US4123607A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alkylated derivatives of antibiotic BM123γ
Assignee: Hoffmann La Roche Inc
•
Filing: 1977-05-31
•
Granted: 1978-10-31
•
Expires: 1997-05-31
Abstract
Abstract This disclosure describes a novel series of potent antibacterial agents derived by reductive alkylation of antibiotic BM123 gamma with certain classes of aldehydes and ketones.
Inventors
- 👤 Joseph J. Hlavka
- 👤 Panayota Bitha
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 05:33
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/20; C07H15/203
Claims Analysis
Total Claims: 62
Claim 1
Independent Claim
86 words
A compound selected from the group consisting of those of the formula: ##STR6## wherein R 1 is a moiety selected from the group consisting of those of the formulae: ##STR7## R 2 is selected from the group consisting of N,N-dipropylaminomethyl, styryl, 4-methylpenten-3-yl, 1,3-dimethylhexyl, β-indolylmethyl, cyclopenten-2-ylmethyl, (o-tolylcarbamoyl)methyl, methoxymethyl, cyclohexylmethyl, 2-(4-hydroxyphenyl)ethyl, n-nonyl, n-dodecyl, methoxyvinyl, 1-methyl-2-hydroxyethyl, N,N-diethylaminoethyl, carbethoxychloromethyl, 1-methyl-1-hydroxyethyl, (tert-butylcarbamoyl)methyl, dimethoxymethyl, phenoxymethyl, ethynyl, N,N-dimethylaminomethyl, N,N-diethylaminopropyl, cyclopropyl, 2,2-dimethoxy-ethyl, acetonyl, 4-chlorobenzyl, 3-chlorobenzyl, 2-chlorobenzyl, 1-acetamidoethyl, 3-pyridyl, 1-carbethoxyethyl, 1-hydroxyethyl, 1-methyl-2-hydroxyethyl, n-heptyl, 3-hydroxypropyl, n-octyl, 4-methylhexen-3-yl and 2-cyclopenten-1-ylmethyl; and the pharmacologically acceptable acid-addition salts thereof.
Claim 2
Dependent Claim
86 words
A compound selected from the group consisting of those of the formula: ##STR6## wherein R 1 is a moiety selected from the group consisting of those of the formulae: ##STR7## R 2 is selected from the group consisting of N,N-dipropylaminomethyl, styryl, 4-methylpenten-3-yl, 1,3-dimethylhexyl, β-indolylmethyl, cyclopenten-2-ylmethyl, (o-tolylcarbamoyl)methyl, methoxymethyl, cyclohexylmethyl, 2-(4-hydroxyphenyl)ethyl, n-nonyl, n-dodecyl, methoxyvinyl, 1-methyl-2-hydroxyethyl, N,N-diethylaminoethyl, carbethoxychloromethyl, 1-methyl-1-hydroxyethyl, (tert-butylcarbamoyl)methyl, dimethoxymethyl, phenoxymethyl, ethynyl, N,N-dimethylaminomethyl, N,N-diethylaminopropyl, cyclopropyl, 2,2-dimethoxy-ethyl, acetonyl, 4-chlorobenzyl, 3-chlorobenzyl, 2-chlorobenzyl, 1-acetamidoethyl, 3-pyridyl, 1-carbethoxyethyl, 1-hydroxyethyl, 1-methyl-2-hydroxyethyl, n-heptyl, 3-hydroxypropyl, n-octyl, 4-methylhexen-3-yl and 2-cyclopenten-1-ylmethyl; and the pharmacologically acceptable acid-addition salts thereof.
Claim 3
Dependent Claim
1 words
Cyclooctyl-BM123γ.
Claim 4
Dependent Claim
1 words
Cyclooctyl-BM123γ.
Claim 5
Dependent Claim
1 words
1-Ethyloctyl-BM123γ.
Claim 6
Dependent Claim
1 words
1-Ethyloctyl-BM123γ.
Claim 7
Dependent Claim
1 words
1-Ethylnonyl-BM123γ.
Claim 8
Dependent Claim
1 words
1-Ethylnonyl-BM123γ.
Claim 9
Dependent Claim
1 words
1-[(Dimethoxyphosphinyl)methyl]hexyl-BM123γ.
Claim 10
Dependent Claim
1 words
1-[(Dimethoxyphosphinyl)methyl]hexyl-BM123γ.
Claim 11
Dependent Claim
1 words
2,2,4,4-Tetramethylcyclopentyl-BM123γ.
Claim 12
Dependent Claim
1 words
2,2,4,4-Tetramethylcyclopentyl-BM123γ.
Claim 13
Dependent Claim
1 words
2-Cyclopentylcyclopentyl-BM123γ.
Claim 14
Dependent Claim
1 words
2-Cyclopentylcyclopentyl-BM123γ.
Claim 15
Dependent Claim
1 words
2-(1-Cyclohexen)cyclohexyl-BM123γ.
Claim 16
Dependent Claim
1 words
2-(1-Cyclohexen)cyclohexyl-BM123γ.
