AT69887B - Process for the preparation of durable solutions of bismethylaminotetraminoarsenobenzene. - Google Patents
Process for the preparation of durable solutions of bismethylaminotetraminoarsenobenzene.Info
- Publication number
- AT69887B AT69887B AT69887DA AT69887B AT 69887 B AT69887 B AT 69887B AT 69887D A AT69887D A AT 69887DA AT 69887 B AT69887 B AT 69887B
- Authority
- AT
- Austria
- Prior art keywords
- solutions
- bismethylaminotetraminoarsenobenzene
- preparation
- durable
- durable solutions
- Prior art date
Links
- 238000000034 method Methods 0.000 title description 4
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 4
- 239000003513 alkali Substances 0.000 description 4
- 239000002585 base Substances 0.000 description 4
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 3
- UIIMBOGNXHQVGW-UHFFFAOYSA-M sodium bicarbonate Substances [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 150000003839 salts Chemical class 0.000 description 2
- 235000017557 sodium bicarbonate Nutrition 0.000 description 2
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 2
- 235000011121 sodium hydroxide Nutrition 0.000 description 2
- ATRRKUHOCOJYRX-UHFFFAOYSA-N Ammonium bicarbonate Chemical compound [NH4+].OC([O-])=O ATRRKUHOCOJYRX-UHFFFAOYSA-N 0.000 description 1
- 229910000013 Ammonium bicarbonate Inorganic materials 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 description 1
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical class NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 235000012538 ammonium bicarbonate Nutrition 0.000 description 1
- 239000001099 ammonium carbonate Substances 0.000 description 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000012458 free base Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- ACXCKRZOISAYHH-UHFFFAOYSA-N molecular chlorine hydrate Chemical compound O.ClCl ACXCKRZOISAYHH-UHFFFAOYSA-N 0.000 description 1
- 230000017074 necrotic cell death Effects 0.000 description 1
- 230000007935 neutral effect Effects 0.000 description 1
- AWYSLGMLVOSVIS-UHFFFAOYSA-N phenyl(phenylarsanylidene)arsane Chemical class C1=CC=CC=C1[As]=[As]C1=CC=CC=C1 AWYSLGMLVOSVIS-UHFFFAOYSA-N 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 230000001225 therapeutic effect Effects 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
- C07F9/66—Arsenic compounds
- C07F9/70—Organo-arsenic compounds
- C07F9/74—Aromatic compounds
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
<Desc/Clms Page number 1>
Verfahren zur Herstellung von haltbaren Lösungen des Bismethytamhotetramino- arsenebenzols.
Es wurde die überraschende Beobachtung gemacht, dass sich das Bismethylaminotetraminoarsenobenzol in wässerigen Bikarbonatlösungen auflöst, indem wahrscheinlich hiebei karbaminsaure Salze entstehen. Man erhält solche Lösungen, indem man die genannte Verbindung in Lösungen äquivalenter Mengen von Bikarbonat, z. B. von Natrium- oder Ammoniumbikarbonat, auflöst. Geht man anstatt von der Base von einem ihrer Salze aus, wie z. B. vom Chlorhydrat, so sind naturlich die zuzusetzenden Mengen von Bikarbonat entsprechend zu erhöhen. Es lassen sich in diesem Falle auch statt der Bikarbonate die Karbonat-e verwenden. Eine weitere Methode besteht darin, dass man lie Base in Wasser suspendiert, Alkali, z. B. Natronlauge.
Kalilauge oder Ammoniak, hinzufügt und darauf bis zur vollständigen Lösung Kühlensäure einleitet. Die Reaktion der Lösung wird hiedurch nahezu neutral. Durch Zusatz von Alkali oder Säuren wird die freie Base oder das entsprechende Salz ausgefällt. Durch Hinzufügen von Alkohol oder Azeton zu den Lösungen gelingt es, die als karbaminsaures Natrium, Kalium usw. aufzufassende
EMI1.1
bald dunkel.
