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US4094968A Expired / Lapsed US ⏱️ 0.0 years remaining

Treatment for allergy and method of composition thereof

Assignee: SmithKline Beecham Corp
•
Filing: 1975-11-26
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Granted: 1978-06-13
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Expires: 1995-11-26
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Abstract

Abstract Fluorenone and anthraquinone compounds substituted by at at least one tetrazolyl group in one ring, and further substituted in the other ring, optionally for the fluorenones, have antiallergic activity.

Inventors

  • 👤 Harold Francis Hodson
  • 👤 John Frederick Batchelor

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 10:40
CPC Classifications
C; C07; C07D; C07D257/00; C07D257/02; C07D257/04; C07D219/00; C07D219/04; C07D219/06; C07D219/08; C07D311/00; C07D311/02; C07D311/78; C07D311/80; C07D311/82; C07D311/84; C07D311/86; C07C; C07C2603/00; C07C2603/02; C07C2603/04; C07C2603/06; C07C2603/10; C07C2603/12; C07C2603/18

Claims Analysis

Total Claims: 32
Claim 1
Independent Claim 185 words
A method of inhibiting the symptoms of asthma or allergic rhinitis in a mammal susceptible to asthma or allergic rhinitis which comprises the administration to said mammal of a prophylactically effective, non-toxic amount of a compound of formula (I) ##STR9## wherein one of Z 1 and Z 2 is a 5-(1-R)tetrazolyl or a 5-(2-R) tetrazolyl group in which R is hydrogen or alkyl having 1 to 6 carbon atoms, and the other is selected from the group consisting of carboxy, 5-(1-R) tetrazolyl and 5-(2-R)tetrazolyl as defined, provided that when Z 2 is 5-(1-R)tetrazolyl or 5-(2-R)tetrazolyl then Z 1 is carboxy; and Z 2 is also selected from the group consisting of hydrogen, nitro, cyano, halogen, alkylsulphinyl and alkylsulphonyl, acyl, alkyl, or alkoxy wherein the "alkyl" moiety of each of the acyl, alkyl, alkoxy, alkylsulphinyl and alkylsulphonyl groups has 1 to 6 carbon atoms; together with salts, and, when Z 1 or Z 2 is carboxy, alkyl esters having 1 to 6 carbons and unsubstituted amides or amides substituted by one or two alkyl groups having 1 to 6 carbons of said compounds of formula (I).
Claim 2
Independent Claim 185 words
A method of inhibiting the symptoms of asthma or allergic rhinitis in a mammal susceptible to asthma or allergic rhinitis which comprises the administration to said mammal of a prophylactically effective, non-toxic amount of a compound of formula (I) ##STR9## wherein one of Z 1 and Z 2 is a 5-(1-R)tetrazolyl or a 5-(2-R) tetrazolyl group in which R is hydrogen or alkyl having 1 to 6 carbon atoms, and the other is selected from the group consisting of carboxy, 5-(1-R) tetrazolyl and 5-(2-R)tetrazolyl as defined, provided that when Z 2 is 5-(1-R)tetrazolyl or 5-(2-R)tetrazolyl then Z 1 is carboxy; and Z 2 is also selected from the group consisting of hydrogen, nitro, cyano, halogen, alkylsulphinyl and alkylsulphonyl, acyl, alkyl, or alkoxy wherein the "alkyl" moiety of each of the acyl, alkyl, alkoxy, alkylsulphinyl and alkylsulphonyl groups has 1 to 6 carbon atoms; together with salts, and, when Z 1 or Z 2 is carboxy, alkyl esters having 1 to 6 carbons and unsubstituted amides or amides substituted by one or two alkyl groups having 1 to 6 carbons of said compounds of formula (I).
Claim 3
Dependent Claim 108 words
The method of claim 1 wherein in formula (I) one of Z 1 and Z 2 is a 5-(1-R) tetrazolyl or a 5-(2-R)tetrazolyl group wherein R is hydrogen or alkyl having 1 to 6 carbon atoms, and the other is selected from the group consisting of carboxy, 5-(1-R)tetrazolyl and 5-(2-R)tetrazolyl as defined; and Z 2 is also selected from hydrogen, nitro, cyano, chlorine, bromine, acyl, alkyl or alkoxy wherein the "alkyl" moiety of each of the acyl, alkyl and alkoxy groups has 1 to 6 carbon atoms; together with salts, and when Z 1 or Z 2 is carboxy, esters and amides thereof as defined in claim 1.
Claim 4
Dependent Claim 29 words
