AU618275B2 - Hair tonic - Google Patents

Description

d"TQljar COMMONWEALTH OF AUSTRALIA PATENTS ACT 1952 COMPEE SPECIFICATION NAME ADDRESS OF APPLICANT: Shiseido Company Ltd.

7-5-5 Ginza, Chuo-ku Tokyo Japan NAME(S) OF INVENTOR(S): Keiichi UCHIKAWA Kiyoshi MIYAZAWA Jotaro NAKANISHI Akihiro ISHINO ADDRESS FOR SERVICE: DAVIES COLLISON Patent Attorneys 1 Little Collins Street, Melbourne, 3000.

COMPLETE SPECIFICATION FOR THE INVENTION ENTITLED: Hair revitalizing tonic The following statement is a full description of this invention, including the best method of performing it known to me/us:i:L

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la TECHNICAL FIELD This invention relates to a hair revitalizing tonic having an excellent hair loss preventive effect and hair revitalizing effect.

BACKGROUND ART In the prior art, the causes of hair loss from the head are considered to be an activation of male hormones at organs such as hair roots, and of the sebum gland, an insufficient circulation of blood to hair follicles an abnormal and excessive secretion of sebum, and the formation of peroxides, among others.

Accordingly, compounds having the action of removing or alleviating the above-mentioned causes are usually formulated in the hair revitalizing tonics of the prior art.

For example, vitamins such as vitamin E, vasodilators such as Swertia japonica extract, antiinflammatory agents such as hinokitiol, female hormone agents such as estradiol, and skin function promotors such as cepharanthine are formulated for a prophylaxis and therapy of alopecia.

Nevertheless, the mechanism of hair loss and hair generation is complex, and a satisfactory hair loss prevention and hair revitalizing effect can be obtained only by inhibiting the activation of male hormones or increasing the circulation of blood to hair follicles, according to the hair revitalizing tonics of the prior art.

DISCLOSURE OF THE INVENTION Accordingly, an object of the present invention is to solve the above problems of the prior art and provide a hair revitalizing tonic having an excellent hair loss prevention effect and hair revitalization effect.

i._ -2- Other objects and advantages of the present invention will be apparent from the following description.

More specifically, according to the present invention, there is provided a hair revitalizing tonic having an alcohol carrier with an amine oxide formulated therein.

The present invention is now described in detail.

The amine oxide to be used in the hair revitalizing tonic of the present invention may include the following compounds: an amine oxide such as dimethylalkylamine oxide or dimethyl-alkenylamine oxide represented by the following formula 3 kny group;" CH S* R N 0 (A)

CH

3 wherein R represents a straight or branched, i saturated or unsaturated hydrocarbon group having 8 to 24 carbon atoms, preferably an alkyl group or an alkenyl group; an amine oxide such as methyldialkylamine oxide or methyl-dialkenylamine oxide represented by the following formula

I

R

2 N O

(B)

CH

wherein R 1 and R each represent a straight or branched, saturated or unsaturated hydrocarbon group having 6 to 18 carbon atoms, preferably an alkyl or alkenyl group; 91 '01,immdat.22,a:\20824shLres,2 v Oy y l i r 3 an amine oxide such as dihydroxyethylalkylamine oxide or dihydroxyethylalkenylamine oxide represented by the following formula

CH

2

CH

2

OH

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R N 0 (C)

CH

2 CH2OH wherein R represents a straight or branched, saturated or unsaturated hydrocarbon group having 8 to 24 carbon atoms, preferably an alkyl or alkenyl group; an amine oxide such as dimethylalkylpolyoxyethyleneamine oxide or dimethylalkenylpolyoxyethyleneamine oxide represented by the following formula

CH

3 R k OCH 2

CH

2 n N O (D)

CH

3 wherein R represents a straight or branched, saturated or unsaturated hydrocarbon group having 8 to 24 carbon atoms, preferably an alkyl group or an alkenyl group, and n is an integer of 1 to In the present invention, these amine oxides can be used alone or as any desired mixture of two or more thereof.

In the present invention, the amount of the above amine oxide formulated may be from 0.0001 to 20% by weight of the total amount of the hair revitalizing tonic of the present invention. If the amount formulated is less than 0.0001% by weight, a satisfactory revitalizing effect cannot be obtained, and an amount in excess of 20% by weight is not preferable from the aspect of preparation and/or skin irritation. The hair revitalizing tonic according to the present invention is not intended to be used for washing the foaming during application can be a harmful factor, and therefore, a more preferable amount is 0.05 to 5% by weight.

