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US4665206A Expired / Lapsed US ⏱️ 0.0 years remaining

Benzothiophene derivatives

Assignee: Organon NV
•
Filing: 1985-03-07
•
Granted: 1987-05-12
•
Expires: 2005-03-07
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Abstract

Abstract The invention relates to compounds of the general formula I ##STR1## wherein R 1 represents one up to and including four, the same or different substituents selected from alkyl(1-6 C), alkoxy(1-6 C), hydroxy, halogen, NO 2 CF 3 or the group --NR 5 R 6 , whereby two substituents taken together may also represent a methylene-dioxy group, X represents nitrogen or the group ##STR2## n has the value 0, 1 or 2, R 3 represents one of the moieties: ##STR3## the latter meaning of R 3 (amide) only under the condition that for X is nitrogen the meaning of R 1 is limited to substituents selected from hydroxy, alkoxy(1-6 C) and methylenedioxy, and R 4 , R 5 and R 6 represent hydrogen or alkyl(1-6 C), and pharmaceutically acceptable salts thereof, suitable in the treatment of heart failure.

Inventors

  • 👤 James Redpath
  • 👤 Robert T. Logan
  • 👤 David B. McFadzen
  • 👤 Robert G. Roy

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 21:45
CPC Classifications
C; C07; C07D; C07D277/00; C07D277/60; C07D277/62; C07D277/64; C07D277/68; A; A61; A61P; A61P9/00; A61P9/04; C07D333/00; C07D333/50; C07D333/52; C07D333/54; C07D333/56; C07D333/58; C07D333/60; C07D333/62; C07D333/68; C07D333/70; C07D495/00; C07D495/02; C07D495/04

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 96 words
A compound of the formula wherein each R 1 is indpendently C 1-6 alkyl, C 1-6 alkoxy, hydroxy, halogen, NO 2 , CF 3 or --NR 5 R 6 , or wherein m is at least two then two R 1 groups together may be a methylene dioxy group, m is 1 to 4, n is 0, 1 or 2, R 3 is a member selected from the group consisting of ##STR18## and each of R 4 , R 5 and R 6 is independently hydrogen or C 1-6 alkyl, or a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim 96 words
A compound of the formula wherein each R 1 is indpendently C 1-6 alkyl, C 1-6 alkoxy, hydroxy, halogen, NO 2 , CF 3 or --NR 5 R 6 , or wherein m is at least two then two R 1 groups together may be a methylene dioxy group, m is 1 to 4, n is 0, 1 or 2, R 3 is a member selected from the group consisting of ##STR18## and each of R 4 , R 5 and R 6 is independently hydrogen or C 1-6 alkyl, or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim 22 words
A compound of claim 1, wherein m is greater than one and at least two of R 1 is alkoxy or hydroxy.
Claim 4
Dependent Claim 17 words
A compound of claim 1 wherein m is two and the two R1 groups are methylene dioxy.
Claim 5
Dependent Claim 11 words
A compound of claim 2 wherein each R 1 is methoxy.
Claim 6
Dependent Claim 18 words
A compound of claim 2 wherein one R 1 is methoxy and the other R 1 is hydroxy.
Claim 7
Dependent Claim 12 words
The compound according to claim 1: N-hydroxy-5,6-dimethoxy-benzo[b]thiophene-2-carboximidamide or pharmaceutically acceptable salt thereof.
Claim 8
Dependent Claim 13 words
The compound according to claim 1: 4-chloro-N-hydroxy-5,6-dimethoxy-benzo[b]thiophene-2-carboximidamide or a pharmaceutically acceptable salt thereof.

References Cited (Backward Citations)

GB438211A Cited
GB1327627A Cited
GB1363976A Cited
EP0005357A1 Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1990-05-11 1990-11-10 1991-05-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1994-05-11 1994-11-10 1995-05-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1998-05-11 1998-11-10 1999-05-12 $7700.00 Window Closed / Lapsed

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