The method of claim 1 wherein in formula (I) one of Z 1 and Z 2 is 5-tetrazolyl and the other is carboxy, together with salts of said compounds.
Claim 5
Dependent Claim 23 words
The method of claim 1 wherein in formula (I) Z 2 is hydrogen or is a substituent as defined therein in the 7-position.
Claim 6
Dependent Claim 31 words
The method of claim 1 wherein in formula (I) one of Z 1 and Z 2 is 5-tetrazolyl and the other is carboxy or 5-tetrazolyl together with salts of said compounds.
Claim 7
Dependent Claim 15 words
The method of claim 4 wherein in formula (I) Z 2 is in the 7-position.
Claim 8
Dependent Claim 13 words
The method of claim 6 wherein Z 2 is propoxycarbonyl, butyl or bromine.
Claim 9
Dependent Claim 20 words
The method of claim 1 wherein the tricyclic compound is selected from: 5-(7-propoxycarbonyl-2-fluorenone)tetrazole; 5-(7-butyl-2-fluorenone)tetrazole; 5-(7-bromo-2-fluorenone)tetrazole; and pharmaceutically acceptable salts thereof.
Claim 10
Dependent Claim 23 words
The method of claim 1 wherein the prophylactically effective dose is from 2 μg to 100 mg. per kilogram bodyweight of the mammal.
Claim 11
Dependent Claim 33 words
The method of claim 1 comprising administration into the lung of the mammal of a dose of 20 μg to 0.5 mg of said compound for the treatment or prophylaxis of allergic asthma.
Claim 12
Dependent Claim 13 words
The method of claim 1 wherein administration is effected by the oral route.
Claim 13
Dependent Claim 30 words
The method of claim 1 wherein the anti-allergic dose is from 1 to 50 mg of said compound of said compound of formula (I) per kilogram bodyweight of the mammal.
Claim 14
Dependent Claim 11 words
The method of claim 1 wherein said condition is allergic asthma.
Claim 15
Dependent Claim 36 words
The method of inhibiting the symptoms of conjunctivities in a mammal having conjunctivitis which comprises administration to said mammal of a prophylactically effective non-toxic amount of a compound of formula I as defined in claim 1.
Claim 16
Dependent Claim 36 words
The method of inhibiting the symptoms of urticaria in a mammal having urticaria which comprises administration to said mammal of a prophylactically effective non-toxic amount of a compound of formula I as defined in claim 1.
Claim 17
Dependent Claim 36 words
The method of inhibiting the symptoms of eczema in a mammal having eczema which comprises administration to said mammal of a prophylactically effective non-toxic amount of a compound of formula I as defined in claim 1.
Claim 18
Dependent Claim 183 words
A pharmaceutical composition suitable for administration to a mammal to inhibit the symptoms of asthma or allergic rhinitis which comprises a prophylactically effective non-toxic amount of a compound of formula (I) ##STR10## wherein one of Z 1 and Z 2 is a 5-(1-R)tetrazolyl or a 5-(2-R) tetrazolyl group in which R is hydrogen or alkyl having 1 to 6 carbon atoms, and the other is selected from the group consisting of carboxy, 5-I1-R)tetrazolyl and 5-(2-R)tetrazolyl as defined, provided that when Z 2 is 5-(1-R)tetrazolyl or 5-(2-R)tetrazolyl then Z 1 is carboxy and Z 2 is also selected from the group consisting of hydrogen, nitro, cyano, halogen, alkylsulphinyl, alkylsulphonyl, acyl, alkyl or alkoxy wherein the "alkyl" moiety of each of the acyl, alkyl, alkoxy, alkylsulphinyl, and alkylsulphonyl groups has 1 to 6 carbon atoms; together with salts and when Z 1 or Z 2 is carboxy, alkyl esters having 1 to 6 carbons and unsubstituted amides or amides substituted by one or two alkyl groups having 1 to 6 carbons of said compounds of formula (I) in association with a pharmaceutically acceptable carrier therefor.
Claim 19
Dependent Claim 183 words
