JP2006506316A - 改良された芳香薬品 - Google Patents
改良された芳香薬品 Download PDFInfo
- Publication number
- JP2006506316A JP2006506316A JP2003554619A JP2003554619A JP2006506316A JP 2006506316 A JP2006506316 A JP 2006506316A JP 2003554619 A JP2003554619 A JP 2003554619A JP 2003554619 A JP2003554619 A JP 2003554619A JP 2006506316 A JP2006506316 A JP 2006506316A
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- JP
- Japan
- Prior art keywords
- fragrance
- group
- oil
- compound
- derivatives
- 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.)
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- 239000003205 fragrance Substances 0.000 title claims abstract description 94
- 239000000203 mixture Substances 0.000 claims abstract description 85
- 150000001875 compounds Chemical class 0.000 claims abstract description 74
- WTEVQBCEXWBHNA-JXMROGBWSA-N geranial Chemical compound CC(C)=CCC\C(C)=C\C=O WTEVQBCEXWBHNA-JXMROGBWSA-N 0.000 claims abstract description 22
- 239000000126 substance Substances 0.000 claims abstract description 22
- WTEVQBCEXWBHNA-UHFFFAOYSA-N Citral Natural products CC(C)=CCCC(C)=CC=O WTEVQBCEXWBHNA-UHFFFAOYSA-N 0.000 claims abstract description 20
- 235000013361 beverage Nutrition 0.000 claims abstract description 19
- 229940043350 citral Drugs 0.000 claims abstract description 18
- 125000003172 aldehyde group Chemical group 0.000 claims abstract description 16
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 15
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims abstract description 14
- 150000002825 nitriles Chemical class 0.000 claims abstract description 14
- 238000000034 method Methods 0.000 claims abstract description 13
- 125000004036 acetal group Chemical group 0.000 claims abstract description 12
- 239000002781 deodorant agent Substances 0.000 claims abstract description 12
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 claims abstract description 10
- 239000000341 volatile oil Substances 0.000 claims abstract description 10
- 238000004519 manufacturing process Methods 0.000 claims abstract description 7
- 235000013405 beer Nutrition 0.000 claims abstract description 6
- 238000004140 cleaning Methods 0.000 claims abstract description 4
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- 239000003599 detergent Substances 0.000 claims description 34
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- 239000004615 ingredient Substances 0.000 claims description 18
- GLZPCOQZEFWAFX-UHFFFAOYSA-N Geraniol Chemical compound CC(C)=CCCC(C)=CCO GLZPCOQZEFWAFX-UHFFFAOYSA-N 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 239000003921 oil Substances 0.000 claims description 12
- 235000019198 oils Nutrition 0.000 claims description 12
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical group C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 11
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- QMVPMAAFGQKVCJ-UHFFFAOYSA-N citronellol Chemical compound OCCC(C)CCC=C(C)C QMVPMAAFGQKVCJ-UHFFFAOYSA-N 0.000 claims description 8
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- 238000009472 formulation Methods 0.000 claims description 8
- 239000002671 adjuvant Substances 0.000 claims description 7
- XMGQYMWWDOXHJM-UHFFFAOYSA-N limonene Chemical compound CC(=C)C1CCC(C)=CC1 XMGQYMWWDOXHJM-UHFFFAOYSA-N 0.000 claims description 7
