JP4098232B2 - フレーバーおよびフレグランス組成物 - Google Patents
フレーバーおよびフレグランス組成物 Download PDFInfo
- Publication number
- JP4098232B2 JP4098232B2 JP2003501290A JP2003501290A JP4098232B2 JP 4098232 B2 JP4098232 B2 JP 4098232B2 JP 2003501290 A JP2003501290 A JP 2003501290A JP 2003501290 A JP2003501290 A JP 2003501290A JP 4098232 B2 JP4098232 B2 JP 4098232B2
- Authority
- JP
- Japan
- Prior art keywords
- flavor
- mercapto
- formula
- compounds
- fragrance
- 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 abstract description 39
- 239000000796 flavoring agent Substances 0.000 title claims abstract description 25
- 235000019634 flavors Nutrition 0.000 title claims abstract description 25
- 239000003205 fragrance Substances 0.000 title claims abstract description 25
- 150000001875 compounds Chemical class 0.000 claims description 36
- 229910052739 hydrogen Inorganic materials 0.000 claims description 14
- 239000001257 hydrogen Substances 0.000 claims description 14
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 12
- 150000002431 hydrogen Chemical group 0.000 claims description 7
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 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
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 2
- 125000000218 acetic acid group Chemical group C(C)(=O)* 0.000 claims 3
- 239000002243 precursor Substances 0.000 description 16
- 239000000047 product Substances 0.000 description 13
- QZZBJCFNHPYNKO-UHFFFAOYSA-N 1-Phenylethane-1-thiol Chemical compound CC(S)C1=CC=CC=C1 QZZBJCFNHPYNKO-UHFFFAOYSA-N 0.000 description 12
- -1 isobutyryl Chemical group 0.000 description 12
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 10
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 8
- ZMRFRBHYXOQLDK-UHFFFAOYSA-N 2-phenylethanethiol Chemical compound SCCC1=CC=CC=C1 ZMRFRBHYXOQLDK-UHFFFAOYSA-N 0.000 description 7
- 125000000217 alkyl group Chemical group 0.000 description 7
- UENWRTRMUIOCKN-UHFFFAOYSA-N benzyl thiol Chemical compound SCC1=CC=CC=C1 UENWRTRMUIOCKN-UHFFFAOYSA-N 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 235000014214 soft drink Nutrition 0.000 description 7
- 241001672694 Citrus reticulata Species 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- 230000015572 biosynthetic process Effects 0.000 description 5
- 239000012267 brine Substances 0.000 description 5
- 125000004432 carbon atom Chemical group C* 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 5
- 235000019341 magnesium sulphate Nutrition 0.000 description 5
- 235000015067 sauces Nutrition 0.000 description 5
- HPALAKNZSZLMCH-UHFFFAOYSA-M sodium;chloride;hydrate Chemical compound O.[Na+].[Cl-] HPALAKNZSZLMCH-UHFFFAOYSA-M 0.000 description 5
- 239000000243 solution Substances 0.000 description 5
- 239000000126 substance Substances 0.000 description 5
- 238000003786 synthesis reaction Methods 0.000 description 5
- 235000013361 beverage Nutrition 0.000 description 4
- 239000008369 fruit flavor Substances 0.000 description 4
- 238000000034 method Methods 0.000 description 4
- 239000011541 reaction mixture Substances 0.000 description 4
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- 125000002252 acyl group Chemical group 0.000 description 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 description 3