A pharmaceutical composition suitable for administration to a mammal to inhibit the symptoms of asthma or allergic rhinitis which comprises a prophylactically effective non-toxic amount of a compound of formula (I) ##STR10## wherein one of Z 1 and Z 2 is a 5-(1-R)tetrazolyl or a 5-(2-R) tetrazolyl group in which R is hydrogen or alkyl having 1 to 6 carbon atoms, and the other is selected from the group consisting of carboxy, 5-I1-R)tetrazolyl and 5-(2-R)tetrazolyl as defined, provided that when Z 2 is 5-(1-R)tetrazolyl or 5-(2-R)tetrazolyl then Z 1 is carboxy and Z 2 is also selected from the group consisting of hydrogen, nitro, cyano, halogen, alkylsulphinyl, alkylsulphonyl, acyl, alkyl or alkoxy wherein the "alkyl" moiety of each of the acyl, alkyl, alkoxy, alkylsulphinyl, and alkylsulphonyl groups has 1 to 6 carbon atoms; together with salts and when Z 1 or Z 2 is carboxy, alkyl esters having 1 to 6 carbons and unsubstituted amides or amides substituted by one or two alkyl groups having 1 to 6 carbons of said compounds of formula (I) in association with a pharmaceutically acceptable carrier therefor.
Claim 20
Dependent Claim 109 words
The composition as claimed in claim 17 wherein in formula (I) one of Z 1 and Z 2 is a 5-(1-R)tetrazolyl or a 5-(2-R)tetrazolyl group wherein R is hydrogen or alkyl having 1 to 6 carbon atoms, and the other is selected from the group consisting of carboxy, 5-(1-R)tetrazolyl and 5-(2-R)tetrazolyl as defined; and Z 2 is also selected from hydrogen, nitro, cyano, chlorine, bromine, acyl, alkyl or alkoxy wherein the "alkyl" moiety of each of the acyl, alkyl and alkoxy groups has 1 to 6 carbon atoms; together with salts, and when Z 1 or Z 2 is carboxy, esters and amides thereof as defined in claim 17.
Claim 21
Dependent Claim 29 words
The composition of claim 17 wherein in formula (I) one of Z 1 and Z 2 is 5-tetrazolyl and the other is carboxy, together with salts of said compounds.
Claim 22
Dependent Claim 23 words
The composition of claim 17 wherein in formula (I) Z 2 is hydrogen or is a substituent as defined therein in the 7-position.
Claim 23
Dependent Claim 29 words
The composition of claim 20 wherein in formula (I) one of Z 1 and Z 2 is 5-tetrazolyl and the other is carboxy together with salts of said compounds.
Claim 24
Dependent Claim 15 words
The composition of claim 17 wherein in formula (I) Z 2 is in the 7-position.
Claim 25
Dependent Claim 18 words
The composition of claim 17 comprising a compound selected from; 5-(7-propoxycarbonyl-2-fluorenone)tetrazole; 5-(7-butyl-2-fluorenone)tetrazole; 5-(7-bromo-2-fluorenone)tetrazole; and pharmaceutically acceptable salts thereof.
Claim 26
Dependent Claim 28 words
The composition of claim 17 wherein the pharmaceutically acceptable salt is selected from a sodium, potassium, magnesium, calcium or ammonium salt and a salt with an organic base.
Claim 27
Dependent Claim 37 words
The composition of claim 17 wherein the composition is in the form of a discrete dosage unit selected from a tablet, capsule, lozenge and sachet, each unit containing from 50 to 500 mg. of said tricyclic compound.
Claim 28
Dependent Claim 20 words
The composition of claim 18 wherein said tricyclic compound is in the form of a powder adapted for pulmonary administration.
Claim 29
Dependent Claim 28 words
The composition of claim 26 in the form of a self propelling aerosol composition comprising said tricyclic compound dispersed in a liquid propellant in a sealed valved container.
Claim 30
Dependent Claim 20 words
The composition of claim 26 wherein said powder is incorporated in a capsule suitable for use in an inhalation device.
Claim 31
Dependent Claim 15 words
The composition of claim 22 wherein Z 2 is selected from butyl, bromine and propoxycarbonyl.
Claim 32
Dependent Claim 35 words
The composition suitable for administration to a mammal to inhibit the symptoms of conjunctivitis urticaria or eczema which comprises a prophylactically effective non-toxic amount of a compund of formula (I) as defined in claim 1.

References Cited (Backward Citations)

US3706768A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1981-06-12 1981-12-12 1982-06-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-06-12 1985-12-12 1986-06-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-06-12 1989-12-12 1990-06-13 $7700.00 Window Closed / Lapsed

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