BE825025A - Modificateurs d'arome - Google Patents
Modificateurs d'aromeInfo
- Publication number
- BE825025A BE825025A BE2054121A BE2054121A BE825025A BE 825025 A BE825025 A BE 825025A BE 2054121 A BE2054121 A BE 2054121A BE 2054121 A BE2054121 A BE 2054121A BE 825025 A BE825025 A BE 825025A
- Authority
- BE
- Belgium
- Prior art keywords
- emi
- group
- carbon atoms
- formula
- compound corresponds
- Prior art date
Links
- 239000003607 modifier Substances 0.000 title claims description 60
- 125000004432 carbon atom Chemical group C* 0.000 claims description 134
- 150000001875 compounds Chemical class 0.000 claims description 122
- 239000000796 flavoring agent Substances 0.000 claims description 75
- 235000019634 flavors Nutrition 0.000 claims description 74
- -1 p-menth-3-yl group Chemical group 0.000 claims description 63
- 230000000694 effects Effects 0.000 claims description 45
- 125000000217 alkyl group Chemical group 0.000 claims description 38
- 238000000034 method Methods 0.000 claims description 38
- 238000002360 preparation method Methods 0.000 claims description 38
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 28
- 229910052799 carbon Inorganic materials 0.000 claims description 26
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims description 19
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 17
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 14
- 125000004181 carboxyalkyl group Chemical group 0.000 claims description 14
- 150000001721 carbon Chemical group 0.000 claims description 12
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 12
- 229910052757 nitrogen Inorganic materials 0.000 claims description 12
- 125000002947 alkylene group Chemical group 0.000 claims description 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 11
- 210000000653 nervous system Anatomy 0.000 claims description 9
- 230000008569 process Effects 0.000 claims description 9
- 125000004122 cyclic group Chemical group 0.000 claims description 8
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 8
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims description 7
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 7
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 7
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 6
- 125000003545 alkoxy group Chemical group 0.000 claims description 6
- 125000004429 atom Chemical group 0.000 claims description 6
- 229940041616 menthol Drugs 0.000 claims description 6
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 6
- 230000004048 modification Effects 0.000 claims description 5
- 238000012986 modification Methods 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O ammonium group Chemical group [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 4
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 4
- 108090000623 proteins and genes Proteins 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 229910052784 alkaline earth metal Inorganic materials 0.000 claims description 3
- 150000001342 alkaline earth metals Chemical group 0.000 claims description 3
- 230000004936 stimulating effect Effects 0.000 claims description 3
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 210000000988 bone and bone Anatomy 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims 1
- 125000005210 alkyl ammonium group Chemical group 0.000 claims 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 238000013518 transcription Methods 0.000 claims 1
- 230000035897 transcription Effects 0.000 claims 1
