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US4353903A Expired / Lapsed US ⏱️ 0.0 years remaining

2,3-Dihydro-imidazo[1,2-b]pyridazine derivatives, their preparation and use in treatment of depression

Assignee: Synthelabo SA
•
Filing: 1981-01-15
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Granted: 1982-10-12
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Expires: 2001-01-15
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Abstract

Abstract 2,3-Dihydro-imidazo[1,2-b]pyridazine derivatives of the formula: <IMAGE> in which R1 represents a phenyl, halogenophenyl, trifluoromethylphenyl, C(1-4)-alkylphenyl, (C1-4)-alkoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, (C1-4)-alkylaminophenyl, di-(C1-4)-alkylaminophenyl, acetamidophenyl, thienyl, pyridyl, furyl or nitrofuryl radical, R2 represents a hydrogen atom or a (C1-4)-alkyl radical, and R3 represents a hydrogen atom or a (C1-4)-alkyl, phenyl, halogenophenyl, trifluoromethylphenyl, (C1-4)-alkylphenyl, (C1-4)-alkoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, (C1-4)-alkylaminophenyl, di-(C1-4)-alkylaminophenyl or acetamidophenyl radical, and its addition salts with pharmaceutically acceptable acids are useful in therapy as antidepressants. They may be made by cyclization of compounds of the formula: <IMAGE>

Inventors

  • 👤 Paul Fabiani
  • 👤 Francis Rose
  • 👤 Abkar Vartanian
  • 👤 Christian Warolin

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-01 23:32
CPC Classifications
C; C07; C07D; C07D487/00; C07D487/02; C07D487/04; A; A61; A61P; A61P25/00; A61P25/24; A61P25/26

Claims Analysis

Total Claims: 13
Claim 1
Independent Claim 90 words
A compound of the formula: ##STR50## in which R 1 represents a phenyl, halogenophenyl, trifluoromethylphenyl, (C 1-4 )-alkylphenyl, (C 1-4 )-alkoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, (C 1-4 )-alkylaminophenyl, di-(C 1-4 )-alkylaminophenyl, acetamidophenyl, thienyl, pyridyl, furyl or nitrofuryl radical, R 2 represents a hydrogen atom or a (C 1-4 )-alkyl radical, and R 3 represents a hydrogen atom or a (C 1-4 )-alkyl, phenyl, halogenophenyl, trifluoromethylphenyl, (C 1-4 )-alkylphenyl, (C 1-4 )-alkoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, (C 1-4 )-alkylaminophenyl, di-(C 1-4 )-alkyl-aminophenyl or acetamidophenyl radical, and its addition salts with pharmaceutically acceptable acids.
Claim 2
Dependent Claim 90 words
A compound of the formula: ##STR50## in which R 1 represents a phenyl, halogenophenyl, trifluoromethylphenyl, (C 1-4 )-alkylphenyl, (C 1-4 )-alkoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, (C 1-4 )-alkylaminophenyl, di-(C 1-4 )-alkylaminophenyl, acetamidophenyl, thienyl, pyridyl, furyl or nitrofuryl radical, R 2 represents a hydrogen atom or a (C 1-4 )-alkyl radical, and R 3 represents a hydrogen atom or a (C 1-4 )-alkyl, phenyl, halogenophenyl, trifluoromethylphenyl, (C 1-4 )-alkylphenyl, (C 1-4 )-alkoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, (C 1-4 )-alkylaminophenyl, di-(C 1-4 )-alkyl-aminophenyl or acetamidophenyl radical, and its addition salts with pharmaceutically acceptable acids.
Claim 3
Dependent Claim 58 words
A compound according to claim 1, in which R 1 represents a phenyl, chlorophenyl, trifluoromethylphenyl, methylphenyl, methoxyphenyl, hydroxyphenyl, nitrophenyl, aminophenyl, methylaminophenyl, ethylaminophenyl, propylaminophenyl, dimethylaminophenyl, acetamidophenyl, thienyl, pyridyl or furyl radical, R 2 represents a hydrogen atom or a (C 1-4 )-alkyl radical, and R 3 represents a hydrogen atom or a (C 1-4 )-alkyl, phenyl or halogenophenyl radical.
Claim 4
Dependent Claim 45 words
A compound according to claim 2, in which R 1 is an aminophenyl, methylaminophenyl, ethylaminophenyl, dimethylaminophenyl, methoxyphenyl, chlorophenyl or furyl radical, R 2 is a hydrogen atom or a methyl radical, and R 3 is a hydrogen atom or a methyl, phenyl or chlorophenyl radical.
Claim 5
Dependent Claim 29 words
A compound according to claim 3, in which R 1 is an aminophenyl, methylaminophenyl, ethylaminophenyl or furyl radical, and R 2 and R 3 are each a hydrogen atom.
Claim 6
Dependent Claim 8 words
6-(4-Aminophenyl)-2,3-dihydro-imidazo[1,2-b]pyridazine and its pharmaceutically acceptable acid addition salts.
Claim 7
Dependent Claim 8 words
6-(4-Aminophenyl)-2,3-dihydro-imidazo[1,2-b]pyridazine and its pharmaceutically acceptable acid addition salts.
Claim 8
Dependent Claim 8 words
6-(4-Methylaminophenyl)-2,3-dihydro-imidazo-[1,2-b]pyridazine and its pharmaceutically acceptable acid addition salts.
Claim 9
Dependent Claim 8 words
6-(4-Methylaminophenyl)-2,3-dihydro-imidazo-[1,2-b]pyridazine and its pharmaceutically acceptable acid addition salts.
Claim 10
Dependent Claim 8 words
6-(2,Furyl)-2,3-dihydro-imidazo[1,2-b]pyridazine and its pharmaceutically acceptable acid addition salts.
Claim 11
Dependent Claim 8 words
6-(2,Furyl)-2,3-dihydro-imidazo[1,2-b]pyridazine and its pharmaceutically acceptable acid addition salts.
Claim 12
Dependent Claim 27 words
A pharmaceutical composition for the treatment of depression comprising an anti-depression effective amount of a compound as claimed in claim 1 in association with a pharmaceutical carrier.
Claim 13
Dependent Claim 23 words
Method of treating depression which comprises administering to a patient subject thereto an effective amount of a composition as claimed in claim 8.

References Cited (Backward Citations)

US3828041A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1985-10-11 1986-04-12 1986-10-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1989-10-11 1990-04-12 1990-10-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1993-10-11 1994-04-12 1994-10-12 $7700.00 Window Closed / Lapsed

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