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US 7,803,834 B2Granted
Substituted oxindole derivatives, drugs containing said derivatives and the use thereof
AssigneeAbbott GmbH & Co. KG
InventorsThorsten Oost, Wilfried Lubisch, Wolfgang Wernet, Wilfried Hornberger, Liliane Unger
Life of this patent
Estimating the term…
Abstract
The invention relates to novel oxindol derivative of general formula (I), wherein substituents R1, R2, A, B and Y are such as defined in a claim 1. Drugs containing said derivatives and the use thereof for preventing and/or treating vassopress- and/or oxytocin-dependent-diseases are also disclosed.
Claims24
A compound of the formula (I),
- in which
- A is an aromatic, heteroaromatic, partly aromatic or partly heteroaromatic mono- or bicyclic radical which consists of 2, 3, 4, 5, 6, 7, 8, 9 or 10 carbon atoms and 0, 1, 2, 3 or 4 nitrogen atoms and/or 0, 1 or 2 oxygen atoms and/or 0, 1 or 2 sulfur atoms, and which is substituted by the radical RA1 and may be additionally substituted by 1, 2 or 3 radicals RA11, RA12 and/or RA13 which are selected independently of one another and independent of their respective occurrence from the group consisting of hydrogen, chlorine, bromine, iodine, fluorine, CN, CF3, OCF3, OCHF2, CO—NH2, CO—NH(C1-C4-alkyl), CO—N(C1-C4-alkyl)(C1-C4-alkyl), NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)(C1-C4-alkyl), NHCHO, NH—CO—NH2, NH—CO(C1-C4-alkyl), NO2, OH, O—C1-C4-alkyl, O—C0-C4-alkylene-phenyl, phenyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl and C2-C6-alkynyl,
- in which
- RA1 is RA2—(C1-C4-alkylene)-RA4,
- RA2 is selected from the group consisting of
- (C0-C4-alkylene)-O, (C0-C4-alkylene)-NRA5, (C0-C4-alkylene)-S, (C0-C4-alkylene)-SO, (C0-C4-alkylene)-SO2, (C0-C4-alkylene)-CO, (C0-C4-alkylene)-NRA5—SO2, (C0-C4-alkylene)-CO—NRA5, (C0-C4-alkylene)-CO—O, (C0-C4-alkylene)-NRA5—SO2, (C0-C4-alkylene)-SO2—NRA5, (C0-C4-alkylene)-NRA5—CO—NRA6, (C0-C4-alkylene)-O—CO—NRA5, (C0-C4-alkylene)-NRA5—CO—O and single bond,
- RA4 is selected from the group consisting of
- NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)(C1-C4-alkyl), NH(C1-C4-alkylene-O—C1-C4-alkyl), N(C1-C4-alkyl)(C1-C4-alkylene-O—C1-C4-alkyl), NH—CHO, N(C1-C4-alkyl)-CHO, NH—CO—NH2, N(C1-C4-alkyl)-CO—NH2, NH—CO—C1-C4-alkyl, N(C1-C4-alkyl)-CO—C1-C4-alkyl, NH—SO2—C1-C4-alkyl, N(C1-C4-alkyl)-SO2—C1-C4-alkyl and ring RA8,
- RA5, RA6, RA9 are selected independently of one another and independent of their respective occurrence from the group consisting of hydrogen, C1-C4-alkyl and C1-C4-haloalkyl;
- RA8 is selected from the group consisting of the respective individual radicals
- B is an aromatic, heteroaromatic, partly aromatic or partly heteroaromatic mono- or bicyclic radical which consists of 2, 3, 4, 5, 6, 7, 8, 9 or 10 carbon atoms and 0, 1, 2, 3 or 4 nitrogen atoms and/or 0, 1 or 2 oxygen atoms and/or 0, 1 or 2 sulfur atoms, and which may be substituted by 1, 2 or 3 radicals RB1, RB2 and/or RB3, where RB1, RB2 and RB3 are selected independently of one another and independent of their respective occurrence from the group consisting of hydrogen, chlorine, bromine, iodine, fluorine, CN, CF3, OCF3, OCHF2, CO—NH2, CO—NH(C1-C4-alkyl), CO—N(C1-C4-alkyl)(C1-C4-alkyl), NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)(C1-C4-alkyl), NH—CHO, NH—CO—NH2, NH—CO—C1-C4-alkyl, NO2, OH, O—C1-C4-alkyl, O—C0-C4-alkylenephenyl, phenyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl and C2-C6-alkynyl;
