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    • 3. 发明专利
    • Polycyclic azaindole compounds
    • NZ507525A
    • 2001-09-28
    • NZ50752500
    • 2000-10-13
    • ADIR
    • GUILLAUMET GERALDVIAUD MARIE-CLAUDEVAN DE POEL HERVEDELAGRANGE PHILIPPEBENNEJEAN CAROLINERENARD PIERRE
    • C07D487/12A61K31/4355A61K31/437A61K31/5365A61K31/55A61K31/553A61P1/00A61P1/14A61P3/00A61P3/04A61P3/10A61P9/00A61P15/00A61P15/18A61P25/00A61P25/06A61P25/08A61P25/16A61P25/20A61P25/22A61P25/24A61P25/28A61P35/00A61P37/02A61P43/00C07D471/04C07D471/14C07D498/14C07D513/14
    • Compounds of formula (1) wherein: R1 represents a halogen atom or a group -R, -OR, -S(O)nR, -NRR', -NR-C(=Z)-R', -NR-C(=Z)-OR', -NR-C(=Z)-NR'R", R-N-SO2R', -C(=Z)-NRR', or -SO2NRR'; n is 0, 1 or 2; Z represents a sulphur or oxygen atom; R, R' and R", which may be identical or different, represent a hydrogen atom or an unsubstituted or substituted linear or branched alkyl group, an unsubstituted or substituted linear or branched alkenyl group, an unsubstituted or substituted linear or branched alkynyl group, an unsubstituted or substituted cycloalkyl group, an unsubstituted or substituted cycloalkyl-alkyl group in which the alkyl moiety is linear or branched, an aryl group, an aryl-alkyl group in which the alkyl moiety is linear or branched, a heteroaryl group or a heteroaryl-alkyl group in which the alkyl moiety is linear or branched, it also being possible for (R and R') and (R' and R") to form together with the nitrogen atom carrying them a morpholinyl, piperidinyl, piperazinyl or pyrrolidinyl group, those groups being unsubstituted or substituted; G1 represents an alkylene chain having from 1 to 4 carbon atoms, optionally substituted by a group R, OR, COR or COOR or G1 represents an alkylene chain having from 1 to 4 carbon atoms in which one of CH2 group can be replaced by a cycloalkylene group; A represents a group -C(=Z)-NRR', -NR-C(=Z)R' OR -NR-C(=Z)NR'R"; B forms with the nitrogen atom and the carbon atom to which it is attached a ring having from 5 to 8 ring members, which may contain one or more unsaturated bonds and may contain, in addition to the nitrogen atom, an additional hetero atom selected from oxygen, sulphur and nitrogen; R2 and R3, which may be identical or different, represent a hydrogen atom or a linear or branched alkyl group, a linear or branched alkoxy group or a hydroxy group, or R 2 and R 3 together form an oxo group; R4 and R5 represent a hydrogen atom or form together with two adjacent atoms of the B ring carrying them a group selected from aryl and heteroaryl; the symbol --- means that the bond may be single or double, with the proviso that the valence of the atoms is respected; it being understood that: the term "substituted" applied to the terms "alkyl", "alkenyl", "alkynyl", "cycloalkyl", "morpholinyl", "piperidinyl", "piperazinyl" and "pyrrolidinyl" means that those groups may be substituted by one or more groups selected from hydroxy, oxo, alkoxy, alkyl, polyhaloalkyl, and halogen atoms; the term "substituted" applied to the term "cycloalkylalkyl" means that the cyclic moiety of the group is substituted by one or more groups selected from hydroxy, oxo, alkoxy, alkyl, polyhaloalkyl, and halogen atoms; the term "aryl" is understood to mean a phenyl, naphthyl or biphenyl group, those groups being unsubstituted or substituted by one or more identical or different groups selected from hydroxy, alkoxy, alkyl, amino, alkylamino, dialkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxy, alkoxycarbonyl, amido, and halogen atoms; the term "heteroaryl" is understood to mean a furyl, pyrrolyl, imidazolyl, pyridyl, thienyl, pyrazinyl, benzothienyl, benzofuranyl, indolyl, benzimidazolyl, quinolyl or quinazolinyl group, those groups being unsubstituted or substituted by one or more identical or different groups selected from hydroxy, alkoxy, alkyl, amino, alkylamino, dialkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxy, amido, and halogen atoms; their enantiomers and diastereoisomers, and addition salts thereof with a pharmaceutically acceptable acid or base. These compounds are useful in the treatment of disorders of the melatoninergic system.
