DE1670270A1 - New bis-1,2,3,4-tetrahydro-9-aminoacridinium compounds - Google Patents

New bis-1,2,3,4-tetrahydro-9-aminoacridinium compounds

Info

Publication number
DE1670270A1
DE1670270A1 DE19651670270 DE1670270A DE1670270A1 DE 1670270 A1 DE1670270 A1 DE 1670270A1 DE 19651670270 DE19651670270 DE 19651670270 DE 1670270 A DE1670270 A DE 1670270A DE 1670270 A1 DE1670270 A1 DE 1670270A1
Authority
DE
Germany
Prior art keywords
tetrahydro
aminoacridinium
compounds
bis
acid
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.)
Pending
Application number
DE19651670270
Other languages
German (de)
Inventor
Dietrich Prof Dr Jerchel
Walter Dr Ost
Klaus Dr Thomas
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
CH Boehringer Sohn AG and Co KG
Original Assignee
CH Boehringer Sohn AG and Co KG
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by CH Boehringer Sohn AG and Co KG filed Critical CH Boehringer Sohn AG and Co KG
Publication of DE1670270A1 publication Critical patent/DE1670270A1/en
Pending legal-status Critical Current

Links

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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Description

Neue Bis-1, 2, 3t4-tetrahydro-9-amino-acridiniumverbindungen [Ausscheidung aus Patentanmeldung B 63 330 Ivd/12p (Patent..)] Die vorliegende Erfindung betrifft neue Bis-4, 2, 3, 4-tetrahydro-9-amino-acridiniumverbindungen der allgemeinen Formel in der n eine ganze Zahl von 8 bis 16 und X ein biologisch unbedenkliches Anion$einer Säure, wie einer Mineralsäure, Essigasäure, Propionsäure, Capronsäure, Weinsäure, Methansulfonsäure, Fumarsäure, Maleinsäure, Citronensäure oder ; p-Toluolsulfonsäure, badeutet.New bis-1, 2, 3t4-tetrahydro-9-amino-acridinium compounds [separation from patent application B 63 330 Ivd / 12p (patent ..)] The present invention relates to new bis-4, 2, 3, 4-tetrahydro-9 -amino-acridinium compounds of the general formula in which n is an integer from 8 to 16 and X is a biologically harmless anion $ of an acid, such as a mineral acid, acetic acid, propionic acid, caproic acid, tartaric acid, methanesulfonic acid, fumaric acid, maleic acid, citric acid or; p-toluenesulfonic acid, bathes.

Die neuen Verbindungen zeichnen sich durch eine starke bakteriostatische Wirkung aus. sie wurde beispielsweise festgestellt gegenüber Staphylococus aureus SG 511, Bacillus subtilis ATCC 9524, Escherichia coli ATCC 9637, Pseudomonas aerugionsa ATCC 10145 und gpgen Streptococcus fascalis ATCC 8043.The new compounds are characterized by a strong bacteriostatic Effect. it was found, for example, against Staphylococus aureus SG 511, Bacillus subtilis ATCC 9524, Escherichia coli ATCC 9637, Pseudomonas aerugionsa ATCC 10145 and gpgen Streptococcus fascalis ATCC 8043.

Ausserdem besitzen die erfindungsgemässen Verbindungen eine gute fungistatische Wirkung.In addition, the compounds according to the invention have good fungistatic properties Effect.

Die Toxizität der neuen Verbindungen ist äusserst niedrig. So beträgt die LD 50 p. o.. von N, N'-Decylbisa- (1,2,3,4-tetrahydro-9-amino-acridinium)-dichlorid bei der Maus 3780 mg/kg (nach G. G.-Kärber, Archiv . für experimentelle Pathologie und Pharmakologie, Bd. 162, (1931), 480).The toxicity of the new compounds is extremely low. So amounts the LD 50 p. o .. of N, N'-decylbisa- (1,2,3,4-tetrahydro-9-amino-acridinium) dichloride in the mouse 3780 mg / kg (according to G. G.-Kärber, Archives. for experimental pathology and Pharmakologie, Vol. 162, (1931), 480).

Die Herstellmg der neuen Verbindungen erfolgt nach den in der Stammanmeldung beschriebenen Verfahren.The production of the new compounds takes place according to the in the parent application described procedure.

Claims (4)

F-atentansB=r=-.Se 1.) Neue Bis-1, 2,-3, 4-tetrahydro-9-amino-acridiniumderivate der allgemeinen Formel in der n eine ganze Zahl von d bis 16 und X ein biologisch unbedenkliches Anion einer Säure bedeutet.F-atentansB = r = -. Se 1.) New bis-1, 2, -3, 4-tetrahydro-9-amino-acridinium derivatives of the general formula in which n is an integer from d to 16 and X is a biologically harmless anion of an acid. 2.) N,N'-Octyl-1, 8 bis (1, 2, 3, -tetrahydro-9-aminoacridinium)-salze.2.) N, N'-octyl-1,8 bis (1, 2, 3, tetrahydro-9-aminoacridinium) salts. 3.) N, N'-Decyl-1, 10-bis-(1, 2, 3, 4-tetrahydro-9-aminoacridinium)-salze. 3.) N, N'-decyl-1, 10-bis (1, 2, 3, 4-tetrahydro-9-aminoacridinium) salts. 4.) N, N-Dodecyl-1, 12-bis(1,2,3,4-tetrahydro-9-aminoacridinium)-salze 5.) N,N'-Hexadecyl-1,16-bis-(1,2,3,4-tetrahydro-9-aminoacridinium)-salze. 4.) N, N-dodecyl-1, 12-bis (1,2,3,4-tetrahydro-9-aminoacridinium) salts 5.) N, N'-hexadecyl-1,16-bis (1,2,3,4-tetrahydro-9-aminoacridinium) salts.
DE19651670270 1965-08-18 1965-08-18 New bis-1,2,3,4-tetrahydro-9-aminoacridinium compounds Pending DE1670270A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DEB0094536 1965-08-18

Publications (1)

Publication Number Publication Date
DE1670270A1 true DE1670270A1 (en) 1972-07-27

Family

ID=6987648

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19651670270 Pending DE1670270A1 (en) 1965-08-18 1965-08-18 New bis-1,2,3,4-tetrahydro-9-aminoacridinium compounds

Country Status (1)

Country Link
DE (1) DE1670270A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0520210A2 (en) * 1991-06-15 1992-12-30 Bayer Ag Process for the preparation of oligomer polyisocyanates and their use

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0520210A2 (en) * 1991-06-15 1992-12-30 Bayer Ag Process for the preparation of oligomer polyisocyanates and their use
EP0520210A3 (en) * 1991-06-15 1993-07-21 Bayer Ag Process for the preparation of oligomer polyisocyanates and their use

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