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EP0201165A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Medicaments for the treatment of emesis

Assignee: Beecham Group PLC
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Filing: 1986-03-10
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Granted: —
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Expires: 2006-03-10
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Abstract

Abstract A method of treatment of emesis, anxiety and/or IBS in mammals, including humans, which method comprises administering an effective amount of a compound of formula (I) or (II) or a pharmaceutically acceptable salt thereof: wherein Ar is a group of formula (a): wherein: R 1 and R 2 are independently selected from hydrogen, halogen, C 1-6 alkyl, C 1-4 alkoxy, hydroxy, amino optionally substituted by one or two C 1-4 alkyl groups, thiol, C 1-4 alkylthio; X is CH 2 , NR 3 , -0- or -S- wherein R 3 is hydrogen, C 1-4 alkyl, C 3-5 alkenyl, phenyl or phenyl C 1-4 alkyl; or Ar is a group of formula (b): wherein R 4 to R 7 are independently hydrogen, halogen, C 1-6 alkyl, C 1-6 alkoxy, hydroxy, amino optionally substituted by one or two C 1-4 alkyl, by C 1-4 alkanoylamino or pyrrolyl, one of R 4 to R 7 being other than hydrogen; Y is-O-or-NH-; and Z is a group of formula (c), (d) or (e): wherein nis2,3or4; R 8 is hydrogen, C 1-7 alkyl, C 3-5 alkenyl or phenyl C 1-4 alkyl optionally substituted by one or two halogen, C 1-4 alkoxy or C 1-4 alkyl; wherein: p is 1, 2 or 3; and Rg is as defined above for R s ; and with the proviso that, when Ar is of formula (b) and Y is -NH-, Z is a group of formula (d) or (e); wherein R 10 is hydrogen, C 1-10 alkyl, C 3-7 cycloalkyl, C 3-6 alkenyl, phenyl or phenyl-C 1-3 alkyl; and one of the groups represented by R 11 , R 12 and R, 3 is hydrogen, C 1-6 alkyl, C 3-7 cycloalkyl, C 2-6 alkenyl of phenyl-C 1-3 alkyl and each of the other groups, which may be the same or different, is hydrogen or C 1-16 alkyl.

Inventors

  • 👤 Gordon Wootton
  • 👤 Gareth John Sanger

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-11-01 09:46
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/435; A61K31/40; A61K31/403; A61K31/404; A61K31/405; A61K31/41; A61K31/415; A61K31/46; A61P; A61P1/00; A61P1/08; A61P11/00; A61P25/00; A61P25/20; A61P35/00

