Global Patent Index - EP 0975593 A1

EP 0975593 A1 2000-02-02 - INDOLE DERIVATIVES HAVING COMBINED 5HT1A, 5HT1B AND 5HT1D RECEPTOR ANTAGONIST ACTIVITY

Title (en)

INDOLE DERIVATIVES HAVING COMBINED 5HT1A, 5HT1B AND 5HT1D RECEPTOR ANTAGONIST ACTIVITY

Title (de)

INDOLDERIVATE MIT GLEICHZEITIGER 5HT1A, 5HT1B UND 5HT1D REZEPTOR ANTAGONISTISCHER AKTIVITÄT

Title (fr)

DERIVES INDOLIQUES A ACTIVITE DE RECEPTEUR ANTAGONISTE 5HT1A, 5HT1B, 5HT1D

Publication

EP 0975593 A1 (EN)

Application

EP 98921462 A

Priority

  • EP 9802262 W
  • GB 9707829 A
  • GB 9801882 A

Abstract (en)

[origin: WO9850358A1] Compounds of formula (I), processes for their preparation and their use as CNS agents are disclosed, in which R<a> is a group of formula (i), in which P<1> is phenyl, bicyclic aryl, a 5- to 7-membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulphur, or a bicyclic heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulphur; R<1> is hydrogen, halogen, C1-6alkyl, C3-6cycloalkyl, COC1-6alkyl, C1-6alkoxy, hydroxy, hydroxyC1-6alkyl, hydroxyC1-6alkoxy, C1-6alkoxyC1-6alkoxy, C1-6alkanoyl, nitro, trifluoromethyl, cyano, SR<9>, SOR<9>, SO2R<9>, SO2NR<1O>R<11>, CO2R<10>, CONR<10>R<11>, CO2NR<10>R<11>, CONR<10>(CH2)cCO2R<11>, (CH2)cNR<10>R<11>, (CH2)cCONR<10>R<11>, (CH2)cNR<10>COR<11>, (CH2)cCO2C1-6alkyl, CO2(CH2)cOR<10>, NR<10>R<11>, NR<10>CO2R<11>, NR<10>CONR<10>R<11>, CR<10>=NOR<11>, NR<10>COOR<11>, CNR<10>=NOR<11>, where R<10> and R<11> are independently hydrogen or C1-6alkyl and c is 1 to 4; R<2> is hydrogen, halogen, C1-6alkyl, C3-6cycloalkyl, C3-6cycloalkenyl, C1-6alkoxy, acyl, aryl, acyloxy, hydroxy, nitro, trifluoromethyl, cyano, CO2R<10>, CONR<10>R<11>, NR<10>R<11> where R<10> and R<11> are as defined for R<1>; a is 1, 2 or 3; or R<a> is a group of formula (ii), wherein P<2> and P<3> are independently phenyl, bicyclic aryl, a 5- to 7-membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen and sulphur, or a bicyclic heterocyclic group containing 1 to 3 heteroatoms selected from oxygen, nitrogen or sulphur; A is a bond or oxygen, S(O)m where m is 0 to 2, carbonyl, CH2 or NR<4> where R<4> is hydrogen or C1-6alkyl; R<1> is as defined above for formula (I) or R<1> is an optionally substituted 5 to 7-membered heterocyclic ring containing 1 to 3 heteroatoms selected from oxygen, nitrogen or sulphur; R<2> and R<3> are independently hydrogen, halogen, C1-6alkyl, C3-6cycloalkyl, C3-6cycloalkenyl, C1-6alkoxy, acyl, aryl, acyloxy, hydroxy, nitro, trifluoromethyl, cyano, CO2R<10>, CONR<10>R<11>, NR<10>R<11> where R<10> and R<11> are as defined for R<1>; and a and b are independently 1, 2 or 3; Y is -NH-, NR<5> where R<5> is C1-6alkyl, or Y is -CH2- or -O-; V is oxygen or sulphur; D is nitrogen, carbon or a CH group; W is (CR<16>R<17>)t where t is 2, 3 or 4 and R<16> and R<17> are independently hydrogen or C1-6alkyl or W is (CR<16>R<17>)u-J where u is 0, 1, 2 or 3 and J is oxygen, sulphur, CR<16>=CR<17>, CR<16>=N, =CR<16>O, =CR<16>S or =CR<16>-NR<17>; X is nitrogen or carbon; R<b> is hydrogen, halogen, hydroxy, C1-6alkyl, trifluoromethyl, C1-6alkoxy, C2-6alkenyl, C3-7cycloalkyl optionally substituted by C1-4alkyl, or aryl; R<c> is hydrogen or C1-6alkyl; and <o>.....</o> is a single bond when X is nitrogen or a single or double bond when X is carbon.