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- ORMHZBNNECIKOH-UHFFFAOYSA-N 4-(4-hydroxy-4-methylpentyl)cyclohex-3-ene-1-carbaldehyde Chemical compound CC(C)(O)CCCC1=CCC(C=O)CC1 ORMHZBNNECIKOH-UHFFFAOYSA-N 0.000 claims description 6
- YHRUHBBTQZKMEX-FBXUGWQNSA-N E,E-Farnesal Natural products CC(C)=CCC\C(C)=C/CC\C(C)=C/C=O YHRUHBBTQZKMEX-FBXUGWQNSA-N 0.000 claims description 6
- 235000001287 Guettarda speciosa Nutrition 0.000 claims description 6
- DGZBGCMPRYFWFF-UHFFFAOYSA-N beta-trans-Bergamoten Natural products C1C2C(CCC=C(C)C)(C)C1CCC2=C DGZBGCMPRYFWFF-UHFFFAOYSA-N 0.000 claims description 6
- ULDHMXUKGWMISQ-UHFFFAOYSA-N carvone Chemical compound CC(=C)C1CC=C(C)C(=O)C1 ULDHMXUKGWMISQ-UHFFFAOYSA-N 0.000 claims description 6
- NEHNMFOYXAPHSD-UHFFFAOYSA-N citronellal Chemical compound O=CCC(C)CCC=C(C)C NEHNMFOYXAPHSD-UHFFFAOYSA-N 0.000 claims description 6
- 239000001490 (3R)-3,7-dimethylocta-1,6-dien-3-ol Substances 0.000 claims description 5
- CDOSHBSSFJOMGT-JTQLQIEISA-N (R)-linalool Natural products CC(C)=CCC[C@@](C)(O)C=C CDOSHBSSFJOMGT-JTQLQIEISA-N 0.000 claims description 5
- MOQGCGNUWBPGTQ-UHFFFAOYSA-N 2,6,6-trimethyl-1-cyclohexene-1-carboxaldehyde Chemical compound CC1=C(C=O)C(C)(C)CCC1 MOQGCGNUWBPGTQ-UHFFFAOYSA-N 0.000 claims description 5
- GLZPCOQZEFWAFX-YFHOEESVSA-N Geraniol Natural products CC(C)=CCC\C(C)=C/CO GLZPCOQZEFWAFX-YFHOEESVSA-N 0.000 claims description 5
- 239000005792 Geraniol Substances 0.000 claims description 5
- 230000001166 anti-perspirative effect Effects 0.000 claims description 5
- 239000003213 antiperspirant Substances 0.000 claims description 5
- 229940113087 geraniol Drugs 0.000 claims description 5
- 229930007744 linalool Natural products 0.000 claims description 5
- YHRUHBBTQZKMEX-YFVJMOTDSA-N (2-trans,6-trans)-farnesal Chemical compound CC(C)=CCC\C(C)=C\CC\C(C)=C\C=O YHRUHBBTQZKMEX-YFVJMOTDSA-N 0.000 claims description 4
- OOCCDEMITAIZTP-QPJJXVBHSA-N (E)-cinnamyl alcohol Chemical compound OC\C=C\C1=CC=CC=C1 OOCCDEMITAIZTP-QPJJXVBHSA-N 0.000 claims description 4
- 229940019836 cyclamen aldehyde Drugs 0.000 claims description 4
- CBOQJANXLMLOSS-UHFFFAOYSA-N ethyl vanillin Chemical compound CCOC1=CC(C=O)=CC=C1O CBOQJANXLMLOSS-UHFFFAOYSA-N 0.000 claims description 4
- RRAFCDWBNXTKKO-UHFFFAOYSA-N eugenol Chemical compound COC1=CC(CC=C)=CC=C1O RRAFCDWBNXTKKO-UHFFFAOYSA-N 0.000 claims description 4
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- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 claims description 4
- ZFNVDHOSLNRHNN-UHFFFAOYSA-N xi-3-(4-Isopropylphenyl)-2-methylpropanal Chemical compound O=CC(C)CC1=CC=C(C(C)C)C=C1 ZFNVDHOSLNRHNN-UHFFFAOYSA-N 0.000 claims description 4
- CRDAMVZIKSXKFV-FBXUGWQNSA-N (2-cis,6-cis)-farnesol Chemical compound CC(C)=CCC\C(C)=C/CC\C(C)=C/CO CRDAMVZIKSXKFV-FBXUGWQNSA-N 0.000 claims description 3
- 239000000260 (2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-ol Substances 0.000 claims description 3
- QMVPMAAFGQKVCJ-SNVBAGLBSA-N (R)-(+)-citronellol Natural products OCC[C@H](C)CCC=C(C)C QMVPMAAFGQKVCJ-SNVBAGLBSA-N 0.000 claims description 3
- JRJBVWJSTHECJK-LUAWRHEFSA-N (z)-3-methyl-4-(2,6,6-trimethylcyclohex-2-en-1-yl)but-3-en-2-one Chemical compound CC(=O)C(\C)=C/C1C(C)=CCCC1(C)C JRJBVWJSTHECJK-LUAWRHEFSA-N 0.000 claims description 3
- 239000005973 Carvone Substances 0.000 claims description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 3
- GUUHFMWKWLOQMM-NTCAYCPXSA-N alpha-hexylcinnamaldehyde Chemical compound CCCCCC\C(C=O)=C/C1=CC=CC=C1 GUUHFMWKWLOQMM-NTCAYCPXSA-N 0.000 claims description 3
