Abstract: A method of providing a flavour or a fragrance to a composition, which includes adding to the composition a compound of the formula I in which R1 and R3 are independently selected from at least one of H, C1-C10 straight chain alkyl or branched chain alkyl, and R2 and R4 are independently selected from at least one of C1-C10 straight chain alkyl or branched chain alkyl. Flavored and fragranced products including a compound of the Formula I are also provided.

Abstract: Cooling compounds of formula (I) wherein R1 is selected from the group consisting of hydrogen, methyl, C1-C3 alkoxy, phenyl, C1-C3 alkylphenyl, C1-C3 alkoxyphenyl, thienyl, pyridyl, furyl, and indoyl; R2 is selected from the group consisting of hydrogen and hydroxyl, or R2 forms together with the carbon atom to which it is attached a carbonyl group; and R3 is selected from the group consisting of 2,4-dimethylpent-3-yl, 2,3,4-trimethylpent-3-yl, adamantly and 2-isopropyl-5-methyl-cyclohe?yl-1-yI; and, product compositions comprising them.

Abstract: The present invention relates to substances and compositions having a physiological cooling effect on the skin and the mucosa of the body, especially of the oral cavity, throat and nose. More in particular, the present invention relates to N-substituted-p-menthane-3-carboxamides represented by the following formula (I): and esters thereof. These substances are capable of imparting and/or enhancing a physiological cooling effect in a product in which they are incorporated, much more effectively than the heretofore known N-substituted-p-menthane-3-carboxamides.

Abstract: A method of providing a cooling sensation to the skin or mucous membranes of the mouth by applying thereto a quantity of at least one chemical compound sufficient to cause a desirable degree of cooling sensation, the chemical compound comprising a compound of formula I: in which R1, R2 are independently in either the meta- or para-position and independently comprise at least one of hydrogen, halide, C1-C3 alkyl (linear or branched), halide, C1-C3 alkoxy, nitro, nitrile, amide or ester; R3 comprises at least one of C1-C5 alkyl or C1-C5 alkenyl groups (linear or branched), R4 comprises at least one of hydrogen, C1-C3 alkyl (linear or branched), or a halide. The cooling effect provided is in some instances superior to that achievable by any of the known commercial cooling agents.

Abstract: Alkyl-2-enoic acid esters of formula wherein R1 is C4, C5, or C6 linear or branched alkyl, e.g. n-butyl, sec-butyl, tert-butyl, n-pentyl, 3-methyl-butyl, 2-methyl-butyl, 1-methyl-butyl. 1-ethyl-propyl, 1,2-dimethyl-propyl, 2-ethylbutyl; and R2 and R3 are independently hydrogen, methyl or ethyl, with the proviso that a maximum of one of R2 and R3 is hydrogen; with the proviso that if R2 is hydrogen and R3 is methyl, R1 is not butyl or 1,3-dimethylbutyl, their manufacture and their use in flavor and fragrance compositions.

Abstract: A method of conferring a cooling effect on the skin or mucous membranes by applying thereto at least one compound of the Formula I: (a) wherein B is selected from H, CH3, C2H5, OCH3, OC2H5; and OH; and (b) wherein A is a moiety of the formula —CO-D, wherein D is selected from the following moieties: (i) —NR1R2, wherein R1 and R2 are independently selected from H and C1-C8 straight or branched-chain aliphatic, alkoxyalkyl, hydroxyalkyl, araliphatic and cycloalkyl groups, or R1 and R2 together with the nitrogen atom to which they are attached form part of an optionally-substituted, five- or six-membered heterocyclic ring; (ii) —NHCH2COOCH2CH3, —NHCH2CONH2, —NHCH2CH2OCH3, —NHCH2CH2OH, —NHCH2CH(OH)CH2OH and (iii) a moiety selected from the group consisting of: The compounds are useful for providing cooling effects in a variety of products, such as foodstuffs, confectionery, tobacco products, beverages, cosmetics, dentifrices, medicinal preparations, mouthwashes and toiletries.

Abstract: Used as cooling agents are the compounds of 1/7-isopropyl-4/5-methyl-bicyclo[2.2.2]oct-5-ene derivatives of the formula (I) wherein R1 and R2 are independently hydrogen, hydroxyl, hydroxymethyl, carboxy, or C(O)NHR, wherein R is methyl, ethyl, propyl, isopropyl, or cyclopropyl; with the proviso that R1 and R2 are not both hydrogen.

