公开(公告)号：NZ520120A

公开(公告)日：2004-03-26

申请号：NZ52012002

申请日：2002-07-11

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04 ,  A61K31/495

Abstract: Disclosed are compounds of formula (I), for which the substituents are defined herein. The compounds are used in the manufacture of medicaments for the treatment of diseases mediated by an antagonist of type H3 central histamine receptors.

公开(公告)号：FR2827288B1

公开(公告)日：2003-10-31

申请号：FR0109260

申请日：2001-07-12

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04

Abstract: Octahydro-2H-pyrido(1,2-a) pyrazine derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Octahydro-2H-pyrido(1,2-a) pyrazine derivatives of formula (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Ra = 1-6C alkylene chain; Y = aryl, heteroaryl, or a fused bicyclic ring of formula (a); W1 and W2 = O, S, or NR2; R2 = H, 1-6C alkyl or acyl, aryl, or arylalkyl; R1 = H or 1-6C alkyl; A = a 4-7 membered N heterocycle which is unsaturated or partially saturated (optionally containing a second hetero atom (O, N or S) and optionally substituted by oxo, or 1-6C alkyl); and B = phenyl (optionally substituted by one or more groups selected from halogens, nitro, CN, OH, 1-6C (alkoxy, alkyl, trihaloalkyl, acyl, acyloxy, alkoxycarbonyl or alkylsulfanyl), sulfanyl or amino (optionally substituted by one or two 1-6C alkyl, aryl and 1-6C arylalkyl groups). Provided that: (1) when Y is aryl or heteroaryl, then X is W1, -C(W1)-W2-, -W2-C(W1)-, -W2-C(W1)W2-, -W2-Ra, or -CH(OR1); (2) when Y is a fused bicyclic ring, then X is a simple bond, -C(W1)-, -W2-C(W1)-, -W2-Ra, or -CH(OR1); and (3) compounds 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl-1-phenyl ethanol;3-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl propyl-3,4,5-trimethoxy benzoate; and 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl ethyl-3,4,5-trimethoxy benzoate are excluded.

公开(公告)号：CA2394027C

公开(公告)日：2008-01-08

申请号：CA2394027

申请日：2002-07-12

Applicant: SERVIER LAB

Inventor： PARMENTIER JEAN-GILLES ,  LESTAGE PIERRE ,  GOLDSTEIN SOLO ,  LOCKHART BRIAN ,  POISSONNET GUILLAUME

IPC: C07D471/14 ,  A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04

Abstract: L'invention concerne de nouveaux composés répondant à la formule (I): (see formula I) dans laquelle Ra représente une chaîne alkylène en C1-C6 linéaire ou ramifié ; X représente un groupement choisi parmi W1, -C(W1)-W2-, -W2-C(W1)-, -W2-C(W1)W2-, -W2-Ra- et -CH(OR1)-, dans lesquels W1 représente un atome d'oxygène ou de soufre, ou u n groupement de formule -NR2 dans laquelle R2 représente un atome d'hydrogène ou un groupement alkyle, aryle, arylalkyle ou acyle; W2 représente un groupement t el que défini pour W1; Ra est tel que défini précédemment, et R1 représente un atome d'hydrogène ou un groupement alkyle; ou X représente une liaison simple ou un groupement chois i parmi -C(W1)-, -W2-C(W1)-, -W2-Ra et -CH(OR1)- dans lesquels W1, W2, Ra et R1 sont tels que définis précédemment, lorsque Y représente un groupement bicyclique fusionné de formule: dans laquelle A représente un hétérocycle azoté de 4 à 7 chaînons, insaturé ou partiellement saturé, contenant éventuellement un second hétéroatome, et B représente un cycle phényle éventuellement substitué. L'invention vise également les énantiomères et distéréoisomères des composés de formule (I), ainsi que leurs sels d'additio n à un acide ou à une base pharmaceutiquement acceptable. Les composés selon l'invention son t utiles pour la fabrication de médicaments destinés au traitement des déficits cognitifs associés au vieillissement cérébral et aux maladies neurodégénératives, ou au traitement des troubles de l'humeur, des crises convulsives, du syndrome d'hyperactivité avec défici ts attentionnels, de l'obésité ou de la douleur.