- GUUHFMWKWLOQMM-UHFFFAOYSA-N alpha-n-hexylcinnamic aldehyde Natural products CCCCCCC(C=O)=CC1=CC=CC=C1 GUUHFMWKWLOQMM-UHFFFAOYSA-N 0.000 claims description 3
- 125000003118 aryl group Chemical group 0.000 claims description 3
- JGQFVRIQXUFPAH-UHFFFAOYSA-N beta-citronellol Natural products OCCC(C)CCCC(C)=C JGQFVRIQXUFPAH-UHFFFAOYSA-N 0.000 claims description 3
- 239000003795 chemical substances by application Substances 0.000 claims description 3
- 235000000983 citronellal Nutrition 0.000 claims description 3
- 229930003633 citronellal Natural products 0.000 claims description 3
- 235000000484 citronellol Nutrition 0.000 claims description 3
- 229940043259 farnesol Drugs 0.000 claims description 3
- 229930002886 farnesol Natural products 0.000 claims description 3
- 229910052717 sulfur Inorganic materials 0.000 claims description 3
- 239000011593 sulfur Substances 0.000 claims description 3
- NOOLISFMXDJSKH-UTLUCORTSA-N (+)-Neomenthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@@H]1O NOOLISFMXDJSKH-UTLUCORTSA-N 0.000 claims description 2
- OLUJUQKZMDLFII-UHFFFAOYSA-N 1-phenyloct-1-en-3-ol Chemical compound CCCCCC(O)C=CC1=CC=CC=C1 OLUJUQKZMDLFII-UHFFFAOYSA-N 0.000 claims description 2
- OPXFRCXUUGHQBY-UHFFFAOYSA-N 3-phenylprop-2-enoyl benzoate Chemical compound C=1C=CC=CC=1C=CC(=O)OC(=O)C1=CC=CC=C1 OPXFRCXUUGHQBY-UHFFFAOYSA-N 0.000 claims description 2
- 235000007173 Abies balsamea Nutrition 0.000 claims description 2
- 239000004857 Balsam Substances 0.000 claims description 2
- 235000005747 Carum carvi Nutrition 0.000 claims description 2
- 240000000467 Carum carvi Species 0.000 claims description 2
- NPBVQXIMTZKSBA-UHFFFAOYSA-N Chavibetol Natural products COC1=CC=C(CC=C)C=C1O NPBVQXIMTZKSBA-UHFFFAOYSA-N 0.000 claims description 2
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 claims description 2
- 240000002943 Elettaria cardamomum Species 0.000 claims description 2
- 239000005770 Eugenol Substances 0.000 claims description 2
- 240000004670 Glycyrrhiza echinata Species 0.000 claims description 2
- 235000001453 Glycyrrhiza echinata Nutrition 0.000 claims description 2
- 235000006200 Glycyrrhiza glabra Nutrition 0.000 claims description 2
- 235000017382 Glycyrrhiza lepidota Nutrition 0.000 claims description 2
- 240000002045 Guettarda speciosa Species 0.000 claims description 2
- 244000018716 Impatiens biflora Species 0.000 claims description 2
- BJIOGJUNALELMI-ONEGZZNKSA-N Isoeugenol Natural products COC1=CC(\C=C\C)=CC=C1O BJIOGJUNALELMI-ONEGZZNKSA-N 0.000 claims description 2
- 235000019501 Lemon oil Nutrition 0.000 claims description 2
- 244000246386 Mentha pulegium Species 0.000 claims description 2
- 235000016257 Mentha pulegium Nutrition 0.000 claims description 2
- 235000004357 Mentha x piperita Nutrition 0.000 claims description 2
- UVMRYBDEERADNV-UHFFFAOYSA-N Pseudoeugenol Natural products COC1=CC(C(C)=C)=CC=C1O UVMRYBDEERADNV-UHFFFAOYSA-N 0.000 claims description 2
- OOCCDEMITAIZTP-UHFFFAOYSA-N allylic benzylic alcohol Natural products OCC=CC1=CC=CC=C1 OOCCDEMITAIZTP-UHFFFAOYSA-N 0.000 claims description 2
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- 239000010617 anise oil Substances 0.000 claims description 2
- WHGYBXFWUBPSRW-FOUAGVGXSA-N beta-cyclodextrin Chemical compound OC[C@H]([C@H]([C@@H]([C@H]1O)O)O[C@H]2O[C@@H]([C@@H](O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O[C@H]3O[C@H](CO)[C@H]([C@@H]([C@H]3O)O)O3)[C@H](O)[C@H]2O)CO)O[C@@H]1O[C@H]1[C@H](O)[C@@H](O)[C@@H]3O[C@@H]1CO WHGYBXFWUBPSRW-FOUAGVGXSA-N 0.000 claims description 2
