Patent US4100426A successfully refreshed from Google Patents.
Patent US4454154A successfully refreshed from Google Patents.
US4454154A
Expired / Lapsed
US
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Method for treating glaucoma by the topical administration of selectively metabolized beta-blocking agents
Assignee: Bristol Myers Squibb Pharma Co
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Filing: 1981-06-23
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Granted: 1984-06-12
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Expires: 2001-06-23
Abstract
Abstract A method for the treatment of glaucoma or lowering intraocular pressure in a mammal, involving topically administering to the eye of such mammal a selectively metabolized beta-blocking compound of the formula ##STR1## wherein R may be lower alkyl, lower alkynyl aryl, or aralkyl; A may be a direct bond, lower alkylenyl, or lower alkenyl; x may be an integer from 1 to 3; Ar may be substituted or unsubstituted aromatic; R 1 may be lower alkyl, lower hydroxy alkyl, lower alkenyl, lower alkynyl, or aralkyl; and pharmaceutically accepted salts thereof. Because of a relatively long duration of action of such compounds in ocular fluids and a relatively short duration of action in the systemic circulation, such compounds are useful for the treatment of excessive intraocular pressure without substantial systemic side effects.
Inventors
- 👤 William L. Matier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-26 20:55
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/21; A61K31/215; A61K31/235; A61K31/24
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
139 words
A method for treating glaucoma or for lowering intraocular pressure in a mammal, which comprises topically applying to the eye of such mammal an intraocular pressure-lowering effective amount of a compound represented by the formula: ##STR9## wherein R represents lower alkyl of straight or branched carbon chains from 1 to about 10 carbon atoms, lower cycloalkyl of from 3 to about 5 carbon atoms, lower alkenyl of from 2 to about 5 carbon atoms, lower alkynyl of from 2 to about 5 carbon atoms; A is a direct bond, lower alkylene or lower alkenylene; x is an integer from 1 to 3; Ar is phenyl or napthyl optionally additionally substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen; R 1 is lower alkyl, lower hydroxyalkyl, lower alkenyl, lower alkynyl, or aralkyl; or a pharmaceutically acceptable salt thereof.
Claim 2
Independent Claim
139 words
A method for treating glaucoma or for lowering intraocular pressure in a mammal, which comprises topically applying to the eye of such mammal an intraocular pressure-lowering effective amount of a compound represented by the formula: ##STR9## wherein R represents lower alkyl of straight or branched carbon chains from 1 to about 10 carbon atoms, lower cycloalkyl of from 3 to about 5 carbon atoms, lower alkenyl of from 2 to about 5 carbon atoms, lower alkynyl of from 2 to about 5 carbon atoms; A is a direct bond, lower alkylene or lower alkenylene; x is an integer from 1 to 3; Ar is phenyl or napthyl optionally additionally substituted with lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy, halogen; R 1 is lower alkyl, lower hydroxyalkyl, lower alkenyl, lower alkynyl, or aralkyl; or a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
37 words
The method of claim 1 wherein A is a direct bond, an alkylene group of from 1 to 5 carbon atoms or alkenylene of from 2 to about 5 carbon atoms, and x is 1 or 2.
Claim 4
Dependent Claim
59 words
The method of claim 1 wherein Ar is phenyl; x is 1 or 2, A is a direct bond, an alkylene group of from 1 to about 3 carbon atoms, or alkenylene of from 2 to about 3 carbon atoms and at least one of the ##STR10## groups is in the ortho position with respect to the ##STR11## group.
Claim 5
Dependent Claim
44 words
The method of claim 1 wherein Ar is phenyl; x is 1 or 2; A is alkylene of from 1 to about 3 carbon atoms, and at least one of the ##STR12## groups is in the para position with respect to the ##STR13## group.
Claim 6
Dependent Claim
20 words
The method of claim 3 or 4 wherein R is lower alkyl of from 1 to about 5 carbon atoms.
