Claims
- 1. A compound of formula 1 or 2 ##STR16## wherein the symbols have the following meanings: R.sub.1 independently of each other are straight or branched alkyl having 1-4 C-atoms, fluorinated or hydroxylated alkyl having 1-4 C-atoms, or R.sub.1 is cycloalkyl having 3-6 C-atoms, or R.sub.1 is straight or branched alkoxy, alkylthio or alkylsulphonyl having 1-4 C-atoms which may be substituted with one or more fluorine atoms or with one phenyl group, or R.sub.1 is a cycloalkoxy group or a cycloalkylthio group having 3-6 C-atoms, or R.sub.1 is straight or branched alkoxy-, alkylthio- or alkylsulphonylalkyl having 2-6 C-atoms, or R.sub.1 is hydroxy, halogen, cyano, straight or branched alkoxycarbonyl having 1-4 C-atoms in the alkoxy group;
- n has the value 0-2;
- R.sub.2 +R.sub.3 together with the carbon atoms and the nitrogen atoms to which they are bound and the intermediate carbon atoms constitute a piperidine ring which may be substituted with alkyl groups which can form a spiroalkyl group;
- R.sub.4 is hydrogen, straight or branched alkyl having 1-8 C-atoms, alkoxy- or alkylthioalkyl, alkenyl or alkynyl, which groups may be substituted with one or more fluorine atoms, or with a cycloalkyl group, or with a phenyl group which may be substituted with one or two substituents selected from the group consisting of lower alkyl and lower alkoxy, or R.sub.4 is a cycloalkyl having 3-8 C-atoms, or cycloalkenyl having 5-7 C-atoms which rings may be substituted with methyl groups, or R.sub.4 is a straight or branched alkoxycarbonylalkyl having 1-6 C-atoms, or R.sub.4 is a group R.sub.7 R.sub.8 N--CO--R.sub.9 -- or R.sub.7 R.sub.8 N--SO.sub.2 --R.sub.9 --, wherein R.sub.7 and R.sub.8 independently of each other are hydrogen, alkyl having 1-3 C-atoms, and R.sub.9 is alkyl having 1-3 C-atoms, or R.sub.4 is alkylsulphonylalkyl having 1-3 C-atoms per alkyl group, or a phenylsulphonylalkyl group having 1-3 C-atoms in the alkyl group or R.sub.4 is a phenyl group substituted with 0-3 groups R.sub.10, wherein R.sub.10 independently of each other are straight or branched alkyl having 1-6 C-atoms which may be substituted with one or more fluorine atoms, or with one cyano group, or with straight or branched alkoxycarbonyl having 1-6 C-atoms in the alkoxy group, or with a group R.sub.7 R.sub.8 N--CO-- or R.sub.7 R.sub.8 N--SO.sub.2 13 , wherein R.sub.7 and R.sub.8 have the above-mentioned meanings, or two groups R.sub.10 bonded to adjacent carbon atoms form a carbocyclic ring which consists of 5-7 ring atoms and is annelated with the phenyl groups, or R.sub.10 is straight or branched alkyl(1-4 C)-oxy-alkyl(0-3 C) or alkyl (1-4 C)-thioalkyl(0-3 C), which groups may comprise one or more fluorine atoms, or R.sub.10 is cycloalkoxy, cycloalylthio or cycloalkylsulphonyl having 3-6 C-atoms, or R.sub.10 is cycloalkyl having 3-6 C-atoms, or R.sub.10 is straight or branched alkoxycarbonyl, a group R.sub.7 R.sub.8 N--CO-- or R.sub.7 R.sub.8 N--SO.sub.2 -- wherein R.sub.7 and R.sub.8 have the above-mentioned meanings, or R.sub.10 is halogen or hydroxy;
- R.sub.5 is absent or R.sub.5 is alkyl (with an anion as counter ion), or oxygen;
- p has a value 1 or 2; and
- R.sub.6 independently or each other are hydrogen, on the understanding that at least one group R.sub.6 is alkyl having 1-6 C-atoms, a halogen atom, a nitrile group, an amino group, an acylamino group, an alkoxycarbonylamino group, a group --NH--CO--NR.sub.7 R.sub.8, wherein R.sub.7 and R.sub.8 have the above-mentioned meanings, a straight or branched alkoxycarbonyl group having 1-8 C-atoms in the alkoxy group, hydroxy-(1-2 C) alkoxycarbonyl, (1,3 C) alkoxy-(1,2 C)alkoxycarbonyl, a benzyloxycarbonyl group, a group R.sub.7 R.sub.8 N--SO.sub.2 -- or R.sub.7 R.sub.8 N--CO--, wherein R.sub.7 and R.sub.8 have the above-mentioned meanings, or R.sub.6 is hydroxymethyl, esterified hydroxymethyl, alkoxymethyl having 1-6 C-atoms in the alkoxy group, a benzyloxymethyl group, or an alkyl (1-6 C)--SO.sub.2 -- group, or
- a pharmaceutically suitable salt thereof.
- 2. A compound as defined in claim 1 which is 10-ethoxycarbonyl-8-phenyl-11-methyl-5,6-dihydro-4H-pyrido[4',3':4,5]pyrrolo[3,2,1-ij]quinoline, or a pharmacologically acceptable salt thereof.
- 3. A compound as defined in claim 2, wherein the pharmacologically acceptable salt is the hydrochloride.
- 4. A compound as defined in claim 1 which is 10-ethoxycarbonyl-8-phenyl-11-methyl-5,6-dihydro-4H-pyrido[4',3':4,5]pyrrolo[3,2,1-ij]quinoline.
- 5. A pharmaceutical composition having fibrinolytic activity which comprise a therapeutically effective amount of a compound as claimed in claim 1 as an active substance as well as a pharmaceutically acceptable carrier.
- 6. A method of dissolving or preventing blood clots, characterised in that a composition as claimed in claim 5 is used.
Priority Claims (2)
Number |
Date |
Country |
Kind |
8801565 |
Jun 1988 |
NLX |
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8900136 |
Jan 1989 |
NLX |
|
Parent Case Info
This application is a continuation of application Ser. No. 366,535, filed Jun. 15, 1989 now abandoned.
US Referenced Citations (3)
Foreign Referenced Citations (4)
Number |
Date |
Country |
0300541 |
Jan 1989 |
EPX |
0320075 |
Jun 1989 |
EPX |
7812605 |
Jul 1980 |
NLX |
975835 |
Nov 1964 |
GBX |
Continuations (1)
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Number |
Date |
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Parent |
366535 |
Jun 1989 |
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