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- BJIOGJUNALELMI-ARJAWSKDSA-N cis-isoeugenol Chemical compound COC1=CC(\C=C/C)=CC=C1O BJIOGJUNALELMI-ARJAWSKDSA-N 0.000 claims description 2
- 239000010636 coriander oil Substances 0.000 claims description 2
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Images
Classifications
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- 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
- C11B9/0026—Essential oils; Perfumes compounds containing an alicyclic ring not condensed with another ring
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- 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
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- 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
- A23L27/203—Alicyclic compounds
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- 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
- A23L27/205—Heterocyclic compounds
- A23L27/2052—Heterocyclic compounds having oxygen or sulfur as the only hetero atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
- C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
- C07C45/69—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by addition to carbon-to-carbon double or triple bonds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/02—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen
- C07C47/105—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing rings
- C07C47/11—Saturated compounds having —CHO groups bound to acyclic carbon atoms or to hydrogen containing rings monocyclic
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/21—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms with only carbon-to-carbon double bonds as unsaturation
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/20—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms
- C07C47/225—Unsaturated compounds having —CHO groups bound to acyclic carbon atoms containing rings other than six-membered aromatic rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/28—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/293—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings with three- or four-membered ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/28—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/34—Saturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings polycyclic
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C47/00—Compounds having —CHO groups
- C07C47/38—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings
- C07C47/45—Unsaturated compounds having —CHO groups bound to carbon atoms of rings other than six—membered aromatic rings having unsaturation outside the rings
-
- 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
- C11B9/0069—Heterocyclic compounds
- C11B9/0073—Heterocyclic compounds containing only O or S as heteroatoms
- C11B9/0076—Heterocyclic compounds containing only O or S as heteroatoms the hetero rings containing less than six atoms
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/50—Perfumes
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nutrition Science (AREA)
- Health & Medical Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Cosmetics (AREA)
- Confectionery (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Seasonings (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US34215001P | 2001-12-19 | 2001-12-19 | |
