Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ether doai
Patent
1994-02-15
1996-07-23
Robinson, Allen J.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Ether doai
514730, 514738, A01N 3100, A01N 3114, A61K 3108, A61K 31045
Patent
active
055390013
DESCRIPTION:
BRIEF SUMMARY
This application is a 371 of PCT/EP92/01618 filed Jul. 16, 1992.
FIELD OF THE INVENTION
1. Background of the Invention
This invention relates to antimicrobial mixtures containing antimicrobial diols and aromatic alcohols.
2. Discussion of Related Art
The antimicrobial properties of certain aromatic alcohols, for example benzyl alcohol, have been known for some time (cf. M. A. L. Mackie et al., Pharm. Acta Helv. 61, No. 12, (1986). Long-chain linear 1,2- and 1,3-diols have certain germ-inhibiting properties (cf. Journal of Food Science, Vol. 42 (1977), No. 3, 699-706, DE-OS 22 04 943 and JP 76/91327, Chem. Abstr. 85, 117980r (1976)).
However, the antimicrobial properties of these substances are by no means pronounced, so that the safe preservation of microbially perishable preparations is only possible with unacceptably high concentrations of these substances.
In the field of disinfectants and preservatives, there is a considerable need--for reasons of pollution control, physiological compatibility and economy--for antimicrobial substances and combinations thereof which show adequate antimicrobial activity, even in low in-use concentrations. This applies in particular to the preservation of personal hygiene and body-care preparations. Synergistic combinations of known and physiologically safe active substances are of particular value in this regard.
SUMMARY OF THE INVENTION
It has been found that mixtures containing ##STR1## in which R.sup.1 is hydrogen or a C.sub.1-4 alkyl group and n is an integer of 1 to 6, and : an alkoxymethyl or 2-hydroxyalkoxymethyl group containing 6 to 22 carbon atoms in the alkoxy group and, where x=1, R.sup.2 is hydrogen and R.sup.3 has one of the meanings mentioned above for R.sup.2, 9:1 to 1:9, show surprisingly high antimicrobial activity which cannot be explained by an additive effect of the very low-activity individual components.
Mixtures such as these are the subject of the present invention and may be formulated, for example, as concentrates in a suitable carrier and used for the disinfection of hard surfaces, for the production of disinfectant cleaning preparations or for the preservation of water-based preparations of microbially degradable substances.
DETAILED DESCRIPTION OF THE INVENTION
The mixtures according to the invention are preferably used for the preservation of water-based preparations of microbially degradable substances.
Suitable carriers for the formulation of the mixtures according to the invention are, for example, lower alcohols, such as ethanol and isopropanol, or polyols, such as 1,2-propylene glycol, glycerol or liquid polyethylene glycols and mixtures thereof with one another or with water.
Suitable antimicrobial alcohols corresponding to formula I are, for example, benzyl alcohol, phenyl ethanol, phenyl propanol, phenyl butanol, phenyl pentanol and phenyl hexanol. For cosmetic products, some of the products mentioned above have the advantage of an agreeable odor so that further perfuming is either unnecessary or can be obtained with relatively small quantities of other fragrances. This applies above all to alcohols corresponding to formula I in which n=2 or 3, i.e. phenyl ethanol and phenyl propanol (hydrocinnamic alcohol), which are therefore preferred for use in cosmetics.
Suitable antimicrobial diols corresponding to formula II are, in particular, alkane-1,2-diols containing 8 to 24 carbon atoms (x=0, R.sup.2 =C.sub.6-22 alkyl), alkane-1,3-diols containing 9 to 25 carbon (x=1, R.sup.2 =C.sub.6-22 alkyl, R.sup.3 =H), glycerol monoalkyl ethers (x=1, R.sup.2 =C.sub.6-22 alkoxymethyl, R.sup.3 =H) and glycerol mono-(2-hydroxy)-alkyl ethers (x=1, R.sup.2 =2-hydroxy-C.sub.6-22 -alkoxymethyl, R.sup.3 =H) Other suitable diols are the 2-substituted propane-1,3-diols (x=1, R.sup.2 =H, R.sup.3 =C.sub.6-22 alkyl, C.sub.6-22 2-hydroxyalkyl, C.sub.6-22 alkoxymethyl or C.sub.6-22 2-hydroxyalkoxymethyl). Diols which are suitable as skin-friendly cosmetic oil components and which therefore perform an additional extremely desirable function when used in c
REFERENCES:
patent: 2255916 (1941-09-01), Doelling
patent: 3502594 (1970-03-01), Ahrens
patent: 3652764 (1972-03-01), Lamberti et al.
patent: 4321257 (1982-03-01), Sipos
patent: 5104447 (1992-04-01), Stewart et al.
M. A. L. Mackie et al., Pharm. Acta Helv. 61, Nr. 12 (1986).
Journal of Food Science, vol. 42, (1977) No. 3, S. 699-706.
Jp 76/91327, Chem. Abstr. 85, 117980r (1976) (Nishizawa et al).
R. R. Egan, "Cosmetics and Perfumery" 88, Mar. 1973, pp. 45-50.
Meyer Bernhard
Schneider Werner
Slominski Irina
Stoll Gerhard
Waldmann-Laue Marianne
Henkel Kommanditgesellschaft auf Aktien
Jaeschke Wayne C.
Ortiz Daniel S.
Robinson Allen J.
Wood J. Daniel
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