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US4137318A Expired / Lapsed US ⏱️ 0.0 years remaining

N-(phenylalkylamino-alkyl)-dihydroisoquinolinones, pharmaceutical compositions and methods employing them

Assignee: Boehringer Ingelheim GmbH
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Filing: 1977-08-22
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Granted: 1979-01-30
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Expires: 1997-08-22
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Abstract

Abstract Compounds of the formula <IMAGE> wherein R1, R2 and R6, which may be identical to or different from each other, are each hydrogen or lower alkyl; R3 is lower alkoxy; R4 is lower alkoxy or, together with R3, methylenedioxy or ethylenedioxy; R5 is hydrogen, lower alkyl or benzyl; R7 is hydrogen or lower alkoxy; R8 is hydrogen, lower alkoxy or, together with R7, methylenedioxy or ethylenedioxy; M IS 1 OR 2; AND N IS 2 OR 3; AND NON-TOXIC, PHARMACOLOGICALLY ACCEPTABLE ACID ADDITION SALTS THEREOF. The compounds as well as their salts are useful as antihypertensives and heart rate reducers.

Inventors

  • 👤 Wolfgang Eberlein
  • 👤 Joachim Heider
  • 👤 Volkhard Austel
  • 👤 Jurgen Dammgen
  • 👤 Rudolf Kadatz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 20:27
CPC Classifications
C; C07; C07D; C07D223/00; C07D223/14; C07D223/16; A; A61; A61P; A61P9/00; A61P9/12; C07D217/00; C07D217/22; C07D217/24; C07D217/26

Claims Analysis

Total Claims: 7
Claim 1
Independent Claim 114 words
A compound of the formula ##STR23## wherein R 1 , R 2 and R 6 are each hydrogen or alkyl of 1 to 3 carbon atoms; R 3 is alkoxy of 1 to 3 carbon atoms; R 4 is alkoxy of 1 to 3 carbon atoms, or together with R 3 , methylenedioxy or ethylenedioxy; R 5 is hydrogen, alkyl or 1 to 3 carbon atoms or benzyl; R 7 is hydrogen or alkoxy of 1 to 3 carbon atoms; R 8 is alkoxy of 1 to 3 carbon atoms, or together with R 7 , methylenedioxy or ethylenedioxy; and n is 2 or 3; or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 2
Dependent Claim 114 words
A compound of the formula ##STR23## wherein R 1 , R 2 and R 6 are each hydrogen or alkyl of 1 to 3 carbon atoms; R 3 is alkoxy of 1 to 3 carbon atoms; R 4 is alkoxy of 1 to 3 carbon atoms, or together with R 3 , methylenedioxy or ethylenedioxy; R 5 is hydrogen, alkyl or 1 to 3 carbon atoms or benzyl; R 7 is hydrogen or alkoxy of 1 to 3 carbon atoms; R 8 is alkoxy of 1 to 3 carbon atoms, or together with R 7 , methylenedioxy or ethylenedioxy; and n is 2 or 3; or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 3
Dependent Claim 68 words
A compound of claim 1, wherein R 1 and R 2 are each hydrogen or methyl; R 3 is methoxy; R 4 is methoxy or, together with R 3 , methylenedioxy or ethylenedioxy; R 5 is hydrogen, methyl or benzyl; R 6 is hydrogen; R 7 is hydrogen or methoxy; R 8 is methoxy or, together with R 7 , methylenedioxy or ethylenedioxy; n is 2 or 3.
Claim 4
Dependent Claim 17 words
A compound of claim 1, which is 1-[6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one-2-yl]-3-[N-methyl-N-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propane or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 5
Dependent Claim 17 words
A compound of claim 1, which is 1-[6,7-dimethoxy-3,4-dihydro-2H-isoquinolin-1-one-2-yl]-3-[N-(2-(3,4-dimethoxy-phenyl)-ethyl)-amino]-propane or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 6
Dependent Claim 23 words
A pharmaceutical dosage unit composition consisting essentially of an inert pharmaceutical carrier and an effective bradycardiac amount of a compound of claim 1.
Claim 7
Dependent Claim 34 words
The method of reducing the heart rate of a warm-blooded animal in need thereof, which comprises perorally parenterally or rectally administering to said animal an effective bradycardiac amount of a compound of claim 1.

References Cited (Backward Citations)

US3600394A Cited
US3947451A Cited
US3948898A Cited
US4021558A Cited
US4029795A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1982-01-29 1982-07-31 1983-01-30 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1986-01-29 1986-07-31 1987-01-30 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1990-01-29 1990-07-31 1991-01-30 $7700.00 Window Closed / Lapsed

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