| US34858002P | 2002-01-15 | 2002-01-15 | |
| US35505202P | 2002-02-07 | 2002-02-07 | |
| US37791402P | 2002-05-03 | 2002-05-03 | |
| US38929802P | 2002-06-17 | 2002-06-17 | |
| PCT/US2002/022120 WO2003053902A1 (en) | 2001-12-19 | 2002-07-12 | Improved aromachemicals |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JP2006506316A true JP2006506316A (ja) | 2006-02-23 |
Family
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| JP2003554618A Pending JP2005513119A (ja) | 2001-12-19 | 2002-08-20 | 改良されたシトラール誘導体 |
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|---|---|
| EP (2) | EP1458666B1 (enExample) |
| JP (2) | JP2006506316A (enExample) |
| AT (1) | ATE338017T1 (enExample) |
| AU (5) | AU2002318237A1 (enExample) |
| CA (2) | CA2469602A1 (enExample) |
| DE (1) | DE60214427T2 (enExample) |
| DK (1) | DK1458666T3 (enExample) |
| ES (1) | ES2274985T3 (enExample) |
| GB (1) | GB2383327B (enExample) |
| WO (4) | WO2003053902A1 (enExample) |
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| JP2015154737A (ja) * | 2014-02-20 | 2015-08-27 | アサヒビール株式会社 | 発酵麦芽飲料 |
| JP2015154740A (ja) * | 2014-02-20 | 2015-08-27 | アサヒビール株式会社 | 発酵麦芽飲料 |
| JP2016106537A (ja) * | 2014-12-03 | 2016-06-20 | アサヒビール株式会社 | 容器詰めアルコール飲料 |
| JP2019092518A (ja) * | 2019-02-22 | 2019-06-20 | アサヒビール株式会社 | 容器詰めアルコール飲料 |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7309795B2 (en) | 2001-12-19 | 2007-12-18 | Luca Turin | Citral derivatives |
| US7342042B2 (en) | 2001-12-19 | 2008-03-11 | Flexitral, Inc. | Lily of the valley aromachemicals |
| WO2003053902A1 (en) * | 2001-12-19 | 2003-07-03 | Flexitral, Inc. | Improved aromachemicals |
| MX2007007467A (es) * | 2004-12-22 | 2007-10-15 | Flexitral Inc | Derivados mejorados de citral y citronelal. |
| GB0428306D0 (en) * | 2004-12-24 | 2005-01-26 | Givaudan Sa | Compound |
| WO2006087571A2 (en) * | 2005-02-17 | 2006-08-24 | Flexitral Inc. | Aromachemicals |
| JP2008532947A (ja) * | 2005-03-02 | 2008-08-21 | フレクシトラル・インコーポレーテッド | 大環状チイラン |
| US7485668B2 (en) | 2005-04-14 | 2009-02-03 | International Flavors & Fragrances Inc. | Cyclopropanated macrocyclic ketones and lactones |
| CN101258140A (zh) * | 2005-04-19 | 2008-09-03 | 佛莱克特瑞尔公司 | 苯并(b)环丙(d)吡喃-2-(1h)-酮衍生物 |
| JP4745914B2 (ja) * | 2005-12-01 | 2011-08-10 | 花王株式会社 | 毛髪洗浄剤 |
| WO2007117462A1 (en) * | 2006-04-03 | 2007-10-18 | Flexitral, Inc. | Cyclopropanated aromachemicals |
| EP2041062A1 (en) * | 2006-04-03 | 2009-04-01 | Flexitral, Inc. | Aromachemicals |
| ES2396126T3 (es) | 2008-04-15 | 2013-02-19 | Eisai R&D Management Co., Ltd. | Compuesto de 3-fenilpirazol[5,1-b]tiazol |
| US20170275262A1 (en) * | 2014-09-19 | 2017-09-28 | Tingwei Cai | Cyclopropane derivatives in flavor and fragrance compositions |
| JP6091028B1 (ja) * | 2015-11-11 | 2017-03-08 | 花王株式会社 | シクロプロパン化合物 |
| WO2019037862A1 (de) * | 2017-08-24 | 2019-02-28 | Symrise Ag | Organoschwefelverbindungen als riech- und geschmackstoffe |
| CN109453091B (zh) * | 2019-01-02 | 2021-08-24 | 广东美宝化妆品有限公司 | 一种基于复合鲜花提取液的香水及其制备方法 |
| CN114989057B (zh) * | 2022-07-25 | 2023-06-02 | 江西农业大学 | 一种柠檬醛基酰基硫脲衍生物及其制备方法和应用 |
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- 2002-07-12 AU AU2002318237A patent/AU2002318237A1/en not_active Abandoned
- 2002-07-12 CA CA002469602A patent/CA2469602A1/en not_active Abandoned
- 2002-07-12 EP EP02752283A patent/EP1458666B1/en not_active Expired - Lifetime
