Compositions comprising P-hydroxybenzylamine

Abstract

The present invention relates to the use of p-hydroxybenzylamine or a salt thereof as antimicrobial agent as well as to composition comprising said agent.

Claims

1. A cosmetic composition for topical application comprising: (i) a cosmetically acceptable carrier, (ii) at least one cosmetic agent selected from the group consisting of surfactants, emulsifiers, thickeners, and oils, and (iii) 0.001 to 10 wt.-%, based on the total weight of the composition, of a hydrochloride salt of p-hydroxybenzylamine as an antimicrobial agent.

2. The composition according to claim 1, wherein the antimicrobial agent is present in an amount of 0.005 to 5 wt. %, based on the total weight of the composition.

3. The composition according to claim 1, wherein the antimicrobial agent is present in an amount of 0.01 to 1 wt. %, based on the total weight of the composition.

4. The composition according to claim 1, wherein the composition is a shampoo preparation, a hair conditioner, an O/W emulsion, a W/O emulsion or a gel.

5. The composition according to claim 1, wherein the composition is a topical composition to be applied to human skin, scalp and/or hair.

6. A method of treating scalp, wherein the method comprises contacting the scalp with a rinse-off composition in the form of a shampoo or a conditioner comprising the cosmetic composition according to claim 1, and thereafter rinsing the scalp with water.

Description

(1) The following examples are provided to further illustrate the compositions and effects of the present invention. These examples are illustrative only and are not intended to limit the scope of the invention in any way.

EXAMPLE 1: ANTIMICROBIAL EFFICACY

(2) The antimicrobial activity was assessed by determination of the Minimum Inhibitory Concentration (MIC) using the agar dilution method according to DIN 58 940 at the Labor L+SAG, DBad Bocklet-Grossenbrach.

(3) Culture plates with a diameter of 5.5 cm were prepared with fresh, kept liquid (50 C.) Mueller-Hinton Agar (double concentrated, Merck 1.05437)/aqua purificata comprising p-Hydroxybenzylamine (pHBA) in the concentrations indicated in Table 1 according to standard methods. After solidifying and drying (about 1 h at 36 C.), the culture plates were inoculated with 1 l of a suspension of the respective microorganism with the colony forming unit as outlined in table 1. The inoculated plates were then incubated at 36 C. The MIC's (i.e. the concentrations where still no growth could be observed) were determined after 18 h for E. coli, P. aeruginosa and S. aureus; after 48 h for P. acnes and after 78 h for A. brasiliensis and C. albicans. Per sample two culture plates were prepared. As control incubated and non-incubated cultures were used. The incubated control samples showed and the non-incubated control samples did not show microbial growth.

(4) TABLE-US-00001 TABLE 1 Test series Sample Final concentration in [mg/ml] pHBA 40 26.67 17.78 11.85 7.90 5.27 3.51 2.34 1.56 1.04

(5) The suspensions of the microorganism's No. 1-4 were prepared by homogeneous suspension of 3-5 colonies of the same morphology in physiological NaCl-solution. The suspensions were adjusted such, that the haze corresponded to the Mac Farland standard 1.0 (about 3.0*10.sup.8 KBE*/ml). For the preparation of the suspensions of the microorganisms 5 and 6, the microorganisms have been taken with a sterile swab and diluted in an amount of physiological NaCl solution such, that the haze corresponded to the Mac Farland standard 1.0. Afterwards the suspensions of the microorganisms 1 and 3-6 have been further diluted with physiological NaCl-solution in a ratio of 1:10. The colony count was determined using a spiral plater system (see table 2).

(6) TABLE-US-00002 TABLE 2 Susp. 1 Susp. 2 No Culture KBE*/ml 1 E. coli ATCC 8739 2.4 * 10.sup.7 1.9 * 10.sup.7 2 P. aeruginosa ATCC 9027 2.7 * 10.sup.8 2.1 * 10.sup.8 3 S. aureus ATCC 6538 3.0 * 10.sup.7 1.8 * 10.sup.7 4 P. acnes ATCC 11828 2.3 * 10.sup.7 2.6 * 10.sup.7 5 A. brasiliensis ATCC 16404 2.9 * 10.sup.7 3.0 * 10.sup.7 6 C. albicans ATCC 10231 2.3 * 10.sup.7 2.0 * 10.sup.7 *Colony forming units

(7) The results are presented in the table 3 below. As can be seen, pHBA effectively inhibits the growth of the respective microorganism.

