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US4803203A Expired / Lapsed US ⏱️ 0.0 years remaining

Phenyl and heterocyclic piperazinyl alkoxy-benzheterocyclic compounds as antipsychotic agents

Assignee: Warner Lambert Co LLC
•
Filing: 1987-06-16
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Granted: 1989-02-07
•
Expires: 2007-06-16
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Abstract

Abstract Novel phenyl and heterocyclic tetrahydropyridyl and piperazinyl alkoxy benzheterocyclic compounds are described which have valuable neuroleptic properties by virture of their dopamine autoreceptor agonist activity. Methods of preparation, pharmeceutical compositions, and methods for treating psychoses, such a schizophrenia, are also described.

Inventors

  • 👤 Bradley W. Caprathe
  • 👤 Horace A. DeWald
  • 👤 Juan C. Jaen
  • 👤 Lawrence D. Wise

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 14:44
CPC Classifications
C; C07; C07D; C07D235/00; C07D235/02; C07D235/04; C07D235/06; C07D209/00; C07D209/02; C07D209/04; C07D209/30; C07D209/32; C07D209/34; C07D215/00; C07D215/02; C07D215/16; C07D215/20; C07D217/00; C07D217/02; C07D307/00; C07D307/77; C07D307/78; C07D307/79; C07D307/82; C07D307/83; C07D311/00; C07D311/02; C07D311/04; C07D311/22; C07D401/00; C07D401/02; C07D401/12; C07D403/00; C07D403/02; C07D403/12; C07D405/00; C07D405/02; C07D405/12; C07D413/00; C07D413/02; C07D413/12

