CH204078A - Process for the preparation of a serum-coupled antimony compound of tartranilic acid. - Google Patents
Process for the preparation of a serum-coupled antimony compound of tartranilic acid.Info
- Publication number
- CH204078A CH204078A CH204078DA CH204078A CH 204078 A CH204078 A CH 204078A CH 204078D A CH204078D A CH 204078DA CH 204078 A CH204078 A CH 204078A
- Authority
- CH
- Switzerland
- Prior art keywords
- serum
- coupled
- antimony compound
- antimony
- acid
- Prior art date
Links
- 239000002253 acid Substances 0.000 title claims description 12
- 150000001463 antimony compounds Chemical class 0.000 title claims description 9
- 210000002966 serum Anatomy 0.000 title claims description 7
- 238000000034 method Methods 0.000 title claims description 4
- 238000002360 preparation method Methods 0.000 title description 2
- 102000004169 proteins and genes Human genes 0.000 claims description 7
- 108090000623 proteins and genes Proteins 0.000 claims description 7
- ADCOVFLJGNWWNZ-UHFFFAOYSA-N antimony trioxide Chemical compound O=[Sb]O[Sb]=O ADCOVFLJGNWWNZ-UHFFFAOYSA-N 0.000 claims description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 150000007513 acids Chemical class 0.000 claims description 2
- 239000003513 alkali Substances 0.000 claims description 2
- 230000000973 chemotherapeutic effect Effects 0.000 claims description 2
- 150000008049 diazo compounds Chemical class 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000003960 organic solvent Substances 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- 229910052787 antimony Inorganic materials 0.000 description 4
- WATWJIUSRGPENY-UHFFFAOYSA-N antimony atom Chemical compound [Sb] WATWJIUSRGPENY-UHFFFAOYSA-N 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- LPXPTNMVRIOKMN-UHFFFAOYSA-M sodium nitrite Chemical compound [Na+].[O-]N=O LPXPTNMVRIOKMN-UHFFFAOYSA-M 0.000 description 2
- 229940058905 antimony compound for treatment of leishmaniasis and trypanosomiasis Drugs 0.000 description 1
- 150000004982 aromatic amines Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 238000000502 dialysis Methods 0.000 description 1
- 239000012954 diazonium Substances 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-O diazynium Chemical compound [NH+]#N IJGRMHOSHXDMSA-UHFFFAOYSA-O 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 235000010288 sodium nitrite Nutrition 0.000 description 1
- 239000010414 supernatant solution Substances 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)
- Peptides Or Proteins (AREA)
Description
Verfahren zur Herstellung einer an Serum gekuppelten Antimonverbindung der Tartranilsäure. Man hat bereits Azoproteine hergestellt, jedoch sind Verbindungen von Azoproteinen mit Antimon bisher nicht bekannt gewesen.
Es wurde nun :gefunden, dass man diese neu artigen Verbindungen erhalten kann, wenn man Antimonverbindungen aromatischer Amine diazotiert und an Eiweiss kuppelt oder wenn man das Antimon nachträglich in ein Azoprotein einführt.
Das vorliegende Patent betrifft ein Ver fahren zur Herstellung einer an Serum ge kuppelten Antimonverbindung der Tartranil- säure, welches dadurch gekennzeichnet ist,
dass man die durch Einwirkung von Anti- montrioxyd auf Tartranilsäure im alka lischen Medium erhältliche Antimonverbin- dung der Tartranilsäjure diazotiert und die Dia.zoverbindun.g mit Serum kuppelt.
Die so erhältliche alkalimetallfreie Anti- monverbindung ist eine rotgefärbte Substanz mit Eiweisscharakter, die in Wasser löslich, in Säuren und organischen Lösungsmitteln unlöslich ist; sie soll für chemotherapeutische Zwecke verwendet werden,.
<I>Beispiel:</I> 0,3 g Tartramilsäure werden in Wasser gelöst, mit Natronlauge neutralisiert und mit 0,3 g Antimon-trioxyd eine Zeitlang gekocht.
Die überstehende Lösung wird nun von un gelöstem Antimontriogyd abfiltriert, mit Salzsäure angesäuert und unter Eiskühlung mit Natriumnitritlösung diazotiert. 25 cm3 Pferdeserum wenden .mit 10 cm@ 2 n-Natrium- carbonatlösung versetzt und die Diazonium- lösung dazu gegeben.
Nach 3 Stunden wird das Azoprotein mit Säure gefällt, in ver dünnter Natronlauge auf-genommen und gegen destilliertes Wasser dialysiert. Die nach beendeter Dialyse auf 60 em@ ein- geengte Lösung hat eine Konzentration von 2,5% und enthält 0,0127o Antimon.
Process for the preparation of a serum-coupled antimony compound of tartranilic acid. Azo proteins have already been made, but compounds of azo proteins with antimony have not yet been known.
It has now been found that these new compounds can be obtained if antimony compounds of aromatic amines are diazotized and coupled to protein or if the antimony is subsequently introduced into an azo protein.
The present patent relates to a process for the production of an antimony compound of tartranilic acid coupled to serum, which is characterized in
that the antimony compound of tartranilic acid obtained by the action of antimony trioxide on tartranilic acid in an alkaline medium is diazotized and the diazo compound is coupled with serum.
The alkali metal-free antimony compound that can be obtained in this way is a red-colored substance with a protein character that is soluble in water, but insoluble in acids and organic solvents; it is intended to be used for chemotherapeutic purposes.
<I> Example: </I> 0.3 g of tartramilic acid are dissolved in water, neutralized with sodium hydroxide solution and boiled for a while with 0.3 g of antimony trioxide.
The supernatant solution is then filtered off from undissolved antimony triogide, acidified with hydrochloric acid and diazotized with sodium nitrite solution while cooling with ice. Turn 25 cm3 of horse serum, add 10 cm @ 2 N sodium carbonate solution and add the diazonium solution.
After 3 hours the azo protein is precipitated with acid, taken up in dilute sodium hydroxide solution and dialyzed against distilled water. The solution, which is reduced to 60 em @ after the end of dialysis, has a concentration of 2.5% and contains 0.0127o antimony.
Claims (1)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH204078T | 1936-08-13 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH204078A true CH204078A (en) | 1939-04-15 |
Family
ID=4443982
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH204078D CH204078A (en) | 1936-08-13 | 1936-08-13 | Process for the preparation of a serum-coupled antimony compound of tartranilic acid. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH204078A (en) |
-
1936
- 1936-08-13 CH CH204078D patent/CH204078A/en unknown
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