(8) TABLE-US-00003 TABLE 3 MIC's of p-hydroxybenzylamine Compound pHBA Strain MIC [mg/ml] E. coli 5.27 P. acnes 7.90 P. aeruginosa 5.27 S. aureus 5.27 A. brasiliensis 5.27 C. albicans 5.27

EXAMPLE 2: O/W FOUNDATION

(9) TABLE-US-00004 Ingredients INCI wt. % Deionised Water Aqua Ad 100 Glycerin Glycerin 2.00 Triethanolamine Triethanolamine 0.80 Paratexin Methylparaben EP 0.20 Keltrol Xanthan Gum 0.30 p-Hydroxybenzylamine 1.50 Titanium dioxide C.I. 77891 4.57 SunCROMA yellow iron oxide C.I. 77492 0.30 SunCROMA red iron oxide C.I. 77491 0.13 SunCROMA black iron oxide C.I. 77499 0.20 DC 556 Phenyl Trimethicone 3.60 Stearic Acid Stearic Acid 1.4 Cetyl Alcohol Cetyl Alcohol 3.0 Paratexin P Propylparaben EP 0.1

EXAMPLE 3: ALCOHOL FREE FACIAL TONIC

(10) TABLE-US-00005 Ingredients INCI wt. % Polysorbate 20 Polysorbate 20 2.00 ALPAFLOR CALENDULA AO Calendula Officinalis 0.80 Extract, Glycerin, Water ALPAFLOR BUDDLEJA AO Buddleja Davidii 0.80 Extract, Glycerin, Water Arlasilk Phospholipd CDM Sodium Coco PG-Dimonium 0.50 Chloride Phosphate Fragrance Parfum 0.10 Deionised Water Aqua Ad 100 Citric Acid Citric Acid 0.01 p-Hydroxybenzylamine 1.00 Paratexin FRP Ethylparaben, Butylparaben, 0.10 Propylparaben, Isobutylparaben

EXAMPLE 4: W/O CREAM

(11) TABLE-US-00006 Ingredients INCI wt. % Cremophor WO-7 PEG-7 Hydrogenated Castor Oil 2.50 Elfacos ST-9 PEG-45/Dodecyl Glycol Copolymer 2.00 Cirebelle 303 Synthetic Wax 5.00 Cirebelle 109L Synthetic Wax 7.20 Miglyol 818 Caprylic/Capric/Linoleic Triglyceride 5.00 Eutanol G Octyldodecanol 7.50 Cetiol OE Dicaprylyl Ether 9.20 Deionised Water Aqua Ad 100 Glycerin Glycerin 5.00 Propylene Glycol Propylene Glycol 2.00 Euxyl PE 9010 Phenoxyethanol and 0.80 Ethylhexylglycerin p-Hydroxybenzylamine 1.50

EXAMPLE 5: SOOTHING GEL

(12) TABLE-US-00007 Ingredients INCI wt. % Deionised Water Aqua Ad 100 Keltrol CG RD Xanthan Gum 0.50 Sodium Benzoate Sodium Benzoate 0.20 Potassium Sorbate Potassium Sorbate 0.25 ALPAFLOR MARRABIUM Glycerin, Aqua, 3.00 AO Marrubium Vulgare, Sodium Benzoate, Potassium Sorbate p-Hydroxybenzylamine 3.0

EXAMPLE 6: O/W LOTION

(13) TABLE-US-00008 Ingredients INCI wt. % Deionised Water Aqua Ad 100 Menthol Menthol 0.10 Keltrol CG SFT Xanthan Gum 1.25 Ceralution ES Ceteareth-25, Di Sodium Ethylene 2.00 Dicocamide PEG-15 Disulfate Isofal 20 Octyldodecanol 5.00 Paratexin EC5 Benzoic Acid Benzyl Alcohol, 1.00 Dehydroacetic Acid, Sorbic Acid p-Hydroxybenzylamine 1.50

