Use of specific menthyl 3-oxocarboxylic acid esters as physiologically active cooling substances
AssigneeSymrise AG
InventorsAxel Schoening, Bernd Wiedwald
Life of this patent
Estimating the term…
Abstract
The use is described of a compound of the formula (I) or (ent-I) or a blend consisting of two, three or more compounds of the formula (I) or (ent-I) (a) as a cooling substance for non-therapeutic purposes or (b) for the production of a medicament, wherein in each of the formulae (I) and (ent-I) R1, R2, R3, R4 and R5 mutually independently in each case mean hydrogen or a linear, branched or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms.
Claims20
A blend comprising:
- a compound (a) of formula (I) or (ent-I),
- wherein R1, R2, R3, R4, and R5 independently in each case are hydrogen or a linear, branched, or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms, and one or more substances selected from the group consisting of:
- one or more further compounds of formula (I) or formula (ent-I);
- a compound (b) selected from the group consisting of formulae (IIa), (IIb), (IIc), (ent-IIa), (ent-IIb), (ent-IIc), and combinations thereof
- wherein, in each of formulae (IIa), (IIb), (IIc), (ent-IIa), (ent-IIb) and (ent-IIc), R1, R2, R3, R4, and R5 independently in each case are hydrogen or a linear, branched, or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms;
- one or more further substances (c) having a physiological cooling action, wherein at least one of said one or more further substances optionally causes a flavor effect;
- one or more aroma substances (d) without a physiological cooling action;
- and
- one or more substances (e) without a physiological cooling action which have a trigeminal or salivatory action;
- with the proviso that if said compound (a) is L-menthyl-3-oxobutyrate and said one or more aroma substances (d) comprises L-menthyl-3-hydroxybutyrate, said blend does not comprise a reducing agent for L-menthyl-3-oxobutyrate.
A therapeutic or non-therapeutic method for achieving a physiological cooling action on skin and/or mucous membranes, comprising applying a quantity sufficient to achieve a physiological cooling action of a compound selected from the group consisting of:
- (i) a compound selected from the group consisting of compounds of formula (I), formula (ent-I), and combinations thereof
- wherein
- R1, R2, R3, R4, and R5 independently in each case are hydrogen or a linear, branched, or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms;
- or
- (ii) a blend comprising:
- compound (a) of the formula (I) or (ent-I),
- wherein R1, R2, R3, R4, and R5 independently in each case are hydrogen or a linear, branched, or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms, and one or more substances selected from the group consisting of:
- one or more further compounds of formula (I) or formula (ent-I);
- a compound (b) selected from the group consisting of formulae (IIa), (IIb), (IIc), (ent-IIa), (ent-IIb), (ent-IIc), and combinations thereof
- wherein, in each of formulae (IIa), (IIb), (IIc), (ent-IIa), (ent-IIb) and (ent-IIc), R1, R2, R3, R4, and R5 independently in each case are hydrogen or a linear, branched, or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms;
- one or more further substances (c) having a physiological cooling action, is wherein at least one of said one or more further substances optionally causes a flavor effect;
- one or more aroma substances (d) without a physiological cooling action;
- and
- one or more substances (e) without a physiological cooling action which have a trigeminal or salivatory action;
- with the proviso that if said compound (a) is L-menthyl-3-oxobutyrate and said one or more aroma substances (d) comprises L-menthyl-3-hydroxybutyrate, said blend does not comprise a reducing agent for L-menthyl-3-oxobutyrate;
- or
- (iii) a preparation comprising a compound selected from the group consisting of compounds of formula (I), formula (ent-I), and combinations thereof
- wherein
- R1, R2, R3, R4, and R5 independently in each case are hydrogen or a linear, branched, or cyclic, saturated or unsaturated hydrocarbon residue having 1 to 4 carbon atoms and wherein said preparation is consumed for nutrition or for pleasure or used for oral hygiene or a pharmaceutical or cosmetic preparation and which is sufficient to achieve a physiological cooling action on the skin and/or mucous membranes;
- onto the skin and/or mucous membranes.
Dependencies are inferred from the claim text.