CH139406A - Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate. - Google Patents
Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate.Info
- Publication number
- CH139406A CH139406A CH139406DA CH139406A CH 139406 A CH139406 A CH 139406A CH 139406D A CH139406D A CH 139406DA CH 139406 A CH139406 A CH 139406A
- Authority
- CH
- Switzerland
- Prior art keywords
- ethoxy
- diaminoakridine
- preparation
- cholate
- apocholate
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 3
- 229940099352 cholate Drugs 0.000 title 1
- BHQCQFFYRZLCQQ-OELDTZBJSA-N cholic acid Chemical compound C([C@H]1C[C@H]2O)[C@H](O)CC[C@]1(C)[C@@H]1[C@@H]2[C@@H]2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 BHQCQFFYRZLCQQ-OELDTZBJSA-N 0.000 title 1
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- XWJTYEGVQBFZHI-IMPNNSMHSA-N Apocholic acid Chemical compound C([C@H]1CC2)[C@H](O)CC[C@]1(C)[C@@H]1C2=C2CC[C@H]([C@@H](CCC(O)=O)C)[C@@]2(C)[C@@H](O)C1 XWJTYEGVQBFZHI-IMPNNSMHSA-N 0.000 claims description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 2
- 239000000843 powder Substances 0.000 claims description 2
- 150000003839 salts Chemical class 0.000 description 6
- 150000001875 compounds Chemical class 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- GGYLZKVIYWFOEG-ZIEWEEOPSA-M [Na+].C[C@H](CCC([O-])=O)[C@H]1CCC2=C3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C Chemical compound [Na+].C[C@H](CCC([O-])=O)[C@H]1CCC2=C3CC[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C GGYLZKVIYWFOEG-ZIEWEEOPSA-M 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- CIKWKGFPFXJVGW-UHFFFAOYSA-N ethacridine Chemical class C1=C(N)C=CC2=C(N)C3=CC(OCC)=CC=C3N=C21 CIKWKGFPFXJVGW-UHFFFAOYSA-N 0.000 description 1
- 230000002147 killing effect Effects 0.000 description 1
- 244000005700 microbiome Species 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000001225 therapeutic effect Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
- C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
- C07D219/08—Nitrogen atoms
- C07D219/10—Nitrogen atoms attached in position 9
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07J—STEROIDS
- C07J9/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane
- C07J9/005—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane containing a carboxylic function directly attached or attached by a chain containing only carbon atoms to the cyclopenta[a]hydrophenanthrene skeleton
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Description
Verfahren zur Darstellung von 2-Äthogy-6,9-diaminoahridinapocholat. Es wurde nun gefunden, dass man zu einer wertvollen, neuen Verbindung gelangen kann, wenn man 2-Äthoxy-6,9-diaminoakri- din und Apocholsäure aufeinander einwirken lässt.
Die Salzbildung vollzieht sich leicht, wenn man die beiden Komponenten in einem Lö sungsmittel vereinigt. Das Salz kann auch durch doppelten Umsatz von Salzen der Aus gangsmaterialien gewonnen werden, wobei sich zunächst freie Apocholsäure und das freie Akridinderivat bilden, welche Verbin dungen dann zu dem Salz zusammentreten.
Wie Versuche gezeigt haben, besitzt das neue Salz gegenüber Mikroorganismen stärker ab tötende Eigenschaften als bekannte Salze des 2-Äthoxy-6,9-diaminoakridins ; es soll daher therapeutische Verwendung finden.
<I>Beispiel:</I> <B>5,9</B> g 2-Äthoxy-6,9-diaminoakridinium- hydrochl9rid werden in 400 cm' Wasser & e- löst und mit einer Lösung von 8,2g Natrium- apocholat in 100 cm3 Wasser vereinigt. Das 2-Äthoxy-6,9-diaminoakridinapocholat schei det sich als gelbes, mikrokristallines Pulver ab. Es ist in Alkohol und Methylalkohol löslich, in Äther und Wasser nahezu unlös lich.