H t^ i -4- As used in this specification hair revitalizing includes the prevention of hair depilation, acceleration of hair growth and decreasing the resting stage ratio of hair roots. As such it can be contrasted with other hair operations such as washing, conditioning or the prevention of dandruff or itchy scalp.

The alcohol carrier is preferably present in an amount of at least 50 weight percent relative to the total weight of the composition. Isopropyl alcohol and benzyl alcohol are appropriate for use in the invention.

Ethanol is a preferred alcohol. In addition to the alcohol carrier the composition may comprise water i.e. a water-alcohol mixture system 20 to 99% by weight of an alcohol, the balance being water), an alcohol-oil component mixture system (0.2 to 80% of an oil component, the balance being alcohol), a wateralcohol-oil mixture system (20 to 99% by weight of alcohol, 0.01 to 10% by weight of a surfactant, the balance being water), and a water-alcohol-oil componentsurfactant mixture system (20 to 99% by weight of an i alcohol, 0.2 to 80% by weight of an oil component, 0.01 to 10% by weight of surfactant, the balance being water). As the above oil component and the surfactant, any of those generally used in hair revitalizing tonics or cosmetics of the prior art can be used.

S. In the hair revitalizing tonic according to the present invention, in addition to the above essential components, general purpose components ordinarily used in hair revitalizing tonics can be formulated, within a range which does not impair the effect of the present invention, including vitamins such as vitamin B 6 vitamin E and derivatives thereof, and biotin; hair generating agents or hair generating aids such as pantothenic acid and derivatives thereof, glycylrrhetic acid and derivatives thereof, nicotinic acid esters such as benzyl nicotinate, cyclosporins, capronium chloride, cepharanthine, oxendolone diazoxide, minoxidil, and 911001,immdatl22,a:\20824shires,4 \ATT f~~uO/ i a t.r' ethynylestradiol; antibacterial agents such as kinokitiol, hexachlorophen, phenol, benzalkonium chloride, cetylpyridinium chloride, undecylenic acid, trichloro carbanilide, and bithionol; refrigerants such as menthol; drugs such as salicylic acid, zinc and derivates, thereof, and lactic acid and alkyl esters thereof; organic acids such as citric acid; amino acids such as arginine; oil components such as olive oil, squalane, fluid paraffin, isopropyl myristate, higher fatty acids, and higher alcohols; polyhydric alcohols such as glycerine and propylene glycol; nonionic surfactants; anionic surfactants; cationic surfactants; perfumes; antioxidants; UV-ray absorbers; dyes; water; humectants; and thickeners and the like.

The hair revitalizing tonic of the present invention can be in any preparation form, provided that it can be applied to the outer skin, such as a liquid, an emulsion, an ointment, a cream, a gel, or a spray, and can be used in such forms as a tonic, a conditioner, or a scalp treatment.

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.9 9, 9999 9 999 9 9.~f 9*99 c: 9999F~s 911001,immdatL122a:\20824shires,5 i:; il t sr <1 I I -6- EFFECT OF THE INVENTION The hair revitalizing tonic containing an amine oxide according to the present invention has an excellent hair loss prevention and hair revitalizing effect.

EXAMPLES

The present invention is described in more detail w 0.

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91100 ljnundat 122,a- \20824shLres,6 7 below by referring to Examples, which in no way limit the present invention. In the following Examples, the formulation amounts are by by weight, and the effect testing methods and evaluation methods used in the Examples are as described below.

Hair Loss Prevention Effect Test This effect was judged by the determining the change in the number of hairs lost during hair washing, before and after using the sample. Eight persons were tested as a group for each of Examples 1 to 4 and for Comparative example 1, and 4 persons were tested as a group for each of Examples 5 to 10. The test period was 6 months, in which the sample was not used for the first 2 months, and was used during the last 4 months.