公开(公告)号：SI1275647T1

公开(公告)日：2004-02-29

申请号：SI200230005

申请日：2002-07-11

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04

Abstract: Octahydro-2H-pyrido(1,2-a) pyrazine derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Octahydro-2H-pyrido(1,2-a) pyrazine derivatives of formula (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Ra = 1-6C alkylene chain; Y = aryl, heteroaryl, or a fused bicyclic ring of formula (a); W1 and W2 = O, S, or NR2; R2 = H, 1-6C alkyl or acyl, aryl, or arylalkyl; R1 = H or 1-6C alkyl; A = a 4-7 membered N heterocycle which is unsaturated or partially saturated (optionally containing a second hetero atom (O, N or S) and optionally substituted by oxo, or 1-6C alkyl); and B = phenyl (optionally substituted by one or more groups selected from halogens, nitro, CN, OH, 1-6C (alkoxy, alkyl, trihaloalkyl, acyl, acyloxy, alkoxycarbonyl or alkylsulfanyl), sulfanyl or amino (optionally substituted by one or two 1-6C alkyl, aryl and 1-6C arylalkyl groups). Provided that: (1) when Y is aryl or heteroaryl, then X is W1, -C(W1)-W2-, -W2-C(W1)-, -W2-C(W1)W2-, -W2-Ra, or -CH(OR1); (2) when Y is a fused bicyclic ring, then X is a simple bond, -C(W1)-, -W2-C(W1)-, -W2-Ra, or -CH(OR1); and (3) compounds 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl-1-phenyl ethanol;3-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl propyl-3,4,5-trimethoxy benzoate; and 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl ethyl-3,4,5-trimethoxy benzoate are excluded.

公开(公告)号：EA004140B1

公开(公告)日：2004-02-26

申请号：EA200000700

申请日：2000-07-21

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  BRION JEAN-DANIEL ,  MILLAN MARK ,  DEKEYNE ANNE ,  BOUTIN JEAN

IPC: A61K31/437 ,  A61P1/00 ,  A61P15/00 ,  A61P25/00 ,  A61P25/06 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  C07B61/00 ,  C07D471/04

Abstract: Соединенияформулы (I)вкоторойпредставляетпростуюилидвойнуюсвязь, способную, необязательно, сообщатьароматическийхарактеркольцу, несущемуее,Rпредставляетгруппу, выбраннуюизводорода, прямогоилиразветвленного (C-C)алкила, -R-арила, -R-циклоалкила, -R-гетероцикла, гдегруппы Rпредставляютпрямуюилиразветвленную (C-C)алкиленовуюгруппу, -COR, где Rпредставляетпрямуюилиразветвленную (C-C)алкильнуюгруппу, арильнуюгруппу, циклоалкильнуюгруппу, гетероцикл, -R-арильнуюгруппу, -R-циклоалкильнуюгруппуили -R-гетероцикл, где Rимеетзначения, определенныевыше, -COR, где Rпредставляетатомводорода, прямуюилиразветвленную (C-C)алкильнуюгруппу, арильнуюгруппу, циклоалкильнуюгруппу, гетероцикл, -R-арильнуюгруппу, -R-циклоалкильнуюгруппуили -R-гетероцикл, где Rимеетзначения, определенныевыше, и -CONH-R, где Rимеетзначения, определенныевыше; или Rотсутствует, когданесущийегоатомазотаужесодержитдвойнуюсвязьвнутрицикла, Rпредставляетгруппу, выбраннуюизциано, COR, где Rимеетзначения, определенныевыше; -CONHR, где Rимеетзначения, определенныевыше; ди-(C-C)алкиламино-(C-C)алкиламинокарбонила, причемалкильныечастикаждойизэтихгруппмогутбытьпрямымиилиразветвленными; -NH; -NH-COR, где Rимеетзначения, определенныевыше; и -COR, где Rимеетзначения, определенныевыше; Rи Rвместеобразуют (C-C)циклоалкильнуюгруппу, Rпредставляетатомводорода, прямуюилиразветвленную (C-C)алкильнуюгруппуилиарил-(C-C)алкильнуюгруппу, гдеалкильнаячастьможетбытьпрямойилиразветвленной,каждыйиз Ra, Rb, Rc и Rd, которыемогутбытьодинаковымиилиразличными, независимопредставляетгруппу, выбраннуюизводорода; галогена; прямогоилиразветвленного (C-C)алкила; гидрокси; прямогоилиразветвленного (C-C)алкоксила; прямогоили