Claim 7
Dependent Claim
174 words
The method of claim 1 wherein the compound is of the formula ##STR14## wherein A is an alkylene group of from 1 to about 3 carbon atoms, or alkenylene of from 3 to about 5 carbon atoms; R is lower alkyl of from 1 to about 5 carbon atoms, lower alkenyl of from 2 to about 5 carbon atoms, or lower alkynyl of from 3 to about 5 carbon atoms; Y is hydrogen, lower alkyl of from 1 to about 5 carbon atoms, lower alkenyl of from 2 to about 5 carbon atoms, lower alkynyl of from 2 to about 5 carbon atoms, lower alkoxy of from 1 to about 5 carbon atoms, halogen; and R 1 is lower alkyl of from 1 to about 5 carbon atoms, lower hydroxyalkyl of from 2 to about 5 carbon atoms, lower alkenyl of from 3 to about 5 carbon atoms, or aralkyl wherein the alkyl portion contains from 1 to about 5 carbon atoms and the aryl portion contains from 6 to about 10 carbon atoms.
Claim 8
Dependent Claim
162 words
The method of claim 1 wherein the compound is of the formula ##STR15## wherein A is alkylene of from 1 to about 3 carbon atoms, R is lower alkyl of from 1 to about 5 carbon atoms, lower alkenyl of from 2 to about 5 carbon atoms, or lower alkynyl of from 3 to about 5 carbon atoms; Y is hydrogen, lower alkyl of from 1 to about 5 carbon atoms, lower alkenyl of from 2 to about 5 carbon atoms, lower alkynyl of from 2 to about 5 carbon atoms, lower alkoxy of from 1 to about 5 carbon atoms, halogen; and R 1 is lower alkyl of from 1 to about 5 carbon atoms, lower hydroxyalkyl of from 2 to about 5 carbon atoms, lower alkynyl of from 3 to about 5 carbon atoms, or aralkyl wherein the alkyl portion contains from 1 to about 5 carbon atoms and the aryl portion contains from 6 to about 10 carbon atoms.
Claim 9
Dependent Claim
29 words
The method of claim 1 wherein the applied compound is ##STR16## wherein R is methyl, ethyl or propargyl and R 1 is isopropyl, t-butyl, hydroxy-t-butyl, dimethyl propargyl, or 3,4-dimethoxyphenethyl.
Claim 10
Dependent Claim
28 words
The method of claim 1 wherein the applied compound is ##STR17## wherein R is methyl, ethyl, or propargyl, and R 1 is isopropyl, t-butyl, hydroxy-t-butyl, dimethylpropargyl, or 3,4-dimethoxyphenethyl.
Claim 11
Dependent Claim
27 words
The method of claim 1 wherein the applied compound is ##STR18## wherein R is methyl, ethyl or propargyl, R 1 is isopropyl, t-butyl, hydroxy-t-butyl, diemthylpropargyl, or 3,4-dimethoxyphenethyl.
Claim 12
Dependent Claim
27 words
The method of claim 1 wherein the applied compound is ##STR19## wherein R is methyl, ethyl or propargyl, R 1 is isopropyl, t-butyl, hydroxy-t-butyl, dimethylpropargyl, or 3,4-dimethoxyphenethyl.
Claim 13
Dependent Claim
41 words
The method of claim 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11 wherein the compound is administered as a solution of about 0.01% to about 10% by weight of the active ingredient in an ophthalmologically acceptable carrier.
Claim 14
Dependent Claim
30 words
The method of claim 12 wherein the compound is administered as a solution of about 0.5% to about 5% by weight of the active ingredient in an ophthalmologically acceptable carrier.
Claim 15
Dependent Claim
33 words
The method of claim 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11 wherein the unit dosage of the active compound ranges from about 0.001 mg to about 5.0 mg.
Claim 16
Dependent Claim
22 words
The method of claim 9 wherein the unit dosage of the active compound ranges from about 0.05 mg to about 2.0 mg.
Claim 17
Dependent Claim
29 words
The method of claim 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, or 11 wherein the active compound is contained in a sterile, aqueous, buffered, isotonic solution.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-06-12 | 1987-12-12 | 1988-06-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-06-12 | 1991-12-12 | 1992-06-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-06-12 | 1995-12-12 | 1996-06-12 | $7700.00 | Window Closed / Lapsed |