DE552447C - Process for the preparation of lipoid-soluble antimony compounds - Google Patents
Process for the preparation of lipoid-soluble antimony compoundsInfo
- Publication number
- DE552447C DE552447C DESCH97251D DESC097251D DE552447C DE 552447 C DE552447 C DE 552447C DE SCH97251 D DESCH97251 D DE SCH97251D DE SC097251 D DESC097251 D DE SC097251D DE 552447 C DE552447 C DE 552447C
- Authority
- DE
- Germany
- Prior art keywords
- lipoid
- antimony
- preparation
- antimony compounds
- soluble antimony
- 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
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 title claims description 5
- 150000001463 antimony compounds Chemical class 0.000 title claims description 5
- 238000000034 method Methods 0.000 title claims description 3
- 238000002360 preparation method Methods 0.000 title claims description 3
- -1 aromatic mercaptocarboxylic acid esters Chemical class 0.000 claims description 5
- 229910052787 antimony Inorganic materials 0.000 claims description 4
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical class [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 2
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 230000001225 therapeutic effect Effects 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 150000001462 antimony Chemical class 0.000 description 1
- 229910000410 antimony oxide Inorganic materials 0.000 description 1
- 125000003118 aryl group Chemical group 0.000 description 1
- 238000009835 boiling Methods 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000001875 compounds Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 239000012155 injection solvent Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- BAQGCWNPCFABAY-UHFFFAOYSA-N methyl 2-sulfanylbenzoate Chemical compound COC(=O)C1=CC=CC=C1S BAQGCWNPCFABAY-UHFFFAOYSA-N 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- VTRUBDSFZJNXHI-UHFFFAOYSA-N oxoantimony Chemical compound [Sb]=O VTRUBDSFZJNXHI-UHFFFAOYSA-N 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/90—Antimony compounds
- C07F9/902—Compounds without antimony-carbon linkages
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Description
Verfahren zur Darstellung lipoidlöslicher Antimonverbindungen Aliphatische Antimonmercaptocarbonsäureester sind bereits bekannt, irgendwelche technische oder therapeutische Bedeutung haben sie nicht erlangt.Process for the preparation of lipoid-soluble antimony compounds. Aliphatic Antimony mercaptocarboxylic acid esters are already known, any technical or they have not achieved any therapeutic significance.
Dagegen wurde gefunden, daß sich die aromatischen Antimonmercaptocarbonsäureester durch besonders hohe therapeutische Wirksamkeit und hohe Verträglichkeit auszeichnen. Sie zeigen spezifische Wirkungen bei der Behandlung von N agana, Bilharziosis und Leishmaniosis.In contrast, it was found that the aromatic antimony mercaptocarboxylic acid esters characterized by particularly high therapeutic effectiveness and high tolerance. They show specific effects in the treatment of n agana, schistosomiosis and Leishmaniosis.
Infolge ihrer Fähigkeit, sich in organischen, zur Injektion geeigneten Lösungsmitteln, wie Olivenöl, Sesamöl, Äthylin usw., zu lösen, eignen sich diese Antimonverbindungen zur Einführung in den kranken Organismus in Form eines Depots, aus dem das Antimon erst allmählich in Wirksamkeit tritt.As a result of their ability to become organic, suitable for injection Solvents such as olive oil, sesame oil, ethylin etc., these are suitable Antimony compounds for introduction into the sick organism in the form of a depot, from which the antimony only gradually comes into effect.
Man erhält diese aromatischen lipoidlöslichen Antimonverbindungen, indem man Oxyde oder Salze des Antimons mit aromatischen Mercaptocarbonsäureestern umsetzt. Beispiel 33,5 g 2-Mercaptobenzol-i-carbonsäuremethylester vom Kp.,o 13o° werden unter Rühren in einem Wasserstoff-oder Kohlensäurestrom mit 9,4 g Antimontrioxyd i Stunde lang im Ölbad auf 170' erwärmt, wobei sich das Antimontrioxyd allmählich fast vollständig auflöst. Die entstandene Verbindung bildet aus Alkohol umkristallisiert weiße Nädelchen vom Schmelzpunkt 88°, ist leicht löslich in Äther, Essigester, unlöslich in Wasser und kaltem Alkohol und hat einen Antimongehalt von. i g, 5 % (ber. 19,30/0).These aromatic lipoid-soluble antimony compounds are obtained, by mixing oxides or salts of antimony with aromatic mercaptocarboxylic acid esters implements. Example 33.5 g of methyl 2-mercaptobenzene-i-carboxylate with a boiling point of 130 ° are stirred in a stream of hydrogen or carbonic acid with 9.4 g of antimony trioxide Heated for 1 hour in an oil bath to 170 ', the antimony trioxide gradually dissolving almost completely dissolves. The resulting compound forms recrystallized from alcohol white needles with a melting point of 88 °, are easily soluble in ether, ethyl acetate, insoluble in water and cold alcohol and has an antimony content of. i g, 5% (calc. 19.30 / 0).
In ähnlicher Weise lassen sich auch andere aromatische Mercaptocarbonsäureester mit Antimonoxyd oder Antimonsalzen umsetzen.Other aromatic mercaptocarboxylic acid esters can also be used in a similar manner react with antimony oxide or antimony salts.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH97251D DE552447C (en) | 1926-12-17 | 1926-12-17 | Process for the preparation of lipoid-soluble antimony compounds |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DESCH97251D DE552447C (en) | 1926-12-17 | 1926-12-17 | Process for the preparation of lipoid-soluble antimony compounds |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE552447C true DE552447C (en) | 1932-06-13 |
Family
ID=7446078
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DESCH97251D Expired DE552447C (en) | 1926-12-17 | 1926-12-17 | Process for the preparation of lipoid-soluble antimony compounds |
Country Status (1)
| Country | Link |
|---|---|
| DE (1) | DE552447C (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2680726A (en) * | 1951-11-17 | 1954-06-08 | Metal & Thermit Corp | Antimony mercaptoesters and chlorinated organic compounds stabilized therewith |
-
1926
- 1926-12-17 DE DESCH97251D patent/DE552447C/en not_active Expired
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2680726A (en) * | 1951-11-17 | 1954-06-08 | Metal & Thermit Corp | Antimony mercaptoesters and chlorinated organic compounds stabilized therewith |
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