During the period in which the sample was used, the sample was applied to the scalp twice a day, in an amount of 2 to 4 ml for each application. During the test period, the hair loss was determined by washing the hair every other day, and counting the total number of hairs lost each week. The number of hairs lost during each period is given by summarizing the data of the number of hairs lost during the 2 months for which the sample was not applied, multiplied by 8 to obtain a total, and the data of the number of hairs lost during the last 2 months of the 4 months during which the sample was applied, multiplied by 8 to obtain a total, in terms of the hair loss average value a standard deviation. The judgement of the effect was represented as follows, based on the difference in average values obtained in the respective periods.

remarkable effect observed with number of hair lost being reduced by 70 or more; considerable effect observed with number of hairs lost being reduced by 40 or more; slight effect observed with number of hairs lost being reduced by 10 more;

A:

-8- Sno effect observed with number of hairs lost being reduced by less than Hair Revitalizing Effect Test To determine the hair revitalizing effect of the hair revitalizing tonic of the present invention, the trichogram test was carried out. Five persons were tested as a group for each of Examples 1 to 4 and for Comparative example 1, and four persons were tested as a group foz 'ach of Examples 5 to 10. The sample was applied for 3 months, during which period the sample was applied to the scalp twice a day, in an amount of 2 to 4 ml for each application. Immediately before application and immediately after application for 3 months, 50 hairs were removed from the pariretal region of the scalp, the hair roots of the removed hair were observed under a microscope, and the root resting period ratio was calculated from the form of the hair roots. The hair revitalizing effect of each sample was based on a comparison of the increase or decrease in the resting period ratio before and after application of the sample.

Four persons were tested as a group for each of t Examples and Comparative examples. The sample was applied for 3 nmonths, during which period the ir was washed once per day with the same shampoo not having a drug added thereto, and the test sam was applied to the scalp twice per day, in an a unt of 2 to 4 ml for each application. On comple on of the test period, the dandruff on the head wa /collected by an aspirating device from the pe sns tested, and the amount of protein in the andruff was measured.

Also n completion of the test period, itching of the s aps of the persons tested was examined, and the exnt of the itching was represented according to the following scores.

SALtrng ith A/t, I I 9 Cnm~ itrh Slight itch lih No itch 0 Examples 1 10 and Comparative Example 1 The formulations of Examples 1 10 and Comparative Example 1 are shown in Tables 1 and 2, the results of the hair loss prevention effect test of Examples 1 and Comarative Example 1 are shown in Tables 3 to 5, the results of the hair revitalizing effect test of Examples 1 10 and Comparative Example 1 are shown in Tables 6 and 7, and the results of the dandruff and itchy scalp prevention effect test of Examples, 1, 8, 9, and Comparative Example 1 are shown in Table 8.

Table 1 Example Comparative Component Example 1 2 3 4 Dimethyllaurylamine oxide 0.2 Methyldioctylamine oxide 0.008 Dihydroxyethylstearylamine 0.05 oxide Lauryl PEO (3 mole addition) dimethylamine oxide Ethanol 75.0 75.0 75.0 75.0 75.0 Purified water bal- bal- bal- bal- balance ance ance ance ance I -r r

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10 Table 2 Example Component 5 6 7 8 9 Dimethyllaurylamine oxide 0.2 0.2 Dimethyloleylamine oxide 1.0 0.2 Dimethylisostearylamine 0.3 oxide Decylmethyloctylamine 0.5 oxide Sodium lauryl sulfate 0.06 Coconut oil fatty acid 0.1 methyltaurid sodium Monosodium N-lauroylgluta- 0.14 mate Ethanol 75.0 75.0 75.0 75.0 75.0 75.0 Purified water bal- bal- bal- bal- bal- balance ance ance ance ance ance unsaturated hydrocarbon group having 8 to 24 carbon atoms, R 1 and R 2 each independently represent a straight r I i I 11 Table 3 Number of hairs lost Group No. of person No appli-Jugmn tested cation ApplicationJdemn period period Example 1 1 289 45 233 55 2 500 +54 378 +70 3 220 +41 217 +22 4 473 54 391 62 351 +21 289 +33 6 255 +52 224 +39+ 7 117 +36 113 +32 8 357 +53 302 +49 Example 2 1 355 +38 246 +50 2 433 +40 382 +35 3 458 +56 402 +46 4 313 34 332 375 +65 347 +62+ 6 122 +15 126 +14 7 497 +75 476 +82+ 8 231 +42 188 +33 Example 3 1 258 41 252 38 2 433 +41 350 +62 3 501 +53 455 +47 4 161 +57 120 +42 145 +22 138 +26 6 476 +76 365 +52 7 512 +43 363 +77 8 223 +22 195 +24 r

