US3803323A - Isothiouronium salts for reducing the excessively oily appearance of the hair and scalp - Google Patents
Isothiouronium salts for reducing the excessively oily appearance of the hair and scalp Download PDFInfo
- Publication number
- US3803323A US3803323A US00061834A US6183470A US3803323A US 3803323 A US3803323 A US 3803323A US 00061834 A US00061834 A US 00061834A US 6183470 A US6183470 A US 6183470A US 3803323 A US3803323 A US 3803323A
- Authority
- US
- United States
- Prior art keywords
- hair
- scalp
- composition
- appearance
- reducing
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/04—Preparations for permanent waving or straightening the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/10—Preparations for permanently dyeing the hair
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/02—Resin hair settings
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S424/00—Drug, bio-affecting and body treating compositions
- Y10S424/04—Dandruff
Definitions
- a cosmetic composition for reducing a disagreeable excessive oily and greasy appearance of the hair and scalp includes as an active ingredient in a cosmetic carrier or vehicle, at least one compound having the formula wherein X is chlorine or bromine and n is 2-3.
- This invention relates to a cosmetic composition for improving the condition and appearance of the hair and scalp. More particularly, the present invention is concerned with a composition which minimizes or reduces excessive exudation of natural oils by the scalp, which oils can impart a disagreeable excessive oily appearance to the hair and scalp.
- the present invention also relates to a method and composition for treating the hair and scalp with a cosmetic composition containing as an active ingredient an aminoalkyliosthiouronium salt.
- the cosmetic composition of this invention substantially reduces or minimizes this disagreeable appearance when applied to the hair and scalp, which in turn remain free from said disagreeable appearance for substantially longer periods of time than the hair and scalp when not treated with the composition of this invention. Without being bound by any particular theory, it is believed that the composition of this invention normalizes the secretion of the sebaceous glands and thereby substantially reduces the oily or greasy appearance of the hair and scalp.
- the novel cosmetic composition of this invention contains, as the active ingredient, at least one compound having the formula wherein X is a member selected from the gorup consisting of chlorine and bromine and n is an integer of 2-3, and the tautomeric forms thereof.
- Such compounds are the chloride of B-aminoethylisothiouronium hydrochloride having the formula c-s-om-om-zvm 201-, Hill? 3,803,323 Patented Apr. 9, 1974 the bromide of B-aminoethylisothiouronium hydrobromide having the formula the chloride of 'y-aminopropylisothiouronium hydrochloride having the formula
- the active compound can be present in the cosmetic composition in amounts ranging from 0.5 to 5% and, preferably, from 1.5 to 2.5% by weight of the total composition, the remainder of the composition being a suitable cosmetic carrier or vehicle customarily employed in formulations for application to the hair and scalp.
- the pH of the cosmetic composition according to the present invention generally ranges between 3 and 8.
- the amidinium group attached to the sulfur atom is very labile and that it can be cut off or exchanged between the sulfur and NH group by the action of a base at regular temperature.
- the compound when the pH of the cosmetic composition is between 7 and 8, the compound can be a w-mercaptoalkylguanidine salt having the formula:
- the applicants have found that the activity of the isothiouronium salts and the w-Inercaptoalkylguanidine salts compare favorably in minimizing or reducing excessive exudation of natural oils by the scalp and thereby both are effective in improving the appearance of the hair and scalp.
- the cosmetic vehicle or carrier containing the active ingredient for reducing or minimizing the oily appearance of the hair and scalp can be a material that is conventionally applied to the hair and scalp.
- the cosmetic vehicle can be water, an aqueous lower alkanol solution, a detergent composition to provide a shampoo, a hair waving neutralization formulation, a hair dye composition, a hair dye-shampoo composition or the like.
- the novel composition of the present invention can also be in the form of a cream or gel.
- the base lotion when the active ingredient of the present invention is employed in a hair lotion composition, the base lotion, as the vehicle, can be water containing usual cosmetic adjuvants such as a perfume, or it can be an aqueous lower alkanol solution wherein the alkanol is, preferably, ethanol or isopropanol, usually present in a concentration of 20 to
- the composition can contain about 5 to 60% detergent in an aqueous medium.
- the detergent can be anionic, amphoteric, cationic, or nonionic.
- Anionic detergents include both the soap and non-soap detergents.
- suitable soaps are the sodium, potassium, ammonium and alkanol ammonium salts of higher fatty acids (Cg-C20).
- anionic nonsoap detergents are alkyl glyceryl ether sulfonates, alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkyl monoglyceride sulfates or sulfonates, alkyl polyethoxy ether sulfates, alkanolamide sulfonates, alkanolamide sulfates, alkyl monosulfosuccinates, acyl sarcosinates, acyl esters of isethionates, acyl N-methyl taurines, alkyl benzene sulfonates and alkyl phenol polyethoxy sulfonates.
