ES2346741T3 - Composiciones de fragancia y saborizantes. - Google Patents
Composiciones de fragancia y saborizantes. Download PDFInfo
- Publication number
- ES2346741T3 ES2346741T3 ES02740179T ES02740179T ES2346741T3 ES 2346741 T3 ES2346741 T3 ES 2346741T3 ES 02740179 T ES02740179 T ES 02740179T ES 02740179 T ES02740179 T ES 02740179T ES 2346741 T3 ES2346741 T3 ES 2346741T3
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen
- formula
- cyclopropylmethyl
- methoxybenzene
- compound
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Expired - Lifetime
Links
- 239000000203 mixture Substances 0.000 title claims description 23
- 239000003205 fragrance Substances 0.000 title claims description 19
- 150000001875 compounds Chemical class 0.000 claims description 53
- 229910052739 hydrogen Inorganic materials 0.000 claims description 32
- 239000001257 hydrogen Substances 0.000 claims description 32
- 150000002431 hydrogen Chemical group 0.000 claims description 21
- 125000004432 carbon atom Chemical group C* 0.000 claims description 17
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 14
- SHLSJFDJYSSUIP-UHFFFAOYSA-N 1-(cyclopropylmethyl)-4-methoxybenzene Chemical compound C1=CC(OC)=CC=C1CC1CC1 SHLSJFDJYSSUIP-UHFFFAOYSA-N 0.000 claims description 12
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- LTUOAKZAEVRZQA-UHFFFAOYSA-N 1-(cyclobutylmethyl)-4-methoxybenzene Chemical compound C1=CC(OC)=CC=C1CC1CCC1 LTUOAKZAEVRZQA-UHFFFAOYSA-N 0.000 claims description 6
- DJBJAVLWJMSSRE-UHFFFAOYSA-N 2-methoxy-4-(2-methylcyclopropyl)phenol Chemical compound C1=C(O)C(OC)=CC(C2C(C2)C)=C1 DJBJAVLWJMSSRE-UHFFFAOYSA-N 0.000 claims description 6
- SEZUWRUZEFZESF-UHFFFAOYSA-N 4-(cyclopropylmethyl)-1,2-dimethoxybenzene Chemical compound C1=C(OC)C(OC)=CC=C1CC1CC1 SEZUWRUZEFZESF-UHFFFAOYSA-N 0.000 claims description 6
- BAZICCZPOUAYSK-UHFFFAOYSA-N 4-(cyclopropylmethyl)-2-methoxyphenol Chemical compound C1=C(O)C(OC)=CC(CC2CC2)=C1 BAZICCZPOUAYSK-UHFFFAOYSA-N 0.000 claims description 6
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- FISHRKITHXAYSJ-UHFFFAOYSA-N 1-(cyclopentylmethyl)-4-methoxybenzene Chemical compound C1=CC(OC)=CC=C1CC1CCCC1 FISHRKITHXAYSJ-UHFFFAOYSA-N 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 125000004429 atom Chemical group 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- ZFMSMUAANRJZFM-UHFFFAOYSA-N Estragole Chemical compound COC1=CC=C(CC=C)C=C1 ZFMSMUAANRJZFM-UHFFFAOYSA-N 0.000 description 12
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 12
- 240000004760 Pimpinella anisum Species 0.000 description 11
- 235000012550 Pimpinella anisum Nutrition 0.000 description 11
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 description 11
- 238000005160 1H NMR spectroscopy Methods 0.000 description 9
- 238000002330 electrospray ionisation mass spectrometry Methods 0.000 description 8
- RUVINXPYWBROJD-ONEGZZNKSA-N trans-anethole Chemical compound COC1=CC=C(\C=C\C)C=C1 RUVINXPYWBROJD-ONEGZZNKSA-N 0.000 description 7
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 description 6
- 239000005770 Eugenol Substances 0.000 description 6
- 235000007265 Myrrhis odorata Nutrition 0.000 description 6
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 description 6
- 229960002217 eugenol Drugs 0.000 description 6