Die nach dem vorliegenden Verfahren erhaltenen Lösungen besitzen für die therapeutische Verwendung des Bismethylaminotetraminoarsenobenzols sehr grosse Wichtigkeit. Sie ermöglichen es, dieses Heilmittel z. R intramuskulär zu injizieren, was bei den Lösungen der Alkaliverbindungen anderer Arsenobenzolderivate, wie z. B. des Diaminodioxyarsenobe. nzols, nicht möglich ist. nhne dass sehr unangenehme Nebenerscheinungen, wie Nekrosen, auftreten.
EMI1.2
gelöst und mit 200 cm3 zweifachnormaler Natronlauge versetzt. Die abgeschiedene Base wird abfiltriert und mit Wasser alkalifrei gewaschen. Hierauf suspendiert man sie in etwa 500 cm3 Wasser und fügt 276 cm3 einer 3#36%igen Natriumbikarbonatlösung hinzu.
Durch Schütteln in einer Flasche, in welcher man die Luft durch Kohlensäure verdrängt hat geht die Base hald in
EMI1.3
**WARNUNG** Ende DESC Feld kannt Anfang CLMS uberlappen**.
<Desc / Clms Page number 1>
Process for the production of durable solutions of bismethytamhotetramino arsenebenzene.
The surprising observation was made that the bismethylaminotetraminoarsenobenzene dissolves in aqueous bicarbonate solutions, in which case carbamic acid salts are probably formed. Such solutions are obtained by dissolving the said compound in solutions of equivalent amounts of bicarbonate, e.g. B. of sodium or ammonium bicarbonate, dissolves. If one proceeds from one of its salts instead of the base, such as e.g. B. from chlorine hydrate, the amount of bicarbonate to be added must of course be increased accordingly. In this case, carbonates can also be used instead of bicarbonates. Another method is to suspend the base in water, alkali, e.g. B. caustic soda.
Potash lye or ammonia is added and cooling acid is passed in until it is completely dissolved. This makes the reaction of the solution almost neutral. The free base or the corresponding salt is precipitated by adding alkali or acids. By adding alcohol or acetone to the solutions, it is possible to take the sodium, potassium, etc. carbamate
EMI1.1
soon dark.
The solutions obtained by the present process are very important for the therapeutic use of bismethylaminotetraminoarsenobenzene. They make it possible to use this remedy e.g. R to inject intramuscularly, which is the case with solutions of alkali compounds of other arsenobenzene derivatives, such as. B. Diaminodioxyarsenobe. nzols, is not possible. without the occurrence of very unpleasant side effects such as necrosis.
EMI1.2
dissolved and mixed with 200 cm3 twice normal sodium hydroxide solution. The deposited base is filtered off and washed with water until free from alkali. They are then suspended in about 500 cm3 of water and 276 cm3 of a 3 # 36% sodium bicarbonate solution are added.
By shaking in a bottle in which the air has been displaced by carbonic acid, the base will soon go in
EMI1.3
** WARNING ** End of DESC field may overlap beginning of CLMS **.
Claims (1)
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| AT73068D AT73068B (en) | 1914-01-14 | 1915-05-22 | Process for the preparation of stable solutions of nucleus-substituted bismethylaminotetraminoarsenobenzenes. |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE1368X | 1913-01-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| AT69887B true AT69887B (en) | 1915-09-10 |
Family
ID=88978147
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AT69887D AT69887B (en) | 1913-01-23 | 1914-01-14 | Process for the preparation of durable solutions of bismethylaminotetraminoarsenobenzene. |
Country Status (2)
| Country | Link |
|---|---|
| AT (1) | AT69887B (en) |
| NL (1) | NL1368C (en) |
-
1914
- 1914-01-14 AT AT69887D patent/AT69887B/en active
- 1914-01-17 NL NL3987A patent/NL1368C/en active
Also Published As
| Publication number | Publication date |
|---|---|
| NL1368C (en) | 1916-07-01 |
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