US2002032164A1PendingUtilityA1
Antimicrobial compounds and methods for their use
Priority: Dec 30, 1998Filed: May 3, 2001Published: Mar 14, 2002
Est. expiryDec 30, 2018(expired)· nominal 20-yr term from priority
A61P 31/10A61P 31/00A61P 31/02A61P 31/04A61P 31/22A61K 9/0014A01N 57/12A61P 17/02A61K 31/66A01N 57/16A61K 31/70A61P 17/00
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Claims
Abstract
The present invention provides protonated compounds having antimicrobial activity. The invention also provides antimicrobial compositions comprising protonated compounds of the invention. The protonated compounds of the invention provide efficacious antimicrobial activity against resistant strains of bacteria and opportunistic fungi.
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1 . An antimicrobial composition comprising:
(a) a protonated compound, said compound comprising the structure: X-Y-Z wherein X and Z are end blocking agents and Y is a phosphorous containing moiety with one or more protonation sites, and wherein the compound comprises one or more exogenous protons introduced to reactive sites on said molecule; and (b) an excipient.
2 . The antimicrobial composition of claim 1 , wherein X and Z are the same.
3 . The antimicrobial composition of claim 1 , wherein X and Z are different.
4 . The antimicrobial composition of claim 1 , wherein Y comprises the structure
5 . The antimicrobial composition of claim 1 , wherein Y comprises the structure:
where R comprises a difunctional alkyl, aryl, alkenyl, alkylaryl, alkylalkenyl, arylalkenyl or alkylarylalkenyl group of from 1 to about 20 carbons.
6 . The antimicrobial composition of claim 5 , wherein X or Z comprises a structure selected from the group consisting:
CH 3 CH 2 CH 2 CH 2 —O— CH 3 CH 2 CH 2 —O— CH 3 CH 2 —O—; ZO-CH 3 CH 2 CH 2 CH 2 —O—; and XO-CH 3 CH 2 CH 2 CH 2 —O—; wherein X and Z are blocking groups.
7 . The antimicrobial composition of claim 5 , wherein R comprises a structure selected from the group consisting:
—CH 2 CH 2 CH 2 CH 2 — —CH 2 CH 2 OCH 2 CH 2 — —CH 2 CH 2 —
8 . The antimicrobial composition of claim 5 , wherein X and Z comprise:
CH 3 CH 2 CH 2 CH 2 —O—
9 . The antimicrobial composition of claim 8 , wherein R comprises:
—CH 2 CH 2 CH 2 CH 2 —
10 . The antimicrobial composition of claim 5 , wherein said protonated compound has the structure:
11 . The composition of claim 1 , wherein the carrier comprises one or more compound selected from the group consisting of: emollients, lubricants, emulsifying agents, thickening agents, and humectants.
12 . An antimicrobial composition comprising,
(a) a protonated compound comprising the structure: wherein X and Z are end blocking agents and n is an integer of from 1 to 20 and each R is independently selected from the group consisting of: an alkyl, an aryl, an alkenyl, an alcohol, a phenol, and enol, and further wherein the compound comprises one or more exogenous protons introduced to reactive sites on said molecule; and (b) an excipient.
13 . The protonated compound of claim 12 , wherein X or Z comprises a structure selected from the group consisting:
CH 3 CH 2 CH 2 CH 2 —O— CH 3 CH 2 CH 2 —O— CH 3 CH 2 —O—; ZO-CH 3 CH 2 CH 2 CH 2 —O—; and XO-CH 3 CH 2 CH 2 CH 2 —O—; wherein X and Z are blocking groups.
14 . The protonated compound of claim 12 , wherein R comprises a structure selected from the group consisting:
—CH 2 CH 2 CH 2 CH 2 — —CH 2 CH 2 OCH 2 CH 2 — —CH 2 CH 2 —
15 . The antimicrobial composition of claim 12 , wherein said protonated compound has the structure:
16 . An antimicrobial composition comprising,
(a) a protonated compound comprising the structure: wherein: X and Z are end blocking groups that may be the same or different; Q is selected from the group consisting of O, S, P-H, P-OH, P-alkyl, P-aryl, N-H, N-OH, -alkyl, N-acyl and N-aryl; A is H, alkyl, alkoxy, alkyl-(O-alkyl), aryl, alkenyl, alkanol, phenol, or enol; and W is H, or a purine or pyrimidine, or a modified analogue of a purine or pyrimidine; wherein the compound comprises one or more exogenous protons introduced to reactive site(s) on said molecule; and (b) an excipient.