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 4
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 4
- 239000000796 flavoring agent Substances 0.000 description 4
- 235000019634 flavors Nutrition 0.000 description 4
- RUVINXPYWBROJD-UHFFFAOYSA-N para-methoxyphenyl Natural products COC1=CC=C(C=CC)C=C1 RUVINXPYWBROJD-UHFFFAOYSA-N 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- GGBXNQPSKPVLPB-UHFFFAOYSA-N 5-(cyclopropylmethyl)-1,3-benzodioxole Chemical compound C=1C=C2OCOC2=CC=1CC1CC1 GGBXNQPSKPVLPB-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 229940011037 anethole Drugs 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- 230000015572 biosynthetic process Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 125000004368 propenyl group Chemical group C(=CC)* 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- 238000003786 synthesis reaction Methods 0.000 description 3
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 2
- 244000304337 Cuminum cyminum Species 0.000 description 2
- 235000007129 Cuminum cyminum Nutrition 0.000 description 2
- PXIKRTCSSLJURC-UHFFFAOYSA-N Dihydroeugenol Chemical compound CCCC1=CC=C(O)C(OC)=C1 PXIKRTCSSLJURC-UHFFFAOYSA-N 0.000 description 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 description 2
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 2
- ZYEMGPIYFIJGTP-UHFFFAOYSA-N O-methyleugenol Chemical compound COC1=CC=C(CC=C)C=C1OC ZYEMGPIYFIJGTP-UHFFFAOYSA-N 0.000 description 2
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 description 2
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- RDOXTESZEPMUJZ-UHFFFAOYSA-N anisole Chemical compound COC1=CC=CC=C1 RDOXTESZEPMUJZ-UHFFFAOYSA-N 0.000 description 2
- -1 benzo [1,3] dioxol-5-yl-cyclopentyl-methanone Chemical compound 0.000 description 2
- 239000012267 brine Substances 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000012230 colorless oil Substances 0.000 description 2
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 description 2
- 238000009792 diffusion process Methods 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 150000002576 ketones Chemical class 0.000 description 2
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 2
- 235000019341 magnesium sulphate Nutrition 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- MCSAJNNLRCFZED-UHFFFAOYSA-N nitroethane Chemical compound CC[N+]([O-])=O MCSAJNNLRCFZED-UHFFFAOYSA-N 0.000 description 2
- 125000006237 oxymethylenoxy group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 2
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FTNJQNQLEGKTGD-UHFFFAOYSA-N 1,3-benzodioxole Chemical compound C1=CC=C2OCOC2=C1 FTNJQNQLEGKTGD-UHFFFAOYSA-N 0.000 description 1
- KBHWKXNXTURZCD-UHFFFAOYSA-N 1-Methoxy-4-propylbenzene Chemical compound CCCC1=CC=C(OC)C=C1 KBHWKXNXTURZCD-UHFFFAOYSA-N 0.000 description 1
- FLNSLKJOWVMPEE-UHFFFAOYSA-N 2-methoxy-4-propylcyclohexan-1-ol Chemical compound CCCC1CCC(O)C(OC)C1 FLNSLKJOWVMPEE-UHFFFAOYSA-N 0.000 description 1
- DHAFEXLUSJAKOG-UHFFFAOYSA-N 5-(2-methylcyclopropyl)-1,3-benzodioxole Chemical compound CC1CC1C1=CC=C(OCO2)C2=C1 DHAFEXLUSJAKOG-UHFFFAOYSA-N 0.000 description 1
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonia chloride Chemical class [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 1
