JP2006510685A - フレグランス化合物としてのアルキルスルファニル−ベンゼン - Google Patents
フレグランス化合物としてのアルキルスルファニル−ベンゼン Download PDFInfo
- Publication number
- JP2006510685A JP2006510685A JP2004560977A JP2004560977A JP2006510685A JP 2006510685 A JP2006510685 A JP 2006510685A JP 2004560977 A JP2004560977 A JP 2004560977A JP 2004560977 A JP2004560977 A JP 2004560977A JP 2006510685 A JP2006510685 A JP 2006510685A
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- Prior art keywords
- benzene
- methylsulfanyl
- methyl
- propyl
- hydrogen
- 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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- 150000001875 compounds Chemical class 0.000 title claims abstract description 35
- 239000003205 fragrance Substances 0.000 title claims abstract description 28
- UHOVQNZJYSORNB-UHFFFAOYSA-N benzene Substances C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 title abstract description 5
- 239000000796 flavoring agent Substances 0.000 claims abstract description 22
- 235000019634 flavors Nutrition 0.000 claims abstract description 19
- 239000000203 mixture Substances 0.000 claims description 24
- 229910052739 hydrogen Inorganic materials 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 15
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 11
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 11
- 229910052799 carbon Inorganic materials 0.000 claims description 9
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 9
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 9
- 239000002304 perfume Substances 0.000 claims description 8
- 238000000034 method Methods 0.000 claims description 7
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- ADJMJEOWSHCQIM-UHFFFAOYSA-N 1-(cyclobutylmethyl)-4-methylsulfanylbenzene Chemical compound C1=CC(SC)=CC=C1CC1CCC1 ADJMJEOWSHCQIM-UHFFFAOYSA-N 0.000 claims description 5
- YFZCKIWJUKVGCJ-UHFFFAOYSA-N 1-(cyclopropylmethyl)-4-methylsulfanylbenzene Chemical compound C1=CC(SC)=CC=C1CC1CC1 YFZCKIWJUKVGCJ-UHFFFAOYSA-N 0.000 claims description 5
- WOBUYSKXJVQBQU-UHFFFAOYSA-N 1-(cyclopentylmethyl)-4-methylsulfanylbenzene Chemical compound C1=CC(SC)=CC=C1CC1CCCC1 WOBUYSKXJVQBQU-UHFFFAOYSA-N 0.000 claims description 4
- LAAJFUYWLQVYNB-UHFFFAOYSA-N 1-hex-1-enyl-4-methylsulfanylbenzene Chemical compound CCCCC=CC1=CC=C(SC)C=C1 LAAJFUYWLQVYNB-UHFFFAOYSA-N 0.000 claims description 4
- WKNUHXDGEBTJPB-UHFFFAOYSA-N 1-methylsulfanyl-4-prop-1-enylbenzene Chemical compound CSC1=CC=C(C=CC)C=C1 WKNUHXDGEBTJPB-UHFFFAOYSA-N 0.000 claims description 4
- YWPZWTODPXYOCM-UHFFFAOYSA-N 1-(cyclohexylmethyl)-4-methylsulfanylbenzene Chemical compound C1=CC(SC)=CC=C1CC1CCCCC1 YWPZWTODPXYOCM-UHFFFAOYSA-N 0.000 claims description 3
- 239000002537 cosmetic Substances 0.000 claims description 3
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 3
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 4
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- -1 1-prop-1-enyl-4-methylsulfanyl-benzene (1-prop-1-enyl-4- methylsulfanyl-benzene) Chemical compound 0.000 description 5
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- 102000004190 Enzymes Human genes 0.000 description 2
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- 235000009508 confectionery Nutrition 0.000 description 2
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- 239000003085 diluting agent Substances 0.000 description 2
- 125000006182 dimethyl benzyl group Chemical group 0.000 description 2
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- HNKJADCVZUBCPG-UHFFFAOYSA-N thioanisole Chemical compound CSC1=CC=CC=C1 HNKJADCVZUBCPG-UHFFFAOYSA-N 0.000 description 2
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- 150000004676 glycans Chemical class 0.000 description 1
- 239000001087 glyceryl triacetate Substances 0.000 description 1
- 235000013773 glyceryl triacetate Nutrition 0.000 description 1