- R1 is selected from the group consisting of hydrogen, chlorine, bromine, iodine, fluorine, CN, CF3, OCF3, OCHF2, CO—NH2, CO—NH(C1-C4-alkyl), CO—N(C1-C4-alkyl)(C1-C4-alkyl), NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)(C1-C4-alkyl), NH—CHO, NH—CO—NH2, NH—CO—C1-C4-alkyl, NO2, OH, O—C1-C4-alkyl, O—C0-C4-alkylenephenyl, phenyl, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl and C2-C6-alkynyl,
- R2 is selected from the group consisting of hydrogen, C1-C4-alkyl, O—C1-C4-alkyl, chlorine and fluorine,
- Y is a radical
- in which
- RY1 is selected from the group consisting of hydrogen, C1-C4-alkyl and C1-C4-haloalkyl;
- RY2 is selected from the group consisting of hydrogen;
- phenyl;
- phenyl substituted by 1, 2, 3, 4 or 5 radicals RPh1, RPh2, RPh3, RPh4 and/or RPh5 which are selected independently of one another from the group consisting of hydrogen, halogen, C1-C6-alkyl and C1-C6-alkoxy;
- C1-C6-alkyl;
- C3-C7-cycloalkyl and C1-C6-haloalkyl;
- in which RY1 and RY2 may also form together with the atoms to which they are bonded a 4-, 5-, 6- or 7-membered, saturated or unsaturated ring which may, instead of a ring C atom, also include a heteroatom selected from the group consisting of O, S and NRY5 as further ring member, where RY5 independent of its respective occurrence is hydrogen, C1-C4-alkyl or CO—C1-C4-alkyl, and where the ring may have one or two substituents RY6 and RY7 which are selected independently of one another and independent of their respective occurrence from the group consisting of the radicals hydrogen, chlorine, bromine, iodine, fluorine, CN, CF3, OCF3, OCHF2, CO—NH2, CO—NH(C1-C4-alkyl), CO—N(C1-C4-alkyl)(C1-C4-alkyl), NH2, NH(C1-C4-alkyl), N(C1-C4-alkyl)(C1-C4-alkyl), NH—CHO, NH—CO—NH2, NH—CO—C1-C4-alkyl, OH, O—C1-C4-alkyl, O—CO—C1-C4-alkyl, O—(CH2)0-2-phenyl, phenyl, C1-C6-alkyl, or
- RY6 and RY7 may also independent of their respective occurrence form together with the C atoms to which they are bonded a fused phenyl ring or a fused 5- or 6-membered, aromatic heterocycle which, besides C atoms, includes as ring members 1, 2, 3 or 4 identical or different heteroatoms as ring members which may be selected independently of one another from the group consisting of nitrogen, oxygen and sulfur,
- RY3 is selected from the group consisting of hydrogen, C1-C4-alkyl and C1-C4-haloalkyl;
- RY4 is selected from the group consisting of hydrogen, CO—NRY21RY22, CO—C1-C4-alkyl, COOH and CO—O—C1-C4-alkyl,
- RY21, RY22 are selected independently of one another and independent of their respective occurrence from the group consisting of hydrogen, C1-C4-alkyl and C1-C4-haloalkyl;
- or RY21 and RY22 may also independent of their respective occurrence form together with the nitrogen atom to which they are bonded a 4-, 5- or 6-membered, saturated or wholly or partly unsaturated N-heterocyclic ring,
- the tautomeric, enantiomeric and diastereomeric forms thereof and the physiologically tolerated salts of said compound.
25 more elements
Dependencies are inferred from the claim text.