US4061777A
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Vasodilatory terpeno-phenoxyalkylamines
Assignee: Mar-Pha Sarl d''Etude et d''Exploitation de Marques Ste
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Filing: 1975-04-09
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Granted: 1977-12-06
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Expires: 1995-04-09
Abstract
Abstract New terpeno-phenoxyalkylamines of the general formula: ##STR1## in which n is 0, 1 or 2, R 1 is a hydrogen atom, a lower alkyl radical having a straight or branched chain with 1 to 4 carbon atoms, or an OH group, R 2 and R 3 each represent H, or a lower alkyl radical having a straight chain or branched chain with up to 4 carbon atoms, or a hydroxyethyl radical, R 4 is a terpene radical selected from 2-isobornyl, 5-camphyl or 2-norbornyl of exo or endo configuration in the ortho, meta or para position with respect of the ether function R 5 and R 6 may each be H, a lower alkyl radical having a straight or branched chain with up to 4 carbon atoms or a halogen atom, As well as their physiologically acceptable non-toxic acid salts and their quaternary ammonium salts having antibacterial and cardiovascular vasodilatory properties.
Inventors
- 👤 Jean Mardiguian
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 06:00
CPC Classifications
C; C07; C07C; C07C215/00; C07C215/46; C07C215/48; C07C215/54; A; A61; A61K; A61K31/00; A61K31/13; A61K31/135; A61K31/138; A61P; A61P31/00; A61P31/04; C07C2601/00; C07C2601/12; C07C2601/14
Claims Analysis
Total Claims: 33
Claim 1
Independent Claim
142 words
A terpeno-phenoxyalkylamine of the general formula: ##STR15## in which n is 0, 1 or 2, R 1 is a hydrogen atom, a lower alkyl radical having a straight or branched chain with 1 to 4 carbon atoms, or an OH group, R 2 and R 3 each represent H, or a lower alkyl radical having a straight chain or branched chain with up to 4 carbon atoms, or a hydroxyethyl radical, R 4 is a terpene radical chosen from the following group: ##STR16## of exo or endo configuration, in the ortho, meta or para position with respect to the ether function, R 5 and R 6 may each be H, a lower alkyl radical having a straight or branched chain with up to 4 carbon atoms or a halogen atom, or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 2
Dependent Claim
142 words
A terpeno-phenoxyalkylamine of the general formula: ##STR15## in which n is 0, 1 or 2, R 1 is a hydrogen atom, a lower alkyl radical having a straight or branched chain with 1 to 4 carbon atoms, or an OH group, R 2 and R 3 each represent H, or a lower alkyl radical having a straight chain or branched chain with up to 4 carbon atoms, or a hydroxyethyl radical, R 4 is a terpene radical chosen from the following group: ##STR16## of exo or endo configuration, in the ortho, meta or para position with respect to the ether function, R 5 and R 6 may each be H, a lower alkyl radical having a straight or branched chain with up to 4 carbon atoms or a halogen atom, or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 3
Dependent Claim
75 words
A terpeno-phenoxyalkylamine according to claim 1, characterised in that: R 1 is H or OH n is equal to zero or 1 R 2 is a hydrogen atom, R 3 is a hydrogen atom or an isopropyl radical, or a hydroxyethyl group (- CH 2 CH 2 -OH) R 5 , r 6 each represent a hydrogen atom or a halogen atom, or a methyl radical in position 4 or 5 of the phenol ring.
Claim 4
Dependent Claim
21 words
2-(2'-isobornyl-4',5'-dimethyl phenoxy) ethylamine in the form of a base of a physiologically acceptable non-toxic acid salt, or quaternary ammonium salt thereof.
Claim 5
Dependent Claim
21 words
2-(2'-isobornyl-4',5'-dimethyl phenoxy) ethylamine in the form of a base of a physiologically acceptable non-toxic acid salt, or quaternary ammonium salt thereof.
