Derivatives of 1-alkyl-6-oxo-piperidine-3-carboxylic acids and 1-alkyl-5-oxo-pyrrolidine-3-carboxylic acids and their uses as cooling compounds

A flavor composition comprising an olfactory effective amount of a compound of Formula I and an inert diluent or carrier:

• wherein n is an integer of 1;
• R1, R2and R3are each methyl;
• R4is hydrogen or methyl;
• X is nitrogen;
• R5 is a C1-C7 alkyl;
• or R5 together with X form a N-linked, saturated 3- to 8-membered heterocyclic ring.

A method of augmenting, enhancing or imparting cooling effect to a material selected from the group consisting of foodstuff, a medicinal product, and a cosmetic product comprising the step of incorporating an olfactory acceptable amount of a compound of Formula I:

• wherein n is an integer of 1 or 2;
• R1, R2, R3, and R4 are each independently selected from the group consisting of hydrogen and methyl;
• X is selected from the group consisting of oxygen and nitrogen;
• and
• R5 is hydrogen or a C1-C7 linear or branched acyclic hydrocarbon group, or R5 together with X form a 3- to 8-membered heterocyclic hydrocarbon group.