EXAMPLE 7: FACIAL CLEANSING GEL

(14) TABLE-US-00009 Ingredients INCI wt. % Deionised Water Aqua Ad 100 Carbopol AQUA SF-1 Acrylates Copolymer 7.50 Polymer Texapon NSO-BZ Sodium Laureth Sulfate 41.00 Miranol Ultra C 32 Sodium Cocoamphoacetate 5.00 Hostapon CLG Sodium Lauroyl Glutamate 4.50 Jaguar C 162 Hydroxypropyl Guar 1.00 Hydroxypropyltrimonium Chloride p-Hydroxybenzylamine 0.50 Euxyl K 300 Phenoxyethanol & 0.80 Methylparaben & Propylparaben & Ethylparaben & Butylparaben & Isobutylparaben ALPAFLOR MALVA AO Glycerin, Aqua, 2.00 Malva Sylvestris (Mallow) Flower Extract, Potassium Sorbate, Sodium Benzoate Parfum Limette Fragrance q.s. FD&C Yellow 5 CI 19140 0.50 Frescolat Plus Menthyl Lactate, Menthol 0.20 Dehyton AB-30 Coco Betaine 2.00 Rewoderm LI S 80 PEG-200 Hydrogenated Glyceryl 1.00 Palmate & PEG-7 Glyceryl Cocoate Citric Acid Citric Acid q.s.

EXAMPLE 8: LEAVE-ON HAIR AND SCALP CONDITIONER

(15) TABLE-US-00010 Ingredients INCI wt. % Deionised Water Aqua Ad 100 Ethanol DEB 96 Alcohol denat. 30.00 PVP/VA Copolymer PVP/VA Copolymer 2.50 Euxyl K-300 Phenoxyethanol, Methylparaben, 0.80 Butylparaben, Ethylparaben, Propylparaben, Isobutylparaben Protachem HCO-40 PEG-40 Hydrogenated 0.50 Castor Oil Fragrance ADAM Parfum 0.10 Triethanolamine 99% Triethanolamine 0.01 FD & C Yellow No 5 (0.5% CI 19140, Aqua 0.10 Solution) FD & C Blue No 1 (0.5% CI 42090, Aqua 0.10 Solution) p-Hydroxybenzylamine 0.5

EXAMPLE 9: ANTI DANDRUFF SHAMPOO

(16) TABLE-US-00011 INCI Nomenclature wt. % Aqua (water) Ad 100 Ammonium laureth sulfate 10.00 Ammonium lauryl sulfate 5.00 Glycol distearate 1.00 Dimethicone 1.00 Cetyl alcohol 0.50 Cocamide MEA 3.00 p-Hydroxybenzylamine 2.50 ZPT 0.50 Guar hydroxypropyltrimonium chloride 0.20 Hydrogenated polydecene 1.00 Polyquaternium 10 0.30 PEG 7m 0.50 Trimethylpropane tricaprylate/tricaprate 1.00 Preservative q.s. Fragrance 0.30 E 104, E 110, E 132 0.02

EXAMPLE 10: CLEAR ANTI DANDRUFF SHAMPOO WITH PLANT EXTRACTS

(17) TABLE-US-00012 INCI Nomenclature wt. % Aqua (water) Ad 100 Sodium laureth sulfate 10.00 Lauryl glucoside 6.00 Cocamidopropyl betaine, 2.00 Propylene glycol 2.00 Perfume oil 1.25 Sodium citrate 0.25 Sodium benzoate 0.20 Panthenol 1.00 Sodium formate 0.20 Polyquaternium-10 0.20 Hydroxypropyl guar hydroxypropyltrimonium chloride 0.05 p-Hydroxybenzylamine 5.00 PEG-35 castor oil 1.00 Maris sal 1.25 Polysorbate 20 1.00 Tocopheryl acetate 0.20 Prunus armeniaca 0.20 Echinacea purpurea 0.05 Retinyl palmitate 0.05 Tocopherol 0.05 Linoleic acid 0.20 Preservative 1.00 CI77891 0.02

EXAMPLE 11: RINSE-OFF HAIR AND SCALP CONDITIONER

(18) TABLE-US-00013 INCI Nomenclature wt. % Aqua (water) Ad 100 Stearyl alcohol 2.50 Cetyl alcohol 2.50 Behentrimonium chloride 1.30 Dimethicone 2.00 p-Hydroxybenzylamine 1.50 Fragrance 0.50 Butylene glycol 2.00 Methyl parabene 0.30