公开(公告)号：AR034861A1

公开(公告)日：2004-03-24

申请号：ARP020100952

申请日：2002-03-18

Applicant: SERVIER LAB

Inventor： WIERZBICKI MICHEL ,  BOUSSARD MARIE-FRANCOISE ,  ROUSSEAU ANNE ,  BOUTIN JEAN-ALBERT ,  DELAGRANGE PHILIPPE

IPC: C07D491/056 ,  A61K31/40 ,  A61K31/403 ,  A61K31/407 ,  A61K31/5377 ,  A61P3/04 ,  A61P3/10 ,  A61P5/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/28 ,  A61P35/00 ,  A61P43/00 ,  C07D209/80 ,  C07D209/94 ,  A61P25/00 ,  A61P25/08

Abstract: Un compuesto de indenoindolona de fórmula (1), en donde: R representa un átomo de hidrógeno o un grupo alquenilo C1-6 lineal o ramificado o alquilo C1-6 lineal o ramificado, opcionalmente sustituido por un grupo carboxi o por un grupo de fórmula -NRaRb en donde cada uno de Ra y Rb, que pueden ser iguales o diferentes, representan un átomo de hidrógeno o un grupo alquilo C1-6 lineal o ramificado, o forman junto con el átomo de nitrógeno que los lleva un heterociclo que contiene nitrógeno; cada uno de R1, R2, R3, R4, R5, R6, R7 y R8, que pueden ser iguales o diferentes, representan un átomo de hidrógeno o un grupo alquilo C1-6 lineal o ramificado, alquenilo C1-6 lineal o ramificado, hidroxi, alcoxi C1-6 lineal o ramificado, alqueniloxi C1-6 lineal o ramificado, arilo-alquilo C1-6 en donde la mitad alquilo es lineal o ramificada, arilo-alcoxi C1-6 en donde la mitad alcoxi es lineal o ramificada, carboxi, aciloxi C1-6 lineal o ramificado o arilcarboniloxi; o uno de los grupos R1 a R8 forma con uno adyacente de los grupos R1 a R8 un grupo alquilenodioxi C1-2, sus isómeros ópticos, cuando existen, y sales de adición de los mismos con un ácido o una base farmacéuticamente aceptable; con la condición de que: cuando R no representa un átomo de hidrógeno, entonces por lo menos uno de los grupos R1 a R8 representa un grupo hidroxi o alcoxi C1-6 lineal o ramificado; y los compuestos de fórmula (1) son distintos de indeno[1,2-b]indol-10(5H)-ona; entendiéndose que el término "arilo" significa fenilo, bifenililo, naftilo, o tetrahidronaftilo, siendo cada uno de estos grupos opcionalmente sustituido por uno o más átomos o grupos iguales o diferentes seleccionados entre átomos de halógeno y grupos alquilo C1-6 lineales o ramificados, grupos hidroxi, alcoxi C1-6 lineales o ramificados, polihaloalquilo C1-6 lineales o ramificados, grupos amino (opcionalmente sustituidos por uno o más grupos alquilo C1-6 lineales o ramificados), grupos nitro, acilo C1-6 lineales o ramificados y alquilenodioxi C1-2. También se divulga un procedimiento para la preparación del compuesto y una composición farmacéutica que lo comprende. El compuesto y la composición farmacéutica que lo comprende han probado ser útiles en el tratamiento de los trastornos del sistema melatoninérgico.

公开(公告)号：DE69906000T2

公开(公告)日：2004-01-08

申请号：DE69906000

申请日：1999-10-12

Applicant: SERVIER LAB

Inventor： LANGLOIS MICHEL ,  MATHE-ALLAINMAT MONIQUE ,  LEFAS-LE GALL MARIE ,  BENNEJEAN CAROLINE ,  RENARD PIERRE ,  DELAGRANGE PHILIPPE

