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US3940406A Expired / Lapsed US ⏱️ 0.0 years remaining

Derivatives of 1-phenoxy-3-amino-propane-2-ol and process for their production

Assignee: Cassella Farbwerke Mainkur AG
•
Filing: 1973-05-21
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Granted: 1976-02-24
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Expires: 1993-05-21
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Abstract

Abstract The present invention relates to pharmacologically valuable new derivatives of 1-phenoxy-3-amino-propane-2-ol and process for their production. The new derivatives of 1-phenoxy-3-amino-propane-2-ol are suitable for the treatment and prophylaxis of diseases of the heart. Some possess pronounced β-adrenalytic or anti-arythmic properties. These new derivatives have the structural formula ##SPC1## Wherein X signifies ##SPC2## And the phenyl nucleus I may be mono-, di- or trisubstituted by alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, alkoxy, alkenyloxy, phenyl, halogen or the radical --NR 1 R 2 , in which R 1 stands for alkyl or acyl and R 2 for hydrogen or alkyl, together with their aldehyde condensation products and their acid addition salts.

Inventors

  • 👤 Thomas Raabe
  • 👤 Josef Scholtholt
  • 👤 Rolf-Eberhard Nitz

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 18:01
CPC Classifications
C; C07; C07D; C07D303/00; C07D303/02; C07D303/12; C07D303/18; C07D303/20; C07D303/24; C07D213/00; C07D213/02; C07D213/04; C07D213/24; C07D213/36; C07D213/38; C07D213/44; C07D213/46; C07D213/50

Claims Analysis

Total Claims: 18
Claim 1
Independent Claim 75 words
Derivative of 1-phenoxy-3-amino-propane-2-ol of the formula ##SPC59## in which X denotes ##SPC60## ##SPC61## and the phenol nucleus I may be mono-, di- or tri-substituted by alkyl, alkenyl, alkinyl, cycloalkyl, cyclo-alkenyl, alkoxy, alkenyloxy, alkinyloxy, phenyl, halogen or the radical --NR 1 R 2 , in which R 1 stands for alkyl or an acyl radical derived from an aromatic or aliphatic carboxylic acid and R 2 stands for hydrogen or alkyl and their acid addition salts.
Claim 2
Dependent Claim 75 words
Derivative of 1-phenoxy-3-amino-propane-2-ol of the formula ##SPC59## in which X denotes ##SPC60## ##SPC61## and the phenol nucleus I may be mono-, di- or tri-substituted by alkyl, alkenyl, alkinyl, cycloalkyl, cyclo-alkenyl, alkoxy, alkenyloxy, alkinyloxy, phenyl, halogen or the radical --NR 1 R 2 , in which R 1 stands for alkyl or an acyl radical derived from an aromatic or aliphatic carboxylic acid and R 2 stands for hydrogen or alkyl and their acid addition salts.
Claim 3
Dependent Claim 120 words
Derivative of 1-phenoxy-3-amino-propane-2-ol according to claim 1, wherein the phenyl nucleus I is mono-, di- or tri-substituted by alkyl containing 1 to 4 carbon atoms, alkenyl or alkinyl each containing up to 6 carbon atoms, cycloalkyl or cycloalkenyl with a ring size of 5 to 8 carbon atoms in each case, alkoxy, alkenyloxy, or alkinyloxy containing up to 5 carbon atoms in each case, phenyl, chlorine, or bromine, or the radical --NR 1 R 2 , where R 1 stands for alkyl containing 1 to 4 carbon atoms or an acyl radical derived from an aromatic or aliphatic carboxylic acid containing up to 11 carbon atoms, and R 2 stands for hydrogen or alkyl containing up to 4 carbon atoms.
Claim 4
Dependent Claim 20 words
Derivative of 1-phenoxy-3-amino-propane-2-ol according to claim 1, wherein the phenyl nucleus I is substituted by vinyl, allyl, metallyl, or crotyl.
Claim 5
Dependent Claim 16 words
Derivative of 1-phenoxy-3-amino-propane-2-ol according to claim 1, wherein the phenyl nucleus I is substituted by cyclopentenyl.
Claim 6
Dependent Claim 18 words
Derivative of 1-phenoxy-3-amino-propane-2-ol according to claim 1, wherein the phenyl nucleus I is substituted by cyclopentyl or cyclohexyl.
Claim 7
Dependent Claim 23 words
Derivative of 1-phenoxy-3-amino-propane-2-ol according to claim 1, wherein the phenyl nucleus I is substituted by methoxy, ethoxy, propoxy, butoxy, allyloxy, metallyloxy, or propargyloxy.
Claim 8
Dependent Claim 42 words
Derivative of 1-phenoxy-3-amino-propane-2-ol according to claim 1, wherein the phenyl nucleus I is substituted by the radical --NR 1 R 2 , in which R 1 stands for methyl, ethyl, acetyl, or benzoyl, and R 2 stands for hydrogen, methyl or ethyl.
Claim 9
Dependent Claim 7 words
(-)-1-(3'-β-Pyridyl-3'-hydroxy-1'-methylpropylamino)-3-(o-ethoxy-phenoxy)-propan-2-ol, laevo-rotatory and its acid addition salts.
Claim 10
Dependent Claim 7 words
(-)-1-(3'-β-Pyridyl-3'-hydroxy-1'-methylpropylamino)-3-(o-ethoxy-phenoxy)-propan-2-ol, laevo-rotatory and its acid addition salts.
Claim 11
Dependent Claim 5 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(p-acetamino-phenoxy)-propan-2-ol. and its addition salts.
Claim 12
Dependent Claim 5 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(p-acetamino-phenoxy)-propan-2-ol. and its addition salts.
Claim 13
Dependent Claim 6 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(m-methoxyphenoxy)-propan-2-ol and its acid addition salts.
Claim 14
Dependent Claim 6 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(m-methoxyphenoxy)-propan-2-ol and its acid addition salts.
Claim 15
Dependent Claim 6 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(o-chlorophenoxy)-propan-2-ol and its acid addition salts.
Claim 16
Dependent Claim 6 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(o-chlorophenoxy)-propan-2-ol and its acid addition salts.
Claim 17
Dependent Claim 6 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(p-methoxyphenoxy)-propan-2-ol and its acid addition salts.
Claim 18
Dependent Claim 6 words
1-(3'-β-Pyridyl-3'-hydroxy-1'-methyl-propylamino)-3-(p-methoxyphenoxy)-propan-2-ol and its acid addition salts.

References Cited (Backward Citations)

US3328417A Cited
US3412154A Cited
US3679693A Cited
US3830806A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-02-23 1979-08-25 1980-02-24 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-02-23 1983-08-25 1984-02-24 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-02-23 1987-08-25 1988-02-24 $7700.00 Window Closed / Lapsed

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