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Salts of 3(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one and their use in treating chronic obstructive lung diseases

Assignee: Merck Sharp & Dohme LLC
•
Filing: 1982-04-26
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Granted: 1984-06-05
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Expires: 2002-04-26
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Abstract

Abstract There are disclosed certain alkali metal, alkaline earth metal, amine and amino acid salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one which, unlike the parent compound, are useful for orally treating chronic obstructive lung diseases such as asthma, bronchitis and the like.

Inventors

  • 👤 Margaret H. Sherlock

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 08:37
CPC Classifications
C; C07; C07D; C07D471/00; C07D471/02; C07D471/04; A; A61; A61P; A61P11/00; A61P37/00; A61P37/08; C07D241/00; C07D241/02; C07D241/10; C07D241/14; C07D241/24; C07D241/26

Claims Analysis

Total Claims: 38
Claim 1
Independent Claim 19 words
A compound selected from the group consisting of calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one.
Claim 2
Dependent Claim 19 words
A compound selected from the group consisting of calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one.
Claim 3
Dependent Claim 10 words
The compound of claim 1 wherein the salt is calcium.
Claim 4
Dependent Claim 10 words
The compound of claim 1 wherein the salt is ethanolamine.
Claim 5
Dependent Claim 10 words
The compound of claim 1 wherein the salt is N-methylglucamine.
Claim 6
Dependent Claim 10 words
The compound of claim 1 wherein the salt is diethanolamine.
Claim 7
Dependent Claim 10 words
The compound of claim 1 wherein the salt is ethylenediamine.
Claim 8
Dependent Claim 32 words
A compound which is physically in the form of a dry solid material, selected from the group consisting of sodium, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one.
Claim 9
Dependent Claim 32 words
A compound which is physically in the form of a dry solid material, selected from the group consisting of sodium, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one.
Claim 10
Dependent Claim 10 words
The compound of claim 7, wherein the salt is sodium.
Claim 11
Dependent Claim 8 words
The monohydrate of the compound of claim 8.
Claim 12
Dependent Claim 10 words
The compound of claim 7 wherein the salt is potassium.
Claim 13
Dependent Claim 10 words
The compound of claim 7 wherein the salt is calcium.
Claim 14
Dependent Claim 10 words
The compound of claim 7 wherein the salt is ethanolamine.
Claim 15
Dependent Claim 10 words
The compound of claim 7 wherein the salt is N-methylglucamine.
Claim 16
Dependent Claim 10 words
The compound of claim 7 wherein the salt is diethanolamine.
Claim 17
Dependent Claim 10 words
The compound of claim 7 wherein the salt is ethylenediamine.
Claim 18
Dependent Claim 44 words
A pharmaceutical composition for treating chronic obstructive lung diseases which comprises an effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one, together with a pharmaceutically acceptable carrier.
Claim 19
Dependent Claim 44 words
A pharmaceutical composition for treating chronic obstructive lung diseases which comprises an effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one, together with a pharmaceutically acceptable carrier.
Claim 20
Dependent Claim 43 words
A pharmaceutical composition for treating allergic reactions which comprises an anti-allergy effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one, together with a pharmaceutically acceptable carrier.
Claim 21
Dependent Claim 43 words
A pharmaceutical composition for treating allergic reactions which comprises an anti-allergy effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one, together with a pharmaceutically acceptable carrier.
Claim 22
Dependent Claim 42 words
A pharmaceutical composition for treating asthma which comprises an anti-asthma effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one, together with a pharmaceutically acceptable carrier.
Claim 23
Dependent Claim 42 words
A pharmaceutical composition for treating asthma which comprises an anti-asthma effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridine-2(1H)-one, together with a pharmaceutically acceptable carrier.
Claim 24
Dependent Claim 9 words
A composition of claim 16 suitable for oral administration.
Claim 25
Dependent Claim 9 words
A composition of claim 17 suitable for oral administration.
Claim 26
Dependent Claim 9 words
A composition of claim 18 suitable for oral administration.
Claim 27
Dependent Claim 15 words
The composition defined in claim 16 wherein the compound is the sodium salt of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2-(1H)-one.
Claim 28
Dependent Claim 15 words
The composition defined in claim 17 wherein the compound is the sodium salt of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one.
Claim 29
Dependent Claim 15 words
The composition defined in claim 18 wherein the compound is the sodium salt of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one.
Claim 30
Independent Claim 44 words
A method of treating chronic obstructive lung diseases which comprises administering an effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2-(1H)-one to a patient having said disease.
Claim 31
Independent Claim 44 words
A method of treating chronic obstructive lung diseases which comprises administering an effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methylglucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2-(1H)-one to a patient having said disease.
Claim 32
Independent Claim 44 words
A method of treating allergic diseases which comprises administering an anti-allergy effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methyl-glucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one to a patient having an allergic disease.
Claim 33
Independent Claim 44 words
A method of treating allergic diseases which comprises administering an anti-allergy effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methyl-glucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one to a patient having an allergic disease.
Claim 34
Independent Claim 41 words
A method of treating asthma which comprises administering an anti-asthma effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methyl-glucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one to a patient having asthma.
Claim 35
Independent Claim 41 words
A method of treating asthma which comprises administering an anti-asthma effective amount of a compound selected from the group consisting of sodium, sodium monohydrate, potassium, calcium, ethanolamine, N-methyl-glucamine, diethanolamine, ethylenediamine, trishydroxyethyl-methylamine and lysine salts of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one to a patient having asthma.
Claim 36
Dependent Claim 15 words
The method defined in claim 25 wherein the compound is the sodium salt of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one.
Claim 37
Dependent Claim 15 words
The method defined in claim 26 wherein the compound is the sodium salt of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one.
Claim 38
Dependent Claim 15 words
The method defined in claim 27 wherein the compound is the sodium salt of 3-(n-butyl)-4-hydroxy-1-phenyl-1,8-naphthyridin-2(1H)-one.

References Cited (Backward Citations)

JPS52116495A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1987-06-05 1987-12-05 1988-06-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-06-05 1991-12-05 1992-06-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-06-05 1995-12-05 1996-06-05 $7700.00 Window Closed / Lapsed

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