AT69320B - Process for the preparation of salt-like double compounds from cantharidylethylenediamine. - Google Patents
Process for the preparation of salt-like double compounds from cantharidylethylenediamine.Info
- Publication number
- AT69320B AT69320B AT69320DA AT69320B AT 69320 B AT69320 B AT 69320B AT 69320D A AT69320D A AT 69320DA AT 69320 B AT69320 B AT 69320B
- Authority
- AT
- Austria
- Prior art keywords
- salt
- cantharidylethylenediamine
- preparation
- gold
- double compounds
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims description 3
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- 238000009833 condensation Methods 0.000 claims description 2
- 230000005494 condensation Effects 0.000 claims description 2
- DHZBEENLJMYSHQ-XCVPVQRUSA-N cantharidin Chemical compound C([C@@H]1O2)C[C@@H]2[C@]2(C)[C@@]1(C)C(=O)OC2=O DHZBEENLJMYSHQ-XCVPVQRUSA-N 0.000 description 5
- 229930008397 cantharidin Natural products 0.000 description 5
- 239000010931 gold Substances 0.000 description 5
- 229910052737 gold Inorganic materials 0.000 description 5
- 229940095758 cantharidin Drugs 0.000 description 3
- DHZBEENLJMYSHQ-UHFFFAOYSA-N cantharidine Natural products O1C2CCC1C1(C)C2(C)C(=O)OC1=O DHZBEENLJMYSHQ-UHFFFAOYSA-N 0.000 description 3
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 3
- 238000002844 melting Methods 0.000 description 3
- 230000008018 melting Effects 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- FDWREHZXQUYJFJ-UHFFFAOYSA-M gold monochloride Chemical compound [Cl-].[Au+] FDWREHZXQUYJFJ-UHFFFAOYSA-M 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- SDKPSXWGRWWLKR-UHFFFAOYSA-M sodium;9,10-dioxoanthracene-1-sulfonate Chemical compound [Na+].O=C1C2=CC=CC=C2C(=O)C2=C1C=CC=C2S(=O)(=O)[O-] SDKPSXWGRWWLKR-UHFFFAOYSA-M 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FFRBMBIXVSCUFS-UHFFFAOYSA-N 2,4-dinitro-1-naphthol Chemical compound C1=CC=C2C(O)=C([N+]([O-])=O)C=C([N+]([O-])=O)C2=C1 FFRBMBIXVSCUFS-UHFFFAOYSA-N 0.000 description 1
- PIICEJLVQHRZGT-UHFFFAOYSA-N Ethylenediamine Chemical compound NCCN PIICEJLVQHRZGT-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000013078 crystal Substances 0.000 description 1
- 150000002343 gold Chemical class 0.000 description 1
- IZLAVFWQHMDDGK-UHFFFAOYSA-N gold(1+);cyanide Chemical compound [Au+].N#[C-] IZLAVFWQHMDDGK-UHFFFAOYSA-N 0.000 description 1
- 244000144980 herd Species 0.000 description 1
- 239000002574 poison Substances 0.000 description 1
- 231100000614 poison Toxicity 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 201000008827 tuberculosis Diseases 0.000 description 1
Landscapes
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Description
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Verfahren zur Darstellung von salzartigen Doppelverbindungen aus Kantharidyläthylendiamin.
Es ist bekannt, dass Kantharidin eine besondere Affinität zu tuberkulösen Herden besitzt. Da aber das Kantharidin ein ausserordentlich starkes Gift für den menschlichen Körper ist und ihm eine starke bakterizide Wirkung offenbar nicht zukommt, so hat es eine Verwendung als Heilmittel nicht finden können.
