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US4721720A Expired / Lapsed US ⏱️ 0.0 years remaining

Method of treating emesis, anxiety and/or IBS

Assignee: Beecham Group PLC
•
Filing: 1986-03-12
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Granted: 1988-01-26
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Expires: 2006-03-12
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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: Ar--Co--Y--Z (I) wherein Ar is a group of formula (a): ##STR1## 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 , --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): ##STR2## 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): ##STR3## wherein n is 2, 3 or 4; 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; ##STR4## wherein: p is 1, 2 or 3; and R 9 is as defined above for R 8 ; and with the proviso that, when Ar is of formula (b) and Y is --NH--, Z is a group of formula (d) or (e); ##STR5## 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 13 is hydrogen, C 1-6 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 C 1-6 alkyl.

Inventors

  • 👤 Gordon Wootton
  • 👤 Gareth J. Sanger

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 06:47
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: 20
Claim 1
Independent Claim 50 words
A method of treatment of emesis, anxiety and/or IBS in mammals, which method comprises administering to a mammal in need of such treatment an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof: Ar--CO--Y--I (I) wherein Ar is a group of formula (a): ##STR23## wherein:
Claim 2
Independent Claim 50 words
A method of treatment of emesis, anxiety and/or IBS in mammals, which method comprises administering to a mammal in need of such treatment an effective amount of a compound of formula (I) or a pharmaceutically acceptable salt thereof: Ar--CO--Y--I (I) wherein Ar is a group of formula (a): ##STR23## wherein:
Claim 3
Dependent Claim 132 words
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 , --O-- or --S-- wherein R 3 is hydrogen C 1-4 alkyl, C 3-5 alkenyl, phenyl or phenyl C 1-4 alkyl; Y --O-- or --NH--; and Z is a group of formula (c), (d) or (e): ##STR24## wherein n is 2, 3 or 4; 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; ##STR25## wherein: P is 1, 2, or 3; and R 9 is as defined above for R 8 .
Claim 4
Dependent Claim 132 words
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 , --O-- or --S-- wherein R 3 is hydrogen C 1-4 alkyl, C 3-5 alkenyl, phenyl or phenyl C 1-4 alkyl; Y --O-- or --NH--; and Z is a group of formula (c), (d) or (e): ##STR24## wherein n is 2, 3 or 4; 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; ##STR25## wherein: P is 1, 2, or 3; and R 9 is as defined above for R 8 .
Claim 5
Dependent Claim 28 words
A method 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 6
Dependent Claim 43 words
A method according to claim 1 wherein the compound is of formula (IA): ##STR26## 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 7
Dependent Claim 37 words
A method according to claim 1 wherein the compound is of formula (IE): ##STR27## 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 16 words
A method according to claim 3 wherein R 8 or R 9 is methyl or ethyl.
Claim 9
Dependent Claim 24 words
A method according to claim 1 wherein the compound of formula (I) is selected from the group consisting of: 3,5-dichloro-[3α-(8-methyl-8-azabicyclo(3.2.1 )octyl)]-benzoate, indole-[3α(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,
Claim 10
Dependent Claim 11 words
2,3,9-tetrahydro-9-metyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one, or a pharmaceutically acceptable salt of any of the foregoing.
Claim 11
Dependent Claim 11 words
2,3,9-tetrahydro-9-metyl-3-[(2-methyl-1H-imidazol-1-yl)methyl]-4H-carbazol-4-one, or a pharmaceutically acceptable salt of any of the foregoing.
Claim 12
Dependent Claim 16 words
A method according to claim 4 wherein R 8 or R 9 is methyl or ethyl.
Claim 13
Dependent Claim 11 words
A method according to claim 1 wherein said mammals are humans.
Claim 14
Independent Claim 28 words
A method of tretatment of emesis, anxiety and/or IBS in mammals, which method comprises administering to a mammal in need of such treatment an effective amount of Indole-[3-(methyl-8-azabicyclo(3.2.1)octyl)]-3-carboxylate.
Claim 15
Independent Claim 28 words
A method of tretatment of emesis, anxiety and/or IBS in mammals, which method comprises administering to a mammal in need of such treatment an effective amount of Indole-[3-(methyl-8-azabicyclo(3.2.1)octyl)]-3-carboxylate.
Claim 16
Independent Claim 30 words
A method of treatment of cytotoxic agent induced nausea and vomiting, which method comprises administering to a mammal in need of such treatment an effective amount of Indole-[3-(methyl-8-azabicylclo (3.2.1) octyl)]-3-carboxylate.
Claim 17
Independent Claim 30 words
A method of treatment of cytotoxic agent induced nausea and vomiting, which method comprises administering to a mammal in need of such treatment an effective amount of Indole-[3-(methyl-8-azabicylclo (3.2.1) octyl)]-3-carboxylate.
Claim 18
Independent Claim 26 words
A method of treatment of radiation agent induced nausea and vomiting, administering to a mammal in need of such treatment an effective amount of Indole-[3-(methyl-8-azabicyclo(3.2.1 )octyl)]-3-carboxylate.
Claim 19
Independent Claim 26 words
A method of treatment of radiation agent induced nausea and vomiting, administering to a mammal in need of such treatment an effective amount of Indole-[3-(methyl-8-azabicyclo(3.2.1 )octyl)]-3-carboxylate.
Claim 20
Dependent Claim 17 words
A method according to claim 11 wherein the cytotoxic agent is selected from cisplatin, doxorubicin and cyclophosphamide.

References Cited (Backward Citations)

GB229444A Cited
GB2100259A Cited
GB2125398A Cited
GB2152049A Cited
GB2153821A Cited
US4593034A Cited
EP0158265A2 Cited
EP0189002A2 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1991-01-25 1991-07-27 1992-01-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1995-01-25 1995-07-27 1996-01-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1999-01-25 1999-07-27 2000-01-26 $7700.00 Window Closed / Lapsed

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