IPC: A61K31/16 ,  A61K31/165 ,  A61K31/17 ,  A61K31/335 ,  A61K31/343 ,  A61K31/352 ,  A61K31/353 ,  A61K31/38 ,  A61K31/381 ,  A61K31/395 ,  C07D339/00 ,  A61K31/4355 ,  A61K31/437 ,  A61P1/00 ,  A61P3/04 ,  A61P3/10 ,  A61P9/00 ,  A61P15/00 ,  A61P25/00 ,  A61P25/04 ,  A61P25/06 ,  A61P25/08 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P35/00 ,  A61P43/00 ,  C07C233/18 ,  C07C233/23 ,  C07C233/74 ,  C07C235/34 ,  C07C235/40 ,  C07C275/26 ,  C07D307/79 ,  C07D307/80 ,  C07D307/81 ,  C07D311/92 ,  C07D333/58 ,  C07D333/60 ,  C07D471/04 ,  C07D491/04 ,  C07D491/048 ,  C07D493/04

Abstract: Cycloalkene substituted cyclic derivatives (I) are new. Cycloalkene substituted cyclic derivatives of formula (I), their enantiomers, diastereoisomers and their acid or base addition salts are new. A = a group of formula (i) or (ii) (optionally substituted by Ra, ORa, OH, CORa, formyl, COORa, COOH or OCORa; Ra = 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 1-6C polyhaloalkyl, 3-8C cycloalkyl, 3-8C cycloalkyl-(1-6C) alkyl, 3-8C cycloalkenyl, 3-8C cycloalkenyl-(1-6C) alkyl (all optionally substituted with at least one OH, 1-6C alkoxy, 1-6C alkyl, 1-6C polyhaloalkyl, amino or halo), aryl, aryl-(1-6C) alkyl, heteroaryl or heteroaryl-(1-6C) alkyl; X, Y' = O, S or CH2; D' = benzene or naphthalene; a-d = single or double bond; Z = O, S, CH2 or NR ; R = H, 1-6C alkyl, aryl or aryl-(1-6C) alkyl; D'' = benzene or pyridine; R = H, halo, OH, SH, Ra, ORa, S(O)nRa or a (un)saturated 5- to 7-membered ring of formula (iii) (optionally substituted with at least one 1-6C alkyl, 1-6C alkoxy, carboxy, 1-6C alkoxycarbonyl, OH or =O); n = 0-2; E = O or -S(O)n-; G1, G2 = single bond, -(CH2)t- (optionally substituted with at least one OH, COOH, formyl, Ra, ORa, COORa, CORa or halo; p, q = 0-4; p + q = 1-4; B' = -NR aC(Q)R a, -NR aC(Q)NR aR a or -C(Q)NR aR a; R a-R a = H or Ra; Q = O or S; aryl = phenyl, naphthyl, biphenyl (all optionally substituted with at least one OH, 1-6C alkoxy, 1-6C alkyl, 1-6C polyhaloalkyl, CN, COOH, 1-6C alkoxycarbonyl, NO2, amino or halo); heteroaryl = 5- to 10-membered mono- or polycyclic aromatic ring containing 1-3 N, O or S (optionally substituted with at least one OH, 1-6C alkoxy, 1-6C alkyl, 1-6C polyhaloalkyl, CN, COOH, 1-6C alkoxycarbonyl, NO2, amino or halo); and provided that q = 0 and p = 4, or q = 4 and p = 0 do not apply, when A is naphthyl (optionally substituted with methoxy or methyl), G1 and G2 are single bonds and B' is a group of formula (iv) or NHCOCH3; that A is other than halo substituted naphthyl, when G1 is a single bond and p + q is 1; B' is other than urea, when A is indolyl substituted on position 2 with a group of formula (v); and that B' is other than CONH-aryl, when A is indolyl substituted on position 2 with carboxyl or alkoxycarbonyl, p is 1, q is 0 (p is 0 and q is 1) and G1 is single bond. A Independent claim is also included for the preparation of (I).

公开(公告)号：DK1241169T3

公开(公告)日：2003-11-24

申请号：DK02290598

申请日：2002-03-11

Applicant: SERVIER LAB

Inventor： WIERZBICKI MICHEL ,  BOUSSARD MARIE-FRANCOISE ,  ROUSSEAU ANNE ,  BOUTIN JEAN-ALBERT ,  DELAGRANGE PHILIPPE

IPC: C07D487/06 ,  A61K31/407 ,  A61P3/04 ,  A61P3/10 ,  A61P9/00 ,  A61P15/00 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P35/00 ,  A61P43/00 ,  C07D487/04

Abstract: Compound of formula (I):wherein:R1, R2, R3, R4, R5, R6 and R8, which may be identical or different, each represents hydrogen, alkyl, arylalkyl, hydroxy, alkoxy, arylalkoxy, acyloxy, arylcarbonyloxy, carboxyalkyl or carboxy,R7 represents hydrogen, hydroxy, alkoxy, arylalkoxy, acyloxy or arylcarbonyloxy group,or one of R1 to R8, together with another of R1 to R8 adjacent to it, forms an alkylenedioxy,its optical isomers, and addition salts thereof with a pharmaceutically acceptable acid or base.

