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US4088762A Expired / Lapsed US ⏱️ 0.0 years remaining

6-(P-PIPERAZINO)-PHENYL-4,5-DIHYDRO-3(2H)pyridazinones

Assignee: BDH Pharmaceuticals Ltd
•
Filing: 1976-04-27
•
Granted: 1978-05-09
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Expires: 1996-04-27
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Abstract

Abstract Compounds of the general formula: ##STR1## in which X represents A STRAIGHT OR BRANCHED CHAIN ALKYL OR ALKOXY GROUP, A hydroxymethyl group, A cycloalkoxy group, A hydroxyl group, A chlorine atom, A piperidino group, A pyrrolidino group A cycloalkyl group, An aryloxy group, A fluorine atom, An amino or substituted amino group, A morpholino group, A 1,2,3,6-tetrahydropyridino group, A 4-[3-azabicyclo(3,2,2)-nonyl] group, or a 4-(piperazin-1-yl) or 4-(4-substituted-piperazin-1-yl) group of the formula ##STR2## in which R═H, lower alkyl of 1-5 carbon atoms, aryl, substituted aryl, aralkyl, cinnamyl, acyl, ethoxy-carbonyl, aroyl or substituted aroyl and n is an integer from 1 to 5 except that when n is 1 X is not an alkyl group of 1 to 3 carbon atoms or an alkoxy group of 1 or 2 carbon atoms or a chlorine atom in the 4'-position, or an amino or acylated amino group in positions 2', 3' or 4'; and when n= 2 the groups X cannot both be methyl or both be methoxy in the 2' and 5' positions, nor can X be a chlorine atom in both the 2' and 4' positions or the 3' and 4' positions, and when n= 3, X cannot all three be methoxy. These compounds have anti-hypertensive activity.

Inventors

  • 👤 Mehmood A. Hakim
  • 👤 Peter T. Bysouth

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 03:12
CPC Classifications
C; C07; C07C; C07C59/00; C07C59/40; C07C59/76; C07C59/90

Claims Analysis

Total Claims: 22
Claim 1
Independent Claim 36 words
A compound of the formula: ##STR7## in which R represents hydrogen, lower alkyl of 1 to 5 carbon atoms, phenyl, mono substituted phenyl wherein the substituent is methyl, methoxy or ethoxy; benzyl, phenethyl, benzoyl or ethoxy-carbonyl.
Claim 2
Dependent Claim 36 words
A compound of the formula: ##STR7## in which R represents hydrogen, lower alkyl of 1 to 5 carbon atoms, phenyl, mono substituted phenyl wherein the substituent is methyl, methoxy or ethoxy; benzyl, phenethyl, benzoyl or ethoxy-carbonyl.
Claim 3
Dependent Claim 22 words
A pharmaceutical composition consisting essentially of a compound as claimed in claim 1 in association with a pharmaceutically acceptable carrier or diluent.
Claim 4
Dependent Claim 10 words
A composition as claimed in claim 2 in solid form.
Claim 5
Dependent Claim 25 words
A composition as claimed in claim 3 in tablet form each tablet containing from 20 to 200 mg. of active ingredient or a part thereof.
Claim 6
Dependent Claim 29 words
A method of treating a patient suffering from or liable to hypertension which comprises administering to said patient an effective amount of a compound as claimed in claim 1.
Claim 7
Dependent Claim 20 words
A method as claimed in claim 4 in which said effective amount is from 20 to 200 mg. per diem.
Claim 8
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-ethoxycarbonylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 9
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-Methylpiperazinyl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 10
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-Benzylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 11
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-Benzoylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 12
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-phenethylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 13
Dependent Claim 8 words
The compound of claim 1 wherein is 6-[p-(4-Phenylpiperazine-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 14
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-o-Methoxyphenylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 15
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-p-Methoxyphenylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 16
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-p-Tolylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 17
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-o-Ethoxyphenylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 18
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-Ethylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 19
Dependent Claim 8 words
The compound of claim 1 which is 6-[p-(4-Pentylpiperazin-1-yl)phenyl]-4,5-dihydro-3(2H)-pyridazinone.
Claim 20
Dependent Claim 8 words
The compound of claim 1 which is 6-(p-Piperazin-1-yl)phenyl-4,5-dihydro-3(2H)-pyridazinone.
Claim 21
Dependent Claim 2 words
6-(p-piperazin-1-yl)phenyl-4,5-dihydro-3(2H)-pyridazinone hydrochloride.
Claim 22
Dependent Claim 2 words
6-(p-piperazin-1-yl)phenyl-4,5-dihydro-3(2H)-pyridazinone hydrochloride.

References Cited (Backward Citations)

US3975388A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-05-08 1981-11-07 1982-05-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-05-08 1985-11-07 1986-05-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-05-08 1989-11-07 1990-05-09 $7700.00 Window Closed / Lapsed

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