Es wurde nun gefunden, dass man, ausgehend von dem Kantharidin, zu hoch wirksamen, als Tuberkuloseheilmittel verwendbaren Produkten gelangt, wenn man das Kantbaridin zunächst in an sich bekannter Weise durch Kondensation mit Äthylendiamin entgiftet und auch das so erhältliche Produkt der empirischen Zusammensetzung C12H8O3N2 (vgl. Gaz. chim. ital., 23 [1893], I., S. 133 bis 137) Goldsalze, insbesondere Goldchlond, Goldzyanid und Goldrhodanid einwirken lässt. Die so erhaltenen Produkte haben eine sehr starke bakterizide Wirkung, wenn sie in den tierischen oder menschlichen Körper eingeführt werden.
Beispiel l : Darstellung des Goldsalzes der Kantharidinbase (letztere dargestellt nach der Vorschrift von Anderlini, a. a. O., S. 132 bis 134). 19 chlorhydrat der Kantharidin-
EMI1.1
konzentrierten Lösung von Goldchlorid versetzt. bis kein Niederschlag mehr entsteht. Das Goldsalz fällt sofort in goldgelben B ! ättchen Yom Schmelzpunkt 218 bis 2200 aus.
Beispiel 2 : Darstellung des Goldzyansalzes. 1 9 salzsaure Kantbaridinbase (vgl. a. a. 0.) wird in 5cm3 kaltem Wasser gelöst und mit einer Lösung von 1'12 Kaliumaurizyanid in 15 cm2 kaltem Wasser versetzt. Nach kurzer Zeit scheidet sich das Goldzyansalz in grossen farblosen Kristallen vom Schmelzpunkt 226 bis 2270 ab, Die Analyse der Substanz ergab einen Goldgehalt von 36.28%, wahrend die Theorie 36 48 verlangt.
Beispiel 3 : Darstellung des aurorhodanwasserstoffsauren Kantharidyläthylen-
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Schmelzpunkt 168 bis 1700. Nach der Analyse enthält es 36.2% Au, während sich 35.69% Au berechnen.
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the preparation of salt-like double compounds from cantharidylethylenediamine.
It is known that kantharidin has a special affinity for tubercular herds. But since cantharidin is an extraordinarily strong poison for the human body and apparently it does not have a strong bactericidal effect, it has not been able to find use as a remedy.
It has now been found that, starting from the cantharidin, one arrives at highly effective products that can be used as a tuberculosis remedy if the cantbaridin is first detoxified in a manner known per se by condensation with ethylenediamine and the product of the empirical composition C12H8O3N2 (cf. . Gaz. Chim. Ital., 23 [1893], I., pp. 133 to 137) allows gold salts, in particular gold chloride, gold cyanide and gold rhodanide to act. The products thus obtained have a very strong bactericidal effect when introduced into the animal or human body.
Example 1: Representation of the gold salt of the kantharidin base (the latter represented according to the instructions of Anderlini, op. Cit., Pp. 132 to 134). 19 cantharidin hydrate
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concentrated solution of gold chloride added. until no more precipitation occurs. The gold salt immediately falls into a golden yellow B! flakes from melting point 218 to 2200.
Example 2: Presentation of the gold cyan salt. 19 hydrochloric acid cantbaridin base (cf. a. A. 0.) is dissolved in 5 cm3 of cold water and a solution of 1'12 potassium auricyanide in 15 cm2 of cold water is added. After a short time, the gold cyan salt separates out in large, colorless crystals with a melting point of 226 to 2270.
Example 3: Representation of the aurorhodanic acid kantharidylethylene
EMI1.2
Melting point 168 to 1700. As analyzed, it contains 36.2% Au while calculating 35.69% Au.
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE69320X | 1912-08-01 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT69320B true AT69320B (en) | 1915-07-10 |
Family
ID=5634905
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT69320D AT69320B (en) | 1912-08-01 | 1913-07-28 | Process for the preparation of salt-like double compounds from cantharidylethylenediamine. |
Country Status (1)
| Country | Link |
|---|---|
| AT (1) | AT69320B (en) |
-
1913
- 1913-07-28 AT AT69320D patent/AT69320B/en active
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