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US5143908A Expired / Lapsed US ⏱️ 0.0 years remaining

Antibacterial agents and potentiators of carbapenem antibiotics

Assignee: Merck and Co Inc
•
Filing: 1990-07-11
•
Granted: 1992-09-01
•
Expires: 2010-07-11
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Abstract

Abstract New 3-(1-aminoalkylphosphinyl)-(2-substituted)propionic acids are described which display antibacterial activity and potentiate carbapenem antibiotics.

Inventors

  • 👤 William H. Parsons
  • 👤 William R. Schoen
  • 👤 Arthur A. Patchett
  • 👤 Masao Taniguchi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-06 18:09
CPC Classifications
C; C07; C07F; C07F9/00; C07F9/02; C07F9/28; C07F9/30; C07F9/32; C07F9/3205; C07F9/3241; A; A61; A61K; A61K31/00; A61K31/33; A61K31/395; A61K31/40; C07F9/301; C07F9/302; C07F9/303; C07F9/306; C07F9/3211; C07F9/3217; C07F9/547; C07F9/553; C07F9/576; C07F9/58

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 238 words
A pharmaceutical composition useful in the treatment of antibacterial infections which comprises a pharmaceutically acceptable carrier and a pharmaceutically effective amount to treat bacterial infections of an antibacterial compound of formula I: ##STR53## wherein R 1 is H, or CH 3 ; R 2 is (a) hydrogen; (b) C 1 -C 12 linear or branched alkyl; (c) C 1 -C 12 linear or branched monoalkenyl; (d) C 7 -C 20 aralkyl, wherein the alkyl chain is linear or branched C 1 -C 8 and wherein said above values from R 2 can be substituted by one halo, hydroxy, carboxy, C 1 -C 4 alkoxycarbonyl, C 7 -C 16 arylalkoxycarbonyl, C 3 -C 7 cycloalkyl, C 1 -C 4 alkoxy, C 6 -C 12 aryloxy, amino, mono- or di-C 1 -C 8 alkylamino, thio, C 1 -C 4 alkylthio, C 6 -C 12 arylthio, C 7 -C 16 aralkylthio, or the radical --S--(CH 2 ) n --CH--(NH 2 )COOH, where n=1-2; with the proviso that R 2 is at least C 2 alkyl if substituted by one of the above-defined thio groups, and wherein the aryl ring can be further substituted by one C 1 -C 4 linear or branched alkyl, trihalomethyl, nitro, halo, cyano or sulfonamido; R 3 and R 4 are hydrogen, C 1 -C 4 alkyl; wherein the carbon atoms attached to R 1 are D(S) or DL(SR) and R 2 are D(R) or DL(RS) stereoconfiguration.
Claim 2
Dependent Claim 238 words
A pharmaceutical composition useful in the treatment of antibacterial infections which comprises a pharmaceutically acceptable carrier and a pharmaceutically effective amount to treat bacterial infections of an antibacterial compound of formula I: ##STR53## wherein R 1 is H, or CH 3 ; R 2 is (a) hydrogen; (b) C 1 -C 12 linear or branched alkyl; (c) C 1 -C 12 linear or branched monoalkenyl; (d) C 7 -C 20 aralkyl, wherein the alkyl chain is linear or branched C 1 -C 8 and wherein said above values from R 2 can be substituted by one halo, hydroxy, carboxy, C 1 -C 4 alkoxycarbonyl, C 7 -C 16 arylalkoxycarbonyl, C 3 -C 7 cycloalkyl, C 1 -C 4 alkoxy, C 6 -C 12 aryloxy, amino, mono- or di-C 1 -C 8 alkylamino, thio, C 1 -C 4 alkylthio, C 6 -C 12 arylthio, C 7 -C 16 aralkylthio, or the radical --S--(CH 2 ) n --CH--(NH 2 )COOH, where n=1-2; with the proviso that R 2 is at least C 2 alkyl if substituted by one of the above-defined thio groups, and wherein the aryl ring can be further substituted by one C 1 -C 4 linear or branched alkyl, trihalomethyl, nitro, halo, cyano or sulfonamido; R 3 and R 4 are hydrogen, C 1 -C 4 alkyl; wherein the carbon atoms attached to R 1 are D(S) or DL(SR) and R 2 are D(R) or DL(RS) stereoconfiguration.
Claim 3
Dependent Claim 25 words
The composition of claim 1 wherein the compound contains the carbon atoms attached to R 1 and R 2 in the D(S), D(R) configurations, respectively.
Claim 4
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carboxy-n-propyl) phosphinic acid.
Claim 5
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carbomethoxy-n-propyl) phosphinic acid.
Claim 6
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carboxy-n-butyl) phosphinic acid.
Claim 7
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carboxy-n-nonyl) phosphinic acid.
Claim 8
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carboxy-3-chloro-n-propyl) phosphinic acid.
Claim 9
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carboxy-3-bromo-n-propyl) phosphinic acid.
Claim 10
Dependent Claim 13 words
The composition of claim 1 in which the compound is 1-(aminoethyl)-(2-carboxy-n-hexyl) phosphinic acid.
Claim 11
Dependent Claim 30 words
A method for treating a bacterial infection in a mammalian host comprising administering to said host a therapeutically effective amount to treat bacterial infections of the composition of claim 1.

References Cited (Backward Citations)

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