- Suitable examples of cationic detergents are dilauryldimethyl ammonium chloride, diisobutyl phenoxy ethoxy ethyl dimethylbenzyl ammonium chloride, cetyl trimethyl ammonium bromide, N-cetyl pyridinium bromide and benzethonium chloride, lauryl benzyl trimethyl ammonium bromide or chloride, myristil benzyl trimethyl ammonium bromide or chloride and cetyl benzyl trimethyl ammonium bromide or chloride.
- amphoteric detergents are asparagine derivatives, alkyl dimethyl betaine, alkyl betaamino propionates, wherein the alkyl group contains 20 carbon atoms, basic quaternary ammonium compounds derived from 2-alkyl-substituted imidazoline and compounds responding to the formula in which R is a radical derived from fatty acids of copra and radicals (C to C derived from tallow.
- nonionic detergents are ethylene oxide adducts of fatty alcohols, long chain aliphatic phenols (e.g. octadecyl phenol), long chain mercaptans or long chain amides, such as lauric alcohol oxyethylenated with 12 moles ethylene oxide and C thiols oxyethylenated with 12 moles of ethylene oxide.
- Shampoo formulations can, of course, contain any of the usual shampoo additives such as color, perfume, thickeners, solvents, opacifiers, suds builders, conditioning agents, preservatives, butters and antistatic agents.
- shampoo additives such as color, perfume, thickeners, solvents, opacifiers, suds builders, conditioning agents, preservatives, butters and antistatic agents.
- the dye portion of the composition can be any of those conventionally employed, such as oxidation dyes.
- Representative oxidation dyes include paraphenylene diamine, 2,5-toluene diamine sulfate, chloroparaphenylene diamine sulfate, nitroparaphenylene diamine, 1,2,4-triamino benzene dihydrochloride, paraaminodiphenyl amine, ortho phenylene diamine, 4-chloro ortho phenylene diamine, 4-nitro ortho phenylene diamine, paraaminophenol, 4-amino-2 methy1 phenol sulfate, 4-amino-3methyl phenol, 4amino-2-nitro-phenol, 2,4-diaminophenol hydrochloride, paramethyl aminophenol, sulfate ortho aminophenol, 4-chloro-2-aminophenol, 4 nitro-Z-aminophenol, S-nitro-Z-aminophenol, 4.6
- hair dye compositions can also be employed such as anthraquinone type dyes including for instance 1-hydroxy-2,4-di-(p-trimethylammoniumphenylamino) anthraquinone methosulfate and l-hydroxy-2,4- di(p trimethylammoniumphenylamino) anthraquinone iodide and the like.
- anthraquinone type dyes including for instance 1-hydroxy-2,4-di-(p-trimethylammoniumphenylamino) anthraquinone methosulfate and l-hydroxy-2,4- di(p trimethylammoniumphenylamino) anthraquinone iodide and the like.
- the active ingredient of this invention can also be employed in the neutralizing composition used to fix the hair in a permanent waving operation.
- neutralizers include peroxides, bromates and perborates, with hydrogen peroxide being generally employed.
- the active ingredient defined herein effectively reduces or minimizes a disagreeable oily appearance of the hair and scalp.
- a daily application during 15 to 20 days of about 15 to 20 cm. of the cosmetic composition according to the present invention is suflicient to reduce or minimize the oily appearance of the hair and scalp.
- the active ingredient employed in the cosmetic compositions of this invention can be prepared in accordance with known procedures such as are disclosed by Doherty, Shapira and Burnett, J. Amer. Chem. Soc., 1957, 79, 5667.
- a cosmetic hair and scalp treating composition is made according to the present invention by dissolving:
- EXAMPLE 2 Another hair and scalp cosmetic is made in accordance with this invention by dissolving 1.5 grams of chloride of 1 -aminopropylisothiouronium hydrochloride in 100 cc. of 50% dilute alcohol solution, the alcohol being ethanol.
- This resulting composition is employed as outlined in The hair dressing lotion is applied to the hair and scalp and inhibits or reduces an excessive oily or greasy appearance.
- EXAMPLE 4 A liquid shampoo is made in accordance with the present invention by mixing together the following materials: G.
- EXAMPLE 5 Another liquid shampoo composition is made in accordance with this invention by mixing together the following ingredients:
- a cream shampoo composition is made in accordance with the present invention by mixing together the following materials:
- EXAMPLE 7 A dye-shampoo is made in accordance with the present invention .by combining the following materials:
- a hair-setting dye lotion intended for application to white hair having a greasy appearance is prepared according to the following formula:
- the resulting hair-setting lotion is applied to white hair and imparts thereto a smoky gray glint and clearly improves the initial greasy appearance of the hair which remained free from an excessively greasy appearance for a substantially longer period of time than did the hair without benefitof the above treatment.