公开(公告)号：HK1050682A1

公开(公告)日：2003-07-04

申请号：HK03102800

申请日：2003-04-17

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04 ,  C07D ,  A61K ,  A61P

Abstract: Octahydro-2H-pyrido(1,2-a) pyrazine derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Octahydro-2H-pyrido(1,2-a) pyrazine derivatives of formula (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Ra = 1-6C alkylene chain; Y = aryl, heteroaryl, or a fused bicyclic ring of formula (a); W1 and W2 = O, S, or NR2; R2 = H, 1-6C alkyl or acyl, aryl, or arylalkyl; R1 = H or 1-6C alkyl; A = a 4-7 membered N heterocycle which is unsaturated or partially saturated (optionally containing a second hetero atom (O, N or S) and optionally substituted by oxo, or 1-6C alkyl); and B = phenyl (optionally substituted by one or more groups selected from halogens, nitro, CN, OH, 1-6C (alkoxy, alkyl, trihaloalkyl, acyl, acyloxy, alkoxycarbonyl or alkylsulfanyl), sulfanyl or amino (optionally substituted by one or two 1-6C alkyl, aryl and 1-6C arylalkyl groups). Provided that: (1) when Y is aryl or heteroaryl, then X is W1, -C(W1)-W2-, -W2-C(W1)-, -W2-C(W1)W2-, -W2-Ra, or -CH(OR1); (2) when Y is a fused bicyclic ring, then X is a simple bond, -C(W1)-, -W2-C(W1)-, -W2-Ra, or -CH(OR1); and (3) compounds 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl-1-phenyl ethanol;3-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl propyl-3,4,5-trimethoxy benzoate; and 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl ethyl-3,4,5-trimethoxy benzoate are excluded.

公开(公告)号：FR2827288A1

公开(公告)日：2003-01-17

申请号：FR0109260

申请日：2001-07-12

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04

Abstract: Octahydro-2H-pyrido(1,2-a) pyrazine derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Octahydro-2H-pyrido(1,2-a) pyrazine derivatives of formula (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Ra = 1-6C alkylene chain; Y = aryl, heteroaryl, or a fused bicyclic ring of formula (a); W1 and W2 = O, S, or NR2; R2 = H, 1-6C alkyl or acyl, aryl, or arylalkyl; R1 = H or 1-6C alkyl; A = a 4-7 membered N heterocycle which is unsaturated or partially saturated (optionally containing a second hetero atom (O, N or S) and optionally substituted by oxo, or 1-6C alkyl); and B = phenyl (optionally substituted by one or more groups selected from halogens, nitro, CN, OH, 1-6C (alkoxy, alkyl, trihaloalkyl, acyl, acyloxy, alkoxycarbonyl or alkylsulfanyl), sulfanyl or amino (optionally substituted by one or two 1-6C alkyl, aryl and 1-6C arylalkyl groups). Provided that: (1) when Y is aryl or heteroaryl, then X is W1, -C(W1)-W2-, -W2-C(W1)-, -W2-C(W1)W2-, -W2-Ra, or -CH(OR1); (2) when Y is a fused bicyclic ring, then X is a simple bond, -C(W1)-, -W2-C(W1)-, -W2-Ra, or -CH(OR1); and (3) compounds 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl-1-phenyl ethanol;3-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl propyl-3,4,5-trimethoxy benzoate; and 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl ethyl-3,4,5-trimethoxy benzoate are excluded.

公开(公告)号：NO20023345A

公开(公告)日：2003-01-13

申请号：NO20023345

申请日：2002-07-11

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04

CPC classification number: C07D471/04

公开(公告)号：NO20023345D0

公开(公告)日：2002-07-11

申请号：NO20023345

申请日：2002-07-11

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLO ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  LESTAGE PIERRE ,  LOCKHART BRIAN

IPC: A61K31/4985 ,  A61K31/5025 ,  A61P3/04 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/28 ,  A61P43/00 ,  C07D221/00 ,  C07D241/00 ,  C07D471/04 ,  C07D