公开(公告)号：ES2193926T3

公开(公告)日：2003-11-16

申请号：ES00403399

申请日：2000-12-05

Applicant: SERVIER LAB

Inventor： VIAUD MARIE-CLAUDE ,  GUILLAUMET GERALD ,  DAUBOS PHILIPPE ,  BENNEJEAN CAROLINE ,  DELAGRANGE PHILIPPE ,  RENARD PIERRE

IPC: A61K31/538 ,  A61K31/5415 ,  A61P1/00 ,  A61P1/14 ,  A61P3/04 ,  A61P3/10 ,  A61P9/00 ,  A61P9/10 ,  A61P25/00 ,  A61P25/04 ,  A61P25/06 ,  A61P25/08 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P43/00 ,  C07D265/36 ,  C07D279/16 ,  C07D413/06 ,  C07D413/12

Abstract: 1,4-Benzoxazine and 1,4-benzothiazine compounds (I) and their acid or base addition salts, enantiomers and diastereomers, are new. 1,4-Benzoxazine and 1,4-benzothiazine compounds of formula (I) and their acid or base addition salts, enantiomers and diastereomers, are new. R1 = R, OR, SR, SO2NRR', NRR', -N(R)C(=Z)R', -N(R)SO2R', -N(R)C(=Z)OR', -N(R)C(=Z)NR'R'', C(=Z)OR, -OC(=Z)R or -C(=Z)NRR'; Z = S or O; R, R', R'' = H or 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-8C cycloalkyl or 3-8C cycloalkyl-1-6C alkyl (all optionally substituted by one or more B), or aryl, aryl-1-6C alkyl, heteroaryl or heteroaryl-1-6C alkyl (all optionally substituted by one or more D; or NRR' or NR'R'' = morpholinyl, piperidinyl, piperazinyl or pyrrolidinyl; G = 1-4C alkylene (optionally substituted by R, OR, COR or COOR; A = -C(=Z)NRR', -N(R)C(=Z)R' or -N(R)C(=Z)NR'R''; R2 = halo, R, OR, COR, COOR or OCOR; X = O or S; dotted line = single or double bond; B = OH, alkoxy, alkyl, polyhaloalkyl, NH2, NH(1-6C alkyl), N(1-6C alkyl)2 or halo; D = OH, alkoxy, amino, alkylamino, dialkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxyl, alkoxycarbonyl, amido or halo; aryl = phenyl, naphthyl or biphenyl; and heteroaryl = mono- or bicyclic aromatic group containing 1-3 O, S or N; provided that when A = -C(=Z)NRR', G = 2-4C alkylene.

公开(公告)号：DE60200023D1

公开(公告)日：2003-10-02

申请号：DE60200023

申请日：2002-03-11

Applicant: SERVIER LAB

Inventor： WIERZBICKI MICHEL ,  BOUSSARD MARIE-FRANCOISE ,  ROUSSEAU ANNE ,  BOUTIN JEAN-ALBERT ,  DELAGRANGE PHILIPPE

IPC: C07D487/06 ,  A61K31/407 ,  A61P3/04 ,  A61P3/10 ,  A61P9/00 ,  A61P15/00 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P35/00 ,  A61P43/00 ,  C07D487/04

Abstract: Compound of formula (I):wherein:R1, R2, R3, R4, R5, R6 and R8, which may be identical or different, each represents hydrogen, alkyl, arylalkyl, hydroxy, alkoxy, arylalkoxy, acyloxy, arylcarbonyloxy, carboxyalkyl or carboxy,R7 represents hydrogen, hydroxy, alkoxy, arylalkoxy, acyloxy or arylcarbonyloxy group,or one of R1 to R8, together with another of R1 to R8 adjacent to it, forms an alkylenedioxy,its optical isomers, and addition salts thereof with a pharmaceutically acceptable acid or base.