17 . The antimicrobial composition of claim 16 , wherein X or Z comprises a structure selected from the group consisting:
CH 3 CH 2 CH 2 CH 2 — CH 3 CH 2 CH 2 — CH 3 CH 2 —; HO-CH 3 CH 2 CH 2 CH 2 — XO-CH 3 CH 2 CH 2 CH 2 —; and ZO-CH 3 CH 2 CH 2 CH 2 — wherein X and Z are blocking groups.
18 . The antimicrobial composition of claim 16 , wherein A comprises a structure selected from the group consisting:
—CH 3 —CH 2 CH 2 OCH 2 CH 3 ; —CH 2 CH 3 .
19 . The antimicrobial composition of claim 16 , wherein W is an H.
20 . The antimicrobial composition of claim 16 , wherein W is selected from the group consisting of: a pyridine, a purine, pyrazine, triazine, 2-aminoadenosine, theobromine, caffeine, theophylline, uric acid, indole, acridine, indazole, phenoxazine, phenazine, phenothiazine, quinoline, isoquinoline, quinazoline, pteridine, caprolactam, and a nitrogen-containing heterocyclic.
21 . The antimicrobial composition of claim 16 , which has the structure:
22 . The antimicrobial composition of claim 16 , which has the structure:
23 . The antimicrobial composition of claim 16 , which has the structure:
24 . An antimicrobial composition comprising,
(a) a protonated compound comprising the structure: wherein X and Z are end blocking groups, wherein V and Q are independently selected from the group consisting of O, S, P—H, P—OH, P-alkyl, P-aryl, N—H, —OH, -alkyl, N-acyl and N-aryl and W is any moiety connectable at that position; and further wherein the compound comprises one or more exogenous protons; and (b) an excipient.
25 . The protonated compound of claim 24 , wherein W is an H.
26 . The protonated compound of claim 24 , wherein W is selected from the group consisting of a pyridine, a purine, pyrazine, triazine, 2-aminoadenosine, theobromine, caffeine, theophylline, uric acid, indole, acridine, indazole, phenoxazine, phenazine, phenothiazine, quinoline, isoquinoline, quinazoline, pteridine, caprolactam, and a nitrogen-containing heterocyclic.
27 . The protonated compound of claim 24 , wherein Q and V are different.
28 . The protonated compound of claim 24 , wherein Q and V are the same.
29 . The protonated compound of claim 24 , wherein Q and/or V is selected from the group consisting of: —CH2—, —CH(OH)—, or —CH(OR)—;
where R comprises an alkyl, aryl, alkenyl, alkylaryl, alkylalkenyl, arylalkenyl, alkoxyalkyl, or alkylarylalkenyl group of from 1 to about 20 carbons.
30 . A method for treating a microbial infection comprising the step of: administering an antimicrobial composition comprising:
(a) a protonated compound, said compound comprising the structure:
wherein X and Z are end blocking agents and Y is a phosphorous containing moiety with one or more protonation sites, and wherein the compound comprises one or more exogenous protons introduced to reactive sites on said molecule; and
(b) an excipient.
31 . A sanitizing composition, comprising a protonated compound, said compound comprising the structure:
X-Y-Z
wherein X and Z are end blocking agents and Y is a phosphorous containing moiety with one or more protonation sites, and wherein the compound comprises one or more exogenous protons introduced to reactive sites on said molecule.
32 . The sanitizing composition of claim 31 , further comprising a metal salt of a carboxylic acid.
33 . A surface having a coating of an antimicrobially effective amount of a protonated compound, said compound comprising the structure:
X-Y-Z
wherein X and Z are end blocking agents and Y is a phosphorous containing moiety with one or more protonation sites, and wherein the compound comprises one or more exogenous protons introduced to reactive sites on said molecule.
34 . The surface of claim 33 , wherein the surface comprises a bandage.
35 . The surface of claim 33 wherein the surface comprises a medical instrument.
36 . A method for sanitizing a surface, comprising treating the surface with the composition of claim 31 .Join the waitlist — get patent alerts
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