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I I I 12 Table 4 Number of hairs lost No. of person Group No son No appli- Judgement tested cation Application period period period Example 4 1 126 12 128 2 468 42 342 54 3 313 41 302 48 4 500 56 407 62 309 51 268 45 6 254 42 241 38 7 497 32 415 39 8 186 21 163 26 Comparative 1 421 69 433 64 Example 1 2 423 36 417 42 3 346 45 334 50 4 113 21 121 18 277 69 250 53 6 189 21 198 23 7 290 36 291 43 8 567 77 531 83 13 Table Number of hairs lost No. of person Apiao Group No appli- Judgement tested cApplication cation period period Example 5 1 482 55 378 70 2 501 54 366 45 3 186 52 143 22 4 357 53 229 36 Example 6 1 443 41 323 40 2 313 34 299 23 3 122 15 126 14 4 259 52 188 33 Example 7 1 443 41 360 62 2 261 57 220 42 3 478 76 367 62 4 223 18 196 20 Example 8 1 123 11 122 13 2 463 54 371 62 3 155 22 124 29 4 357 53 251 26 Example 9 1 333 31 282 25 2 313 34 262 29 3 122 15 111 14 4 231 42 148 23 Example 10 1 322 31 241 32 2 161 57 155 42 3 555 45 412 52 4 213 22 195 23 p' 1* 4 14 Table 6 Hair root resting ratio

(Z)

No. of person Group No. of person Immediately Judgement tested After before application application application Example 1 1 24.2 21.0 2 42.0 29.6 3 12.0 12.7 4 35.7 14.1 33.4 25.2 Example 2 1 36.1 36.9 2 41.8 27.2 3 33.9 29.8 4 21.1 18.2 25.3 14.0 Example 3 1 17.1 15.3 2 40.1 31.0 3 19.8 16.9 4 36.9 25.3 28.6 21.2 Example 4 1 22.9 20.8 2 38.8 31.1 3 43.8 27.2 4 25.3 20.1 14.2 15.0 Comparative 1 43.2 41.8 Example 1 2 14.0 15.7 3 21.2 21.1 4 32.9 27.3 38.0 40.6 remarkable effect, weak effect, no effect)

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fI I 15 Table 7 Hair root resting ratio

(Z)

Group No. of person Immediately Judgement tested befoAfter before application application application Example 5 1 25.1 19.2 2 16.2 13.6 3 12.0 12.5 4 28.6 11.1 Example 6 1 32.1 29.1 2 29.3 20.1 3 18.3 15.5 4 20.9 11.2 Example 7 1 25.3 14.6 2 40.9 30.0 3 18.8 17.0 4 32.6 24.6 Example 8 1 22.0 19.6 2 44.0 30.1 3 28.3 20.7 4 25.3 19.9 Example 9 1 17.0 15.1 2 40.1 32.0 3 24.3 18.9 4 35.9 29.9 Example 10 1 22.2 19.4 2 37.8 30.1 3 44.8 26.2 4 15.2 14.9 remarkable effect, weak effect, no effect) 0 1 91 'll,immdat122,a:\20824shires,2 an amine oxide formulated therein were found to have an excellent hair loss prevention effect and hair revitalizing effect.

Example 11 A lotion comprising the following composition was prepared.

Ethanol 50.0 Dimethyllaurylamine oxide 0.2 Sodium lauryl sulfate 0.06 Hardened castor oil ethylene oxide (40 mole) adduct Purified water Balance Perfume and dye q.s.

(Preparation methods) In 95% ethanol were dissolved hardened castor oil ethylene oxide (40 mol) adduct, and a perfume, and then purified water was added followed by an addition of dimethyllaurylamine oxide, sodium lauryl sulfate, and a dye, and the mixture was dissolved while stirring to "I obtain a transparent liquid lotion.

Example 12 A lotion comprising the following composition was prepared.

p 95% Ethanol 90.0 Lauroyl POE (3 mole addition) dimethylamine oxide Sodium lauryl sulfate Hardened castor oil ethylene oxide (40 mole) adduct Purified water Balance Perfume and dye q.s.

(Preparation methods) S91 001 imda122,a: \20824si.res,16 Lauoy P ol adtin ri- .7 7~ i: i i 1 M 17- In 95% ethanol were dissolved hardened castor oil ethylene oxide (40 mole) adduct, and a perfume, and then purified water was added followed by an addition of lauryl POE (3 mole addition) dimethylamine oxide, sodium lauryl sulfate, and a dye, and the mixture was dissolved while stirring to obtain a transparent liquid lotion.

Examples 11 and 12 were found to have an excellent hair loss prevention effect and hair revitalizing tonic effect. Also, Examples 11 and 12 further had an excellent dandruff and itchy scalp prevention effect.