- EXAMPLE 9 oxide g 0.8 Ammonia, solution, sufficient for N 0.7 Water, sufiicient for g 100 After contact with the hair for a suitable period of time, i.e. about 10 to 40 minutes, a neutralizing composition originally packaged in two parts is applied thereto.
- the first part of the neutralizing composition contains:
- the second part of the neutralizer is a powder made up of:
- Chloride of p-aminoethylisothiorniurn hydrochloride 5 The powder constituting the second part of the neutralizer is dissolved in the hydrogen peroxide solution and the hair treated in the first stage, after being wound on curlers, is treated with the neutralizer composition for a period of about 15 to 30 minutes.
- a process for treating the hair and scalp to substantially reduce disagreeable oily and greasy appearance thereof comprising applying to the hair and scalp an effective amount to reduce said disagreeable oily and greasy appearance of a cosmetic composition
- a cosmetic composition comprising in a solvent selected from the group consisting of water and an aqueous solution of a lower alkanol selected from the group consisting of ethanol and isopropanol, 0.5-5% by weight of an active compound of the formula wherein X represents a member selected from the group consisting of chlorine and bromine and n is an integer of 2-3 or the tautomeric forms thereof.
- said active compound is selected from the group consisting of the chloride of p-aminoethylisothiouronium hydrochloride, the bromide of fi-aminoethylisothiouronium hydrobromide and the chloride of -aminopropylisothiouronium hydrochloride.
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
LU59254 | 1969-08-08 |
Publications (1)
Publication Number | Publication Date |
---|---|
US3803323A true US3803323A (en) | 1974-04-09 |
Family
ID=19726127
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US00061834A Expired - Lifetime US3803323A (en) | 1969-08-08 | 1970-08-06 | Isothiouronium salts for reducing the excessively oily appearance of the hair and scalp |
Country Status (11)
Country | Link |
---|---|
US (1) | US3803323A (it) |
AT (1) | AT322111B (it) |
BE (1) | BE754560A (it) |
CA (1) | CA965010A (it) |
CH (1) | CH514336A (it) |
FR (1) | FR2057074B1 (it) |
GB (1) | GB1286919A (it) |
IT (1) | IT983073B (it) |
LU (1) | LU59254A1 (it) |
NL (1) | NL7011583A (it) |
SE (1) | SE368336B (it) |
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4073898A (en) * | 1974-12-31 | 1978-02-14 | L'oreal | Composition for reducing the oily appearance of the hair and skin |
ES2130881A1 (es) * | 1994-09-08 | 1999-07-01 | Sogo Pharmacietical Company Li | Agente de ondulacion para permanentes. |
Families Citing this family (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS5846011A (ja) * | 1981-09-14 | 1983-03-17 | Kao Corp | 毛髪処理剤 |
US4822604A (en) * | 1985-05-20 | 1989-04-18 | S. C. Johnson & Son, Inc. | Local treatment of dandruff, seborrheic dermatitis, and psoriasis |
-
0
- BE BE754560D patent/BE754560A/xx unknown
-
1969
- 1969-08-08 LU LU59254D patent/LU59254A1/xx unknown
-
1970
- 1970-08-05 CH CH1181070A patent/CH514336A/fr not_active IP Right Cessation
- 1970-08-05 NL NL7011583A patent/NL7011583A/xx unknown
- 1970-08-06 IT IT69729/70A patent/IT983073B/it active
- 1970-08-06 CA CA090,158A patent/CA965010A/en not_active Expired
- 1970-08-06 US US00061834A patent/US3803323A/en not_active Expired - Lifetime
- 1970-08-06 SE SE10831/70A patent/SE368336B/xx unknown
- 1970-08-07 AT AT722570A patent/AT322111B/de not_active IP Right Cessation
- 1970-08-07 FR FR7029251A patent/FR2057074B1/fr not_active Expired
- 1970-08-07 GB GB38276/70A patent/GB1286919A/en not_active Expired
Cited By (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4073898A (en) * | 1974-12-31 | 1978-02-14 | L'oreal | Composition for reducing the oily appearance of the hair and skin |
ES2130881A1 (es) * | 1994-09-08 | 1999-07-01 | Sogo Pharmacietical Company Li | Agente de ondulacion para permanentes. |
Also Published As
Publication number | Publication date |
---|---|
IT983073B (it) | 1974-10-31 |
BE754560A (it) | 1971-02-08 |
CH514336A (fr) | 1971-10-31 |
LU59254A1 (it) | 1971-06-21 |
CA965010A (en) | 1975-03-25 |
DE2039408A1 (de) | 1971-02-18 |
FR2057074B1 (it) | 1973-11-16 |
FR2057074A1 (it) | 1971-05-07 |
GB1286919A (en) | 1972-08-31 |
DE2039408B2 (de) | 1975-10-23 |
SE368336B (it) | 1974-07-01 |
NL7011583A (it) | 1971-02-10 |
AT322111B (de) | 1975-05-12 |
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