- 235000003092 Artemisia dracunculus Nutrition 0.000 description 1
- 240000001851 Artemisia dracunculus Species 0.000 description 1
- 235000002566 Capsicum Nutrition 0.000 description 1
- 229910021591 Copper(I) chloride Inorganic materials 0.000 description 1
- 244000018436 Coriandrum sativum Species 0.000 description 1
- 235000002787 Coriandrum sativum Nutrition 0.000 description 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 1
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 description 1
- 235000006679 Mentha X verticillata Nutrition 0.000 description 1
- 235000002899 Mentha suaveolens Nutrition 0.000 description 1
- 235000001636 Mentha x rotundifolia Nutrition 0.000 description 1
- 238000005481 NMR spectroscopy Methods 0.000 description 1
- 239000006002 Pepper Substances 0.000 description 1
- 240000009164 Petroselinum crispum Species 0.000 description 1
- 235000016761 Piper aduncum Nutrition 0.000 description 1
- 235000017804 Piper guineense Nutrition 0.000 description 1
- 244000203593 Piper nigrum Species 0.000 description 1
- 235000008184 Piper nigrum Nutrition 0.000 description 1
- 244000141353 Prunus domestica Species 0.000 description 1
- 235000014443 Pyrus communis Nutrition 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 244000223014 Syzygium aromaticum Species 0.000 description 1
- 235000016639 Syzygium aromaticum Nutrition 0.000 description 1
- 239000005844 Thymol Substances 0.000 description 1
- 240000006365 Vitis vinifera Species 0.000 description 1
- 235000014787 Vitis vinifera Nutrition 0.000 description 1
- QROGIFZRVHSFLM-QHHAFSJGSA-N [(e)-prop-1-enyl]benzene Chemical compound C\C=C\C1=CC=CC=C1 QROGIFZRVHSFLM-QHHAFSJGSA-N 0.000 description 1
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 description 1
- 230000001476 alcoholic effect Effects 0.000 description 1
- 239000012752 auxiliary agent Substances 0.000 description 1
- 235000013405 beer Nutrition 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 description 1
- 235000013409 condiments Nutrition 0.000 description 1
- 230000021615 conjugation Effects 0.000 description 1
- OXBLHERUFWYNTN-UHFFFAOYSA-M copper(I) chloride Chemical compound [Cu]Cl OXBLHERUFWYNTN-UHFFFAOYSA-M 0.000 description 1
- ORTQZVOHEJQUHG-UHFFFAOYSA-L copper(II) chloride Chemical compound Cl[Cu]Cl ORTQZVOHEJQUHG-UHFFFAOYSA-L 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- TXWOGHSRPAYOML-UHFFFAOYSA-N cyclobutanecarboxylic acid Chemical compound OC(=O)C1CCC1 TXWOGHSRPAYOML-UHFFFAOYSA-N 0.000 description 1
- ZFYOOJLCJQTVHL-UHFFFAOYSA-N cyclobutyl-(4-methoxyphenyl)methanone Chemical compound C1=CC(OC)=CC=C1C(=O)C1CCC1 ZFYOOJLCJQTVHL-UHFFFAOYSA-N 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- FJBFPHVGVWTDIP-UHFFFAOYSA-N dibromomethane Chemical compound BrCBr FJBFPHVGVWTDIP-UHFFFAOYSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 239000002979 fabric softener Substances 0.000 description 1
- 238000005562 fading Methods 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 235000011194 food seasoning agent Nutrition 0.000 description 1
- 239000008369 fruit flavor Substances 0.000 description 1
- 238000005984 hydrogenation reaction Methods 0.000 description 1
