US4046914A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Therapeutically active substituted saturated and mono-and polyunsaturated alkyl-glycerylethers
Assignee: Astra Nutrition AB
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Filing: 1975-02-27
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Granted: 1977-09-06
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Expires: 1995-02-27
Abstract
Abstract Pharmaceutical preparations containing alkyl and alkenyl glycerol ethers substituted in the side chain and esters thereof having the general formula ##STR1## wherein R 1 and R 2 are the same or different in each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most seven carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4-21 carbon atoms. The compounds are useful as antibiotics in the treatment of infectious diseases and for inhibiting the growth of tumors.
Inventors
- 👤 Bo Erik Hallgren
- 👤 Gunnel Anna Maria Stallberg
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 20:56
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/03; C07C43/04; C07C43/13; C07C309/00; C07C309/63; C07C309/72; C07C309/73; C07C43/135; C07D; C07D317/00; C07D317/08; C07D317/10; C07D317/14; C07D317/18; C07D317/22
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
129 words
A pharmaceutical preparation containing as an active ingredient at least one glycerol ether of the formula ##STR20## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups containing at most 7 carbon atoms, R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms, in association with a pharmaceutically acceptable carrier, said active ingredient being present in an amount of at least 5% by weight, effective to exhibit antibacterial or cytostatic activity.
Claim 2
Dependent Claim
129 words
A pharmaceutical preparation containing as an active ingredient at least one glycerol ether of the formula ##STR20## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups containing at most 7 carbon atoms, R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms, in association with a pharmaceutically acceptable carrier, said active ingredient being present in an amount of at least 5% by weight, effective to exhibit antibacterial or cytostatic activity.
Claim 3
Dependent Claim
31 words
A preparation as claimed in claim 1 wherein R 1 and R 2 are selected from the group consisting of hydrogen and aliphatic acyl groups of 14 to 18 carbon atoms.
Claim 4
Dependent Claim
26 words
A preparation as claimed in claim 1 wherein the active ingredient is present in an amount equal to at least 10% by weight of the preparation.
Claim 5
Dependent Claim
71 words
A pharmaceutical preparation as claimed in claim 1 containing as an active ingredient at least 5% by weight of at least one glycerylether of the formula ##STR21## wherein R 1 and R 2 are both hydrogen, R 3 is methoxy, R 4 is hydrogen and R 5 is selected from the group consisting of straight, branched, saturated and mono- and polyunsaturated alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 6
Dependent Claim
13 words
A preparation as claimed in claim 1 wherein the active ingredient is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 7
Independent Claim
115 words
A method for treating infectious bacterial diseases comprising the administration to a host having infectious diseases of an effective amount of at least one compound of the formula ##STR22## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 is hydrogen and the other is selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight and branched alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 8
Independent Claim
115 words
A method for treating infectious bacterial diseases comprising the administration to a host having infectious diseases of an effective amount of at least one compound of the formula ##STR22## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 is hydrogen and the other is selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight and branched alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 9
Dependent Claim
38 words
A method as claimed in claim 6 wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of 14 to 18 carbon atoms.
Claim 10
Dependent Claim
50 words
A method as claimed in claim 6 wherein R 1 and R 2 in the formula are hydrogen, R 3 is methoxy, R 4 is hydrogen and R 5 is selected from the group consisting of straight, branched, saturated, and mono- and polyunsaturated groups of 4 to 21 carbon atoms.
Claim 11
Dependent Claim
12 words
A method as claimed in claim 6 wherein the compound is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 12
Independent Claim
114 words
A method for inhibiting the growth of tumors comprising administration to a host having tumors of an effective amount of at least one compound of the formula ##STR23## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 is hydrogen and the other is selected from the group consisting of straight, branched, saturated, and unsaturated alkoxy groups of at most 7 carbon atoms and R 5 is selected from the group consisting of straight and branched alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 13
Independent Claim
114 words
A method for inhibiting the growth of tumors comprising administration to a host having tumors of an effective amount of at least one compound of the formula ##STR23## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 is hydrogen and the other is selected from the group consisting of straight, branched, saturated, and unsaturated alkoxy groups of at most 7 carbon atoms and R 5 is selected from the group consisting of straight and branched alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 14
Dependent Claim
38 words
A method as claimed in claim 10 wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of 14 to 18 carbon atoms.
Claim 15
Independent Claim
69 words
A method for inhibiting the growth of tumors comprising administration to a host having tumors of a therapeutically effective amount of at least one compound of the formula ##STR24## wherein R 1 and R 2 are hydrogen, R 3 is methoxy, R 4 is hydrogen and R 5 is selected from the group consisting of straight, branched, saturated and mono- and polyunsaturated groups of 4 to 21 carbon atoms.