- 244000299461 Theobroma cacao Species 0.000 description 19
- 238000012360 testing method Methods 0.000 description 19
- 150000001408 amides Chemical class 0.000 description 17
- 235000019219 chocolate Nutrition 0.000 description 17
- 230000000051 modifying effect Effects 0.000 description 17
- 239000000523 sample Substances 0.000 description 17
- 235000019640 taste Nutrition 0.000 description 17
- 241000208125 Nicotiana Species 0.000 description 15
- 235000002637 Nicotiana tabacum Nutrition 0.000 description 15
- 229940124530 sulfonamide Drugs 0.000 description 15
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 13
- 235000005979 Citrus limon Nutrition 0.000 description 13
- 244000131522 Citrus pyriformis Species 0.000 description 13
- 239000013068 control sample Substances 0.000 description 12
- 238000001816 cooling Methods 0.000 description 12
- 239000000203 mixture Substances 0.000 description 12
- 150000003456 sulfonamides Chemical class 0.000 description 12
- 239000000243 solution Substances 0.000 description 11
- 206010013911 Dysgeusia Diseases 0.000 description 9
- 235000019605 sweet taste sensations Nutrition 0.000 description 9
- 235000013305 food Nutrition 0.000 description 8
- 238000001802 infusion Methods 0.000 description 8
- 239000002609 medium Substances 0.000 description 8
- 230000001766 physiological effect Effects 0.000 description 8
- 108020003175 receptors Proteins 0.000 description 8
- 125000001010 sulfinic acid amide group Chemical group 0.000 description 8
- NNPFZDMSNIETII-UHFFFAOYSA-N 2-hydroxyethyl 5-methyl-2-propan-2-ylcyclohexane-1-carboxylate Chemical compound CC(C)C1CCC(C)CC1C(=O)OCCO NNPFZDMSNIETII-UHFFFAOYSA-N 0.000 description 7
- 150000002148 esters Chemical class 0.000 description 7
- 235000013336 milk Nutrition 0.000 description 7
- 239000008267 milk Substances 0.000 description 7
- 210000004080 milk Anatomy 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 6
- 235000013361 beverage Nutrition 0.000 description 6
- 235000015122 lemonade Nutrition 0.000 description 6
- MPQXHAGKBWFSNV-UHFFFAOYSA-N oxidophosphanium Chemical class [PH3]=O MPQXHAGKBWFSNV-UHFFFAOYSA-N 0.000 description 6
- 150000003254 radicals Chemical class 0.000 description 6
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 5
- 229930006000 Sucrose Natural products 0.000 description 5
- 244000269722 Thea sinensis Species 0.000 description 5
- 239000007864 aqueous solution Substances 0.000 description 5
- 235000019658 bitter taste Nutrition 0.000 description 5
- 235000013877 carbamide Nutrition 0.000 description 5
- 150000003950 cyclic amides Chemical class 0.000 description 5
- 150000003839 salts Chemical class 0.000 description 5
- 230000035945 sensitivity Effects 0.000 description 5
- 239000005720 sucrose Substances 0.000 description 5
- 235000013616 tea Nutrition 0.000 description 5
- 150000003672 ureas Chemical class 0.000 description 5
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 4
- XPCTZQVDEJYUGT-UHFFFAOYSA-N 3-hydroxy-2-methyl-4-pyrone Chemical compound CC=1OC=CC(=O)C=1O XPCTZQVDEJYUGT-UHFFFAOYSA-N 0.000 description 4
- 240000007154 Coffea arabica Species 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 150000001412 amines Chemical class 0.000 description 4
- 235000019568 aromas Nutrition 0.000 description 4
- 235000019504 cigarettes Nutrition 0.000 description 4
- 235000016213 coffee Nutrition 0.000 description 4
- 235000013353 coffee beverage Nutrition 0.000 description 4
- 238000007796 conventional method Methods 0.000 description 4
