US4640910A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Erythromycin A silylated compounds and method of use
Assignee: Abbott Laboratories
•
Filing: 1985-11-12
•
Granted: 1987-02-03
•
Expires: 2005-11-12
Abstract
Abstract Novel O-alkylsilyl derivatives of macrolide antibiotics are disclosed. These compounds have markedly superior taste properties when compared to the corresponding parent compounds.
Inventors
- 👤 Hermann Faubl
- 👤 Robert G. Stein
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 17:41
CPC Classifications
C; C07; C07H; C07H1/00; C07H23/00; A; A61; A61P; A61P31/00; A61P31/04; C07H17/00; C07H17/04; C07H17/08
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
67 words
A relatively acid stable erythromycin A antibiotic having a plurality of hydroxyl groups, in which one or more of the hydroxyl groups are replaced by a group of the formula --O--SiR'R"R'", where R', R", and R'" are hydrogen or C 1 C 8 alkyl, substituted alkyl, cycloalkyl, alkaryl or alkenyl, provided that R', R", and R'" are not all hydrogen; and pharmaceutically acceptable salts and esters thereof.
Claim 2
Dependent Claim
67 words
A relatively acid stable erythromycin A antibiotic having a plurality of hydroxyl groups, in which one or more of the hydroxyl groups are replaced by a group of the formula --O--SiR'R"R'", where R', R", and R'" are hydrogen or C 1 C 8 alkyl, substituted alkyl, cycloalkyl, alkaryl or alkenyl, provided that R', R", and R'" are not all hydrogen; and pharmaceutically acceptable salts and esters thereof.
Claim 3
Dependent Claim
133 words
A compound of the formula ##STR2## where A is ═O or ═N--OR 1 , B is H or OR 4 , R 1 , R 2 , R 3 , R 4 and R 5 are independently selected from hydrogen, C 1 to C 8 alkyl and SiR'R"R'", where R', R", and R'" are hydrogen or alkyl, substituted alkyl, cycloalkyl, alkaryl or alkenyl of 1 to 8 carbon atoms, provided that at least one of R', R", and R'" is not hydrogen; and R 6 is selected from hydrogen, methyl, and ethyl; provided that at least one of R 1 -R 5 is of the formula SiR'R"R'", and further provided that when A is ═O and B is OH, at least one of R 1 to R 6 is neither hydrogen nor SiR'R"R'".
Claim 4
Dependent Claim
133 words
A compound of the formula ##STR2## where A is ═O or ═N--OR 1 , B is H or OR 4 , R 1 , R 2 , R 3 , R 4 and R 5 are independently selected from hydrogen, C 1 to C 8 alkyl and SiR'R"R'", where R', R", and R'" are hydrogen or alkyl, substituted alkyl, cycloalkyl, alkaryl or alkenyl of 1 to 8 carbon atoms, provided that at least one of R', R", and R'" is not hydrogen; and R 6 is selected from hydrogen, methyl, and ethyl; provided that at least one of R 1 -R 5 is of the formula SiR'R"R'", and further provided that when A is ═O and B is OH, at least one of R 1 to R 6 is neither hydrogen nor SiR'R"R'".
Claim 5
Dependent Claim
38 words
A compound according to formula (I) of claim 2 wherein R 2 is trimethylsilyl, A is ═O, R 6 is hydrogen, and B is H or OR 4 where R 4 is C 1 to C 8 alkyl.
Claim 6
Dependent Claim
25 words
A compound according to formula (II) of claim 2 wherein A is ═O, R 2 is trimethylsilyl, B is OH, and R 6 is methyl.
Claim 7
Dependent Claim
29 words
A compound according to claim 4 where A═O, R 2 is trimethylsilyl, B is OR 4 , R 3 -R 5 are all hydrogen, and R 6 is methyl.
Claim 8
Dependent Claim
25 words
A pharmaceutical composition in unit dosage form, comprising a therapeutically effective amount of a compound according to claim 1 in combination with a pharmaceutical carrier.
Claim 9
Dependent Claim
22 words
A liquid oral dosage form according to claim 6 wherein the pharmaceutical carrier comprises water, a sweetening agent, and a flavoring agent.
Claim 10
Dependent Claim
36 words
A method of treating and preventing bacterial infections in humans and lower animals in need of such treatment, comprising administering to the human or lower animal a therapeutically effective amount of the composition of claim 6.
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) | 1990-02-02 | 1990-08-04 | 1991-02-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1994-02-02 | 1994-08-04 | 1995-02-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1998-02-02 | 1998-08-04 | 1999-02-03 | $7700.00 | Window Closed / Lapsed |