Claim 16
Independent Claim
69 words
A method for inhibiting the growth of tumors comprising administration to a host having tumors of a therapeutically effective amount of at least one compound of the formula ##STR24## wherein R 1 and R 2 are hydrogen, R 3 is methoxy, R 4 is hydrogen and R 5 is selected from the group consisting of straight, branched, saturated and mono- and polyunsaturated groups of 4 to 21 carbon atoms.
Claim 17
Dependent Claim
12 words
A method as claimed in claim 12 wherein the compound is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 18
Independent Claim
132 words
A method of antibiotic treatment of bacteria selected from the group consisting of Corynebacterium hofmannii, Diplococcus pneumoniae, Staphylococcus pyogenes (A), Staphylococcus pyogenes (H Oxford), Streptococcus pyogenes and Streptococcus viridans comprising administering to a host having said bacteria an effective amount of a compound of the formula ##STR25## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 19
Independent Claim
132 words
A method of antibiotic treatment of bacteria selected from the group consisting of Corynebacterium hofmannii, Diplococcus pneumoniae, Staphylococcus pyogenes (A), Staphylococcus pyogenes (H Oxford), Streptococcus pyogenes and Streptococcus viridans comprising administering to a host having said bacteria an effective amount of a compound of the formula ##STR25## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 20
Dependent Claim
38 words
A method as claimed in claim 14 wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and fatty acid groups of 14 to 18 carbon atoms.
Claim 21
Dependent Claim
24 words
A method as claimed in claim 14 wherein R 1 and R 2 are hydrogen, R 3 is methoxy, and R 4 is hydrogen.
Claim 22
Dependent Claim
12 words
A method as claimed in claim 14 wherein the compound is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 23
Independent Claim
111 words
A method for inhibiting the growth of carcinoma comprising administering to a host having said carcinoma an effective amount of a compound of the formula ##STR26## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 24
Independent Claim
111 words
A method for inhibiting the growth of carcinoma comprising administering to a host having said carcinoma an effective amount of a compound of the formula ##STR26## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 25
Dependent Claim
38 words
A method as claimed in claim 18 wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and fatty acid groups of 14 to 18 carbon atoms.
Claim 26
Dependent Claim
24 words
A method as claimed in claim 18 wherein R 1 and R 2 are hydrogen, R 3 is methoxy and R 4 is hydrogen.
Claim 27
Dependent Claim
12 words
A method as claimed in claim 20 wherein the compound is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 28
Independent Claim
111 words
A method for inhibiting the growth of induced tumors comprising administering to a host having tumors an effective amount of a compound of the formula ##STR27## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 29
Independent Claim
111 words
A method for inhibiting the growth of induced tumors comprising administering to a host having tumors an effective amount of a compound of the formula ##STR27## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 30
Dependent Claim
38 words
A method as claimed in claim 22 wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and fatty acid groups of 14 to 18 carbon atoms.
Claim 31
Dependent Claim
24 words
A method as claimed in claim 22 wherein R 1 and R 2 are hydrogen, R 3 is methoxy and R 4 is hydrogen.
Claim 32
Dependent Claim
12 words
A method as claimed in claim 22 wherein the compound is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 33
Independent Claim
112 words
A method for inhibiting the growth of induced carcinoma comprising administering to a host having said carcinoma an effective amount of a compound of the formula ##STR28## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 34
Independent Claim
112 words
A method for inhibiting the growth of induced carcinoma comprising administering to a host having said carcinoma an effective amount of a compound of the formula ##STR28## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 35
Dependent Claim
38 words
A method as claimed in claim 26 wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and fatty acid groups of 14 to 18 carbon atoms.
Claim 36
Dependent Claim
24 words
A method as claimed in claim 26 wherein R 1 and R 2 are hydrogen, R 3 is methoxy and R 4 is hydrogen.
Claim 37
Dependent Claim
12 words
A method as claimed in claim 26 wherein the compound is 1-0-(2-methoxyhexadecyl)-glycerol.
Claim 38
Independent Claim
109 words
A method for inhibiting the growth of HeLa cells comprising subjecting said cells to an effective amount of a compound of the formula ##STR29## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
Claim 39
Independent Claim
109 words
A method for inhibiting the growth of HeLa cells comprising subjecting said cells to an effective amount of a compound of the formula ##STR29## wherein R 1 and R 2 are the same or different and each is selected from the group consisting of hydrogen and aliphatic acyl groups of at most 24 carbon atoms, one of R 3 and R 4 being hydrogen and the other being selected from the group consisting of straight, branched, saturated and unsaturated alkoxy groups of at most 7 carbon atoms, and R 5 is selected from the group consisting of straight, branched, alkyl and alkenyl groups of 4 to 21 carbon atoms.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1980-09-05 | 1981-03-07 | 1981-09-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-09-05 | 1985-03-07 | 1985-09-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-09-05 | 1989-03-07 | 1989-09-06 | $7700.00 | Window Closed / Lapsed |