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Claims (5)

1. A hair revitalizing (as hereinbefore defined) composition comprising 0.0001 to 20% by weight of an amine oxide selected from the group consisting of and respectively: CH 3 CH 3 R 1 2 R N 0 CH 3 CH 2 CH 2 OH R N 0 CH2CH2OH CH 3 R OCH 2 CH 2 n N 0 CH 3 (D) wherein R represents a straight or branched, saturated or unsaturated hydrocarbon group having 8 to 24 carbon atoms, R 1 and R 2 each independently represent a straight or branched, saturated or unsaturated hydrocarbon group having 6 to 18 carbon atoms, and n is an integer of 1 to and at least 50% by weight relative to the total weight of the composition of an alcohol carrier therefor.

2. A hair revitalization (as hereinbefore defined) composition substantially as hereinbefore described with reference to the accompanying Examples. s" r v~ 911009,immdal22,a:\2824shi.res,18 -e I:i +I 1 91 1001jrmndat1A2a:\20824shires,6 cr I 19

3. A method for revitalizing (as hereinbefore defined) hair comprising the administration of an effective amount of the composition defined in any preceding claim. DATED this 9th day of October, 1991. SHISEIDO COMPANY LTD. By Its Patent Attorneys DAVIES COLLISON 91 1009,immciat 122,a: \2OS24shL res, 19 INTERNATIONAL SEARCH REPORT International Application No PCT/JP88/00739 I. CLASSIFICATION OF SUBJECT MATTER (If several ciassificatlon symbols apply, indicate all) 6 According to International Patent Classification (IPC) or to both National Classification and IPC Int.C1 4 A61K7/06 II. FIELDS SEARCHED Minimum Documentation Searched Classification System Classification Symbols IPC A61K7/06 Documentation Searched other than Minimum Documentation to the Extent that such Documents are Included In the Fields Searched a III. DOCUMENTS CONSIDERED TO BE RELEVANT 9 Category Citation of Document, 1 with Indication, where appropriate, of the relevant passages 12 Relevant to Claim No. 13 X JP, A, 61-37717 (Revlon Inc.) 1-8 22 February 1986 (22. 02. 86) Claim EP, A, 168719 A JP, A, 60-25910 (Revlon Inc.) 1-8 8 February 1985 (08. 02. Claim EP, A, 133905 A JP, A, 54-49335 Hoffmann-La Roche 1-8 Co., A.G.) 18 April 1979 (18. 04. 79) Claim EP, A, 1079 US, A, 4210654 DE, A, 2748463 SSpecial categories of cited documents: 1o later document published after the international filing date or document defining the general state of the art which Is not priority date and not n conflict withthe application but cited t considered to be of particular relevance understand the principle or theory underlying the invention eadler document but published on or after the International document of particular relevance: the claimed invention cannot be considered novel or cannot be considered to involve an iling dae nventive step document which may throw doubts on priority claim(s or document of particular relevance; the claimed invention cannot which Is cited to establish the publication date of another b onet inl an inventi n c n citation or other special reason (as specified) be considered to involve an inventive step when the document Is combined with one or more other such documents, such document referring to an oral disclosure, use, exhibition or combination being obvious to a person skilled In the art other means document member of the same patent family document published prior to the international filing date but later than the priority date claimed IV. CERTIFICATION Date of the Actual Completion of the International Search Date of Mailing of this International Search Report September 28, 1988 (28. 09. 88) October 11, 1988 (11. 10. 88) International Searching Authority Signature of Authorized Officer Japanese Patent Office Form PCT/ISA/210 (second sheet) (January 1985) I I .1 I I I I In; U III I I-I L 4 igmlim-gPCT/JP 8 8 00 73 9 19 PC) Int. CL'" A6 1 K7/0 6 HI. I PC A61K7/0 6 t~ 0). IlLWO 2 2. 2M. 1 98 6 (22. 0 2. 86) *ORW*oJ9&EP, A. 168719 A JP, A, 60-25910(V:'/~ 1-8

8. 2,M. 19 8 5( 08. 0 2. OP0*19 EP, A, 1 33 90 A J ,A -49 7 7- 1-8 IV a V v-A e 7 7 t 1 8. 01. 1 979 18. 0 4. 79) *rrMOD~l&EP. A, 1079 &US, A, 4210654&DE, A, 2748463

28. 09. 88 11.10.8 U~PT t 1A21 2) FY- 9) (1981- I 0± ro