- 150000004795 grignard reagents Chemical class 0.000 description 4
- 235000020094 liqueur Nutrition 0.000 description 4
- 230000007935 neutral effect Effects 0.000 description 4
- 230000003287 optical effect Effects 0.000 description 4
- 230000008447 perception Effects 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 235000011962 puddings Nutrition 0.000 description 4
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 description 4
- 229940081974 saccharin Drugs 0.000 description 4
- 235000019204 saccharin Nutrition 0.000 description 4
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 description 4
- 235000019614 sour taste Nutrition 0.000 description 4
- 150000007513 acids Chemical class 0.000 description 3
- 230000009471 action Effects 0.000 description 3
- 150000001260 acyclic compounds Chemical class 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 229910021529 ammonia Inorganic materials 0.000 description 3
- 150000003857 carboxamides Chemical class 0.000 description 3
- 235000015218 chewing gum Nutrition 0.000 description 3
- 229940112822 chewing gum Drugs 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
- 235000009508 confectionery Nutrition 0.000 description 3
- 230000037406 food intake Effects 0.000 description 3
- 235000021539 instant coffee Nutrition 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 235000020354 squash Nutrition 0.000 description 3
- 150000003457 sulfones Chemical class 0.000 description 3
- 150000003462 sulfoxides Chemical class 0.000 description 3
- 230000009967 tasteless effect Effects 0.000 description 3
- 150000003509 tertiary alcohols Chemical class 0.000 description 3
- RYLFWQILVNWPEL-UHFFFAOYSA-N 1-methyl-4-propan-2-ylcyclohexane-1,2-diol Chemical class CC(C)C1CCC(C)(O)C(O)C1 RYLFWQILVNWPEL-UHFFFAOYSA-N 0.000 description 2
- QIXDCVATINBRLV-UHFFFAOYSA-N 2,4,4-trimethylcyclopentan-1-ol Chemical compound CC1CC(C)(C)CC1O QIXDCVATINBRLV-UHFFFAOYSA-N 0.000 description 2
- MMSNLQQYWZRMIA-UHFFFAOYSA-N 2,5-di(propan-2-yl)cyclohexan-1-ol Chemical compound CC(C)C1CCC(C(C)C)C(O)C1 MMSNLQQYWZRMIA-UHFFFAOYSA-N 0.000 description 2
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 2
- MTASKEIDOQRCQF-UHFFFAOYSA-N 2-propan-2-ylcyclooctan-1-ol Chemical compound CC(C)C1CCCCCCC1O MTASKEIDOQRCQF-UHFFFAOYSA-N 0.000 description 2
- OHSMKBPEDBXYDU-UHFFFAOYSA-N 4-propan-2-ylheptan-4-ol Chemical compound CCCC(O)(C(C)C)CCC OHSMKBPEDBXYDU-UHFFFAOYSA-N 0.000 description 2
- FMVCQNIFHQLKRO-UHFFFAOYSA-N 5-methyl-2-propan-2-ylcyclohexane-1-sulfonamide Chemical class CC(C)C1CCC(C)CC1S(N)(=O)=O FMVCQNIFHQLKRO-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- 235000008733 Citrus aurantifolia Nutrition 0.000 description 2
- 239000004097 EU approved flavor enhancer Substances 0.000 description 2
- VUNOFAIHSALQQH-UHFFFAOYSA-N Ethyl menthane carboxamide Chemical compound CCNC(=O)C1CC(C)CCC1C(C)C VUNOFAIHSALQQH-UHFFFAOYSA-N 0.000 description 2
- 239000007818 Grignard reagent Substances 0.000 description 2
- 235000009470 Theobroma cacao Nutrition 0.000 description 2
- 235000011941 Tilia x europaea Nutrition 0.000 description 2
- 244000273928 Zingiber officinale Species 0.000 description 2
- 235000006886 Zingiber officinale Nutrition 0.000 description 2
- 238000003556 assay Methods 0.000 description 2
- 235000013405 beer Nutrition 0.000 description 2
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 description 2
- 230000008859 change Effects 0.000 description 2
- 150000001805 chlorine compounds Chemical class 0.000 description 2