公开(公告)号：PT1038863E

公开(公告)日：2003-09-30

申请号：PT00400813

申请日：2000-03-24

Applicant: SERVIER LAB

Inventor： LESIEUR DANIEL ,  RENARD PIERRE ,  LEFOULON FRANCOIS ,  GUILLAUMET GERALD ,  DELAGRANGE PHILIPPE ,  VIAUD MARIE-CLAUDE ,  BENNEJEAN CAROLINE ,  YOUS SAID ,  DESCAMPS-FRANCOIS CAROLE

IPC: C07D339/08 ,  A61K31/16 ,  A61K31/165 ,  A61K31/33 ,  A61K31/341 ,  A61K31/343 ,  A61K31/381 ,  A61K31/403 ,  A61K31/404 ,  A61K31/4045 ,  A61K31/437 ,  A61P3/04 ,  A61P3/10 ,  A61P5/00 ,  A61P9/00 ,  A61P15/18 ,  A61P25/04 ,  A61P25/06 ,  A61P25/08 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P35/00 ,  A61P37/02 ,  A61P43/00 ,  B01J31/24 ,  C07B61/00 ,  C07C231/12 ,  C07C233/18 ,  C07C233/20 ,  C07C233/36 ,  C07C233/60 ,  C07C233/73 ,  C07C235/34 ,  C07C271/16 ,  C07C275/24 ,  C07C319/14 ,  C07C323/42 ,  C07D209/14 ,  C07D209/16 ,  C07D307/68 ,  C07D307/79 ,  C07D307/81 ,  C07D311/58 ,  C07D319/20 ,  C07D333/58 ,  C07D471/04 ,  C07D519/00

Abstract: Compounds (I) selected from alkylenedioxybisnaphthalene derivatives and related compounds are new. Compounds of formula (I) other than diethyl 2-acetylamino-2-(5-(3-(2-acetylamino-3-ethoxy-2-ethoxycarbonyl-3-oxopr opyl)-1H-indol-5-ylmethyl)-1H-indol-3-ylmethyl)malonate and N-(2-(5-(3-(2-acetylaminoethyl)-1H-indol-5-ylmethyl)-1H-indol-3-yl)eth yl)acetamide are new. A = NR -C(Q)-R , NR -C(Q)-NR R or C(Q)-NR R ; Q = O or S; R - R = H or R; or NR R = 1-piperazinyl, piperidino or pyrrolidino; R = optionally Q'-substituted 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-8C cycloalkyl or (3-8C cycloalkyl)-(1-6C alkyl); 1-6C polyhaloalkyl; or optionally Q-substituted aryl, aryl(1-6C alkyl), aryl(2-6C alkenyl), heteroaryl, heteroaryl-(1-6C alkyl) or heteroaryl-(2-6C alkenyl); B = NR -C(Q)-R , NR -C(Q)-NR R , C(Q)-NR R , C(Q)-OR , NR -C(Q)-OR or NR R ; G1, G3 = 1-4C alkylene optionally substituted by one or more of OH, COOH, CHO, R, OR, C(O)OR or C(O)R; Cy = a group of formula (i) in which G2 is attached to the benzene ring and G1 or G3 is attached to the other ring, or a group of formula (ii) in which G2 is attached to the D ring and G1 or G3 is attached to the other ring: X, Y' = S, O, C, CH or CH2; R = H, halogen, CF3, OH, COOH, CHO, NH2, NHR, NRR', NHC(O)R, C(O)NHR, R, OR, C(O)R or COOR; R' = R; Z' = S, O, CH, CH2, NH, NSO2-phenyl or NR; D' = a benzene or pyridine ring; G2 = an optionally substituted W1(CH2)nW2(CH2)mW3 group containing no adjacent heteroatoms; W1-W3 = bond, O, S, CH2, CHR, NH or NR; n, m = 0 - 6; Q' = one or more of OH, 1-6C alkoxy, 1-6C polyhaloalkyl, NH2, 1-6C alkylamino, di(1-6C alkyl)amino and halogen; aryl = naphthyl, phenyl or biphenylyl; heteroaryl = a saturated or unsaturated mono- or bicyclic group containing 5-10 C atoms and 1-3 heteroatoms selected from N, S and O; and Q = OH, COOH, 1-6C alkoxy, 1-6C alkyl, 1-6C polyhaloalkyl, CHO, CN, NO2, NH2, 1-6C alkylamino, di(1-6C alkyl)amino and halogen. Independent claims are also included for the following: (1) a process for preparing (I); and (2) compounds of formula (II) other than N-(2-(5-(2-hydroxyethoxy)-1H-indol-3-yl)ethyl)acetamide. W4 = O, S, NH or NR; and E' = OH or halogen; provided that W4-(CH2)n-W2-(CH2)m is not oxyalkylene when Cy is naphthylene and G1-A is (CH2)2-NR CQR or (CH2)2-NR CQNR R .