    • 4. 发明专利
    • NEW POLYCYCLIC AZAINDOLE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND PHARMACEUTICAL COMPOSITIONS CONTAINING THEM
    • HU0004007A2
    • 2001-05-28
    • HU0004007
    • 2000-10-13
    • ADIR
    • BENNEJEAN CAROLINEDELAGRANGE PHILIPPEGUILLAUMET GERALDRENARD PIERREVIAUD MARIE-CLAUDEVAN DE POEL HERVE
    • C07D487/12A61K31/4355A61K31/437A61K31/5365A61K31/55A61K31/553A61P1/00A61P1/14A61P3/00A61P3/04A61P3/10A61P9/00A61P15/00A61P15/18A61P25/00A61P25/06A61P25/08A61P25/16A61P25/20A61P25/22A61P25/24A61P25/28A61P35/00A61P37/02A61P43/00C07D471/04C07D471/14C07D498/14
    • Polycyclic azoindoline derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases, their preparation, intermediates for their preparation, and pharmaceutical compositions containing them are new. Polycyclic azoindoline derivatives of formula (I) in which the dotted line indicates an optional unsaturation, and the group of formula (a) = a group (b), (c), (d) or (e); R = halogen, -R, -OR, -S(O)nR, -NRR', -NR-CZ-R', -NR-CZ-OR', -NR-CZ-NR'R, -NR-SO2-R', -CZ-NR'R, or -SO2-NR'R; n = 0, 1 or 2; Z = S or O; R, R', and R = H, 1-6C alkyl, 2-6C alkenyl or alkynyl, all of which may be substituted, 3-8C cycloalkyl optionally substituted, cycloalkyl alkyl optionally substituted, aralkyl, heteroaryl, heteroaryl alkyl, or R' may form, with R or R and the N atom to which they are attached, a morpholino, piperidinyl, piperazinyl, or pyrrolidinyl group which may be substituted; G1 = 1-4C alkylene that may be substituted by R, OR, -COR, or -COOR, or it is a 1-4C alkylene chain in which one of the methylene groups is replaced by 3-8C cycloalkylene; A = - -CZ-NRR', -NR-CZ-R', or -NR-CZ-NR'R; B' forms with the N atom and the C atom to which it is attached = a 5-8 membered chain that may be saturated or unsaturated and may contain a further O, N, or S heteroatom; R and R = H, 1-6C alkyl or alkoxy, or OH, or together they form an oxo group; R and R = H or together with two adjacent C atoms on ring B form an aryl or heteroaryl group. The optional substituents on alkyl, alkenyl, alkynyl, cycloalkyl morpholinyl, piperidinyl, piperazinyl and pyrrolidinyl groups may be OH, oxo, alkoxy, alkyl, polyhaloalkyl, or halogen. The optional substituents on cycloalkylalkyl groups may be one or more OH, oxo, alkoxy, alkyl, polyhaloalkyl, or halogen groups on the cyclic group. The term aryl covers phenyl, naphthyl, or biphenyl, these being optionally substituted by one or more OH, alkoxy, alkyl, amino, mono- or di-alkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxy, alkoxycarbonyl, amido or halogens. The term heteroaryl covers furyl, pyrrolyl, imidazolyl, pyridyl, thienyl, pyrazinyl, benzothienyl, benzofuranyl, indolyl, benzimidazolyl, quinolyl, or quinazolinyl, these being optionally substituted by one or more OH, alkoxy, alkyl, amino, mono- or di-alkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxy, amido or halogens. An Independent claim is included for intermediates of formula (XVII).
