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    • 2. 发明专利
    • DERIVADOS DE TRIAZABENZO[(ALFA)]NAFTO[2,1,8-CDE]AZULENO SU PORCEDIMIENTO DE PREPARACION Y LAS COMPOSICIONES FARMACEUTICAS QUE LOS CONTIENEN
    • AR064747A1
    • 2009-04-22
    • ARP080100029
    • 2008-01-04
    • SERVIER LABUNIV PARIS SUDCENTRE NAT RECH SCIENT
    • HERVET MAUDMOREAU ANNERENKO ZAFIARISOA DOLORLE RIDANT ALAINHARPEY CATHERINEBRION JEAN-DANIEL
    • C07D471/22C07D487/12A61K31/551A61P25/00
    • Reivindicacion 1: Compuesto de formula (1), en la que R1 representa un átomo de hidrogeno o un grupo alquilo C1-6 lineal o ramificado, aminoalquilo C1-6 lineal o ramificado, o hidroxialquilo C1-6 lineal o ramificado, R2 representa un átomo de hidrogeno, o R1 y R2 junto con los átomos de carbono a los que están unidos forman un enlace carbono-carbono, R3 representa un átomo de hidrogeno, R4 representa un átomo de hidrogeno o un grupo metilo o alquilo C3-6 lineal o ramificado, aminoalquilo C1-6 lineal o ramificado, hidroxialquilo C1-6 lineal o ramificado, arilalquilo C1-6 lineal o ramificado, heterocicloalquilalquilo C1-6 lineal o ramificado, o R3 y R4 junto con los átomos de carbono a los que están unidos forman un enlace carbono- carbono, R5, R6, R7, R8, idénticos o diferentes, independientemente el uno del otro, representan un átomo de hidrogeno, o dos sustituyentes geminados (R5 y R6 y/o R7 y R8) forman un grupo oxo, tioxo o imino, R9 representa un átomo de hidrogeno o de halogeno o un grupo alquilo C1-6 lineal o ramificado sustituido opcionalmente, alcoxi C1-6 lineal o ramificado, hidroxi, ciano, nitro, polihalogenoalquilo C1-6 lineal o ramificado, amino (sustituido opcionalmente con uno o dos alquilo C1-6 lineal o ramificado, alquenilo C2-6 lineal o ramificado, pudiendo ser alquilo y alquenilo idénticos o diferentes), R10, R11, idénticos o diferentes, independientemente el uno del otro, representan un átomo de hidrogeno o de halogeno o un grupo alquilo C1-6 lineal o ramificado, alcoxi C1-6 lineal o ramificado, hidroxi, ciano, nitro, polihalogenoalquilo C1-6 lineal o ramificado, amino (sustituido opcionalmente con uno o dos alquilo C1-6 lineal o ramificado, alquenilo C2-6 lineal o ramificado, pudiendo ser alquilo y alquenilo idénticos o diferentes), n representa un numero entero comprendido entre 0 y 4 (0, 1, 2, 3, 4), m representa un numero entero comprendido entre 0 y 2 (0, 1, 2), p representa un numero entero comprendido entre 0 y 3 (0, 1, 2, 3), X representa un grupo NR12, R12 representa un átomo de hidrogeno o un grupo alquilo C1-6 lineal o ramificado sustituido opcionalmente, alquenilo C2-6 lineal o ramificado sustituido opcionalmente, arilalquilo C1-6 lineal o ramificado, polihalogenoalquilo C1-6 lineal o ramificado, sus enantiomeros, diastereoisomeros, N-oxidos, así como sus sales de adicion a un ácido o a una base aceptable farmacéuticamente, entendiéndose que: por arilalquilo, se entiende el grupo arilo-alquilo en el que el grupo alquilo designa una cadena de 1 a 6 átomos de carbono, lineal o ramificado y el grupo arilo designa un grupo fenilo o naftilo sustituido opcionalmente, la expresion ôsustituido opcionalmenteö cuando se refiere a los grupos alquilo C1- 6 lineal, ramificado o alquenilo C2-6 lineal o ramificado o arilalquilo significa que estos grupos pueden estar sustituidos con uno o varios átomos de halogeno, uno o varios grupos hidroxi, alcoxi C1-6 lineal o ramificado o amino sustituido opcionalmente con uno o dos grupos, idénticos o diferentes, alquilo C1-6 lineal o ramificado, por a, b, c y d se entiende los centros quirales presentes opcionalmente en los compuestos de formula (1).