- 239000008370 chocolate flavor Substances 0.000 description 2
- 235000008504 concentrate Nutrition 0.000 description 2
- 239000012141 concentrate Substances 0.000 description 2
- ZZAPENIYDFOWME-UHFFFAOYSA-N ethyl 2-[(2,3-dimethyl-2-propan-2-ylbutanoyl)amino]acetate Chemical compound CCOC(=O)CNC(=O)C(C)(C(C)C)C(C)C ZZAPENIYDFOWME-UHFFFAOYSA-N 0.000 description 2
- NTNZTEQNFHNYBC-UHFFFAOYSA-N ethyl 2-aminoacetate Chemical compound CCOC(=O)CN NTNZTEQNFHNYBC-UHFFFAOYSA-N 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 230000001747 exhibiting effect Effects 0.000 description 2
- 235000013355 food flavoring agent Nutrition 0.000 description 2
- 235000019264 food flavour enhancer Nutrition 0.000 description 2
- 235000008397 ginger Nutrition 0.000 description 2
- 108091005708 gustatory receptors Proteins 0.000 description 2
- 235000020344 instant tea Nutrition 0.000 description 2
- 239000004571 lime Substances 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- OKKJLVBELUTLKV-UHFFFAOYSA-N methanol Natural products OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 2
- 239000002324 mouth wash Substances 0.000 description 2
- HNSGVPAAXJJOPQ-UHFFFAOYSA-N n-(4-methoxyphenyl)-5-methyl-2-propan-2-ylcyclohexane-1-carboxamide Chemical compound C1=CC(OC)=CC=C1NC(=O)C1C(C(C)C)CCC(C)C1 HNSGVPAAXJJOPQ-UHFFFAOYSA-N 0.000 description 2
- 230000002035 prolonged effect Effects 0.000 description 2
- NOHWSHIQJRPKOC-UHFFFAOYSA-N propyl 2-[(5-methyl-2-propan-2-ylcyclohexanecarbonyl)amino]acetate Chemical compound CCCOC(=O)CNC(=O)C1CC(C)CCC1C(C)C NOHWSHIQJRPKOC-UHFFFAOYSA-N 0.000 description 2
- 230000009467 reduction Effects 0.000 description 2
- 230000004044 response Effects 0.000 description 2
- 235000019643 salty taste Nutrition 0.000 description 2
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 150000003333 secondary alcohols Chemical class 0.000 description 2
- 150000003511 tertiary amides Chemical class 0.000 description 2
- 238000010998 test method Methods 0.000 description 2
- 239000000606 toothpaste Substances 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- 235000019220 whole milk chocolate Nutrition 0.000 description 2
- WDFYSCXYKARVAN-UHFFFAOYSA-N (1-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1(CO)CCCCC1 WDFYSCXYKARVAN-UHFFFAOYSA-N 0.000 description 1
- WQFGPARDTSBVLU-UHFFFAOYSA-N (1R,2S,3S,4R)-p-Menthane-2,3-diol Chemical compound CC(C)C1CCC(C)C(O)C1O WQFGPARDTSBVLU-UHFFFAOYSA-N 0.000 description 1
- HXQZYIQSDZAAAB-UHFFFAOYSA-N (2-methyl-1-propan-2-ylcyclopentyl)methanol Chemical compound CC(C)C1(CO)CCCC1C HXQZYIQSDZAAAB-UHFFFAOYSA-N 0.000 description 1
- ZVRGYAHTJGZTFX-UHFFFAOYSA-N (5-methyl-2-propan-2-ylcyclohexyl)-piperazin-1-ylmethanone Chemical compound CC(C)C1CCC(C)CC1C(=O)N1CCNCC1 ZVRGYAHTJGZTFX-UHFFFAOYSA-N 0.000 description 1
- FVCHJBZSDYZFHR-UHFFFAOYSA-N 1,1-di(butan-2-yl)-3-ethylurea Chemical compound CCNC(=O)N(C(C)CC)C(C)CC FVCHJBZSDYZFHR-UHFFFAOYSA-N 0.000 description 1
- GMOXAINVEINILR-UHFFFAOYSA-N 1,1-dimethyl-3,3-bis(2-methylpropyl)urea Chemical compound CC(C)CN(CC(C)C)C(=O)N(C)C GMOXAINVEINILR-UHFFFAOYSA-N 0.000 description 1
- DTSZTPPMUGNHKT-UHFFFAOYSA-N 1,5-dimethyl-2-propan-2-ylcyclohexan-1-ol Chemical compound CC(C)C1CCC(C)CC1(C)O DTSZTPPMUGNHKT-UHFFFAOYSA-N 0.000 description 1
- AVIXWDCUWLWLAS-UHFFFAOYSA-N 1-(2,6-dimethylpiperidin-1-yl)propan-1-one Chemical compound CCC(=O)N1C(C)CCCC1C AVIXWDCUWLWLAS-UHFFFAOYSA-N 0.000 description 1
- IHACPZIAGWBBCK-UHFFFAOYSA-N 1-(3-methylbutyl)cycloheptan-1-ol Chemical compound CC(C)CCC1(O)CCCCCC1 IHACPZIAGWBBCK-UHFFFAOYSA-N 0.000 description 1