公开(公告)号：PT1057826E

公开(公告)日：2003-08-29

申请号：PT00610050

申请日：2000-05-22

Applicant: SERVIER LAB

Inventor： GUILLAUMET GERALD ,  DEPREUX PATRICK ,  DELAGRANGE PHILIPPE ,  VIAUD MARIE-CLAUDE ,  BENNEJEAN CAROLINE ,  YOUS SAID ,  CHEVE GWENAEL ,  LARRAYA CARLOS ,  REGARD PIERRE ,  DESCAMPS-FRANCOIS CAROLE

IPC: C07D319/20 ,  A61K31/24 ,  A61K31/34 ,  A61K31/343 ,  A61K31/352 ,  A61K31/357 ,  A61K31/38 ,  A61K31/381 ,  A61K31/40 ,  A61K31/403 ,  A61K31/404 ,  A61K31/4355 ,  A61K31/44 ,  A61P1/14 ,  A61P3/00 ,  A61P9/00 ,  A61P9/02 ,  A61P25/00 ,  A61P25/20 ,  A61P25/24 ,  A61P25/28 ,  A61P43/00 ,  C07C233/22 ,  C07D209/16 ,  C07D307/79 ,  C07D307/80 ,  C07D307/81 ,  C07D311/58 ,  C07D333/58 ,  C07D333/60 ,  C07D333/66 ,  C07D339/08 ,  C07D405/04 ,  C07D405/06 ,  C07D405/12 ,  C07D405/14 ,  C07D407/12 ,  C07D409/12 ,  C07D471/04

Abstract: The invention relates to compound of formula (I):wherein:A represents a grouping NR1C(Q)R2, C(Q)NR2R3 or NR1C(Q)NR2R3,B represents a grouping NR1C(Q)R2, NR1C(Q)NR2R3, C(Q)NR2R3, C(Q)OR1, NR1C(Q)OR2 or NR2R3,G1 and G3 represent an optionally substituted alkylene chain,Cy and Cy', which are different, represent a ring structureorG2 represents a chainand medicinal products containing the same are useful in treating or in preventing melatoninergic disorders.

公开(公告)号：SK4692003A3

公开(公告)日：2003-08-05

申请号：SK4692003

申请日：2001-07-16

Applicant: SERVIER LAB

Inventor： DESCAMPS-FRANCOIS CAROLE ,  YOUS SAID ,  LESIEUR DANIEL ,  GUILLAUMET GERALD ,  VIAUD MARIE-CLAUDE ,  DA COSTA HERVE ,  BENNEJEAN CAROLINE ,  DELAGRANGE PHILIPPE ,  RENARD PIERRE

IPC: C07D333/58 ,  A61K31/235 ,  A61K31/343 ,  A61K31/381 ,  A61K31/4045 ,  A61K31/437 ,  A61P3/04 ,  A61P3/10 ,  A61P15/00 ,  A61P25/00 ,  A61P25/04 ,  A61P25/16 ,  A61P25/20 ,  A61P25/28 ,  A61P35/00 ,  C07C231/12 ,  C07C233/18 ,  C07C233/60 ,  C07D209/08 ,  C07D209/20 ,  C07D307/68 ,  C07D307/79 ,  C07D307/81 ,  C07D333/54 ,  C07D471/04 ,  C07C209/16 ,  A61K31/165 ,  A61K31/335 ,  A61K31/38 ,  A61K31/40

Abstract: The invention relates to compounds of formula (I): wherein: B represents a hydrogen atom, a COOR group, a CONRR' group, or a (C 1 -C 6 )alkyl group substituted by a COOR, CONRR' or OR group, G 1 represents a -X'-(CH 2 ) n -X-(CH 2 ) m -X''- chain wherein X, X', X'', n and m are as defined in the description, Cy represents a grouping of formula (II) or (III): G 2 represents an alkylene chain as defined in the description, and A represents a NRCOR', NRCSR', CONRR', CSNRR', NRCONR'R'' or NRCSNR'R'' group.