    • 4. 发明专利
    • BRPI0806290A2
    • 2011-09-06
    • BRPI0806290
    • 2008-01-04
    • SERVIER LABCENTRE NAT RECH SCIENTUNIV PARIS SUD
    • BRION JEAN-DANIELHERVET MAUDMOREAU ANNERENKO ZAFIARISOA DOLORLE RIDANT ALAINHARPEY CATHERINE
    • A61K31/551A61P25/00C07D471/22
    • Triazabenzo[a]naphtho[2,1,8-cde]azulene derivatives (I) are new. Triazabenzo[a]naphtho[2,1,8-cde]azulene derivatives of formula (I) are new. R 1H, 1-6C alkyl, 1-6C aminoalkyl or 1-6C hydroxyalkyl; R 2H; R 1+R 2 = a bond; R 3H; R 4H, Me, 3-6C alkyl, 1-6C aminoalkyl, 1-6C hydroxyalkyl, aryl(1-6C)alkyl or heterocycloalkyl(1-6C)alkyl; R 3+R 4a bond; R 5-R 8H, or R 5+R 6 and/or R 7+R 8 = O, S or NH; R 9H, halo, 1-6C alkyl (optionally substituted with Q), 1-6C alkoxy, OH, CN, NO 2, 1-6C polyhaloalkyl or NRR"; R, R" : H, 1-6C alkyl or 2-6C alkenyl; R 10, R 11H, halo, 1-6C alkyl, 1-6C alkoxy, OH, CN, NO 2, 1-6C polyhaloalkyl or NRR"; n : 0-4; m : 0-2; p : 0-3; X : NR 12; R 12H, 1-6C alkyl (optionally substituted with Q), 2-6C alkenyl (optionally substituted with Q), aryl(1-6C)alkyl, 1-6C polyhaloalkyl; aryl : optionally substituted phenyl or naphthyl; Q : halo, OH, 1-6C alkyl, 1-6C alkoxy, NH 2 or mono- or di(1-6C alkyl)amino. An independent claim is also included for a process for preparing (I). [Image] ACTIVITY : Antidepressant; Tranquilizer; Nootropic; Neuroprotective; Antiparkinsonian. MECHANISM OF ACTION : Tyrosine hydroxylase inducer. Administering (5aRS,12aSR,12bSR,12cSR)-7-chloro-2,3,5a,10,12a,12b,12c-hexahydro-1H,4H-3a,9b,11-triazabenzo[a]naphtho[2,1,8-cde]azulene-10,12(5H,11H)-dione to mice by intraperitoneal injection (20 mg/kg) gave a 53% increase in tyrosine hydroxylase level in an anterior section of the locus coeruleus.
    • 5. 发明专利
    • BRPI0806274A2
    • 2011-09-06
    • BRPI0806274
    • 2008-01-04
    • SERVIER LABCENTRE NAT RECH SCIENTUNIV PARIS SUD
    • BRION JEAN-DANIELGALTIER CHRISTOPHEHERVET MAUDLE STRAT FREDERICMOREAU ANNERENKO ZAFIARISOA DOLORLE RIDANT ALAINHARPEY CATHERINE
    • C07D471/04A61K31/4375A61K31/5025A61P25/22A61P25/24C07D471/14C07D471/16
    • Amino-pyrrolo(1,2-a)indole and amino-pyridazino(1,6-a)indole derivatives (I) are new. Fused indole derivatives of formula (I) (including enantiomers and diastereomers) and their N-oxides and acid or base addition salts are new. X : CO or -N(R 10)-CO- (bonded to N at the left-hand terminal); R 1H, alkyl, aminoalkyl, hydroxyalkyl or arylalkyl; R 2 - R 4H, alkyl, aminoalkyl or hydroxyalkyl; or R 1 + R 2 or R 3 + R 4additional C-C bond; R 5, R 6H or alkyl; R 7, R 8H; or alkyl, alkenyl or alkynyl (all optionally substituted (os) by one or more of OH, CN, alkoxy and NR 13R 14); or R 5 + R 8 or R 7 + R 8group completing a 5-7 membered heterocycle (os by R 11), provided that at least one heterocycle-completing group as R 5 + R 8 or R 7 + R 8 must be present; R 9H, halo, alkyl (os by one or more of halo, OH, alkoxy or NR 15R 16), alkoxy, OH, CN, NO 2, polyhaloalkyl or NR 15R 16; n : 0-4; R 10H, alkyl (os by one or more of halo, OH, alkoxy or NR 15R 16), alkenyl, arylalkyl or polyhaloalkyl; R 11COOT or CH 2OU'; T, U' : H or alkyl; R 13, R 14H or alkyl; or NR 13R 14os 4-8 membered heterocycle, optionally containing a double bond or a second O or N heteroatom; R 15, R 16H, alkyl or alkenyl; aryl moieties : phenyl or naphthyl (both os by one or more of halo, NO 2, NH 2, alkyl or alkoxy); 5-7 membered heterocycle : e.g. pyrrolidine, piperidine or azepane; 4-8 membered heterocycle : e.g. pyrrolidine, piperidine, azepane, piperazine or morpholine (all os by one or more of alkyl, hydroxyalkyl, alkoxyalkyl, aminoalkyl or mono- or dialkylaminoalkyl; alkyl moieties have 1-6C and alkenyl or alkynyl moieties 2-6C; the compound (3aSR,RSR)-3-benzyl-4-ethyl-2,3,3a,4-tetrahydro-benzo(b)pyrido(2,3,4-gh)pyrrolizin-5(1H)-one is excluded. Independent claims are included for the preparation of (I). [Image] ACTIVITY : Tranquilizer; Antidepressant; Nootropic; Neuroprotective; Antiparkinsonian. MECHANISM OF ACTION : Tyrosine hydroxylase (TH) inducer. (4aSR,11aSR,11bRS)-1-Methyl-1,2,3,4,4a,11,11a,11b-octahydro-pyrido(2',3':3,4)pyrrolo(1,2-a)indol-5-one (Ia) induced an increase in the TH levels in the locus coeruleus of the brain in mice after intravenous injection at a dose of 20 mg/kg.
    • 7. 发明专利
    • New aminopyrrolo[1,2-Alpha]indole et aminopyridazino[1,6-Alpha]indole derivatives, method for preparing the same and pharmaceutical compositions containing the same
    • AU2008214549A1
    • 2008-08-21
    • AU2008214549
    • 2008-01-04
    • CENTRE NAT RECH SCIENTSERVIER LABUNIV PARIS SUD
    • HARPEY CATHERINEMOREAU ANNEHERVET MAUDBRION JEAN-DANIELGALTIER CHRISTOPHESTRAT FREDERIC LERENKO ZAFIARISOA DOLORRIDANT ALAIN LE
    • C07D471/04A61K31/4375A61K31/5025A61P25/22A61P25/24C07D471/14C07D471/16
    • Amino-pyrrolo(1,2-a)indole and amino-pyridazino(1,6-a)indole derivatives (I) are new. Fused indole derivatives of formula (I) (including enantiomers and diastereomers) and their N-oxides and acid or base addition salts are new. X : CO or -N(R 10)-CO- (bonded to N at the left-hand terminal); R 1H, alkyl, aminoalkyl, hydroxyalkyl or arylalkyl; R 2 - R 4H, alkyl, aminoalkyl or hydroxyalkyl; or R 1 + R 2 or R 3 + R 4additional C-C bond; R 5, R 6H or alkyl; R 7, R 8H; or alkyl, alkenyl or alkynyl (all optionally substituted (os) by one or more of OH, CN, alkoxy and NR 13R 14); or R 5 + R 8 or R 7 + R 8group completing a 5-7 membered heterocycle (os by R 11), provided that at least one heterocycle-completing group as R 5 + R 8 or R 7 + R 8 must be present; R 9H, halo, alkyl (os by one or more of halo, OH, alkoxy or NR 15R 16), alkoxy, OH, CN, NO 2, polyhaloalkyl or NR 15R 16; n : 0-4; R 10H, alkyl (os by one or more of halo, OH, alkoxy or NR 15R 16), alkenyl, arylalkyl or polyhaloalkyl; R 11COOT or CH 2OU'; T, U' : H or alkyl; R 13, R 14H or alkyl; or NR 13R 14os 4-8 membered heterocycle, optionally containing a double bond or a second O or N heteroatom; R 15, R 16H, alkyl or alkenyl; aryl moieties : phenyl or naphthyl (both os by one or more of halo, NO 2, NH 2, alkyl or alkoxy); 5-7 membered heterocycle : e.g. pyrrolidine, piperidine or azepane; 4-8 membered heterocycle : e.g. pyrrolidine, piperidine, azepane, piperazine or morpholine (all os by one or more of alkyl, hydroxyalkyl, alkoxyalkyl, aminoalkyl or mono- or dialkylaminoalkyl; alkyl moieties have 1-6C and alkenyl or alkynyl moieties 2-6C; the compound (3aSR,RSR)-3-benzyl-4-ethyl-2,3,3a,4-tetrahydro-benzo(b)pyrido(2,3,4-gh)pyrrolizin-5(1H)-one is excluded. Independent claims are included for the preparation of (I). [Image] ACTIVITY : Tranquilizer; Antidepressant; Nootropic; Neuroprotective; Antiparkinsonian. MECHANISM OF ACTION : Tyrosine hydroxylase (TH) inducer. (4aSR,11aSR,11bRS)-1-Methyl-1,2,3,4,4a,11,11a,11b-octahydro-pyrido(2',3':3,4)pyrrolo(1,2-a)indol-5-one (Ia) induced an increase in the TH levels in the locus coeruleus of the brain in mice after intravenous injection at a dose of 20 mg/kg.