Claim 17
Dependent Claim
1 words
2-Cyclohexylcyclohexyl-BM123γ.
Claim 18
Dependent Claim
1 words
2-Cyclohexylcyclohexyl-BM123γ.
Claim 19
Dependent Claim
1 words
4-Tetrahydrothiopyranyl-BM123γ.
Claim 20
Dependent Claim
1 words
4-Tetrahydrothiopyranyl-BM123γ.
Claim 21
Dependent Claim
1 words
Cyclononyl-BM123γ.
Claim 22
Dependent Claim
1 words
Cyclononyl-BM123γ.
Claim 23
Dependent Claim
1 words
Decahydro-1-methyl-2-naphthyl-BM123γ.
Claim 24
Dependent Claim
1 words
Decahydro-1-methyl-2-naphthyl-BM123γ.
Claim 25
Dependent Claim
1 words
3,3-Dimethylcyclohexen-4-yl-BM123γ.
Claim 26
Dependent Claim
1 words
3,3-Dimethylcyclohexen-4-yl-BM123γ.
Claim 27
Dependent Claim
1 words
Decahydro-3-methyl-2-naphthyl-BM123γ.
Claim 28
Dependent Claim
1 words
Decahydro-3-methyl-2-naphthyl-BM123γ.
Claim 29
Dependent Claim
1 words
1-Ethyl-2-(3,4-dimethoxyphenyl)ethyl-BM123γ.
Claim 30
Dependent Claim
1 words
1-Ethyl-2-(3,4-dimethoxyphenyl)ethyl-BM123γ.
Claim 31
Dependent Claim
1 words
1-Carboxymethyl-2-carboxyethyl-BM123γ.
Claim 32
Dependent Claim
1 words
1-Carboxymethyl-2-carboxyethyl-BM123γ.
Claim 33
Dependent Claim
1 words
2-Phenylcyclohexyl-BM123γ.
Claim 34
Dependent Claim
1 words
2-Phenylcyclohexyl-BM123γ.
Claim 35
Dependent Claim
1 words
2-Cyclohexenyl-BM123γ.
Claim 36
Dependent Claim
1 words
2-Cyclohexenyl-BM123γ.
Claim 37
Dependent Claim
1 words
2-Carbomethoxy-1-(carbomethoxymethyl)-ethyl-BM123γ.
Claim 38
Dependent Claim
1 words
2-Carbomethoxy-1-(carbomethoxymethyl)-ethyl-BM123γ.
Claim 39
Dependent Claim
1 words
Cyclobutyl-BM123γ.
Claim 40
Dependent Claim
1 words
Cyclobutyl-BM123γ.
Claim 41
Dependent Claim
1 words
Cycloheptyl-BM123γ.
Claim 42
Dependent Claim
1 words
Cycloheptyl-BM123γ.
Claim 43
Dependent Claim
1 words
1-(Carbethoxymethyl)butyl-BM123γ.
Claim 44
Dependent Claim
1 words
1-(Carbethoxymethyl)butyl-BM123γ.
Claim 45
Dependent Claim
1 words
1-Benzyl-4-piperidyl-BM123γ.
Claim 46
Dependent Claim
1 words
1-Benzyl-4-piperidyl-BM123γ.
Claim 47
Dependent Claim
1 words
1-Methyl-4-piperidyl-BM123γ.
Claim 48
Dependent Claim
1 words
1-Methyl-4-piperidyl-BM123γ.
Claim 49
Dependent Claim
1 words
1-[5-Norbornene(2)]ethyl-BM123γ.
Claim 50
Dependent Claim
1 words
1-[5-Norbornene(2)]ethyl-BM123γ.
Claim 51
Dependent Claim
1 words
Bicyclo[3.2.1]octanyl-2-BM123γ.
Claim 52
Dependent Claim
1 words
Bicyclo[3.2.1]octanyl-2-BM123γ.
Claim 53
Dependent Claim
1 words
3-Quinuclidinyl-BM123γ.
Claim 54
Dependent Claim
1 words
3-Quinuclidinyl-BM123γ.
Claim 55
Dependent Claim
1 words
5-Methoxy-2-tetralyl-BM123γ.
Claim 56
Dependent Claim
1 words
5-Methoxy-2-tetralyl-BM123γ.
Claim 57
Dependent Claim
1 words
Adamantyl-2-BM123γ.
Claim 58
Dependent Claim
1 words
Adamantyl-2-BM123γ.
Claim 59
Dependent Claim
1 words
Norbornyl-BM123γ.
Claim 60
Dependent Claim
1 words
Norbornyl-BM123γ.
Claim 61
Dependent Claim
1 words
2-Ethylidenecyclohexyl-BM123γ.
Claim 62
Dependent Claim
1 words
2-Ethylidenecyclohexyl-BM123γ.
References Cited (Backward Citations)
US4007167A
Cited
US4048431A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-10-30 | 1982-05-01 | 1982-10-31 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-10-30 | 1986-05-01 | 1986-10-31 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-10-30 | 1990-05-01 | 1990-10-31 | $7700.00 | Window Closed / Lapsed |