公开(公告)号：AU761605B2

公开(公告)日：2003-06-05

申请号：AU2257700

申请日：2000-03-24

Applicant: SERVIER LAB

Inventor： LESIEUR DANIEL ,  YOUS SAID ,  DESCAMPS-FRANCOIS CAROLE ,  LEFOULON FRANCOIS ,  GUILLAUMET GERALD ,  VIAUD MAIRE-CLAUDE ,  BENNEJEAN CAROLINE ,  DELAGRANGE PHILIPPE ,  RENARD PIERRE

IPC: C07D339/08 ,  A61K31/16 ,  A61K31/165 ,  A61K31/33 ,  A61K31/341 ,  A61K31/343 ,  A61K31/381 ,  A61K31/403 ,  A61K31/404 ,  A61K31/4045 ,  A61K31/437 ,  A61P3/04 ,  A61P3/10 ,  A61P5/00 ,  A61P9/00 ,  A61P15/18 ,  A61P25/04 ,  A61P25/06 ,  A61P25/08 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P35/00 ,  A61P37/02 ,  A61P43/00 ,  B01J31/24 ,  C07B61/00 ,  C07C231/12 ,  C07C233/18 ,  C07C233/20 ,  C07C233/36 ,  C07C233/60 ,  C07C233/73 ,  C07C235/34 ,  C07C271/16 ,  C07C275/24 ,  C07C319/14 ,  C07C323/42 ,  C07D209/14 ,  C07D209/16 ,  C07D307/68 ,  C07D307/79 ,  C07D307/81 ,  C07D311/58 ,  C07D319/20 ,  C07D333/58 ,  C07D471/04 ,  C07D519/00 ,  C07D319/16 ,  A61K31/4439 ,  A61K31/444 ,  C07C233/17 ,  C07C271/08 ,  C07C275/22 ,  C07D209/36 ,  C07D307/82 ,  C07D307/83 ,  C07D307/91 ,  C07D333/60 ,  C07D333/64

Abstract: Compounds (I) selected from alkylenedioxybisnaphthalene derivatives and related compounds are new. Compounds of formula (I) other than diethyl 2-acetylamino-2-(5-(3-(2-acetylamino-3-ethoxy-2-ethoxycarbonyl-3-oxopr opyl)-1H-indol-5-ylmethyl)-1H-indol-3-ylmethyl)malonate and N-(2-(5-(3-(2-acetylaminoethyl)-1H-indol-5-ylmethyl)-1H-indol-3-yl)eth yl)acetamide are new. A = NR -C(Q)-R , NR -C(Q)-NR R or C(Q)-NR R ; Q = O or S; R - R = H or R; or NR R = 1-piperazinyl, piperidino or pyrrolidino; R = optionally Q'-substituted 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-8C cycloalkyl or (3-8C cycloalkyl)-(1-6C alkyl); 1-6C polyhaloalkyl; or optionally Q-substituted aryl, aryl(1-6C alkyl), aryl(2-6C alkenyl), heteroaryl, heteroaryl-(1-6C alkyl) or heteroaryl-(2-6C alkenyl); B = NR -C(Q)-R , NR -C(Q)-NR R , C(Q)-NR R , C(Q)-OR , NR -C(Q)-OR or NR R ; G1, G3 = 1-4C alkylene optionally substituted by one or more of OH, COOH, CHO, R, OR, C(O)OR or C(O)R; Cy = a group of formula (i) in which G2 is attached to the benzene ring and G1 or G3 is attached to the other ring, or a group of formula (ii) in which G2 is attached to the D ring and G1 or G3 is attached to the other ring: X, Y' = S, O, C, CH or CH2; R = H, halogen, CF3, OH, COOH, CHO, NH2, NHR, NRR', NHC(O)R, C(O)NHR, R, OR, C(O)R or COOR; R' = R; Z' = S, O, CH, CH2, NH, NSO2-phenyl or NR; D' = a benzene or pyridine ring; G2 = an optionally substituted W1(CH2)nW2(CH2)mW3 group containing no adjacent heteroatoms; W1-W3 = bond, O, S, CH2, CHR, NH or NR; n, m = 0 - 6; Q' = one or more of OH, 1-6C alkoxy, 1-6C polyhaloalkyl, NH2, 1-6C alkylamino, di(1-6C alkyl)amino and halogen; aryl = naphthyl, phenyl or biphenylyl; heteroaryl = a saturated or unsaturated mono- or bicyclic group containing 5-10 C atoms and 1-3 heteroatoms selected from N, S and O; and Q = OH, COOH, 1-6C alkoxy, 1-6C alkyl, 1-6C polyhaloalkyl, CHO, CN, NO2, NH2, 1-6C alkylamino, di(1-6C alkyl)amino and halogen. Independent claims are also included for the following: (1) a process for preparing (I); and (2) compounds of formula (II) other than N-(2-(5-(2-hydroxyethoxy)-1H-indol-3-yl)ethyl)acetamide. W4 = O, S, NH or NR; and E' = OH or halogen; provided that W4-(CH2)n-W2-(CH2)m is not oxyalkylene when Cy is naphthylene and G1-A is (CH2)2-NR CQR or (CH2)2-NR CQNR R .