    • 9. 发明专利
    • AT466863T
    • 2010-05-15
    • AT08761737
    • 2008-01-04
    • SERVIER LABCENTRE NAT RECH SCIENTUNIV PARIS SUD
    • BRION JEAN-DANIELGALTIER CHRISTOPHEHERVET MAUDLE STRAT FREDERICMOREAU ANNERENKO ZAFIARISOALE RIDANT ALAINHARPEY CATHERINE
    • C07D471/04A61K31/4375A61K31/5025A61P25/22A61P25/24C07D471/14C07D471/16
    • Amino-pyrrolo(1,2-a)indole and amino-pyridazino(1,6-a)indole derivatives (I) are new. Fused indole derivatives of formula (I) (including enantiomers and diastereomers) and their N-oxides and acid or base addition salts are new. X : CO or -N(R 10)-CO- (bonded to N at the left-hand terminal); R 1H, alkyl, aminoalkyl, hydroxyalkyl or arylalkyl; R 2 - R 4H, alkyl, aminoalkyl or hydroxyalkyl; or R 1 + R 2 or R 3 + R 4additional C-C bond; R 5, R 6H or alkyl; R 7, R 8H; or alkyl, alkenyl or alkynyl (all optionally substituted (os) by one or more of OH, CN, alkoxy and NR 13R 14); or R 5 + R 8 or R 7 + R 8group completing a 5-7 membered heterocycle (os by R 11), provided that at least one heterocycle-completing group as R 5 + R 8 or R 7 + R 8 must be present; R 9H, halo, alkyl (os by one or more of halo, OH, alkoxy or NR 15R 16), alkoxy, OH, CN, NO 2, polyhaloalkyl or NR 15R 16; n : 0-4; R 10H, alkyl (os by one or more of halo, OH, alkoxy or NR 15R 16), alkenyl, arylalkyl or polyhaloalkyl; R 11COOT or CH 2OU'; T, U' : H or alkyl; R 13, R 14H or alkyl; or NR 13R 14os 4-8 membered heterocycle, optionally containing a double bond or a second O or N heteroatom; R 15, R 16H, alkyl or alkenyl; aryl moieties : phenyl or naphthyl (both os by one or more of halo, NO 2, NH 2, alkyl or alkoxy); 5-7 membered heterocycle : e.g. pyrrolidine, piperidine or azepane; 4-8 membered heterocycle : e.g. pyrrolidine, piperidine, azepane, piperazine or morpholine (all os by one or more of alkyl, hydroxyalkyl, alkoxyalkyl, aminoalkyl or mono- or dialkylaminoalkyl; alkyl moieties have 1-6C and alkenyl or alkynyl moieties 2-6C; the compound (3aSR,RSR)-3-benzyl-4-ethyl-2,3,3a,4-tetrahydro-benzo(b)pyrido(2,3,4-gh)pyrrolizin-5(1H)-one is excluded. Independent claims are included for the preparation of (I). [Image] ACTIVITY : Tranquilizer; Antidepressant; Nootropic; Neuroprotective; Antiparkinsonian. MECHANISM OF ACTION : Tyrosine hydroxylase (TH) inducer. (4aSR,11aSR,11bRS)-1-Methyl-1,2,3,4,4a,11,11a,11b-octahydro-pyrido(2',3':3,4)pyrrolo(1,2-a)indol-5-one (Ia) induced an increase in the TH levels in the locus coeruleus of the brain in mice after intravenous injection at a dose of 20 mg/kg.