Sweet flavor modifier

An ingestible composition comprising a compound having structural Formula (Ia):

• or a salt or solvate thereof, and optionally an ingestibly acceptable excipient;
• wherein in the compound of Formula (Ia),
• m is 4, and n is 0;
• or m is 3, and n is 1;
• or m and n are both 2;
• q is 0, 1, 2, or 3;
• X is a covalent bond or —NR1—;
• R1 is hydrogen or C1 to C6 alkyl;
• Y is alkyl, substituted alkyl, heteroalkyl, substituted heteroalkyl, carbocyclyl, substituted carbocyclyl, heterocyclyl, substituted heterocyclyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, heteroarylalkyl, or substituted heteroarylalkyl;
• and
• each R2 is independently selected from the group consisting of alkyl, heteroalkyl, halo, hydroxyl, alkoxy, amino, alkylamino, cyano, nitro, haloalkyl, carboxylic acid, amide, ester, acyl, thiol, alkylthio, and sulfonamide,
• wherein the substituents are selected from the group consisting of —Ra, halo, —O, ═O, —ORb, —SRb, —S, ═S, —NRcRc, ═NRb, ═N—ORb, —CF3, —CN, —OCN, —SCN, —S(O)2Rb, —S(O)2NRb, —S(O)2O−, —S(O)2ORb, —OS(O)2Rb, —OS(O)2O, —OS(O)2ORb, —C(O)Rb, —C(S)Rb, —C(NRb)Rb, —C(O)O−, —C(O)ORb, —C(S)ORb, —C(O)NRcRc, —C(NRb)NRcRc, —OC(O)Rb, —OC(S)Rb, —OC(O)O−, —OC(O)ORb, —OC(S)ORb, —NRbC(O)Rb, —NRbC(S)Rb, —NRbC(O)O−, —NRbC(O)ORb, —NRbC(S)ORb, —NRbC(O)NRcRc, —NRbC(NRb)Rb and —NRbC(NRb)NRcRc, where Ra is selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, cycloheteroalkyl, aryl, arylalkyl, heteroaryl and heteroarylalkyl;
• each Rb is independently hydrogen or Ra;
• and each Rc is independently Rb or alternatively, the two Rcs may be taken together with the nitrogen atom to which they are bonded form a 4-, 5-, 6- or 7-membered cycloheteroalkyl which may optionally include from 1 to 4 of the same or different additional heteroatoms selected from the group consisting of O, N and S.

A method of increasing the sweet taste of a composition comprising contacting the composition with a compound having structural Formula (Ia):

• or a salt or solvate thereof;
• wherein,
• m is 4, and n is 0;
• or m is 3, and n is 1:
• or m and n are both 2;
• q is 0, 1, 2, or 3;
• X is a covalent bond or —NR1—;
• R1 is hydrogen or C1 to C6 alkyl;
• Y is alkyl, substituted alkyl, heteroalkyl, substituted heteroalkyl, carbocyclyl, substituted carbocyclyl, heterocyclyl, substituted heterocyclyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, heteroarylalkyl, or substituted heteroarylalkyl;
• and
• each R2 is independently selected from the group consisting of alkyl, heteroalkyl, halo, hydroxyl, alkoxy, amino, alkylamino, cyano, nitro, haloalkyl, carboxylic acid, amide, ester, acyl, thiol, alkylthio, and sulfonamide, to form a modified composition,
• wherein the substituents are selected from the group consisting of —Ra, halo, —O−, ═O, —ORb, —SRb, —S—, ═S, —NRcRc, ═NRb, ═N—ORb, —CF3, —CN, —OCN, —SCN, —S(O)2Rb, —S(O)2NRb, —S(O)2O−, —S(O)2ORb, —OS(O)2Rb, —OS(O)2O′, —OS(O)2ORb, —C(O)Rb, —C(S)Rb, —C(NRb)Rb, —C(O)O−, —C(O)ORb, —C(S)ORb, —C(O)NRcRc, —C(NRb)NRcRc, —OC(O)Rb, —OC(S)Rb, —OC(O)O−, —OC(O)ORb, —OC(S)ORb, —NRbC(O)Rb, —NRbC(S)Rb, —NRbC(O)O−, —NRbC(O)ORb, —NRbC(S)ORb, —NRbC(O)NRcRc, —NRbC(NRb)Rb and —NRbC(NRb)NRcRc, where Ra is selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, cycloheteroalkyl, aryl, arylalkyl, heteroaryl and heteroarylalkyl;
• each Rb is independently hydrogen or Ra;
• and each Rc is independently Rb or alternatively, the two Rcs may be taken together with the nitrogen atom to which they are bonded form a 4-, 5-, 6- or 7-membered cycloheteroalkyl which may optionally include from 1 to 4 of the same or different additional heteroatoms selected from the group consisting of O, N and S.

A flavoring concentrate formulation comprising

• i) as flavor modifying ingredient, a compound having structural Formula (Ia):
• or a salt or solvate thereof;
• wherein,
• m is 4, and n is 0;
• or m is 3, and n is 1;
• or m and n are both 2;
• q is 0, 1, 2, or 3;
• X is a covalent bond or —NR1—;
• R1 is hydrogen or C1 to C6 alkyl;
• Y is alkyl, substituted alkyl, heteroalkyl, substituted heteroalkyl, carbocyclyl, substituted carbocyclyl, heterocyclyl, substituted heterocyclyl, aryl, substituted aryl, heteroaryl, substituted heteroaryl, aralkyl, substituted aralkyl, heteroarylalkyl, or substituted heteroarylalkyl;
• and
• each R2 is independently selected from the group consisting of alkyl, heteroalkyl, halo, hydroxyl, alkoxy, amino, alkylamino, cyano, nitro, haloalkyl, carboxylic acid, amide, ester, acyl, thiol, alkylthio, and sulfonamide,
• wherein the substituents are selected from the group consisting of —Ra, halo, —O−, ═O, —ORb, —SRb, —S—, ═S, —NRcRc, ═NRb, ═N—ORb, —CF3, —CN, —OCN, —SCN, —S(O)2Rb, —S(O)2NRb, —S(O)2O—, —S(O)2ORb, —OS(O)2Rb, —OS(O)2O, —OS(O)2ORb, —C(O)Rb, —C(S)Rb, —C(NR)Rb, —C(O)O−, —C(O)ORb, —C(S)ORb, —C(O)NRcRc, —C(NRb)NRcRc, —OC(O)Rb, —OC(S)Rb, —OC(O)O−, —OC(O)ORb, —OC(S)ORb, —NRbC(O)Rb, —NRbC(S)Rb, —NRbC(O)O−, —NRbC(O)ORb, —NRbC(S)ORb, —NRbC(O)NRcRc, —NRbC(NRb)Rb and —NRbC(NRb)NRcRc, where Ra is selected from the group consisting of alkyl, cycloalkyl, heteroalkyl, cycloheteroalkyl, aryl, arylalkyl, heteroaryl and heteroarylalkyl;
• each Rb is independently hydrogen or Ra;
• and each Rc is independently Rb or alternatively, the two Rcs may be taken together with the nitrogen atom to which they are bonded form a 4-, 5-, 6- or 7-membered cycloheteroalkyl which may optionally include from 1 to 4 of the same or different additional heteroatoms selected from the group consisting of O, N and S;
• ii) a carrier;
• and
• iii) optionally at least one adjuvant.