公开(公告)号：DK1106608T3

公开(公告)日：2003-06-02

申请号：DK00403399

申请日：2000-12-05

Applicant: SERVIER LAB

Inventor： VIAUD MARIE-CLAUDE ,  GUILLAUMET GERALD ,  DAUBOS PHILIPPE ,  BENNEJEAN CAROLINE ,  DELAGRANGE PHILIPPE ,  RENARD PIERRE

IPC: A61K31/538 ,  A61K31/5415 ,  A61P1/00 ,  A61P1/14 ,  A61P3/04 ,  A61P3/10 ,  A61P9/00 ,  A61P9/10 ,  A61P25/00 ,  A61P25/04 ,  A61P25/06 ,  A61P25/08 ,  A61P25/16 ,  A61P25/18 ,  A61P25/20 ,  A61P25/22 ,  A61P25/24 ,  A61P25/28 ,  A61P43/00 ,  C07D265/36 ,  C07D279/16 ,  C07D413/06 ,  C07D413/12

Abstract: 1,4-Benzoxazine and 1,4-benzothiazine compounds (I) and their acid or base addition salts, enantiomers and diastereomers, are new. 1,4-Benzoxazine and 1,4-benzothiazine compounds of formula (I) and their acid or base addition salts, enantiomers and diastereomers, are new. R1 = R, OR, SR, SO2NRR', NRR', -N(R)C(=Z)R', -N(R)SO2R', -N(R)C(=Z)OR', -N(R)C(=Z)NR'R'', C(=Z)OR, -OC(=Z)R or -C(=Z)NRR'; Z = S or O; R, R', R'' = H or 1-6C alkyl, 2-6C alkenyl, 2-6C alkynyl, 3-8C cycloalkyl or 3-8C cycloalkyl-1-6C alkyl (all optionally substituted by one or more B), or aryl, aryl-1-6C alkyl, heteroaryl or heteroaryl-1-6C alkyl (all optionally substituted by one or more D; or NRR' or NR'R'' = morpholinyl, piperidinyl, piperazinyl or pyrrolidinyl; G = 1-4C alkylene (optionally substituted by R, OR, COR or COOR; A = -C(=Z)NRR', -N(R)C(=Z)R' or -N(R)C(=Z)NR'R''; R2 = halo, R, OR, COR, COOR or OCOR; X = O or S; dotted line = single or double bond; B = OH, alkoxy, alkyl, polyhaloalkyl, NH2, NH(1-6C alkyl), N(1-6C alkyl)2 or halo; D = OH, alkoxy, amino, alkylamino, dialkylamino, nitro, cyano, polyhaloalkyl, formyl, carboxyl, alkoxycarbonyl, amido or halo; aryl = phenyl, naphthyl or biphenyl; and heteroaryl = mono- or bicyclic aromatic group containing 1-3 O, S or N; provided that when A = -C(=Z)NRR', G = 2-4C alkylene.