US4110429A
Expired / Lapsed
US
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Antibacterial oral composition
Assignee: Colgate Palmolive Co
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Filing: 1976-12-30
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Granted: 1978-08-29
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Expires: 1996-12-30
Abstract
Abstract An antibacterial oral composition effective to promote oral hygiene containing an antibacterial antiplaque agent and an additive which reduces staining of dental surfaces without substantially diminishing the antibacterial and antiplaque activity of the agent. Bis-biguanido hexanes, such as chlorhexidine and alexidine, and quaternary ammonium salts, such as benzethonium chloride and cetyl pyridinium chloride are typical examples of antibacterial agents. The antistain additive is a water soluble oligomer of the formula ##STR1## wherein M is a water soluble orally acceptable cation; R 1 , r 2 , r 3 and R 4 are independently H, methyl or ethyl; Y is at least one hydrophilic member of the group consisting of --COOM 1 , --CONH 2 , and --CH 2 OH; X is at least one hydrophobic member of the group consisting of --CN, --COOR, --COOR 5 OR, --CONHR, --COONHR 5 COR, and --OOCR; M 1 is H or M; R is C 1-8 alkyl; R 5 is C 1-4 alkylene; a is 0-7; and a+b is about 4-15.
Inventors
- 👤 Abdul Gaffar
- 👤 Stuart D. Friedman
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-23 17:58
CPC Classifications
A; A61; A61K; A61K8/00; A61K8/18; A61K8/72; A61K8/81; A61K8/8141; A61K8/8147; A61K8/30; A61K8/40; A61K8/41; A61K8/416; A61K8/43; A61Q; A61Q11/00
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
181 words
An oral composition comprising an oral vehicle, at least one nitrogen-containing antibacterial antiplaque agent, whose use has been observed to lead to staining or discoloration of dental surfaces, selected from the group consisting of cationic antibacterial antiplaque agent and long chain amine antibacterial antiplaque agent containing a fatty alkyl group of about 12 to 18 carbon atoms and as an anti-staining additive, present in a molar ratio, relative to said agent, of about 0.2:1 to about 6:1, of at least one water soluble oligomer of the formula ##STR7## wherein M is a water soluble orally acceptable cation; R 1 ,r 2 ,r 3 and R 4 are independently H, methyl or ethyl; Y is at least one hydrophilic member of the group consisting of --COOM 1 , --CONH 2 , and --CH 2 OH; X is at least one hydrophobic member of the group consisting of --CN, --COOR 5 OR, --CONHR, --COONHR 5 COR, and --OOCR; M 1 is H or M; R is C 1-8 alkyl; R 5 is C 1-4 alkylene; a is 0-7; and a+b is about 4-15.
Claim 2
Dependent Claim
181 words
An oral composition comprising an oral vehicle, at least one nitrogen-containing antibacterial antiplaque agent, whose use has been observed to lead to staining or discoloration of dental surfaces, selected from the group consisting of cationic antibacterial antiplaque agent and long chain amine antibacterial antiplaque agent containing a fatty alkyl group of about 12 to 18 carbon atoms and as an anti-staining additive, present in a molar ratio, relative to said agent, of about 0.2:1 to about 6:1, of at least one water soluble oligomer of the formula ##STR7## wherein M is a water soluble orally acceptable cation; R 1 ,r 2 ,r 3 and R 4 are independently H, methyl or ethyl; Y is at least one hydrophilic member of the group consisting of --COOM 1 , --CONH 2 , and --CH 2 OH; X is at least one hydrophobic member of the group consisting of --CN, --COOR 5 OR, --CONHR, --COONHR 5 COR, and --OOCR; M 1 is H or M; R is C 1-8 alkyl; R 5 is C 1-4 alkylene; a is 0-7; and a+b is about 4-15.
Claim 3
Dependent Claim
49 words
The oral composition of claim 1 wherein said antibacterial antiplaque agent is present in an amount to provide about 0.001 to about 15% by weight based on the free base form of said agent and said oligomer is present in amount of about 0.01 to about 10% by weight.
Claim 4
Dependent Claim
30 words
The oral composition of claim 2 wherein said antibacterial antiplaque agent is present in an amount of about 0.01 to about 5% by weight, based on its free base form.
Claim 5
Dependent Claim
15 words
The oral composition of claim 2 wherein said antibacterial antiplaque agent is a substituted guanidine.
Claim 6
Dependent Claim
30 words
The oral composition of claim 4 wherein said antibacterial antiplaque agent is a pharmaceutically acceptable water soluble salt of an agent selected from the group consisting of chlorhexidine and alexidine.
Claim 7
Dependent Claim
20 words
The oral composition of claim 5 wherein said antibacterial antiplaque agent is a pharmaceutically acceptable water soluble salt of chlorhexidine.
Claim 8
Dependent Claim
14 words
The oral composition of claim 2 wherein said antibacterial antiplaque agent is benzethonium chloride.
Claim 9
Dependent Claim
28 words
The oral composition of claim 2 wherein said antibacterial antiplaque agent is a quaternary ammonium compound containing 1 to 2 alkyl groups of 8 to 20 carbon atoms.
Claim 10
Dependent Claim
15 words
The oral composition of claim 8 wherein said antibacterial antiplaque agent is cetyl pyridinium chloride.
Claim 11
Dependent Claim
42 words
The oral composition of claim 1 wherein, in said formula, a is zero, a+b is about 10, Y is --COOM 1 , R 1 , R 2 , R 3 and R 4 are H, and M and M 1 are sodium.
Claim 12
Dependent Claim
26 words
The oral composition of claim 1 wherein said vehicle is an aqueous-alcohol and said composition is a mouthwash of pH of about 4.5 to about 9.
Claim 13
Dependent Claim
39 words
The oral composition of claim 1 wherein said vehicle comprises a liquid vehicle and a gelling agent and a dentally acceptable polishing material is present and said composition is a toothpaste of pH of about 4.5 to about 9.
Claim 14
Dependent Claim
23 words
The mouthwash composition of claim 11 containing about 0.01 to about 5.0% by weight, based on its free base form, of benzethonium chloride.
Claim 15
Dependent Claim
28 words
The mouthwash composition of claim 11 containing about 0.01 to about 5% by weight, based on its free base form, of a water-soluble pharmaceutically acceptable salt of chlorhexidine.
Claim 16
Dependent Claim
33 words
A method of preparing an oral composition as defined in claim 1 wherein said oligomer is added to the remaining components of said composition after said components have been contacted with each other.
Claim 17
Dependent Claim
24 words
A method of improving oral hygiene comprising applying to the oral cavity an effective amount of an oral composition as defined in claim 1.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1981-08-28 | 1982-02-27 | 1982-08-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1985-08-28 | 1986-02-27 | 1986-08-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1989-08-28 | 1990-02-27 | 1990-08-29 | $7700.00 | Window Closed / Lapsed |