Abstract: Para-substituted 2-alkoxyphenols having cooling properties of formula (I) wherein R1 is methyl or ethyl; Y is, NH, O or S; R2 and R3 are independently of each other hydrogen or C1-3 alkoxy; n is 0 or 1; and the dotted line between C-2 and C-2? represents at least one of no bond, a single bond, or a (CH2)m— group, wherein m is 1 or 2. A process for their production and consumer products that have or use them are also disclosed.

Abstract: A method of making a compound of formula II comprising the reaction of a compound of formula RCONH2 with a compound of formula III R being a moiety having between 1 and 15 carbon atoms and optionally from 1 to 5 heteroatoms independently selected from oxygen, nitrogen and sulfur, and X and Y being independently selected front the group consisting of H, methyl, ethyl, OMe, OEt, and mixtures thereof; the reaction being performed in a solvent in the presence of a base. The method is useful for the inexpensive manufacture of certain commercially-valuable compounds, including some that have desirable cooling properties.

Abstract: A method of providing a cooling sensation to the skin or the mucous membranes of the body by applying thereto a compound of Formula I in which X is H or (CH2)n—R, n is 0 or 1, Y and Z are selected independently from the group consisting of H, OH, phenyl, C1-C4 straight or branched alkyl, or, a C1-C4 straight or branched alkoxy, or X and Y form together a bivalent radical selected from the group consisting of —O—CH2—O—, —N?CH—O— and —N?CH—S— which forms together with the carbon atoms to which they are attached a 5-membered ring; and R is a group with non-bonding electrons, R1 is H or C1-C5 branched alkyl, R2 and R3 are C1-C4 branched alkyls, or R2 and R3 taken together form a monocyclic, bicyclic or tricyclic radical of up to 10 carbons provided that R1, R2 and R3 together comprise at least 6 carbons. The compounds may be incorporated into products such as dentifrices, foodstuffs, confectionery, beverages, and cosmetic and medicinal preparations.

Abstract: A cooling composition comprising at least one compound of the Formula I in which R is selected from the group of moieties consisting of (CH2)nCOOR?; (CH2)nCONMe2; (CH2)nOR?; and CHNH2CH3; where n is 1-3 and R? is independently selected from hydrogen, methyl and ethyl; and R? is selected from the group consisting of the moieties fenchyl, D-bornyl, L-bornyl, exo-norbornyl, 2-methylisobornyl, 2-ethylfenchyl, 2-methylbornyl, cis-pinan-2-yl, verbanyl and isobornyl. The compositions are useful in providing cooling sensations to the skin or mucous membranes of the body.

Abstract: A compound of the formula I in which X and Y are selected as follows: (i) X is H and Y is selected from the group consisting of (ii) X and Y together form a bivalent radical selected from the group consisting of —O—CH2—O—, —N?CH—O— and —N?CH—S— thus forming together with the carbon atoms to which the radical is attached a 5-membered ring. The compounds have cooling properties and are useful in, for example, foodstuffs, dentifrices and cosmetics.

Abstract: Compounds of the formula I give a cooling sensation to the mouth and skin: In Formula I, m is 0 or 1; X is —(CH2)n—R, where n is 0 or 1 and R is selected from —OR?. —COOH, —COOR?, —SO2NH2, —CHO, —COR??, and —CN, R? being selected from H and C1-C3 straight- and branched-chain alkyl. R? from C1-C4 straight- and branched-chain alkyl and R?? from C1-C3 straight- and branched-chain alkyl: Y is selected from H, —COOH and —OR??, where R?? has the significance previously referred to; and Z is H; with the provisos that (iii) When Y is H and X is any of the abovementioned significances, except —CN and —COOH, X is in the 4-position; (iv) when Y has a significance other than H, it is in the 5-position when X is in the 2-position and in the 6-position when X is in the 3-position. The compounds give a cooling sensation that can be more powerful than the best current commercial materials.

Abstract: The present invention refers to cooling compounds of formula I wherein R1, R2, R3, X, Y, Z, and m have the same meaning as given in the specification. The present invention refers furthermore to a process for their production and to product compositions comprising them.

Abstract: The present invention refers to cooling compounds of formula I wherein R1, R2, R3, X, Y, Z, and m have the same meaning as given in the specification. The present invention refers furthermore to a process for their production and to product compositions comprising them.