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N,n'-bis-(3-phenoxy-2-hydroxy-propyl)-alkenediamines and salts thereof

Assignee: C.H. Boehringer Sohn AG and Co KG
•
Filing: 1973-02-27
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Granted: 1975-06-10
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Expires: 1993-02-27
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Abstract

Abstract Compounds of the formula WHEREIN R1 is -OH; -COOH; -CONH2; -NO2; -CF3; halogen; alkyl of 4 to 5 carbon atoms; alkoxy of 4 to 5 carbon atoms; alkenyl of 3 to 5 carbon atoms; alkynyl of 2 to 5 carbon atoms; alkenyloxy of 3 to 5 carbon atoms; alkynyloxy of 3 to 5 carbon atoms; acyl; alkylthio of 1 to 4 carbon atoms; hydroxyalkyl of 1 to 5 carbon atoms; aryl; aryl-lower alkyl; aryloxy; arylamino; aryl-lower alkoxy; aryloxy-lower alkyl; cycloalkyl of 3 to 7 carbon atoms; alkoxyalkyl of 2 to 4 carbon atoms; alkylsulfonylamido of 1 to 4 carbon atoms; dialkylsulfonamido of 2 to 8 carbon atoms; -(CH2)x-CN; -(CH2)x-NH2; -(CH2)x-NH-COOR5; -(CH2)x-NH-acyl; -(CH2)x-NH-CO-NR6R7; -COOR; where X IS 0, 1, 2 OR 3, R is alkyl of 1 to 4 carbon atoms, R5 is alkyl of 1 to 3 carbon atoms, and R6 and R7 are each hydrogen, alkyl of 1 to 4 carbon atoms, alkenyl of 3 to 5 carbon atoms or, together with each other and the nitrogen atom to which they are attached, a 5- to 6membered heterocycle; OR, WHERE R4 is other than hydrogen, also alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms; R2 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms or alkenyloxy of 2 to 5 carbon atoms; R3 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms or alkoxy of 1 to 5 carbon atoms; R2 and R3, together with each other, form a saturated or unsaturated carbocyclic ring or heterocyclic ring; R4 is hydrogen, alkyl of 1 to 5 carbon atoms or aralkyl; and N IS AN INTEGER FROM 1 TO 10, INCLUSIVE; AND THEIR NON-TOXIC, PHARMACOLOGICALLY ACCEPTABLE ACID ADDITION SALTS; THE COMPOUNDS AS WELL AS THEIR SALTS ARE USEFUL AS Beta ADRENERGIC BLOCKING AGENTS AND HYPOTENSIVES.

Inventors

  • 👤 Herbert Koppe
  • 👤 Helmut Stahle
  • 👤 Werner Kummer
  • 👤 Gojko Muacevic
  • 👤 Werner Traunecker

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 11:59
CPC Classifications
C; C07; C07C; C07C275/00; C07C275/28; C07C275/32; C07C275/34; A; A61; A61P; A61P25/00; A61P25/02; C07C275/04; C07C275/20; C07C275/24

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 2
Dependent Claim 5 words
A COMPOUND OF THE FORMULA
Claim 3
Dependent Claim 123 words
A compound of claim 1, which is of the formula 175/8 wherein R2 is hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms or alkenyloxy of 2 to 5 carbon atoms; R3 is hydrogen, halogen, alkyl of 1to 5 carbon atoms or alkoxy of 1 to 5 carbon atoms; R2 and R3, together with each other and the carbon atoms to which they are attached, form a saturated or unsaturated carbocyclic ring of up to 6 carbon atoms; R4 is hydrogen, alkyl of 1 to 5 carbon atoms or aralkyl; and n is an integer from 1 to 10, inclusive; or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 4
Dependent Claim 22 words
A compound of claim 2, which is racemic or optically active N,N''-bis-(2''-hydroxy-3''-92''''-cyano-phenoxy)-1''1n-propyl)-1,6 -hexamethylenediamine or a non-toxic, pharmacologically acceptable acid addition salt thereof.
Claim 5
Dependent Claim 2 words
N,N''-bis(2''-hydroxy-3''-(2''''-cyano-phenoxy)-1''-n-propyl)-1,6 -hexamethylenediamine.
Claim 6
Dependent Claim 2 words
N,N''-bis(2''-hydroxy-3''-(2''''-cyano-phenoxy)-1''-n-propyl)-1,6 -hexamethylenediamine.

References Cited (Backward Citations)

US3459782A Cited
US3541130A Cited
US3732277A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-06-09 1978-12-09 1979-06-10 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-06-09 1982-12-09 1983-06-10 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-06-09 1986-12-09 1987-06-10 $7700.00 Window Closed / Lapsed

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