- 125000004356 hydroxy functional group Chemical group O* 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- UZKWTJUDCOPSNM-UHFFFAOYSA-N methoxybenzene Substances CCCCOC=C UZKWTJUDCOPSNM-UHFFFAOYSA-N 0.000 description 1
- 229940116837 methyleugenol Drugs 0.000 description 1
- PRHTXAOWJQTLBO-UHFFFAOYSA-N methyleugenol Natural products COC1=CC=C(C(C)=C)C=C1OC PRHTXAOWJQTLBO-UHFFFAOYSA-N 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 229940051866 mouthwash Drugs 0.000 description 1
- 239000012074 organic phase Substances 0.000 description 1
- 235000011197 perejil Nutrition 0.000 description 1
- 230000002688 persistence Effects 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 1
- QROGIFZRVHSFLM-UHFFFAOYSA-N prop-1-enylbenzene Chemical compound CC=CC1=CC=CC=C1 QROGIFZRVHSFLM-UHFFFAOYSA-N 0.000 description 1
- HJWLCRVIBGQPNF-UHFFFAOYSA-N prop-2-enylbenzene Chemical compound C=CCC1=CC=CC=C1 HJWLCRVIBGQPNF-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 229920006395 saturated elastomer Polymers 0.000 description 1
- 235000017557 sodium bicarbonate Nutrition 0.000 description 1
- 229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- BJIOGJUNALELMI-UHFFFAOYSA-N trans-isoeugenol Natural products COC1=CC(C=CC)=CC=C1O BJIOGJUNALELMI-UHFFFAOYSA-N 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11B—PRODUCING, e.g. BY PRESSING RAW MATERIALS OR BY EXTRACTION FROM WASTE MATERIALS, REFINING OR PRESERVING FATS, FATTY SUBSTANCES, e.g. LANOLIN, FATTY OILS OR WAXES; ESSENTIAL OILS; PERFUMES
- C11B9/00—Essential oils; Perfumes
- C11B9/0061—Essential oils; Perfumes compounds containing a six-membered aromatic ring not condensed with another ring
Landscapes
- Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Organic Chemistry (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Seasonings (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01115991 | 2001-06-30 | ||
| EP01115991A EP1269982A1 (en) | 2001-06-30 | 2001-06-30 | Fragrance and flavour compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2346741T3 true ES2346741T3 (es) | 2010-10-20 |
Family
ID=8177911
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES02740179T Expired - Lifetime ES2346741T3 (es) | 2001-06-30 | 2002-06-28 | Composiciones de fragancia y saborizantes. |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7704942B2 (enExample) |
| EP (2) | EP1269982A1 (enExample) |
| JP (1) | JP4088250B2 (enExample) |
| CN (1) | CN1245934C (enExample) |
| AT (1) | ATE471142T1 (enExample) |
| AU (1) | AU2002315612A1 (enExample) |
| BR (1) | BR0210749B1 (enExample) |
| DE (1) | DE60236729D1 (enExample) |
| ES (1) | ES2346741T3 (enExample) |
| MX (1) | MXPA03010821A (enExample) |
| WO (1) | WO2003002084A2 (enExample) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1269982A1 (en) | 2001-06-30 | 2003-01-02 | Givaudan SA | Fragrance and flavour compositions |
| ES2396140T3 (es) * | 2008-11-07 | 2013-02-19 | Firmenich S.A. | Ingredientes aromatizantes de tipo floral y/o de anís |
| ES2544306T3 (es) * | 2011-08-29 | 2015-08-28 | Firmenich Sa | Odorantes de oud |
| GB201516396D0 (en) | 2015-09-16 | 2015-10-28 | Givaudan Sa | Improvements in or relating to organic compounds |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2507778C3 (de) | 1975-02-22 | 1980-06-26 | Haarmann & Reimer Gmbh, 3450 Holzminden | Verwendung von Dichlorcyclopropanderivaten als Riechstoffe |