- LDBRSQHIOCBWDC-UHFFFAOYSA-N 1-(3-methylpentan-3-ylsulfonyl)hexane Chemical compound CCCCCCS(=O)(=O)C(C)(CC)CC LDBRSQHIOCBWDC-UHFFFAOYSA-N 0.000 description 1
- ABGMUUDJANIBNH-UHFFFAOYSA-N 1-(5-methyl-2-propan-2-ylazepan-1-yl)ethanone Chemical compound C(C)(=O)N1CCC(CCC1C(C)C)C ABGMUUDJANIBNH-UHFFFAOYSA-N 0.000 description 1
- ZLFYWQPPTXFAFQ-UHFFFAOYSA-N 1-[3-methylbutyl(propan-2-yl)phosphoryl]heptane Chemical compound C(CCCCCC)P(CCC(C)C)(C(C)C)=O ZLFYWQPPTXFAFQ-UHFFFAOYSA-N 0.000 description 1
- LLJOUPIOKXFIFJ-UHFFFAOYSA-N 1-[bis(2-methylpropyl)phosphoryl]nonane Chemical compound C(C(C)C)P(CCCCCCCCC)(CC(C)C)=O LLJOUPIOKXFIFJ-UHFFFAOYSA-N 0.000 description 1
- YFSNFQVBUJCLSI-UHFFFAOYSA-N 1-[butan-2-yl(propan-2-yl)phosphoryl]heptane Chemical compound CCCCCCCP(=O)(C(C)C)C(C)CC YFSNFQVBUJCLSI-UHFFFAOYSA-N 0.000 description 1
- LBXSAKJLCKMCGS-UHFFFAOYSA-N 1-ethyl-n,n-dimethylcyclooctane-1-carboxamide Chemical compound CN(C)C(=O)C1(CC)CCCCCCC1 LBXSAKJLCKMCGS-UHFFFAOYSA-N 0.000 description 1
- LMNCQDMUXQWGLI-UHFFFAOYSA-N 1-ethyl-n,n-dimethylcycloundecane-1-carboxamide Chemical compound CN(C)C(=O)C1(CC)CCCCCCCCCC1 LMNCQDMUXQWGLI-UHFFFAOYSA-N 0.000 description 1
- XQSQGHXYHABCKH-UHFFFAOYSA-N 1-ethylcyclodecan-1-ol Chemical compound C(C)C1(CCCCCCCCC1)O XQSQGHXYHABCKH-UHFFFAOYSA-N 0.000 description 1
- QTWFTPWBIWQZOT-UHFFFAOYSA-N 1-ethylcyclooctane-1-carboxylic acid Chemical compound CCC1(C(O)=O)CCCCCCC1 QTWFTPWBIWQZOT-UHFFFAOYSA-N 0.000 description 1
- QXMUYPHHLVIBTB-UHFFFAOYSA-N 1-propan-2-ylcycloheptan-1-ol Chemical compound CC(C)C1(O)CCCCCC1 QXMUYPHHLVIBTB-UHFFFAOYSA-N 0.000 description 1
- KNACVESXMPHLNM-UHFFFAOYSA-N 2,2,4-trimethylheptan-4-ol Chemical compound CCCC(C)(O)CC(C)(C)C KNACVESXMPHLNM-UHFFFAOYSA-N 0.000 description 1
- GYYUTWOIXUASHL-UHFFFAOYSA-N 2,2-diethyl-3-methylbutan-1-ol Chemical compound CCC(CC)(CO)C(C)C GYYUTWOIXUASHL-UHFFFAOYSA-N 0.000 description 1
- QKRRAXACNUNGCF-UHFFFAOYSA-N 2,4-dimethylheptan-4-ol Chemical compound CCCC(C)(O)CC(C)C QKRRAXACNUNGCF-UHFFFAOYSA-N 0.000 description 1
- UCRQJBCLZKHOGX-UHFFFAOYSA-N 2,4-dimethylhexan-3-ol Chemical compound CCC(C)C(O)C(C)C UCRQJBCLZKHOGX-UHFFFAOYSA-N 0.000 description 1
- SNKTZHPOKPYBPT-UHFFFAOYSA-N 2,5-dimethylhexan-3-ol Chemical compound CC(C)CC(O)C(C)C SNKTZHPOKPYBPT-UHFFFAOYSA-N 0.000 description 1
- BINZTUGHCIRHLP-UHFFFAOYSA-N 2-(1-hydroxypropan-2-yl)-5-methylcyclohexan-1-ol Chemical compound OCC(C)C1CCC(C)CC1O BINZTUGHCIRHLP-UHFFFAOYSA-N 0.000 description 1
- UCRUTNJGISGZMY-UHFFFAOYSA-N 2-(hydroxymethyl)-3-methyl-6-propan-2-ylcyclohexan-1-ol Chemical compound CC(C)C1CCC(C)C(CO)C1O UCRUTNJGISGZMY-UHFFFAOYSA-N 0.000 description 1
- LDOITNUSQRDXFC-UHFFFAOYSA-N 2-(hydroxymethyl)-6-methyl-3-propan-2-ylcyclohexan-1-ol Chemical compound OC1C(CCC(C1CO)C(C)C)C LDOITNUSQRDXFC-UHFFFAOYSA-N 0.000 description 1
- OXXDGKNPRNPMLS-UHFFFAOYSA-N 2-Hydroxy-3-methyl-4H-pyran-4-one Natural products CC1=C(O)OC=CC1=O OXXDGKNPRNPMLS-UHFFFAOYSA-N 0.000 description 1
- FLYONZIBLATPEZ-UHFFFAOYSA-N 2-[(5-methyl-2-propan-2-ylcyclohexanecarbonyl)amino]acetic acid Chemical compound CC(C)C1CCC(C)CC1C(=O)NCC(O)=O FLYONZIBLATPEZ-UHFFFAOYSA-N 0.000 description 1
- WZFUQSJFWNHZHM-UHFFFAOYSA-N 2-[4-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]piperazin-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)N1CCN(CC1)CC(=O)N1CC2=C(CC1)NN=N2 WZFUQSJFWNHZHM-UHFFFAOYSA-N 0.000 description 1
