Patent US3271287A successfully refreshed from Google Patents.
Patent US4035420A successfully refreshed from Google Patents.
US4035420A
Expired / Lapsed
US
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Substituted ureido alkylene phenoxy propanolamines
Assignee: AstraZeneca AB
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Filing: 1975-10-02
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Granted: 1977-07-12
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Expires: 1995-10-02
Abstract
Abstract New amines of the formula ##STR1## wherein the radicals R 1 , R 2 and R 3 may be any of a variety of groups described below, several methods for preparing them and the use thereof in the treatment of cardiovascular diseases, particularly in blocking cardial and vascular beta-receptors.
Inventors
- 👤 Peder Bernhard Berntsson
- 👤 Arne Elof Brandstrom
- 👤 Enar Ingemar Carlsson
- 👤 Stig Ake Ingemar Carlsson
- 👤 Lars Ek
- 👤 Gustav Benny Roger Samuelsson
- 👤 Sven Erik Sjostrand
- 👤 Gert Christer Strandlund
- 👤 Bengt Arne Hjalmar Ablad
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-29 20:05
CPC Classifications
C; C07; C07C; C07C275/00; C07C275/04; C07C275/20; C07C275/24
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
91 words
An amine of the formula I ##STR29## wherein R 1 is lower alkyl or hydroxy lower alkyl, R 2 is carbamoylamino lower alkyl, mono lower alkyl carbamoylamino lower alkyl, di-lower alkyl carbamoylamino lower alkyl, carbamoylamino lower alkoxy, mono lower alkyl carbamoylamino lower alkoxy, di-lower alkyl carbamoylamino lower alkoxy, and R 3 is hydrogen, halogen, lower alkyl, lower alkenyl, lower alkinyl, lower alkoxymethyl, lower alkoxy, lower alkenyloxy, lower alkinyloxy, lower alkylthio, lower alkenylthio, lower alkinylthio or lower acyl; or an addition salt of said compound I with a pharmaceutically acceptable non-toxic acid.
Claim 2
Dependent Claim
91 words
An amine of the formula I ##STR29## wherein R 1 is lower alkyl or hydroxy lower alkyl, R 2 is carbamoylamino lower alkyl, mono lower alkyl carbamoylamino lower alkyl, di-lower alkyl carbamoylamino lower alkyl, carbamoylamino lower alkoxy, mono lower alkyl carbamoylamino lower alkoxy, di-lower alkyl carbamoylamino lower alkoxy, and R 3 is hydrogen, halogen, lower alkyl, lower alkenyl, lower alkinyl, lower alkoxymethyl, lower alkoxy, lower alkenyloxy, lower alkinyloxy, lower alkylthio, lower alkenylthio, lower alkinylthio or lower acyl; or an addition salt of said compound I with a pharmaceutically acceptable non-toxic acid.
Claim 3
Dependent Claim
95 words
A compound according to claim 1 of the formula Ic ##STR30## wherein R 1c is lower alkyl having 1 to 4 carbon atoms or hydroxy lower alkyl having 1 to 4 carbon atoms, R 2c is lower alkyl carbamoylamino lower alkyl having up to 10 carbon atoms and R 3c is hydrogen, halogen, lower alkyl having 1 to 4 carbon atoms, lower alkenyl having 2 to 4 carbon atoms, lower alkoxy methyl having up to 5 carbon atoms, lower alkoxy having 1 to 4 carbon atoms, or lower alkenyloxy having 3 or 4 carbon atoms.
Claim 4
Dependent Claim
43 words
An amine of the formula Ic according to claim 2, wherein R 1c is tert.-butyl, isopropyl, 1-hydroxypropyl-2 or 1-hydroxy-2-methylpropyl-2, R 2c is methylcarbamoylamino methyl, methylcarbamoylamino ethyl, methylcarbamoylamino-n-propyl or di-methylcarbamoylamino ethyl and R 3c is hydrogen, chloro, bromo, methyl, allyl, methoxymethyl, methoxy or allyloxy.
Claim 5
Dependent Claim
40 words
An amine of the formula Ic according to claim 2, wherein R 1c is tert.-butyl or isopropyl, R 2c is di-methyl carbamoylamino ethyl or methyl carbamoylamino ethyl and R 3c is hydrogen, chloro, bromo, allyl, methyl, methoxymethyl, methoxy or allyloxy.
