US3852468A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alkanolamine derivatives as {62 -adrenergic blocking agents
Assignee: Imperial Chemical Industries Ltd
•
Filing: 1970-11-06
•
Granted: 1974-12-03
•
Expires: 1990-11-06
Abstract
Abstract A pharmaceutical composition containing as active ingredient a 1-acylaminophenoxy-3-amino-2-propanol derivative which possesses Beta -adrenergic blocking activity, and methods for using such derivatives to produce coronary Beta -adrenergic blockade and to treat heart diseases, hypertension and phaeochromocytoma in warmblooded animals including man. The derivatives may also be used together with a sympathomimetic bronchodilator in the treatment of asthma. Representative of the derivatives used is 1-(4acetamidophenoxy)-3-isopropylamino-2-propanol.
Inventors
- 👤 R Howe
- 👤 L Smith
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 11:23
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/21; A61K31/215; A61K31/13; A61K31/14; A61K31/16; A61K31/165; A61K31/18; A61K31/33; A61K31/335; A61K31/34; A61K31/395; A61K31/495; A61K31/505; A61K31/519; A61K31/52
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
30 words
A PHARMACEUTICAL COMPOSITION FOR B-ADRENERGIC BLOCKING WHICH CONTAINS AS ACTIVE INGREDIENT AN EFFECTIVE B-ADRENERGIC BLOCKING AMOUNT OF AN ALKANOLAMINE DERIVATIVE SELECTED FROM THE GROUP CONSISTING OF COMPOUNDS OF THE FORMULA:
Claim 2
Dependent Claim
30 words
A PHARMACEUTICAL COMPOSITION FOR B-ADRENERGIC BLOCKING WHICH CONTAINS AS ACTIVE INGREDIENT AN EFFECTIVE B-ADRENERGIC BLOCKING AMOUNT OF AN ALKANOLAMINE DERIVATIVE SELECTED FROM THE GROUP CONSISTING OF COMPOUNDS OF THE FORMULA:
Claim 3
Dependent Claim
56 words
The composition as claimed in claim 1 wherein in the alkanolamine derivative used as active ingredient R1 is alkyl of 3,4 or 5 carbon atoms which is branched at the Alpha -carbon atom and which in unsubstituted or which bears one hydroxy or phenyl substituent attached to a carbon atom other than the Alpha -carbon atom.
Claim 4
Dependent Claim
140 words
The pharmaceutical composition as claimed in claim 1 wherein the active ingredient is selected from the group consisting of compounds of the formula given in claim 1, wherein R1 is isopropyl, s-butyl, t-butyl, cyclopropyl, cyclobutyl, cyclopentyl, 2-hydroxy-1,1-dimethylethyl, 1,1-dimethyl-2-phenylethyl, 1-methyl-2-phenylethyl, 1-methyl-3-phenylpropyl or 1-methyl-2-(p-methoxyphenyl)-ethyl, wherein R2 is hydrogen or methyl, wherein R3 is formyl, acetyl, propionyl, butyryl, isobutyryl, valeryl, pivaloyl, hexanoyl, heptanoyl, decanoyl, hydroxyacetyl, chloroacetyl, acryloyl, crotonoyl, ethoxycarbonyl, methane-sulphonyl, ethanesulphonyl, cyclopropanecarbonyl, cyclohexane-carbonyl, phenylacetyl, phenoxyacetyl, cinnamoyl, benzoyl, o-chlorobenzoyl, p-chlorobenzoyl, m-nitrobenzoyl, p-toluoyl, p-t-butylbenzoyl, p-acetamidobenzoyl, 2-furoyl, benzenesulphonyl or toluene-p-sulphonyl, and whereIn R4 is hydrogen, fluorine, chlorine, bromine, iodine, hydroxy, nitro, cyano, acetamido, trifluoro-methyl, methyl, ethyl, n-propyl, isopropyl, n-butyl, isobutyl, s-butyl, t-butyl, t-pentyl, 1-methylheptyl, methoxymethyl, benzyl, Alpha -methylbenzyl, benzyloxy, phenyl, p-tolyl, phenoxy, p-tolyloxy, cyclohexyl, hydroxymethyl, methoxy, ethoxy, allyloxy, allyl, methylthio, ethylthio, acetyl, propionyl, methoxycarbonyl or ethoxycarbonyl; and the non-toxic, pharmaceutically acceptable hydrochloride or oxalate salts thereof.