- VXZBYIWNGKSFOJ-UHFFFAOYSA-N 2-[4-[5-(2,3-dihydro-1H-inden-2-ylamino)pyrazin-2-yl]pyrazol-1-yl]-1-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)ethanone Chemical group C1C(CC2=CC=CC=C12)NC=1N=CC(=NC=1)C=1C=NN(C=1)CC(=O)N1CC2=C(CC1)NN=N2 VXZBYIWNGKSFOJ-UHFFFAOYSA-N 0.000 description 1
- HMDZEJHWEZOBKG-UHFFFAOYSA-N 2-butan-2-yl-2,3-dimethylpentan-1-ol Chemical compound CCC(C)C(C)(CO)C(C)CC HMDZEJHWEZOBKG-UHFFFAOYSA-N 0.000 description 1
- MDYMPPDUOKNKEI-UHFFFAOYSA-N 2-butan-2-yl-n-ethyl-2,3-dimethylpentanamide Chemical compound CCNC(=O)C(C)(C(C)CC)C(C)CC MDYMPPDUOKNKEI-UHFFFAOYSA-N 0.000 description 1
- SQITZQXJIFQULD-UHFFFAOYSA-N 2-butan-2-ylcyclopentan-1-ol Chemical compound CCC(C)C1CCCC1O SQITZQXJIFQULD-UHFFFAOYSA-N 0.000 description 1
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- 230000008313 sensitization Effects 0.000 description 1
- 239000000779 smoke Substances 0.000 description 1
- CUNHCNJKTJGIMW-UHFFFAOYSA-M sodium 5-methyl-2-propan-2-ylcyclohexane-1-carboxylate Chemical compound [Na+].C1(CC(C(CC1)C(C)C)C(=O)[O-])C CUNHCNJKTJGIMW-UHFFFAOYSA-M 0.000 description 1
- 159000000000 sodium salts Chemical class 0.000 description 1
- 235000014214 soft drink Nutrition 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 235000018553 tannin Nutrition 0.000 description 1
- 229920001864 tannin Polymers 0.000 description 1
- 239000001648 tannin Substances 0.000 description 1
- 229940034610 toothpaste Drugs 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G4/00—Chewing gum
- A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F3/00—Tea; Tea substitutes; Preparations thereof
- A23F3/40—Tea flavour; Tea oil; Flavouring of tea or tea extract
- A23F3/405—Flavouring with flavours other than natural tea flavour or tea oil
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23F—COFFEE; TEA; THEIR SUBSTITUTES; MANUFACTURE, PREPARATION, OR INFUSION THEREOF
- A23F5/00—Coffee; Coffee substitutes; Preparations thereof
- A23F5/46—Coffee flavour; Coffee oil; Flavouring of coffee or coffee extract
- A23F5/465—Flavouring with flavours other than natural coffee flavour or coffee oil
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23L—FOODS, FOODSTUFFS OR NON-ALCOHOLIC BEVERAGES, NOT OTHERWISE PROVIDED FOR; PREPARATION OR TREATMENT THEREOF
- A23L27/00—Spices; Flavouring agents or condiments; Artificial sweetening agents; Table salts; Dietetic salt substitutes; Preparation or treatment thereof
- A23L27/20—Synthetic spices, flavouring agents or condiments
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
Landscapes
- Chemical & Material Sciences (AREA)
- Polymers & Plastics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Inorganic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB458774A GB1457671A (en) | 1974-01-31 | 1974-01-31 | Flavour |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| BE825025A true BE825025A (fr) | 1975-07-31 |
Family
ID=9779983
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| BE2054121A BE825025A (fr) | 1974-01-31 | 1975-01-31 | Modificateurs d'arome |
Country Status (3)
| Country | Link |
|---|---|
| BE (1) | BE825025A (enrdf_load_stackoverflow) |
| LU (1) | LU71748A1 (enrdf_load_stackoverflow) |
| ZA (1) | ZA75394B (enrdf_load_stackoverflow) |
-
1975
- 1975-01-21 ZA ZA00750394A patent/ZA75394B/xx unknown
- 1975-01-29 LU LU71748A patent/LU71748A1/xx unknown
- 1975-01-31 BE BE2054121A patent/BE825025A/fr unknown
Also Published As
| Publication number | Publication date |
|---|---|
| LU71748A1 (enrdf_load_stackoverflow) | 1975-06-24 |
| ZA75394B (en) | 1976-01-28 |
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