    • 5. 发明专利
    • NOVEL POLYCYCLIC INDOLE COMPOUNDS, METHOD OF OBTAINING THEM AND PHARMACOLOGICAL COMPOSITIONS CONTAINING SUCH COMPOUNDS
    • PL343187A1
    • 2001-04-23
    • PL34318700
    • 2000-10-13
    • ADIR
    • GUILLAUMET GERALDVIAUD MARIE-CLAUDEVAN DE POEL HERVEDELAGRANGE PHILIPPEBENNEJEAN CAROLINERENARD PIERRE
    • C07D487/12A61K31/4355A61K31/437A61K31/5365A61K31/55A61K31/553A61P1/00A61P1/14A61P3/00A61P3/04A61P3/10A61P9/00A61P15/00A61P15/18A61P25/00A61P25/06A61P25/08A61P25/16A61P25/20A61P25/22A61P25/24A61P25/28A61P35/00A61P37/02A61P43/00C07D471/04C07D471/14C07D498/14
    • Polycyclic azoindoline derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases, their preparation, intermediates for their preparation, and pharmaceutical compositions containing them are new. Polycyclic azoindoline derivatives of formula (I) in which the dotted line indicates an optional unsaturation, and the group of formula (a) = a group (b), (c), (d) or (e); R = halogen, -R, -OR, -S(O)nR, -NRR', -NR-CZ-R', -NR-CZ-OR', -NR-CZ-NR'R, -NR-SO2-R', -CZ-NR'R, or -SO2-NR'R; n = 0, 1 or 2; Z = S or O; R, R', and R = H, 1-6C alkyl, 2-6C alkenyl or alkynyl, all of which may be substituted, 3-8C cycloalkyl optionally substituted, cycloalkyl alkyl optionally substituted, aralkyl, heteroaryl, heteroaryl alkyl, or R' may form, with R or R and the N atom to which they are attached, a morpholino, piperidinyl, piperazinyl, or pyrrolidinyl group which may be substituted; G1 = 1-4C alkylene that may be substituted by R, OR, -COR, or -COOR, or it is a 1-4C alkylene chain in which one of the methylene groups is replaced by 3-8C cycloalkylene; A = - -CZ-NRR', -NR-CZ-R', or -NR-CZ-NR'R; B' forms with the N atom and the C atom to which it is attached = a 5-8 membered chain that may be saturated or unsaturated and may contain a further O, N, or S heteroatom; R and R = H, 1-6C alkyl or alkoxy, or OH, or together they form an oxo group; R and R = H or together with two adjacent C atoms on ring B form an aryl or heteroaryl group. The optional substituents on alkyl, alkenyl, alkynyl, cycloalkyl morpholinyl, piperidinyl, piperazinyl and pyrrolidinyl groups may be OH, oxo, alkoxy, alkyl, polyhaloalkyl, or halogen. The optional substituents on cycloalkylalkyl groups may be one or more OH, oxo, alkoxy, alkyl, polyhaloalkyl, or halogen groups on the cyclic group. The term aryl covers phenyl, naphthyl, or biphenyl, these being optionally substituted by one or more OH, alkoxy, alkyl, amino, mono- or di-alkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxy, alkoxycarbonyl, amido or halogens. The term heteroaryl covers furyl, pyrrolyl, imidazolyl, pyridyl, thienyl, pyrazinyl, benzothienyl, benzofuranyl, indolyl, benzimidazolyl, quinolyl, or quinazolinyl, these being optionally substituted by one or more OH, alkoxy, alkyl, amino, mono- or di-alkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxy, amido or halogens. An Independent claim is included for intermediates of formula (XVII).