Claim 5
Dependent Claim
23 words
The pharmaceutical composition as claimed in claim 1 wherein said active ingredient is selected from the group consisting of compounds of the formula:-
Claim 6
Dependent Claim
23 words
The pharmaceutical composition as claimed in claim 4 wherein R1 is isopropyl or t-butyl and R4 has the meaning stated in claim 3.
Claim 7
Dependent Claim
21 words
The pharmaceutical composition as claimed in claim 1 wherein the active ingredient is 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 8
Dependent Claim
21 words
The pharmaceutical composition as claimed in claim 1 wherein the active ingredient is 1-(2-nitro-4-propionamidophenoxy)-3-t-butylamino-2-propanol or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
Claim 9
Dependent Claim
42 words
The pharmaceutical composition as claimed in claim 1 which is in the form of a tablet, capsule, aqueous or oily solution or suspension, emulsion, dispersible powder, granule, syrup, elixir, sterile injectable aqueous or oily solution or suspension, suppository, aerosol, spray or snuff.
Claim 10
Dependent Claim
24 words
A pharmaceutical composition which comprises a tablet containing a Beta -adrenergic blocking amount of between 25 mg. and 200 mg. of the compound 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol.
Claim 11
Dependent Claim
24 words
A pharmaceutical composition which comprises a tablet containing a Beta -adrenergic blocking amount of between 25 mg. and 200 mg. of the compound 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol.
Claim 12
Dependent Claim
35 words
A pharmaceutical composition which comprises a sterile aqueous solution containing a Beta -adrenergic blocking amount of between 0.05 percent and 1 percent w/v of the compound 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol or a non-toxic, pharmaceutically acceptable acid-addition salt thereof.
Claim 13
Dependent Claim
35 words
A pharmaceutical composition which comprises a sterile aqueous solution containing a Beta -adrenergic blocking amount of between 0.05 percent and 1 percent w/v of the compound 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol or a non-toxic, pharmaceutically acceptable acid-addition salt thereof.
Claim 14
Dependent Claim
58 words
A pharmaceutical composition which comprises, in combination, a cardioselective Beta -adrenergic blocking amount of an agent selected from the group consisting of 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol and the non-toxic, pharmaceutically acceptable acid-addition salts thereof and an effective amount of a sympathomimetic bronchodilator seclected from the group consisting of isoprenaline, orciprenaline, adrenaline and ephedrine and the non-toxic, pharmaceutically acceptable acid-addition salts thereof.
Claim 15
Dependent Claim
58 words
A pharmaceutical composition which comprises, in combination, a cardioselective Beta -adrenergic blocking amount of an agent selected from the group consisting of 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol and the non-toxic, pharmaceutically acceptable acid-addition salts thereof and an effective amount of a sympathomimetic bronchodilator seclected from the group consisting of isoprenaline, orciprenaline, adrenaline and ephedrine and the non-toxic, pharmaceutically acceptable acid-addition salts thereof.
Claim 16
Dependent Claim
25 words
The pharmaceutical composition according to claim 11 which is in the form of a sterile injectable aqueous solution, a sublingual tablet or an inhalation composition.
Claim 17
Dependent Claim
41 words
A method for effecting coronary Beta -adrenergic blockade in a warm-blooded animal, in need of such blockade, which comprises administering to said animal an effective Beta -adrenergic blocking amount of an alkanolamine derivative or salt thereof as defined in claim 1.
Claim 18
Dependent Claim
19 words
The method according to claim 13 wherein the compound administered is 1-(4-acetamidophenoxy)-3-isopropylamino-2-propanol or a non-toxic, pharmaceutically-accepTable acid-addition salt thereof.
Claim 19
Dependent Claim
19 words
The method according to claim 14 wherein the compound administered is 1-(2-nitro-4-propionamidophenoxy)-3-t-butylamino-2-propanol or a non-toxic, pharmaceutically-acceptable acid-addition salt thereof.
References Cited (Backward Citations)
US2830008A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-12-02 | 1978-06-03 | 1978-12-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-02 | 1982-06-03 | 1982-12-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-02 | 1986-06-03 | 1986-12-03 | $7700.00 | Window Closed / Lapsed |