Gegenwart von Wasser mit einem Phenylalkylamin, z. B. Phenyläthylamin, 1 -Phenyl-3-Aminobutan oder 1 -Phenyl-3-Methylaminobutan, behandeln und die wäßrige Lösung gegebenenfalls unter schonen den Bedingungen eindampfen. Sofern man die festen Verbindungen gewinnen will, wird nur sehr wenig Wasser ange- wandt bzw. werden die Reaktionskomponenten unter Erwärmen aufeinander einwirken gelassen. In the exercise of 4es the process can be used to dissolve the starting material in the presence of water with a phenylalkylamine, e.g. B. phenylethylamine, 1-phenyl-3-aminobutane or 1-phenyl-3-methylaminobutane, treat and optionally the aqueous solution evaporate under gentle conditions. Unless you win the solid connections very little water is turns or becomes the reaction components allowed to act on each other while being heated.

Die erfindungsgemäß hergestellten Verbindurigen zeichnen sich durch besonders starke und - anhattende Steigerung des Blutdrucks vorteilhaft vor den Verbindungen der Adrenalin- und Ephedrinreihe saums. The compounds produced according to the invention are distinguished by particularly strong and persistent increase in blood pressure beneficial before the Connections of the adrenaline and ephedrine series hem.

Beispiele I. I8 g bzw. 33 g Theophyllin werden mit I2,I g bzw. 24,2 g Phenyläthylamin ad 100 ccm zu einer stabilen konzentrierten wäßrigen Lösung gelöst. Examples I. 18 g and 33 g of theophylline are assigned I2, I g and 24.2, respectively g phenylethylamine ad 100 ccm dissolved to a stable concentrated aqueous solution.

2. 19 g Theophyllin (O,I Mol) werden mit I5 g I-Phenyl-3-Aminobutan innigst' verrieben. 2. 19 g of theophylline (0.1 mol) are mixed with 15 g of I-phenyl-3-aminobutane deeply rubbed in.

Unter schwachem Erwärmen entsteht eine feste zerreibliche Verbindung mit einem Schmelzpunkt von etwa 2OO C. Die Verbindung ist zu 300/0 in der Kälte wasserlöslich. Eine 300/oige wäßrige Lösung weist einen Gehalt von 16,76 0/o Theophyllin und I3,23 O/o Amin auf. A firm, friable connection is created under gentle heating with a melting point of about 2OO C. The compound is 300/0 in the cold water soluble. A 300% aqueous solution has a theophylline content of 16.76% and I3.23 O / o amine.

3. -32g Theophyllin werden mit I6,4 g I-Phenyl-3-Methylaminobutan ad 100 ccm in wäßrige Lösung übergeführt. 3. -32 g of theophylline are mixed with 16.4 g of I-phenyl-3-methylaminobutane transferred to 100 cc in aqueous solution.

4. II g Koffein werden mit I2,I g Phenyläthylamin ad 100 ccm in wäßrige Lösung übergeführt. 4. II g of caffeine are mixed with I2.1 g of phenylethylamine to 100 cc in aqueous Solution transferred.

Bei Anwendung von 24,2 g Phenyläthylamin gelingt es, den Koffeingehalt auf I80/o zu steigern.When using 24.2 g of phenylethylamine it is possible to reduce the caffeine content to increase to I80 / o.

Claims (1)

PATENTANSPRUCH: Verfahren zur Herstellung von wasserlöslichen Verbindungen und konzentrierten wäßrigen Lösungen des Theophyllins bzw. Koffeins, dadurch gekennzeichnet, daß man andere Phenylalkylamine als Beta-Phenylisopropylamine und seine Derivate und bzw. oder Derivate dieser anderen Phenylalkylamine, insbesondere N-Alkylamine, als Lösungsvermittler verwendet. PATENT CLAIM: Process for the production of water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine, characterized in that that one other phenylalkylamines than beta-phenylisopropylamine and its derivatives and / or derivatives of these other phenylalkylamines, in particular N-alkylamines, used as a solubilizer.
DEC1110D 1943-03-12 1943-03-12 Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine Expired DE872246C (en)

Priority Applications (3)

Application Number Priority Date Filing Date Title
NL119341D NL119341B (en) 1943-03-12
NL64616D NL64616C (en) 1943-03-12
DEC1110D DE872246C (en) 1943-03-12 1943-03-12 Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEC1110D DE872246C (en) 1943-03-12 1943-03-12 Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine

Publications (1)

Publication Number Publication Date
DE872246C true DE872246C (en) 1953-03-30

Family

ID=7012522

Family Applications (1)

Application Number Title Priority Date Filing Date
DEC1110D Expired DE872246C (en) 1943-03-12 1943-03-12 Production of readily water-soluble compounds and concentrated aqueous solutions of theophylline or caffeine

Country Status (2)

Country Link
DE (1) DE872246C (en)
NL (2) NL119341B (en)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3209429A1 (en) * 1982-03-16 1983-10-06 Boehringer Ingelheim Vetmed AGENT FOR IMPROVING THE RESORPTION OF INJECTED ANTIBACTERIAL EFFECTIVE SUBSTANCES AND COMBINATIONS CONTAINING A BENZYAMINE DERIVATIVE

Also Published As

Publication number Publication date
NL64616C (en) 1900-01-01
NL119341B (en)

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