IPC 1-7 (main, further and additional classification)

C07D 209/08; A61K 31/40; C07D 401/12; C07D 403/12; C07D 413/12; C07D 417/12

IPC 8 full level (invention and additional information)

A61K 31/4545 (2006.01); A61K 31/496 (2006.01); A61K 31/497 (2006.01); A61K 31/501 (2006.01); A61K 31/506 (2006.01); A61P 25/00 (2006.01); A61P 43/00 (2006.01); C07D 209/08 (2006.01); C07D 401/10 (2006.01); C07D 401/12 (2006.01); C07D 401/14 (2006.01); C07D 403/12 (2006.01); C07D 405/12 (2006.01); C07D 409/12 (2006.01); C07D 413/12 (2006.01); C07D 417/12 (2006.01); C07D 521/00 (2006.01)

CPC (invention and additional information)

C07D 231/12 (2013.01); C07D 209/08 (2013.01); C07D 233/56 (2013.01); C07D 249/08 (2013.01); C07D 401/10 (2013.01); C07D 401/12 (2013.01); C07D 403/12 (2013.01); C07D 405/12 (2013.01); C07D 409/12 (2013.01); C07D 413/12 (2013.01); C07D 417/12 (2013.01)

Citation (search report)

See references of WO 9850358A1

Designated contracting state (EPC)

AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

EPO simple patent family

WO 9850358 A1 19981112; AR 013076 A1 20001213; AU 732863 B2 20010503; AU 7431098 A 19981127; BR 9809092 A 20020122; CA 2288662 A1 19981112; CN 1260781 A 20000719; CO 4950608 A1 20000901; EP 0975593 A1 20000202; HU 0001123 A2 20010428; HU 0001123 A3 20020429; IL 132409 D0 20010319; JP 2001524116 A 20011127; KR 20010006487 A 20010126; NO 995065 A 19991015; NO 995065 D0 19991015; NZ 500252 A 20010727; PL 336317 A1 20000619; TR 9902590 T2 20000621; TW 509687 B 20021111

INPADOC legal status


2006-11-24 [REG HK WD] APPLICATIONS WITHDRAWN, DEEMED TO BE WITHDRAWN, OR REFUSED AFTER PUBLICATION IN HONG KONG

- Document: HK 1026695

2003-05-21 [18D] DEEMED TO BE WITHDRAWN

- Effective date: 20021113

2002-09-04 [RAP1] TRANSFER OF RIGHTS OF AN EP PUBLISHED APPLICATION

- Owner name: SMITHKLINE BEECHAM PLC

2002-06-19 [17Q] FIRST EXAMINATION REPORT

- Effective date: 20020502

2000-02-02 [17P] REQUEST FOR EXAMINATION FILED

- Effective date: 19991022

2000-02-02 [AK] DESIGNATED CONTRACTING STATES:

- Kind Code of Ref Document: A1

- Designated State(s): AT BE CH CY DE DK ES FI FR GB GR IE IT LI LU MC NL PT SE

2000-02-02 [AX] REQUEST FOR EXTENSION OF THE EUROPEAN PATENT TO

- Free text: SI PAYMENT 19991022