Claim 6
Dependent Claim
93 words
A compound according to claim 1 of the formula Id ##STR31## wherein R 1d is lower alkyl having 1 to 4 carbon atoms or hydroxy lower alkyl having 1 to 4 carbon atoms, R 2d is carbamoylamino lower alkyl having up to 5 carbon atoms and R 3d is hydrogen, halogen, lower alkyl having 1 to 4 carbon atoms, lower alkenyl having 2 to 4 carbon atoms, lower alkoxy methyl having up to 5 carbon atoms, lower alkoxy having 1 to 4 carbon atoms, or lower alkenyloxy having 3 or 4 carbon atoms.
Claim 7
Dependent Claim
39 words
An amine of the formula Id according to claim 5, wherein R 1d is tert.-butyl, isopropyl, 1-hydroxypropyl-2 or 1-hydroxy-2-methylpropyl-2, R 2d is carbamoylaminomethyl, carbamoylaminoethyl, carbamoylamino-n-propyl or carbamoylamino-n-butyl and R 3d is hydrogen, chloro, bromo, methyl, allyl, methoxymethyl or methoxy.
Claim 8
Dependent Claim
35 words
An amine of the formula Id according to claim 5, wherein R 1d is tert.-butyl or isopropyl, R 2d is carbamoylamino lower alkyl and R 3d is chloro, bromo, allyl, methyl, methoxymethyl, methoxy or allyloxy.
Claim 9
Dependent Claim
89 words
An amine of the formula Ig ##STR32## wherein R 1g is lower alkyl having 1 to 4 carbon atoms or hydroxy lower alkyl having 1 to 4 carbon atoms, R 2g is carbamoylamino lower alkoxy having up to 5 carbon atoms and R 3g is hydrogen, halogen, lower alkyl having 1 to 4 carbon atoms, lower alkenyl having 2 to 4 carbon atoms, lower alkoxy methyl having up to 5 carbon atoms, lower alkoxy having 1 to 4 carbon atoms or lower alkenyloxy having 3 or 4 carbon atoms.
Claim 10
Dependent Claim
89 words
An amine of the formula Ig ##STR32## wherein R 1g is lower alkyl having 1 to 4 carbon atoms or hydroxy lower alkyl having 1 to 4 carbon atoms, R 2g is carbamoylamino lower alkoxy having up to 5 carbon atoms and R 3g is hydrogen, halogen, lower alkyl having 1 to 4 carbon atoms, lower alkenyl having 2 to 4 carbon atoms, lower alkoxy methyl having up to 5 carbon atoms, lower alkoxy having 1 to 4 carbon atoms or lower alkenyloxy having 3 or 4 carbon atoms.
Claim 11
Dependent Claim
39 words
An amine of the formula Ig according to claim 8, wherein R 1g is tert.-butyl, isopropyl, 1-hydroxypropyl-2 or 1-hydroxy-2-methylpropyl-2, R 2g is carbamoylaminomethoxy, carbamoylaminoethyoxy or carbamoylamino-n-propoxy and R 3g is hydrogen, chloro, bromo, methyl, allyl, methoxymethyl, methoxy or allyloxy.
Claim 12
Dependent Claim
35 words
An amine of the formula Ig according to claim 8, wherein R 1g is tert.-butyl or isopropyl, R 2g is carbamoylamino ethoxy and R.sup. 3g is hydrogen, chloro, bromo, allyl, methyl, methoxymethyl, methoxy or allyloxy.
Claim 13
Dependent Claim
14 words
A compound according to claim 1 in the form of its dextro-rotating optical antipode.
Claim 14
Dependent Claim
14 words
A compound according to claim 1 in the form of its levo-rotating optical antipode.
Claim 15
Dependent Claim
11 words
A compound according to claim 1 in its free base form.
Claim 16
Dependent Claim
19 words
A compound according to claim 1 in the form of an addition salt with a pharmaceutically acceptable non-toxic acid.
Claim 17
Dependent Claim
18 words
A compound according to claim 1 selected from the group consisting of 1-[4-(2-carbamoylaminoethyl)-phenoxy]-2-hydroxy-3-isopropylaminopropane, 1-[4-(2-dimethylcarbamoylaminoethyl)-phenoxy]-2-hydroxy-3-isopropylaminopropane, 1-[2-chloro-4-(2-carbamoylaminoethyl)-phenoxy]-2-hydroxy-3-iropropylaminopropane, 1-[4-(3-carbamoylaminopropyl)-phenoxy]-2-hydroxy-3-isopropylaminopropane, or 1-[4-(2-methylcarbamoylaminoethyl)-phenoxy]-2-hydroxy-3-isopropylaminopropane.
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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) | 1980-07-11 | 1981-01-10 | 1981-07-12 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-07-11 | 1985-01-10 | 1985-07-12 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-07-11 | 1989-01-10 | 1989-07-12 | $7700.00 | Window Closed / Lapsed |