US3953590A
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Composition and method for inhibiting perspiration with S-substituted benzothiohydroximic acid and salts thereof
Assignee: Colgate Palmolive Co
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Filing: 1973-03-29
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Granted: 1976-04-27
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Expires: 1993-03-29
Abstract
Abstract A method for inhibiting perspiration comprises applying to a site at which perspiration is normally exuded, an antiperspirant of the formula OR A SALT THEREOF. In preferred compounds, A, B, D, E, and G are hydrogen and R is phenyl, alkyl, hydroxyalkyl, aminoalkyl, alkenyl or oxopyridyl. Also useful are the corresponding hydrohalic acid salts. The compounds are preferably applied to the human axillae as aqueous antiperspirant compositions containing a surface active agent. Some of the S-substituted benzothiohydroximic acids and hydrohalic acid salts are new compounds of especially good antiperspirant activities, e.g., those in which the R group is linear alkyl of 6 to 9 carbon atoms, lower aminoalkyl, lower hydroxyalkyl, 1-oxopyridyl, and the hydrochloric acid salts of the compounds in which R is lower aminoalkyl.
Inventors
- 👤 Miriam Lois Douglass
- 👤 Salvatore Joseph DeSalva
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-06 13:07
CPC Classifications
A; A61; A61Q; A61Q15/00; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/46
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
188 words
A method for inhibiting perspiration which comprises applying to the active sites from which perspiration is excreted one microgram to 0.1 gram of a perspiration-inhibiting S-substituted benzothiohydroximic acid of the formula: ##SPC6## or a hydrohalic acid salt thereof, wherein R is selected from the group consisting of phenyl, C 1 -C 9 alkyl, C 1 -C 9 hydroxyalkyl, C 1 -C 9 aminoalkyl, C 1 -C 9 alkenyl, oxopyridyl, and substituted derivatives thereof, wherein the substituents on R are limited to three in number and are selected from the group consisting of C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 amino-alkyl, halogen, nitro, hydroxy, amino and carboxyl and A, B, D, E and G are individually selected from the group consisting of hydrogen, C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aminoalkyl, halogen, nitro, hydroxy, amino, and carboxyl, with the requirement that at least two of A, B, D, E and G are hydrogen.
Claim 2
Independent Claim
188 words
A method for inhibiting perspiration which comprises applying to the active sites from which perspiration is excreted one microgram to 0.1 gram of a perspiration-inhibiting S-substituted benzothiohydroximic acid of the formula: ##SPC6## or a hydrohalic acid salt thereof, wherein R is selected from the group consisting of phenyl, C 1 -C 9 alkyl, C 1 -C 9 hydroxyalkyl, C 1 -C 9 aminoalkyl, C 1 -C 9 alkenyl, oxopyridyl, and substituted derivatives thereof, wherein the substituents on R are limited to three in number and are selected from the group consisting of C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 amino-alkyl, halogen, nitro, hydroxy, amino and carboxyl and A, B, D, E and G are individually selected from the group consisting of hydrogen, C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aminoalkyl, halogen, nitro, hydroxy, amino, and carboxyl, with the requirement that at least two of A, B, D, E and G are hydrogen.
Claim 3
Dependent Claim
26 words
A method according to claim 1 wherein R is either monosubstituted or unsubstituted and at least four of A, B, D, E and G are hydrogens.
Claim 4
Dependent Claim
33 words
A method according to claim 2 wherein R is unsubstituted, the alkyl and alkenyl groups are of 6 to 9 carbon atoms, and each of A, B, D, E and G is hydrogen.
Claim 5
Dependent Claim
38 words
A method according to claim 1 wherein an effective perspiration-inhibiting quantity of the S-substituted benzothiohydroximic acid or salt thereof is employed, within the range of 1 microgram to 0.1 gram, in water and application is to human axillae.