| US4190591A (en) * | 1977-01-21 | 1980-02-26 | Givaudan Corporation | Odorant and flavorant |
| CH633550A5 (en) * | 1977-01-21 | 1982-12-15 | Givaudan & Cie Sa | Process for the preparation of a new aroma substance and/or flavouring |
| US4306096A (en) | 1980-09-30 | 1981-12-15 | International Flavors & Fragrances Inc. | Cyclohexyl phenethylether |
| DE3128987A1 (de) | 1981-07-22 | 1983-02-10 | Dragoco Gerberding & Co Gmbh, 3450 Holzminden | Verwendung von 1-ethoxi-4-ethyl-benzol als riech- und aromastoff |
| JPS5821634A (ja) * | 1981-07-31 | 1983-02-08 | Ogawa Koryo Kk | シクロプロピルベンゼン誘導体およびそれを含有する香料組成物 |
| US4657700A (en) | 1983-10-07 | 1987-04-14 | Givaudan Corporation | Fragrance compositions containing benzyl ethers |
| JPH0694417B2 (ja) | 1984-08-03 | 1994-11-24 | 株式会社資生堂 | 現代ローズ香料組成物及びその製造方法 |
| NL8403220A (nl) | 1984-10-23 | 1986-05-16 | Naarden International Nv | Parfumcomposities en geparfumeerde produkten, die een of meer o-alkoxyfenolen als grondstof bevatten. |
| US4696766A (en) * | 1986-03-19 | 1987-09-29 | Givaudan Corporation | (2R*,3S*)-(E)-3-methyl-5-(2,2,3-trimethylcyclopent-3-en-1-yl)pent-4-en-2-ol |
| DE68922130T2 (de) | 1988-02-25 | 1995-09-07 | Firmenich & Cie | Verwendung von 2-Methoxy-4-Propyl-1-Cyclohexanol als Duftstoff. |
| DE4115184A1 (de) * | 1991-05-09 | 1992-11-12 | Bayer Ag | Benzothiophen-2-carboxamid-s,s-dioxide |
| US5169669A (en) * | 1991-09-25 | 1992-12-08 | The Procter & Gamble Company | Cooking oils |
| US5222141A (en) | 1992-03-25 | 1993-06-22 | Motorola, Inc. | Apparatus and method for encoding data |
| JPH06287591A (ja) | 1993-04-06 | 1994-10-11 | Lion Corp | 香料組成物 |
| JP3676394B2 (ja) | 1994-04-25 | 2005-07-27 | 曽田香料株式会社 | 香料組成物 |
| US5707961A (en) * | 1995-05-16 | 1998-01-13 | Givaudan-Roure (International) Sa | Odorant compounds and compositions |
| EP0858498B1 (de) * | 1995-11-01 | 2001-09-12 | Givaudan SA | Nitril |
| JPH11507097A (ja) * | 1996-03-19 | 1999-06-22 | ザ、プロクター、エンド、ギャンブル、カンパニー | ブルーミング香料を含有するガラスクリーニング組成物 |
| JP2894445B2 (ja) * | 1997-02-12 | 1999-05-24 | 日本たばこ産業株式会社 | Ｃｅｔｐ活性阻害剤として有効な化合物 |
| ATE214687T1 (de) | 1998-07-27 | 2002-04-15 | Pfw Aroma Chem | Cycloalkylether und sie enthaltende riechstoffzusammensetzungen |
| JP4643775B2 (ja) * | 1999-01-13 | 2011-03-02 | 日本食品化工株式会社 | 香気成分生成阻害剤 |
| US6686336B2 (en) * | 2000-02-08 | 2004-02-03 | Federal Government As Represented By The Department Of Veterans Affaires | N-terminal D(-)-penicillamine peptides as aldehyde sequestration agents |
| EP1269982A1 (en) | 2001-06-30 | 2003-01-02 | Givaudan SA | Fragrance and flavour compositions |
| US20050049146A1 (en) * | 2001-11-05 | 2005-03-03 | Chiarello John F. | Use of substituted dibenzothiepine derivatives as insecticidal, acaricidal and nematicidal agents |
-
2001
- 2001-06-30 EP EP01115991A patent/EP1269982A1/en not_active Withdrawn
-
2002
- 2002-06-28 DE DE60236729T patent/DE60236729D1/de not_active Expired - Lifetime
- 2002-06-28 WO PCT/CH2002/000352 patent/WO2003002084A2/en not_active Ceased
- 2002-06-28 CN CNB028117107A patent/CN1245934C/zh not_active Expired - Lifetime
- 2002-06-28 AU AU2002315612A patent/AU2002315612A1/en not_active Abandoned
- 2002-06-28 US US10/481,733 patent/US7704942B2/en not_active Expired - Lifetime