- UFLHIIWVXFIJGU-UHFFFAOYSA-N hex-3-en-1-ol Natural products CCC=CCCO UFLHIIWVXFIJGU-UHFFFAOYSA-N 0.000 description 1
- IKDUDTNKRLTJSI-UHFFFAOYSA-N hydrazine monohydrate Substances O.NN IKDUDTNKRLTJSI-UHFFFAOYSA-N 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 239000010656 jasmine oil Substances 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 150000002596 lactones Chemical class 0.000 description 1
- 239000000171 lavandula angustifolia l. flower oil Substances 0.000 description 1
- 229930007744 linalool Natural products 0.000 description 1
- UWKAYLJWKGQEPM-UHFFFAOYSA-N linalool acetate Natural products CC(C)=CCCC(C)(C=C)OC(C)=O UWKAYLJWKGQEPM-UHFFFAOYSA-N 0.000 description 1
- 239000002502 liposome Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000013521 mastic Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- YAHNYLGSSPTTAG-UHFFFAOYSA-N methyl n-(3,4-dichlorophenyl)carbamodithioate Chemical compound CSC(=S)NC1=CC=C(Cl)C(Cl)=C1 YAHNYLGSSPTTAG-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
- 239000003094 microcapsule Substances 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 229940051866 mouthwash Drugs 0.000 description 1
- 239000010659 mugwort oil Substances 0.000 description 1
- 239000002088 nanocapsule Substances 0.000 description 1
- 229930014626 natural product Natural products 0.000 description 1
- 229920001542 oligosaccharide Polymers 0.000 description 1
- LVECZGHBXXYWBO-UHFFFAOYSA-N pentadecanolide Natural products CC1CCCCCCCCCCCCC(=O)O1 LVECZGHBXXYWBO-UHFFFAOYSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 239000001738 pogostemon cablin oil Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000005017 polysaccharide Substances 0.000 description 1
- 229920001282 polysaccharide Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 238000002953 preparative HPLC Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 239000002516 radical scavenger Substances 0.000 description 1
- 238000006722 reduction reaction Methods 0.000 description 1
- 235000021572 root beer Nutrition 0.000 description 1
- 235000019719 rose oil Nutrition 0.000 description 1
- 239000010666 rose oil Substances 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 239000012047 saturated solution Substances 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 235000013599 spices Nutrition 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 239000007885 tablet disintegrant Substances 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- 229960002622 triacetin Drugs 0.000 description 1
- YEIGUXGHHKAURB-UHFFFAOYSA-N viridine Natural products O=C1C2=C3CCC(=O)C3=CC=C2C2(C)C(O)C(OC)C(=O)C3=COC1=C23 YEIGUXGHHKAURB-UHFFFAOYSA-N 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000010457 zeolite Substances 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
-
- 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
- A23L27/204—Aromatic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/24—Thiols, sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings
- C07C321/28—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to carbon atoms of six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/06—Systems containing only non-condensed rings with a five-membered ring
- C07C2601/08—Systems containing only non-condensed rings with a five-membered ring the ring being saturated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
- C07C2601/16—Systems containing only non-condensed rings with a six-membered ring the ring being unsaturated
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Wood Science & Technology (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Food Science & Technology (AREA)
- Polymers & Plastics (AREA)
- Fats And Perfumes (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GBGB0229453.6A GB0229453D0 (en) | 2002-12-19 | 2002-12-19 | Improvements in or related to organic compounds |