Claim 6
Dependent Claim
38 words
A method according to claim 3 wherein an effective perspiration-inhibiting quantity of the S-substituted benzothiohydroximic acid or salt thereof is employed, within the range of 1 microgram to 0.1 gram, in water and application is to human axillae.
Claim 7
Dependent Claim
14 words
A method according to claim 5 wherein the perspiration-inhibiting compound applied is S-phenylbenzothiohydroximic acid.
Claim 8
Dependent Claim
14 words
A method according to claim 5 wherein the perspiration-inhibiting compound applied is S-[2-(1-oxopyridyl)]benzothiohydroximic acid.
Claim 9
Dependent Claim
14 words
A method according to claim 5 wherein the perspiration-inhibiting compound applied is S-n-hexylbenzothiohydroximic acid.
Claim 10
Dependent Claim
14 words
A method according to claim 5 wherein the perspiration-inhibiting compound applied is S-(2-hydroxyethyl)benzothiohydroximic acid.
Claim 11
Dependent Claim
15 words
A method according to claim 5 wherein the perspiration-inhibiting compound applied is S-(2-aminoethyl)benzothiohydroximic acid hydrochloride.
Claim 12
Dependent Claim
221 words
An antiperspirant composition which comprises from about 0.0001 to 0.5% of a perspiration-inhibiting S-substituted benzothiohydroximic acid of the formula: ##SPC7## or a hydrohalic acid salt thereof, wherein R is selected from the group consisting of phenyl, C 1 -C 9 alkyl, C 1 -C 9 hydroxyalkyl, C 1 -C 9 aminoalkyl, C 1 -C 9 alkenyl, oxopyridyl, and substituted derivatives thereof, wherein the substituents on R are limited to three in number and are selected from the group consisting of C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 aminoalkyl, halogen, nitro, hydroxy, amino and carboxyl and A, B, D, E and G are individually selected from the group consisting of hydrogen, C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aminoalkyl, halogen, nitro, hydroxy, amino, and carboxyl, with the requirement that at least two of A, B, D, E and G are hydrogen, from about 0.5 to 50% of a surface active agent selected from the group consisting of nonionic, anionic, cationic and amphoteric surface active compounds, and from about 10% to essentially 100% of a member selected from the group consisting of water, alcohol and water-alcohol mixtures.
Claim 13
Dependent Claim
221 words
An antiperspirant composition which comprises from about 0.0001 to 0.5% of a perspiration-inhibiting S-substituted benzothiohydroximic acid of the formula: ##SPC7## or a hydrohalic acid salt thereof, wherein R is selected from the group consisting of phenyl, C 1 -C 9 alkyl, C 1 -C 9 hydroxyalkyl, C 1 -C 9 aminoalkyl, C 1 -C 9 alkenyl, oxopyridyl, and substituted derivatives thereof, wherein the substituents on R are limited to three in number and are selected from the group consisting of C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 aminoalkyl, halogen, nitro, hydroxy, amino and carboxyl and A, B, D, E and G are individually selected from the group consisting of hydrogen, C 1 -C 7 alkyl, C 1 -C 7 alkoxy, C 1 -C 7 aliphatic carboxylic, C 1 -C 7 hydroxyalkyl, C 1 -C 7 aminoalkyl, halogen, nitro, hydroxy, amino, and carboxyl, with the requirement that at least two of A, B, D, E and G are hydrogen, from about 0.5 to 50% of a surface active agent selected from the group consisting of nonionic, anionic, cationic and amphoteric surface active compounds, and from about 10% to essentially 100% of a member selected from the group consisting of water, alcohol and water-alcohol mixtures.
Claim 14
Dependent Claim
32 words
A composition according to claim 11 in which A, B. D, E and G are each hydrogen, the alkyls of R are of 6 to 9 carbon atoms, and R is unsubstituted.
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) | 1979-04-27 | 1979-10-27 | 1980-04-27 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1983-04-27 | 1983-10-27 | 1984-04-27 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1987-04-27 | 1987-10-27 | 1988-04-27 | $7700.00 | Window Closed / Lapsed |