- 2002-06-28 AT AT02740179T patent/ATE471142T1/de not_active IP Right Cessation
- 2002-06-28 ES ES02740179T patent/ES2346741T3/es not_active Expired - Lifetime
- 2002-06-28 BR BRPI0210749-0B1A patent/BR0210749B1/pt active IP Right Grant
- 2002-06-28 EP EP02740179A patent/EP1401388B1/en not_active Expired - Lifetime
- 2002-06-28 MX MXPA03010821A patent/MXPA03010821A/es active IP Right Grant
- 2002-06-28 JP JP2003508324A patent/JP4088250B2/ja not_active Expired - Lifetime
Also Published As
| Publication number | Publication date |
|---|---|
| AU2002315612A1 (en) | 2003-03-03 |
| US7704942B2 (en) | 2010-04-27 |
| EP1401388A2 (en) | 2004-03-31 |
| BR0210749A (pt) | 2004-07-20 |
| US20050042255A1 (en) | 2005-02-24 |
| CN1514718A (zh) | 2004-07-21 |
| EP1401388B1 (en) | 2010-06-16 |
| WO2003002084A3 (en) | 2003-08-28 |
| MXPA03010821A (es) | 2004-02-17 |
| JP4088250B2 (ja) | 2008-05-21 |
| DE60236729D1 (de) | 2010-07-29 |
| ATE471142T1 (de) | 2010-07-15 |
| EP1269982A1 (en) | 2003-01-02 |
| BR0210749B1 (pt) | 2013-12-10 |
| CN1245934C (zh) | 2006-03-22 |
| JP2005505511A (ja) | 2005-02-24 |
| WO2003002084A2 (en) | 2003-01-09 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2005533897A (ja) | 香り（Ｆｌａｖｏｕｒａｎｔ）化合物 | |
| JP2005513119A (ja) | 改良されたシトラール誘導体 | |
| EP0770670B1 (en) | Perfume composition containing (4R)-cis-4-methyl-2-substituted-tetrahydro-2H-pyran derivative and method for improving fragrance by using it | |
| ES2346741T3 (es) | Composiciones de fragancia y saborizantes. | |
| EP0470391B1 (fr) | Utilisation de pyridines à titre d'ingrédients parfumants et aromatisants | |
| EP0034334B1 (fr) | Esters de 1,3-diméthyl-but-3-ène-1-yle, leur utilisation en tant qu'ingrédients parfumants ou aromatisants, composition parfumante ou aromatisante contenant au moins l'un desdits esters | |
| US6129941A (en) | 1-methoxy-3-hexanethiol and its S-acetyl derivative as perfuming and flavoring ingredients | |
| US4217251A (en) | Novel cyclopentanone derivatives used as perfume ingredients | |
| US7008919B2 (en) | Use of thio derivatives as perfuming and flavoring ingredients | |
| US4173584A (en) | Novel cyclopentanone derivatives as flavor- and odor-modifying ingredients | |
| ES2285133T3 (es) | Composicion de fragancias. | |
| US4031140A (en) | 4- AND 5-Phenyl pentenal acetals | |
| EP0100015B1 (fr) | Hydrocarbure aliphatique polyinsaturé, procédé pour sa préparation et son utilisation en tant qu'ingrédient parfumant et aromatisant | |
| CA1182328A (en) | Flavoring with 4-methyl-4-mercapto-2-pentanone | |
| US4261867A (en) | Using 1-ethynyl-2,2,6-trimethyl-cyclohexanol to enhance woody fragrance of perfume compositions | |
| US4036886A (en) | Processes for producing 4- and 5-phenyl pentenals | |
| JP2006503794A (ja) | チオフェン誘導体および芳香剤としてのその使用 | |
| JPH05125390A (ja) | 現代ローズ香料組成物 | |
| ES2289366T3 (es) | Alquilsulfanilbencenos como compuestos de perfume. | |
| CN101115403B (zh) | 调味成分 | |
| GB2426516A (en) | Cyclopropanated derivatives of coumarin & their use as a flavour or fragrance | |
| US4428870A (en) | Perfume composition containing phenylethynyl carbinols | |
| JPS6059892B2 (ja) | チグリン酸誘導体、同製造法および香料組成物 | |
| EP0231896B1 (en) | Alpha, beta-unsaturated ketones and their use as aroma chemicals | |
| MXPA06013035A (es) | Cetonas no ciclicas impedidas como ingrediente de perfumeria. |