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US3956367A Expired / Lapsed US ⏱️ 0.0 years remaining

3-Fluoro-D-alanine and pharmacologically acceptable esters, and pharmacologically acceptable salts thereof

Assignee: Merck and Co Inc
•
Filing: 1974-08-05
•
Granted: 1976-05-11
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Expires: 1994-08-05
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Abstract

Abstract 3-Fluoro-D-alanine, its pharmacologically acceptable esters, and pharmacologically acceptable salts of the foregoing, as well as other pharmacologically acceptable derivatives of 3-fluoro-D-alanine which, when administered clinically, are effective in releasing 3-fluoro-D-alanine in vivo, are potent antibacterial agents, and are prepared by fluorination of D-alanine with fluoroxyperfluoroalkanes or fluoroxypentasulfur in the presence of a free radical initiator followed by esterification and/or treatment with acids or bases.

Inventors

  • 👤 Janos Kollonitsch

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 01:01
CPC Classifications
C; C07; C07C; C07C255/00; C07B; C07B39/00; C07C265/00; C08; C08G; C08G77/00; C08G77/04; C08G77/38; C08G77/382; C08G77/385

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 31 words
A compound selected from the group consisting of 3-fluoro-D-alanine substantially free of the L-form, and its pharmacologically acceptable lower alkyl, pivaloyloxymethyl, benzyl, cyclohexyl and cyclopentyl esters; and pharmacologically acceptable salts thereof.
Claim 2
Dependent Claim 31 words
A compound selected from the group consisting of 3-fluoro-D-alanine substantially free of the L-form, and its pharmacologically acceptable lower alkyl, pivaloyloxymethyl, benzyl, cyclohexyl and cyclopentyl esters; and pharmacologically acceptable salts thereof.
Claim 3
Dependent Claim 6 words
3-Fluoro-D-alanine substantially free of the L-form.
Claim 4
Dependent Claim 6 words
3-Fluoro-D-alanine substantially free of the L-form.
Claim 5
Dependent Claim 13 words
A compound as defined in claim 1 having the chemical name 3-fluoro-D-alanine hydrohalide.
Claim 6
Dependent Claim 7 words
3-Fluoro-D-alanine hydrochloride substantially free of the L-form.
Claim 7
Dependent Claim 7 words
3-Fluoro-D-alanine hydrochloride substantially free of the L-form.
Claim 8
Dependent Claim 25 words
A pharmacologically acceptable ester of 3-fluoro-D-alanine substantially free of the L-form having the following formula: ##EQU2## wherein R is lower alkyl, cyclohexyl, cyclopentyl or benzyl.
Claim 9
Dependent Claim 25 words
A pharmacologically acceptable ester of 3-fluoro-D-alanine substantially free of the L-form having the following formula: ##EQU2## wherein R is lower alkyl, cyclohexyl, cyclopentyl or benzyl.
Claim 10
Dependent Claim 7 words
Methyl 3-fluoro-D-alaninate substantially free of the L-form.
Claim 11
Dependent Claim 7 words
Methyl 3-fluoro-D-alaninate substantially free of the L-form.
Claim 12
Dependent Claim 8 words
Methyl 3-fluoro-D-alaninate hydrochloride substantially free of the L-form.
Claim 13
Dependent Claim 8 words
Methyl 3-fluoro-D-alaninate hydrochloride substantially free of the L-form.
Claim 14
Dependent Claim 7 words
Ethyl 3-fluoro-D-alaninate substantially free of the L-form.
Claim 15
Dependent Claim 7 words
Ethyl 3-fluoro-D-alaninate substantially free of the L-form.

References Cited (Backward Citations)

No citation records indexed.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-05-11 1979-11-10 1980-05-11 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-05-11 1983-11-10 1984-05-11 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-05-11 1987-11-10 1988-05-11 $7700.00 Window Closed / Lapsed

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