Abstract: Octahydro-2H-pyrido(1,2-a) pyrazine derivatives (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Octahydro-2H-pyrido(1,2-a) pyrazine derivatives of formula (I), their enantiomers, diastereoisomers, and salts with acids and bases are new. Ra = 1-6C alkylene chain; Y = aryl, heteroaryl, or a fused bicyclic ring of formula (a); W1 and W2 = O, S, or NR2; R2 = H, 1-6C alkyl or acyl, aryl, or arylalkyl; R1 = H or 1-6C alkyl; A = a 4-7 membered N heterocycle which is unsaturated or partially saturated (optionally containing a second hetero atom (O, N or S) and optionally substituted by oxo, or 1-6C alkyl); and B = phenyl (optionally substituted by one or more groups selected from halogens, nitro, CN, OH, 1-6C (alkoxy, alkyl, trihaloalkyl, acyl, acyloxy, alkoxycarbonyl or alkylsulfanyl), sulfanyl or amino (optionally substituted by one or two 1-6C alkyl, aryl and 1-6C arylalkyl groups). Provided that: (1) when Y is aryl or heteroaryl, then X is W1, -C(W1)-W2-, -W2-C(W1)-, -W2-C(W1)W2-, -W2-Ra, or -CH(OR1); (2) when Y is a fused bicyclic ring, then X is a simple bond, -C(W1)-, -W2-C(W1)-, -W2-Ra, or -CH(OR1); and (3) compounds 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl-1-phenyl ethanol;3-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl propyl-3,4,5-trimethoxy benzoate; and 2-octahydro-2H-pyrido(1,2-a)pyrazin-2-yl ethyl-3,4,5-trimethoxy benzoate are excluded.

公开(公告)号：AU762958B2

公开(公告)日：2003-07-10

申请号：AU4876900

申请日：2000-07-21

Applicant: SERVIER LAB

Inventor： GOLDSTEIN SOLE ,  POISSONNET GUILLAUME ,  PARMENTIER JEAN-GILLES ,  BRION JEAN-DANIEL ,  MILLAN MARK ,  DEKEYNE ANNE ,  BOUTIN JEAN

IPC: A61K31/437 ,  A61P1/00 ,  A61P15/00 ,  A61P25/00 ,  A61P25/06 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  C07B61/00 ,  C07D471/04

Abstract: 1-( beta -Carbolin-1-yl)-cycloalkanecarboxylic acid derivatives (I) are new. beta -Carboline derivatives of formula (I), and their isomers and acid or base addition salts, are new. dotted lines = optional bonds; R1 = H, alkyl, -R6-Q, -COOR7, -COR8 or -CONHR8; or is absent if the N of NR1 carries an intracyclic double bond; R6 = 1-6C alkylene; Q = cycloalkyl, aryl or heterocyclyl; R7 = alkyl, Q or -R6-Q; R8 = H or as R7; R2 = CN, COOR8, CONHR8, mono- or dialkylaminoalkylaminocarbonyl, NR8R9, NHCOOR7 or COR6; R9 = as R8; R3 + R4 = group completing 3-10C cycloalkyl; R5 = H, alkyl or arylalkyl; Ra-Rd = H, halo, alkyl, OH, alkoxy, trihaloalkyl, trihaloalkoxy, NO2, CN, NH2, mono- or dialkylamino, aryl, arylalkyl, alkoxycarbonyl, 1-6C acyl, aryloxy or arylalkoxy; cycloalkyl moiety = 3-10C mono- or bicyclic, saturated or mono- or polyunsaturated (but not aromatic) group (optionally substituted by one or more of halo, OH, alkyl and alkoxy); aryl moiety = phenyl, naphthyl, tetrahydronaphthyl, dihydronaphthyl, indenyl or indanyl group (optionally substituted by one or more of halo, OH, CN, NO2, alkyl, alkoxy, NH2, mono- or dialkylamino, aryloxy, arylalkoxy, trihaloalkyl, 1-6C acyl, alkoxycarbonyl, alkylaminocarbonyl and oxo); heterocyclyl moiety = 5-12 membered mono- or bicyclic, saturated or unsaturated, aromatic or non-aromatic group containing 1-3 of N, O and S as heteroatom(s) (optionally substituted by one or more of halo, OH, alkyl, alkoxy, NO2, oxo, NH2, and mono- or dialkylamino); alkyl moieties have 1-6C. An Independent claim is included for the preparation of (I).