Claim 6
Dependent Claim
21 words
2-(2'-isobornyl-4'-bromo-5'-methyl phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 7
Dependent Claim
21 words
2-(2'-isobornyl-4'-bromo-5'-methyl phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 8
Dependent Claim
21 words
2-(2'-isobornyl-4'-bromo phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 9
Dependent Claim
21 words
2-(2'-isobornyl-4'-bromo phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 10
Dependent Claim
22 words
3-(2'-isobornyl-4',5'-dimethyl phenoxy) 1-amino propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 11
Dependent Claim
22 words
3-(2'-isobornyl-4',5'-dimethyl phenoxy) 1-amino propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 12
Dependent Claim
23 words
3-(2'-isocamphyl-4',5'-dimethyl phenoxy) 1-amino propan 2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 13
Dependent Claim
23 words
3-(2'-isocamphyl-4',5'-dimethyl phenoxy) 1-amino propan 2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 14
Dependent Claim
23 words
3-(2'-isocamphyl-4',5'-dimethyl phenoxy) 1-isopropylamino propan 2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 15
Dependent Claim
23 words
3-(2'-isocamphyl-4',5'-dimethyl phenoxy) 1-isopropylamino propan 2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 16
Dependent Claim
22 words
N-hydroxyethyl 2-(2'-isobornyl-4',5'-dimethyl phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 17
Dependent Claim
22 words
N-hydroxyethyl 2-(2'-isobornyl-4',5'-dimethyl phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 18
Dependent Claim
22 words
1-amino 3-(2'-isobornyl phenoxy) propan-2-ol in the form of a base of a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 19
Dependent Claim
22 words
1-amino 3-(2'-isobornyl phenoxy) propan-2-ol in the form of a base of a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 20
Dependent Claim
22 words
1-isopropyl amino 3-(2'-isobornyl phenoxy) propan-2-olin the form of a base of a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 21
Dependent Claim
22 words
1-isopropyl amino 3-(2'-isobornyl phenoxy) propan-2-olin the form of a base of a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 22
Dependent Claim
21 words
2-(2-isobornyl-4-chloro-5-methyl phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 23
Dependent Claim
21 words
2-(2-isobornyl-4-chloro-5-methyl phenoxy) ethylamine in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 24
Dependent Claim
23 words
1-isopropylamino 3-(2'-isobornyl-4',5' dimethyl phenoxy propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 25
Dependent Claim
23 words
1-isopropylamino 3-(2'-isobornyl-4',5' dimethyl phenoxy propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 26
Dependent Claim
22 words
1-Amino 3-(2-isocamphyl-4'-methyl phenoxy) propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 27
Dependent Claim
22 words
1-Amino 3-(2-isocamphyl-4'-methyl phenoxy) propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 28
Dependent Claim
22 words
1-isopropylamino 3-(2'-isocamphyl-4'-methyl phenoxy) propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 29
Dependent Claim
22 words
1-isopropylamino 3-(2'-isocamphyl-4'-methyl phenoxy) propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 30
Dependent Claim
22 words
1-isopropylamino 3-[2'-norbornyl-4',5'-dimethyl phenoxy] propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 31
Dependent Claim
22 words
1-isopropylamino 3-[2'-norbornyl-4',5'-dimethyl phenoxy] propan-2-ol in the form of a base or a physiologically acceptable non-toxic acid salt or quaternary ammonium salt thereof.
Claim 32
Dependent Claim
35 words
A pharmaceutical composition useful for causing vaso-dilatation of the coronaries in a patient containing as the active agent a terpeno-phenoxyalkylamine according to claim 1 in a physiologically active amount and a non-toxic pharmaceutically acceptable carrier.
Claim 33
Dependent Claim
38 words
A method for causing vaso-dilation of the coronaries in a patient consisting of administering orally to said patient a pharmaceutical composition according to claim 17 in a dose providing 100 to 1000 mg of active ingredients per day.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-12-05 | 1981-06-06 | 1981-12-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-12-05 | 1985-06-06 | 1985-12-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-12-05 | 1989-06-06 | 1989-12-06 | $7700.00 | Window Closed / Lapsed |