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 331 words
The use of a compound of formula (I) or (II) or a pharmaceutically acceptable salt thereof: wherein Ar is a group of formula (a): wherein: R l and R 2 are independently selected from hydrogen, halogen, C l - 6 alkyl, C l - 4 alkoxy, hydroxy, amino optionally substituted by one or two C l - 4 alkyl groups, thiol, C 1-4 alkylthio; X is CH 2 , NR 3 , -O- or -S-wherein R 3 is hydrogen, C 1-4 alkyl, C 3 - 5 alkenyl, phenyl or phenyl C 1-4 alkyl; or Ar is a group of formula (b): wherein R 4 to R 7 are independently hydrogen, halogen, C 1-6 alkyl, C l - 6 alkoxy, hydroxy, amino optionally substituted by one or two C 1-4 alkyl, by C 1-4 alkanoylamino or pyrrolyl, one of R 4 to R7 being other than hydrogen; Y is -O- or -NH-; and Z is a group of formula (c), (d) or (e): wherein n is 2, 3 or 4; R 8 is hydrogen, C 1-7 alkyl, C 3 - 5 alkenyl or phenyl C l - 4 alkyl optionally substituted by one or two halogen, C l-4 alkoxy or C l - 4 alkyl; wherein: p is 1, 2 or 3; and R 9 is as defined above for Rg; and with the proviso that, when Ar is of formula (b) and Y is -NH-, Z is a group of formula (d) or (e); wherein R 10 is hydrogen, C 1-10 alkyl, C 3 - 7 cycloalkyl, C 3-6 alkenyl, phenyl or phenyl-C l-3 alkyl; and one of the groups represented by R 11 , R 12 and R 13 is hydrogen, C l - 6 alkyl, C 3-7 cycloalkyl, C 2 - 6 alkenyl or phenyl-C 1-3 alkyl and each of the other groups, which may be the same or different, is hydrogen or Cl- 6 alkyl; for manufacture of a medicament for the treatment of emesis, anxiety and/or IBS.
Claim 2
Dependent Claim 331 words
The use of a compound of formula (I) or (II) or a pharmaceutically acceptable salt thereof: wherein Ar is a group of formula (a): wherein: R l and R 2 are independently selected from hydrogen, halogen, C l - 6 alkyl, C l - 4 alkoxy, hydroxy, amino optionally substituted by one or two C l - 4 alkyl groups, thiol, C 1-4 alkylthio; X is CH 2 , NR 3 , -O- or -S-wherein R 3 is hydrogen, C 1-4 alkyl, C 3 - 5 alkenyl, phenyl or phenyl C 1-4 alkyl; or Ar is a group of formula (b): wherein R 4 to R 7 are independently hydrogen, halogen, C 1-6 alkyl, C l - 6 alkoxy, hydroxy, amino optionally substituted by one or two C 1-4 alkyl, by C 1-4 alkanoylamino or pyrrolyl, one of R 4 to R7 being other than hydrogen; Y is -O- or -NH-; and Z is a group of formula (c), (d) or (e): wherein n is 2, 3 or 4; R 8 is hydrogen, C 1-7 alkyl, C 3 - 5 alkenyl or phenyl C l - 4 alkyl optionally substituted by one or two halogen, C l-4 alkoxy or C l - 4 alkyl; wherein: p is 1, 2 or 3; and R 9 is as defined above for Rg; and with the proviso that, when Ar is of formula (b) and Y is -NH-, Z is a group of formula (d) or (e); wherein R 10 is hydrogen, C 1-10 alkyl, C 3 - 7 cycloalkyl, C 3-6 alkenyl, phenyl or phenyl-C l-3 alkyl; and one of the groups represented by R 11 , R 12 and R 13 is hydrogen, C l - 6 alkyl, C 3-7 cycloalkyl, C 2 - 6 alkenyl or phenyl-C 1-3 alkyl and each of the other groups, which may be the same or different, is hydrogen or Cl- 6 alkyl; for manufacture of a medicament for the treatment of emesis, anxiety and/or IBS.
Claim 3
Dependent Claim 28 words
A use according to claim 1 wherein the compound is of formula (I), Ar is of formula (a), and X is NR 3 as defined in claim 1.
Claim 4
Dependent Claim 44 words
A use according to claim 1 wherein the compound is of formula (I), Ar is of formula (b) wherein R 4 is hydrogen and R 5 , R 6 and R 7 are independently halo, C l - 6 alkyl or C l-6 alkoxy.
Claim 5
Dependent Claim 41 words
A use according to claim 1 wherein the compound is of formula (IA): wherein Z 1 is a group of formula (c) as defined in claim 1 and R 1 , R 3 and Y are as defined in claim 1.
Claim 6
Dependent Claim 58 words
A use according to claim 1 wherein the compound is of formula (IB): wherein R 5 1 is halo, C 1-6 alkyl or C 1-6 alkoxy, R 6 1 is hydrogen or C l - 6 alkoxy; R 7 l is halo, C 1-6 alkyl or C 1-6 alkoxy and Z 1 is as defined in claim 4.
Claim 7
Dependent Claim 36 words
A use according to claim 1 wherein the compound is of formula (IE): wherein Z 3 is a group of formula (e) and R 1 , R 3 and Y are as defined in claim 1.
Claim 8
Dependent Claim 19 words
A use according to claims 4, 5 or 6 wherein R 8 or R 9 is methyl or ethyl.
Claim 9
Dependent Claim 75 words
A use according to claim 1 wherein the compound is of formula (IIA): wherein R 10 1 represents a hydrogen atom or a methyl, ethyl, propyl, prop-2-yl, prop-2-enyl or cyclopentyl group; R 12 1 represents a hydrogen atom; and either R 11 1 represents a methyl, ethyl, propyl or prop-2-yl group and R 13 1 represents a hydrogen atom or Rill represents a hydrogen atom and R 13 1 represents a methyl or ethyl group.
Claim 10
Dependent Claim 21 words
A use according to claim 8 wherein R 10 1 is methyl and R 12 1 and R131 are both hydrogen.
Claim 11
Dependent Claim 36 words
A use according to claim 1 wherein the compound of formula (I) or (II) is selected from the group consisting of: 3,5-dichloro-[3a-(8-methyl-8-azabicyclo(3.2.1)octyl)]-benzoate, indole-[3a-(8-methyl-8-azabicyclo(3.2.1)octyl)]-3-carboxylate, 3,5-dimethyl-[3α-(8-methyl-8-azabicyclo(3.2.1)octyl)]-benzoate, indole-[5-(2-methyl-2-azabicyclo(2.2.2)octyl)]-3-carboxylate, 1,2,3,9-tetrahydro-9-methyl-3-[(2-methyl-IH-imidazol-1-yl)methyl]-4H-carbazol-4-one, or a pharmaceutically acceptable salt of any of the foregoing.

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