US4100275A
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Compositions having antibiotic properties
Assignee: Hoffmann La Roche Inc
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Filing: 1976-07-21
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Granted: 1978-07-11
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Expires: 1996-07-21
Abstract
Abstract Compositions having antibiotic properties containing as antibiotic potentiators peptides of the formula <IMAGE> wherein R1 represents a hydrogen atom or a lower alkyl, lower cycloalkyl, (lower cycloalkyl)-(lower alkyl), aryl or aryl(lower alkyl) group (said group being optionally substituted as the case may require by one or more amino, hydroxy, thio, methylthio, carboxy or guanidino groups so as to form the characterizing group of a naturally occurring L alpha -amino acid); R2 and R3 each represent the characterizing group of an alpha -amino acid of the type normally found in proteins with the proviso that R3 cannot represent a hydrogen atom when n is zero and R1 is a hydrogen atom or the phenyl group; R4 represents a hydroxy or methyl group; n stands for zero, 1, 2 or 3; and single asterisks denote that the configuration at the carbon atom so-marked is L when R2 or R3 as the case may be represents other than a hydrogen atom; and the double asterisk denotes that, when R1 represents other than a hydrogen atom, the configuration at the carbon atom so-marked is (R) (as hereinafter defined), AND AN ANTIBIOTIC ARE DISCLOSED.
Inventors
- 👤 Frank Ratcliffe Atherton
- 👤 Michael John Hall
- 👤 Cedric Herbert Hassall
- 👤 Peter Stuart Ringrose
- 👤 Robert Wilson Lambert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-10 01:08
CPC Classifications
C; C08; C08G; C08G69/00; C08G69/02; C08G69/08; C08G69/10; A; A61; A61K; A61K31/00; A61K31/66; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/30; C07F9/301; C07F9/38; C07F9/40; C07F9/4003; C07F9/4006; C07K; C07K5/00; C07K5/04; C07K5/06; C07K5/06191; A61K38/00; Y; Y10; Y10S; Y10S930/00; Y10S930/01; Y10S930/19; Y10S930/29
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
157 words
An antibacterial pharmaceutical composition containing a compound selected from the group consisting of (1) a peptide represented by the formula ##STR6## wherein R 1 is hydrogen, lower alkyl, lower cycloalkyl, (lower cycloalkyl)-(lower alkyl), aryl, aryl-(lower alkyl), said R 1 substituents being substituted, if required, by one or more amino, hydroxy, thio, methyl thio, carboxy or guanidino to form the characterizing group of a naturally occuring Lα-amino acid; R 4 is hydroxy or methyl; the single asterisk denotes the L configuration at the carbon so marked; the double asterisk denotes the R configuration at the carbon so marked when R 1 is other than hydrogen and a pharmaceutically acceptable salt thereof; and (2) an antibiotic selected from the group consisting of cephalothin, cephalexin, cephazolin, cefoxitin, cephamandole, cephaloridin and cephaloglycin; wherein the weight ratio of a compound selected from the group consisting of said peptide and a pharmaceutically acceptable salt thereof; to said antibiotic is from 1:100 to 100:1.
Claim 2
Dependent Claim
157 words
An antibacterial pharmaceutical composition containing a compound selected from the group consisting of (1) a peptide represented by the formula ##STR6## wherein R 1 is hydrogen, lower alkyl, lower cycloalkyl, (lower cycloalkyl)-(lower alkyl), aryl, aryl-(lower alkyl), said R 1 substituents being substituted, if required, by one or more amino, hydroxy, thio, methyl thio, carboxy or guanidino to form the characterizing group of a naturally occuring Lα-amino acid; R 4 is hydroxy or methyl; the single asterisk denotes the L configuration at the carbon so marked; the double asterisk denotes the R configuration at the carbon so marked when R 1 is other than hydrogen and a pharmaceutically acceptable salt thereof; and (2) an antibiotic selected from the group consisting of cephalothin, cephalexin, cephazolin, cefoxitin, cephamandole, cephaloridin and cephaloglycin; wherein the weight ratio of a compound selected from the group consisting of said peptide and a pharmaceutically acceptable salt thereof; to said antibiotic is from 1:100 to 100:1.
Claim 3
Dependent Claim
11 words
The composition of claim 1 wherein said peptide is (1R)-1-(L-alanylamino)-ethylphosphonic acid.
Claim 4
Dependent Claim
10 words
The composition of claim 1 wherein said antibiotic is cephalexin.
Claim 5
Dependent Claim
34 words
The composition of claim 1 wherein the weight ratio of a compound selected from the group consisting of said peptide and a pharmaceutically acceptable salt thereof to said antibiotic is from 1:64 to 64:1.
Claim 6
Dependent Claim
34 words
The composition of claim 1 wherein the weight ratio of a compound selected from the group consisted of said peptide and a pharmaceutically acceptable salt thereof to said antibiotic is from 1:16 to 16:1.
Claim 7
Dependent Claim
78 words
An antibacterial pharmaceutical composition consisting essentially of a pharmaceutically acceptable carrier material and as the active ingredient a mixture of (1R)-1-(L-alanylamino)-ethylphosphonic acid or a pharmaceutically acceptable salt thereof and a cephalosporin selected from the group consisting of cephalothin, cephalexin, cephazolin, cefoxitin, cephamandole, cephaloridin and cephaloglycin wherein the weight ratio of (1R)-1-(L-alanylamino)-ethylphosphonic acid or a pharmaceutically acceptable salt thereof to said cephalosporin is from 1:100 to 100:1; said mixture being presented in said composition in an antibacterially effective amount.
Claim 8
Dependent Claim
78 words
An antibacterial pharmaceutical composition consisting essentially of a pharmaceutically acceptable carrier material and as the active ingredient a mixture of (1R)-1-(L-alanylamino)-ethylphosphonic acid or a pharmaceutically acceptable salt thereof and a cephalosporin selected from the group consisting of cephalothin, cephalexin, cephazolin, cefoxitin, cephamandole, cephaloridin and cephaloglycin wherein the weight ratio of (1R)-1-(L-alanylamino)-ethylphosphonic acid or a pharmaceutically acceptable salt thereof to said cephalosporin is from 1:100 to 100:1; said mixture being presented in said composition in an antibacterially effective amount.
Claim 9
Dependent Claim
11 words
A composition according to claim 6 wherein the cephalosporin is cephalexin.
Claim 10
Dependent Claim
26 words
A composition according to claim 6 wherein the weight ratio of (1R)-1-(L-alanylamino)-ethylphosphonic acid or a pharmaceutically acceptable salt thereof to cephalosporin is from 1:64 to 64:1.
Claim 11
Dependent Claim
11 words
A composition according to claim 8 wherein the cephalosporin is cephalexin.
Claim 12
Dependent Claim
26 words
A composition according to claim 6 wherein the weight ratio of (1R)-1-(L-alanylamino)-ethylphosphonic acid or a pharmaceutically acceptable salt thereof to cephalosporin is from 1:16 to 16:1.
Claim 13
Dependent Claim
11 words
A composition according to claim 10 wherein the cephalosporin is cephalexin.
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) | 1981-07-10 | 1982-01-09 | 1982-07-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-07-10 | 1986-01-09 | 1986-07-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-07-10 | 1990-01-09 | 1990-07-11 | $7700.00 | Window Closed / Lapsed |