| PCT/CH2003/000814 WO2004056765A1 (en) | 2002-12-19 | 2003-12-12 | Alkylsulfanyl-benzenes as fragrance compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2006510685A true JP2006510685A (ja) | 2006-03-30 |
| JP2006510685A5 JP2006510685A5 (enExample) | 2007-02-01 |
Family
ID=9949891
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2004560977A Pending JP2006510685A (ja) | 2002-12-19 | 2003-12-12 | フレグランス化合物としてのアルキルスルファニル−ベンゼン |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US20060014664A1 (enExample) |
| EP (1) | EP1572636B1 (enExample) |
| JP (1) | JP2006510685A (enExample) |
| CN (1) | CN1307152C (enExample) |
| AT (1) | ATE367375T1 (enExample) |
| AU (1) | AU2003303211A1 (enExample) |
| DE (1) | DE60315069T2 (enExample) |
| ES (1) | ES2289366T3 (enExample) |
| GB (1) | GB0229453D0 (enExample) |
| MX (1) | MXPA05006386A (enExample) |
| WO (1) | WO2004056765A1 (enExample) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2379721A (en) | 2001-09-12 | 2003-03-19 | Luk Lamellen & Kupplungsbau | Automated transmission system |
| MX2012004845A (es) | 2009-11-02 | 2012-05-29 | Firmenich & Cie | Odorizantes con notas anisicas. |
| CN105300432A (zh) * | 2015-12-04 | 2016-02-03 | 常熟市裕华计量检测咨询服务有限公司 | 耐压测试仪 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01161092A (ja) * | 1987-12-18 | 1989-06-23 | Lion Corp | 香料 |
| JPH04255796A (ja) * | 1991-02-07 | 1992-09-10 | Kao Corp | 香料組成物 |
| WO2002098241A1 (en) * | 2001-06-06 | 2002-12-12 | Givaudan Sa | Flavour and fragrance compositions |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4200660A (en) * | 1966-04-18 | 1980-04-29 | Firmenich & Cie. | Aromatic sulfur flavoring agents |
| US5137889A (en) * | 1983-12-02 | 1992-08-11 | Otsuka Pharmaceutical Co., Ltd. | Dihydropyridine derivatives and process for preparing the same |
| DE4126671A1 (de) * | 1991-08-13 | 1993-02-18 | Huels Chemische Werke Ag | Verfahren zur herstellung von alkylphenylalkylethern |
| JP3535210B2 (ja) * | 1994-04-08 | 2004-06-07 | 住友精化株式会社 | アルキルフェニルスルフィドの製造方法 |
| US6222048B1 (en) * | 1995-12-18 | 2001-04-24 | Merck Frosst Canada & Co. | Diaryl-2-(5H)-furanones as Cox-2 inhibitors |
-
2002
- 2002-12-19 GB GBGB0229453.6A patent/GB0229453D0/en not_active Ceased
-
2003
- 2003-12-12 DE DE60315069T patent/DE60315069T2/de not_active Expired - Lifetime
- 2003-12-12 EP EP03813507A patent/EP1572636B1/en not_active Expired - Lifetime
- 2003-12-12 US US10/534,338 patent/US20060014664A1/en not_active Abandoned
- 2003-12-12 WO PCT/CH2003/000814 patent/WO2004056765A1/en not_active Ceased
- 2003-12-12 ES ES03813507T patent/ES2289366T3/es not_active Expired - Lifetime
- 2003-12-12 JP JP2004560977A patent/JP2006510685A/ja active Pending
- 2003-12-12 MX MXPA05006386A patent/MXPA05006386A/es active IP Right Grant
- 2003-12-12 AU AU2003303211A patent/AU2003303211A1/en not_active Abandoned
- 2003-12-12 CN CNB2003801049617A patent/CN1307152C/zh not_active Expired - Fee Related
- 2003-12-12 AT AT03813507T patent/ATE367375T1/de not_active IP Right Cessation
Patent Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01161092A (ja) * | 1987-12-18 | 1989-06-23 | Lion Corp | 香料 |
| JPH04255796A (ja) * | 1991-02-07 | 1992-09-10 | Kao Corp | 香料組成物 |
| WO2002098241A1 (en) * | 2001-06-06 | 2002-12-12 | Givaudan Sa | Flavour and fragrance compositions |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1572636B1 (en) | 2007-07-18 |
| AU2003303211A1 (en) | 2004-07-14 |
| GB0229453D0 (en) | 2003-01-22 |
| WO2004056765A1 (en) | 2004-07-08 |
| MXPA05006386A (es) | 2005-08-29 |
| DE60315069D1 (de) | 2007-08-30 |
| US20060014664A1 (en) | 2006-01-19 |
| CN1307152C (zh) | 2007-03-28 |
| CN1720222A (zh) | 2006-01-11 |
| DE60315069T2 (de) | 2008-04-03 |
| EP1572636A1 (en) | 2005-09-14 |
| ATE367375T1 (de) | 2007-08-15 |
| ES2289366T3 (es) | 2008-02-01 |
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