- 2002-07-12 DE DE60214427T patent/DE60214427T2/de not_active Expired - Fee Related
- 2002-07-12 JP JP2003554619A patent/JP2006506316A/ja active Pending
- 2002-07-12 AU AU2002366778A patent/AU2002366778A1/en not_active Abandoned
- 2002-07-12 AT AT02752283T patent/ATE338017T1/de not_active IP Right Cessation
- 2002-07-12 ES ES02752283T patent/ES2274985T3/es not_active Expired - Lifetime
- 2002-07-12 DK DK02752283T patent/DK1458666T3/da active
- 2002-07-12 WO PCT/US2002/022441 patent/WO2003053903A1/en not_active Ceased
- 2002-08-20 WO PCT/US2002/026438 patent/WO2003053887A1/en not_active Ceased
- 2002-08-20 AU AU2002332586A patent/AU2002332586B2/en not_active Ceased
- 2002-08-20 AU AU2002323273A patent/AU2002323273A1/en not_active Abandoned
- 2002-08-20 CA CA002469604A patent/CA2469604A1/en not_active Abandoned
- 2002-08-20 JP JP2003554618A patent/JP2005513119A/ja active Pending
- 2002-08-20 WO PCT/US2002/026446 patent/WO2003053901A1/en not_active Ceased
- 2002-08-20 GB GB0219381A patent/GB2383327B/en not_active Expired - Fee Related
- 2002-08-20 EP EP02805502A patent/EP1458665A1/en not_active Withdrawn
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| US4435428A (en) * | 1982-09-23 | 1984-03-06 | International Flavors & Fragrances Inc. | Use in augmenting or enhancing the aroma or taste of foodstuff or chewing gum with the methyl carbonate of 1-hydroxymethyl-2-heptanoyl cyclopropane |
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Cited By (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2014142025A1 (ja) * | 2013-03-12 | 2014-09-18 | 高砂香料工業株式会社 | シクロプロパン環を有する化合物およびその香料組成物 |
| CN105073698A (zh) * | 2013-03-12 | 2015-11-18 | 高砂香料工业株式会社 | 具有环丙烷环的化合物及其香料组合物 |
| US9296675B2 (en) | 2013-03-12 | 2016-03-29 | Takasago International Corporation | Compound having cyclopropane ring, and flavor and/or fragrance composition containing same |
| JPWO2014142025A1 (ja) * | 2013-03-12 | 2017-02-16 | 高砂香料工業株式会社 | シクロプロパン環を有する化合物およびその香料組成物 |
| CN105073698B (zh) * | 2013-03-12 | 2017-03-15 | 高砂香料工业株式会社 | 具有环丙烷环的化合物及包含其的香料组合物和/或芳香组合物 |
| JP2015154737A (ja) * | 2014-02-20 | 2015-08-27 | アサヒビール株式会社 | 発酵麦芽飲料 |
| JP2015154740A (ja) * | 2014-02-20 | 2015-08-27 | アサヒビール株式会社 | 発酵麦芽飲料 |
| JP2016106537A (ja) * | 2014-12-03 | 2016-06-20 | アサヒビール株式会社 | 容器詰めアルコール飲料 |
| JP2019092518A (ja) * | 2019-02-22 | 2019-06-20 | アサヒビール株式会社 | 容器詰めアルコール飲料 |
Also Published As
| Publication number | Publication date |
|---|---|
| AU2002323273A1 (en) | 2003-07-09 |
| WO2003053901A1 (en) | 2003-07-03 |
| DE60214427T2 (de) | 2007-04-26 |
| CA2469602A1 (en) | 2003-07-03 |
| AU2002332586A2 (en) | 2003-07-09 |
| WO2003053902A1 (en) | 2003-07-03 |
| DK1458666T3 (da) | 2006-11-27 |
| GB0219381D0 (en) | 2002-09-25 |
| CA2469604A1 (en) | 2003-07-03 |
| AU2002366778A2 (en) | 2003-07-09 |
| WO2003053903A1 (en) | 2003-07-03 |
| GB2383327A (en) | 2003-06-25 |
| DE60214427D1 (de) | 2006-10-12 |
| ES2274985T3 (es) | 2007-06-01 |
| GB2383327B (en) | 2004-12-08 |
| EP1458665A1 (en) | 2004-09-22 |
| JP2005513119A (ja) | 2005-05-12 |
| EP1458666B1 (en) | 2006-08-30 |
| AU2009200217A1 (en) | 2009-02-12 |
| EP1458666A1 (en) | 2004-09-22 |
| WO2003053887A1 (en) | 2003-07-03 |
| AU2002366778A1 (en) | 2003-07-09 |
| AU2002318237A1 (en) | 2003-07-09 |
| ATE338017T1 (de) | 2006-09-15 |
| AU2002332586B2 (en) | 2006-07-13 |
| AU2002332586A1 (en) | 2003-07-09 |
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