US 5,183,925 AGranted

Leukotriene-B4 derivatives, process for their production and their use as pharmaceutical agents

AssigneeSchering Corporation

InventorsJosef Heindl, Werner Skuballa, Bernd Buchmann, Wolfgang Frohlich, Rolalnd Ederdt

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Abstract

The invention relates to leukotriene-B.sub.4 derivatives of formula I, ##STR1## in which n=1-10, R.sub.1 means radical CH.sub.2 OH, radical COOR.sub.4, radical CONHR.sub.5 or radical CONR.sub.6 R.sub.7, A means a cis, trans or trans, trans--CH.dbd.CH--CH.dbd.CH group or tetramethylene group, B means an alkylene group with up to 10 C atoms, D means a direct compound, oxygen, sulfur, a --C.tbd.C group or a --CH.dbd.CR.sub.8 group, B and D together mean a direct bond, R.sub.2 means a hydrogen atom or an acid radical of an organic acid with 1-15 C atoms and R.sub.3 means a hydrogen atom, an optionally substituted alkyl radical with 1-10 C atoms, a cycloalkyl radical with 3-10 C atoms, an optionally substituted aryl radical with 6-10 C atoms or a 5-6 member heterocyclic radical and if R.sub.4 means a hydrogen atom, their salts with physiologically compatible bases and their cyclodextrin clathrates, process for their production and their pharmaceutical use.

Claims5

Dependent claims

Leukotriene-B.sub.4 derivative of formula I, ##STR22## in which n=1-10,

R.sub.1 means radical COOR.sub.4 with R.sub.4 meaning a hydrogen atom, an alkyl radical with 1-10 C atoms, a cycloalkyl radical with 3-10 C atoms, an aryl radical with 6-10 C atoms optionally substituted by 1-2 chlorine, bromine, phenyl, alkyl with 1-4 C atoms, chloromethyl, fluoromethyl, trifluoromethyl, carboxy, C.sub.1 -C.sub.4 alkoxy or hydroxy, a --CH.sub.2 --CO--aryl radical with 6-10 C atoms for an aryl or a 5-6-member heterocyclic radical with at least 1 heteroatom,
A means a cis, trans or trans, trans--CH.dbd.CH--CH.dbd.CH group or tetramethylene group,
B means a straight-chain or branched-chain, saturated or unsaturated alkylene group with up to 10 C atoms which can optionally be substituted by fluorine, or the group ##STR23## with n=1, 2 or 3, D means a direct compound, oxygen, sulfur, a --C.tbd.C group or a --CH.dbd.CR.sub.8 group with R.sub.8 as hydrogen, C.sub.1 -C.sub.5 alkyl, chlorine or bromine,
B and D together mean a direct bond,
R.sub.2 means a hydrogen atom or an acid radical of an organic acid with 1-15 C atoms and
R.sub.3 means a hydrogen atom, an alkyl radical with 1-10 C atoms, an alkyl radical with 1-10 C atoms substituted by chlorine or bromine, a cycloalkyl radical with 3-10 C atoms;
an aryl radical with 6-10 C atoms substituted optionally by 1-2 chlorine, bromine, phenyl, alkyl with 1-4 C atoms, chloromethyl, fluoromethyl, trifluoromethyl, carboxy, C.sub.1 -C.sub.4 alkoxy or hydroxy;
or a 5-6-member heterocyclic radical with at least 1 heteroatom and if R.sub.5 means a hydrogen atom, their salts with physiologically compatible bases and their cyclodextrin clathrates.

5 more elements

Leukotriene-B.sub.4 derivative of formula I ##STR26## in which n=1-10,

R.sub.1 means radical COOR.sub.4 with R.sub.4 meaning a hydrogen atom, an alkyl radical with 1-10 C atoms, a cycloalkyl radical with 3-10 C atoms, an aryl radical with 6-10 C atoms optionally substituted by 1-2 chlorine, bromine, phenyl, alkyl with 1-4 C atoms, chloromethyl, fluoromethyl, trifluoromethyl, carboxy, C.sub.1 -C.sub.4 -alkoxy or hydroxy, a --CH.sub.2 --CO--aryl radical with 6-10 C atoms for an aryl or a 5-6 member heterocyclic radical with at least 1 heteroatom,
A means a cis-, trans-, or trans,trans--CH.dbd.CH--CH.dbd.CH group,
D means a direct bond,
B and D together mean a direct bond,
R.sub.2 means a hydrogen atom, and
R.sub.3 means a hydrogen atom, an alkyl radical with 1-10 C atoms, an alkyl radical with 1-10 C atoms substituted by chlorine or bromine, a cycloalkyl radical with 3-10 C atoms;
an aryl radical with 6-10 C atoms, or a 5-6 member heterocyclic radical with at least 1 heteroatom and if R.sub.4 means a hydrogen atom, their salts with physiologically compatible bases and their cyclodextrin clathrates.

4 more elements

Dependencies are inferred from the claim text.

Facts

Application: 07/623,386Filed 19 Nov 1990
Priority: DE 390932617 Mar 1989
Granted: 2 Feb 1993
Term ends: Not estimatedThe source records don’t support an estimate.

Classification7 codes

C07D 295/185
Radicals derived from carboxylic acids: from aliphatic carboxylic acids
A61P 43/00
Drugs for specific purposes, not provided for in groups a61p1/00-a61p41/00
C07C 43/23
Having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring: containing hydroxy or O-metal groups
C07C 59/68
The non-carboxylic part of the ether containing six-membered aromatic rings: the oxygen atom of the ether group being bound to a non-condensed…