US4200628A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Novel aminoglycoside derivatives
Assignee: Shionogi and Co Ltd
•
Filing: 1978-09-19
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Granted: 1980-04-29
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Expires: 1998-09-19
Abstract
Abstract Novel aminoglycoside derivatives and their salts containing 2-deoxystreptamine moiety, of which the 1-amino group is acylated by a group represented by the formula: ##STR1## (wherein R is 4 to 6 membered heterocyclic group containing 1 to 2 nitrogen atoms which may optionally be substituted.) effective in treatment of infectious diseases caused by gram positive and gram negative bacteria.
Inventors
- 👤 Kikuo Igarashi
- 👤 Junji Irisawa
- 👤 Tsunetoshi Honma
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-31 04:51
CPC Classifications
C; C07; C07D; C07D207/00; C07D207/02; C07D207/04; C07D207/08; A; A61; A61P; A61P31/00; A61P31/04; C07D205/00; C07D205/02; C07D205/04; C07D211/00; C07D211/04; C07D211/06; C07D211/08; C07D211/18; C07D211/34; C07D241/00; C07D241/02; C07D241/04; C07H; C07H15/00; C07H15/20; C07H15/22; C07H15/222; C07H15/226; C07H15/234
Claims Analysis
Total Claims: 20
Claim 1
Independent Claim
120 words
A novel aminoglycoside derivative represented by the formula: ##STR6## wherein R is a member of the group consisting of 2-azetidinyl, 3-azetidinyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyrrolinyl, 3-pyrrolinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 2-imidazolyl, 4-imidazolyl, 2-imidazolinyl, 4-imidazolinyl, 2-imidazolidinyl, 4-imidazolidinyl, 3-pyrazolyl, 4-pyrazolyl, 3-pyrazolinyl, 4-pyrazolinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-piperidyl, 3-piperidyl, 4-piperidyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 3-pyrazinyl, 2-piperazinyl, and 3-piperazinyl; R 1 is aminomethyl, hydroxymethyl, 1-aminoethyl, or 1-methylaminoethyl; R 2 , R 3 and R 6 each is hydrogen or hydroxy; R 4 is hydroxy or amino; R 5 is amino or methylamino; R 7 is hydroxy or methyl; R 8 is hydrogen, hydroxymethyl, or carbamoyloxy-methyl; and the dotted line represents the presence of absence of a double bond and a pharmaceutically acceptable salt thereof.
Claim 2
Dependent Claim
120 words
A novel aminoglycoside derivative represented by the formula: ##STR6## wherein R is a member of the group consisting of 2-azetidinyl, 3-azetidinyl, 2-pyrrolyl, 3-pyrrolyl, 2-pyrrolinyl, 3-pyrrolinyl, 2-pyrrolidinyl, 3-pyrrolidinyl, 2-imidazolyl, 4-imidazolyl, 2-imidazolinyl, 4-imidazolinyl, 2-imidazolidinyl, 4-imidazolidinyl, 3-pyrazolyl, 4-pyrazolyl, 3-pyrazolinyl, 4-pyrazolinyl, 3-pyrazolidinyl, 4-pyrazolidinyl, 2-pyridyl, 3-pyridyl, 4-pyridyl, 2-piperidyl, 3-piperidyl, 4-piperidyl, 3-pyridazinyl, 4-pyridazinyl, 2-pyrimidinyl, 4-pyrimidinyl, 5-pyrimidinyl, 2-pyrazinyl, 3-pyrazinyl, 2-piperazinyl, and 3-piperazinyl; R 1 is aminomethyl, hydroxymethyl, 1-aminoethyl, or 1-methylaminoethyl; R 2 , R 3 and R 6 each is hydrogen or hydroxy; R 4 is hydroxy or amino; R 5 is amino or methylamino; R 7 is hydroxy or methyl; R 8 is hydrogen, hydroxymethyl, or carbamoyloxy-methyl; and the dotted line represents the presence of absence of a double bond and a pharmaceutically acceptable salt thereof.
Claim 3
Dependent Claim
10 words
A compound claim in claim 1, wherein R is 2-azetidinyl.
Claim 4
Dependent Claim
10 words
A compound claimed in claim 1, wherein R is 3-azetidinyl.
Claim 5
Dependent Claim
10 words
A compound claimed in claim 1, wherein R is 2-pyrrolidinyl.
Claim 6
Dependent Claim
10 words
A compound claimed in claim 1, wherein R is 3-pyrrolidinyl.
Claim 7
Dependent Claim
10 words
A compound claimed in claim 1, wherein R is 3-piperidinyl.
Claim 8
Dependent Claim
10 words
A compound claimed in claim 1, wherein R is 2-piperazinyl.
Claim 9
Dependent Claim
13 words
A compound claimed in claim 1, wherein R 8 is hydrogen or hydroxymethyl.
Claim 10
Dependent Claim
20 words
A compound claimed in claim 1, wherein R 1 is aminomethyl or hydroxymethyl and R 8 is hydrogen or hydroxymethyl.
Claim 11
Dependent Claim
18 words
A compound claimed in claim 1, wherein R 1 is aminomethyl or hydroxymethyl and R 8 is hydroxymethyl.
Claim 12
Dependent Claim
32 words
A compound claimed in claim 1, wherein R 1 is aminomethyl, R 2 is hydroxy, R 5 is amino, R 6 is hydrogen, R 7 is hydroxy, and R 8 is hydroxymethyl.
Claim 13
Dependent Claim
8 words
A compound claimed in claim 1, namely 1-N-[α-hydroxy-α-(azetidin-2-yl)acetyl]tobramycin.
Claim 14
Dependent Claim
8 words
A compound claimed in claim 1, namely 1-N-[α-hydroxy-α-(azetidin-3-yl)acetyl]tobramycin.
Claim 15
Dependent Claim
8 words
A compound claimed in claim 1, namely 1-N-[α-hydroxy-α-(pyrrolidin-2-yl)acetyl]tobramycin.
Claim 16
Dependent Claim
8 words
A compound claimed in claim 1, namely 1-N-[α-hydroxy-α-(pyrrolidin-3-yl)acetyl]tobramycin.
Claim 17
Dependent Claim
8 words
A compound claimed in claim 1, namely 1-N-[α-hydroxy-α-(piperidin-3-yl)acetyl]tobramycin.
Claim 18
Dependent Claim
8 words
A compound claimed in claim 1, namely 1-N-[α-hydroxy-α-(piperazin-2-yl)acetyl]tobramycin.
Claim 19
Dependent Claim
22 words
A composition comprising an effective amount of a compound claimed in any of above claims 1 to 17 and pharmaceutically acceptable carriers.
Claim 20
Independent Claim
42 words
A method for treating bacterial infectious diseases of humans or other species of animals which comprises administering to a host suffering from such bacterial infectious disease a bactericidally effective amount of a compound claimed in any of above claims 1 to 17.
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) | 1983-04-29 | 1983-10-29 | 1984-04-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1987-04-29 | 1987-10-29 | 1988-04-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1991-04-29 | 1991-10-29 | 1992-04-29 | $7700.00 | Window Closed / Lapsed |