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US4061777A Expired / Lapsed US ⏱️ 0.0 years remaining

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
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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 06:27
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)

US3954872A Cited
US3904622A Cited
US3626011A Cited
US3639634A Cited

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

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