Process for the preparation of 2-ethogy-6,9-diaminoahridinapocholate. It has now been found that a valuable, new compound can be obtained if 2-ethoxy-6,9-diaminoakridine and apocholic acid are allowed to act on one another.
Salt formation takes place easily when the two components are combined in a solvent. The salt can also be obtained by double conversion of salts from the starting materials, with free apocholic acid and the free akridine derivative initially being formed, which compounds then come together to form the salt.
As tests have shown, the new salt has stronger killing properties against microorganisms than known salts of 2-ethoxy-6,9-diaminoacridine; it should therefore find therapeutic use.
<I> Example: </I> <B> 5.9 </B> g of 2-ethoxy-6,9-diaminoakridinium hydrochloride are dissolved in 400 cm of water and mixed with a solution of 8.2 g of sodium - apocholate combined in 100 cm3 of water. The 2-ethoxy-6,9-diaminoakridine apocholate separates as a yellow, microcrystalline powder. It is soluble in alcohol and methyl alcohol, and almost insoluble in ether and water.
Claims (1)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CH126678T | 1928-10-22 | ||
| CH139406T | 1928-10-23 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CH139406A true CH139406A (en) | 1930-04-15 |
Family
ID=25710717
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CH139406D CH139406A (en) | 1928-10-22 | 1928-10-23 | Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate. |
Country Status (1)
| Country | Link |
|---|---|
| CH (1) | CH139406A (en) |
-
1928
- 1928-10-23 CH CH139406D patent/CH139406A/en unknown
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| CH139406A (en) | Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate. | |
| CH139404A (en) | Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate. | |
| CH139405A (en) | Process for the preparation of 2-ethoxy-6,9-diaminoakridine cholate. | |
| CH126678A (en) | Process for the preparation of 3,6-diamino-10-methylacridinium cholate. | |
| CH139410A (en) | Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium deoxycholate. | |
| CH139407A (en) | Process for the preparation of 3,6-diamino-10-methylacridinium deoxycholate. | |
| AT125233B (en) | Process for the preparation of salt-like compounds from higher homologues of polyoxybenzenes. | |
| CH139409A (en) | Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium deoxycholate. | |
| CH150785A (en) | Process for the preparation of a diazoamino compound. | |
| CH126722A (en) | Process for the preparation of 6-ethoxy-8-aminoquinoline. | |
| CH139408A (en) | Process for the preparation of 3,6-tetramethyldiaminodiphenthiazinium deoxycholate. | |
| CH294579A (en) | Process for the preparation of a new thioether. | |
| CH205837A (en) | Process for the preparation of a double compound of 5,5-phenylethylbarbituric acid. | |
| CH197108A (en) | Process for the preparation of a compound of 3-benzene-azo-2,6-diaminopyridine. | |
| CH156937A (en) | Process for the preparation of a double compound of the pyridine series. | |
| CH301698A (en) | Process for the preparation of a new aromatic thioether. | |
| CH119078A (en) | Process for the preparation of di-ortho-acetoxy-benzoic acid calcium. | |
| CH164428A (en) | Process for the preparation of a salt of 2-ethoxy-6.9-diamino-acridine. | |
| CH169578A (en) | Process for the preparation of the salt of 2,3-dimethoxy-6-nitro-9- (Y-diethylamino-B-oxy-propylamino) -acridine with p-glycolylaminobenzolaric acid. | |
| CH156930A (en) | Process for the preparation of a double compound of the pyridine series. | |
| CH147948A (en) | Process for preparing an aqueous solution of a quinine salt. | |
| CH158448A (en) | Process for the preparation of the hydroiodic acid carbaminoycholine. | |
| CH209826A (en) | Process for the preparation of a thiazolium compound. | |
| CH107543A (en) | Process for the preparation of a mixture of water-soluble arsenic compounds. | |
| CH107542A (en) | Process for the preparation of a mixture of water-soluble arsenic compounds. |