Claims Analysis

Total Claims: 23
Claim 1
Independent Claim 151 words
A compound of the formula ##STR9## in which Het is selected from the group consisting of ##STR10## n is an integer from two to five; A is phenyl or phenyl substituted by loer alkyl, lower alkoxy, lower thioalkoxy, halogen or trifluoromethyl; 2-, 3- or 4-pyridinyl or 2-, 3- or 4-pyridinyl substituted by lower alkyl, lower alkoxy or halogen; 2-, 4- or 5-pyrimidinyl, or 2-, 4- or 5-pyrimidinyl substituted by lower alkyl, lower alkoxy or halogen; 2-pyrazinyl or 2-pyrazinyl substituted by lower alkyl, lower alkoxy or halogen; 2- or 3-thienyl or 2- or 3-thienyl substituted by lower alkyl or halogen; 2- or 3-furanyl or 2- or 3-furanyl substituted by lower alkyl or halogen, or 2- or 5-thiazolyl or 2- or 5-thiazolyl substituted by lower alkyl or halogen, or a pharmaceutically acceptable acid addition salt thereof, with the exclusion of the compound wherein Het is ##STR11## and A is phenyl or substituted phenyl.
Claim 2
Dependent Claim 151 words
A compound of the formula ##STR9## in which Het is selected from the group consisting of ##STR10## n is an integer from two to five; A is phenyl or phenyl substituted by loer alkyl, lower alkoxy, lower thioalkoxy, halogen or trifluoromethyl; 2-, 3- or 4-pyridinyl or 2-, 3- or 4-pyridinyl substituted by lower alkyl, lower alkoxy or halogen; 2-, 4- or 5-pyrimidinyl, or 2-, 4- or 5-pyrimidinyl substituted by lower alkyl, lower alkoxy or halogen; 2-pyrazinyl or 2-pyrazinyl substituted by lower alkyl, lower alkoxy or halogen; 2- or 3-thienyl or 2- or 3-thienyl substituted by lower alkyl or halogen; 2- or 3-furanyl or 2- or 3-furanyl substituted by lower alkyl or halogen, or 2- or 5-thiazolyl or 2- or 5-thiazolyl substituted by lower alkyl or halogen, or a pharmaceutically acceptable acid addition salt thereof, with the exclusion of the compound wherein Het is ##STR11## and A is phenyl or substituted phenyl.
Claim 3
Dependent Claim 14 words
A compound according to claim 1, wherein n is the integer three or four.
Claim 4
Dependent Claim 42 words
A compound according to claim 2, wherein A is phenyl or phenyl substituted by methyl, methoxy, thiomethoxy or chloro; 2-, 3- or 4-pyridinyl, 2-, 3- or 4-pyridinyl substituted by methyl, chloro or bromo; 2-, 4- or 5-pyrimidinyl; 2-pyrazinyl, or 2- or 5-thiazolyl.
Claim 5
Dependent Claim 23 words
A compound according to claim 3, wherein A is phenyl, 2-, 3- or 4-pyridinyl, 2-, 4- or 5-pyrimidinyl, 2-pyrazinyl, or 2- or 5-thiazolyl.
Claim 6
Dependent Claim 9 words
A compound according to claim 4 and being 6-[3-(4-phenyl-1-piperazinyl)propoxy]-3-(2H)-benzofuranone.
Claim 7
Dependent Claim 9 words
A compound according to claim 4 and being 1-[3-[6-benzofuranyloxy]propyl]-4-phenylpiperazine.
Claim 8
Dependent Claim 9 words
A compound according to claim 4 and being 1-[3-[(3,4-dihydro-2H-1-benzopyran-7-yl)oxy]propyl]-4-phenylpiperazine.
Claim 9
Dependent Claim 9 words
A compound according to claim 4 and being 6-[3-[4-(2-pyrimidinyl)-1-piperazinyl]propoxy]-2H-1,4-benzoxazine-3(4H)-one.
Claim 10
Dependent Claim 9 words
A compound according to claim 4 and being 6-[3-[4-(2-pyrimidinyl)-1-piperazinyl]propoxy]-1H-indole.
Claim 11
Dependent Claim 9 words
A compound according to claim 4 and being 6-[3-(4-phenyl-1-piperazinyl)propoxy]quinoline.
Claim 12
Dependent Claim 9 words
A compound according to claim 4 and being 6-[4-[4-(2-pyrimidinyl)-1-piperazinyl]-butoxy]quinoline.
Claim 13
Dependent Claim 9 words
A compound according to claim 4 and being 5-[3-(4-phenylpiperazinyl)propoxy]-1H-benzimidazole.
Claim 14
Dependent Claim 9 words
A compound according to claim 4 and being 1,3-dihydro-5-[3-(4-phenyl-1-piperazinyl)propoxy]-2H-indol-2-one.
Claim 15
Dependent Claim 9 words
A compound according to claim 4 and being 5-[3-[4-(2-pyridinyl)-1-piperazinyl]propoxy]isoquinoline.
Claim 16
Dependent Claim 9 words
A compound according to claim 4 and being 5-[3-(4-phenyl-1-piperazinyl)propoxy]isoquinoline.
Claim 17
Dependent Claim 9 words
A compound according to claim 4 and being 7-[3-[4-(2-pyridinyl)-1-piperazinyl]propoxy]quinoline.
Claim 18
Dependent Claim 9 words
A compound according to claim 4 and being 7-[3-(4-phenyl-1-piperazinyl)propoxy]quinoline.
Claim 19
Dependent Claim 9 words
A compound according to claim 4 and being 5-[3-[4-(2-pyridinyl)-1-piperazinyl]propoxy]-1-isoquinolinol.
Claim 20
Dependent Claim 9 words
A compound according to claim 4 and being 3,4-dihydro-5-[3-[4-(2-pyridinyl)-1-piperazinyl]propoxy-1(2H)-isoquinoline
Claim 21
Dependent Claim 9 words
A compound according to claim 4 and being 7-[3-[4-(2-pyridinyl)-1-piperazinyl]propoxy]isoquinoline.
Claim 22
Dependent Claim 29 words
A pharmaceutical composition comprising an antipsychotic effective amount of a compound as claimed in claim 1 or a pharmaceutically acceptable acid addition salt thereof with a pharmaceutically acceptable carrier.
Claim 23
Dependent Claim 26 words
A method of treating psychosis in a subject suffering therefrom comprising administering to said subject a pharmaceutical composition according to claim 21 in unit dosage form.

References Cited (Backward Citations)

US4734416A Cited
GB2120670A Cited
US4613598A Cited
US4670439A Cited
US4701456A Cited
US4746661A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-02-07 1992-08-08 1993-02-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-02-07 1996-08-08 1997-02-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-02-07 2000-08-08 2001-02-07 $7700.00 Window Closed / Lapsed

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