- 235000021438 curry Nutrition 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 235000013305 food Nutrition 0.000 description 3
- 239000007788 liquid Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- KOUKXHPPRFNWPP-UHFFFAOYSA-N pyrazine-2,5-dicarboxylic acid;hydrate Chemical compound O.OC(=O)C1=CN=C(C(O)=O)C=N1 KOUKXHPPRFNWPP-UHFFFAOYSA-N 0.000 description 3
- 239000007858 starting material Substances 0.000 description 3
- 239000000725 suspension Substances 0.000 description 3
- QZZBJCFNHPYNKO-ZETCQYMHSA-N (1s)-1-phenylethanethiol Chemical compound C[C@H](S)C1=CC=CC=C1 QZZBJCFNHPYNKO-ZETCQYMHSA-N 0.000 description 2
- WKTSFRBEJWLNKI-UHFFFAOYSA-N 1-phenylpropane-1-thiol Chemical compound CCC(S)C1=CC=CC=C1 WKTSFRBEJWLNKI-UHFFFAOYSA-N 0.000 description 2
- PYXRMUAJINRNHA-UHFFFAOYSA-N 2-(4-methylphenyl)propane-2-thiol Chemical compound CC1=CC=C(C(C)(C)S)C=C1 PYXRMUAJINRNHA-UHFFFAOYSA-N 0.000 description 2
- IKHGUXGNUITLKF-UHFFFAOYSA-N Acetaldehyde Chemical compound CC=O IKHGUXGNUITLKF-UHFFFAOYSA-N 0.000 description 2
- NBBJYMSMWIIQGU-UHFFFAOYSA-N Propionic aldehyde Chemical compound CCC=O NBBJYMSMWIIQGU-UHFFFAOYSA-N 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 239000003599 detergent Substances 0.000 description 2
- 235000014113 dietary fatty acids Nutrition 0.000 description 2
- 235000013399 edible fruits Nutrition 0.000 description 2
- FJKIXWOMBXYWOQ-UHFFFAOYSA-N ethenoxyethane Chemical compound CCOC=C FJKIXWOMBXYWOQ-UHFFFAOYSA-N 0.000 description 2
- 239000000194 fatty acid Substances 0.000 description 2
- 229930195729 fatty acid Natural products 0.000 description 2
- 239000000706 filtrate Substances 0.000 description 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 2
- 239000012044 organic layer Substances 0.000 description 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 2
- CNJYZHYDDJHXGK-UHFFFAOYSA-N s-(1-phenylethyl) ethanethioate Chemical compound CC(=O)SC(C)C1=CC=CC=C1 CNJYZHYDDJHXGK-UHFFFAOYSA-N 0.000 description 2
- 239000000741 silica gel Substances 0.000 description 2
- 229910002027 silica gel Inorganic materials 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 150000007970 thio esters Chemical class 0.000 description 2
- 150000003568 thioethers Chemical class 0.000 description 2
- 239000000230 xanthan gum Substances 0.000 description 2
- 229920001285 xanthan gum Polymers 0.000 description 2
- 229940082509 xanthan gum Drugs 0.000 description 2
- 235000010493 xanthan gum Nutrition 0.000 description 2
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 2
- UAYWVJHJZHQCIE-UHFFFAOYSA-L zinc iodide Chemical compound I[Zn]I UAYWVJHJZHQCIE-UHFFFAOYSA-L 0.000 description 2
- WAPNOHKVXSQRPX-SSDOTTSWSA-N (R)-1-phenylethanol Chemical compound C[C@@H](O)C1=CC=CC=C1 WAPNOHKVXSQRPX-SSDOTTSWSA-N 0.000 description 1
- HJIFXYFQYXBEGK-UHFFFAOYSA-N 1-(4-methylphenyl)ethanethiol Chemical compound CC(S)C1=CC=C(C)C=C1 HJIFXYFQYXBEGK-UHFFFAOYSA-N 0.000 description 1
- CBUXCIDNUUZLTH-UHFFFAOYSA-N 1-(4-methylphenyl)propane-1-thiol Chemical compound CCC(S)C1=CC=C(C)C=C1 CBUXCIDNUUZLTH-UHFFFAOYSA-N 0.000 description 1
- CRRUGYDDEMGVDY-UHFFFAOYSA-N 1-bromoethylbenzene Chemical compound CC(Br)C1=CC=CC=C1 CRRUGYDDEMGVDY-UHFFFAOYSA-N 0.000 description 1
- JQCSUVJDBHJKNG-UHFFFAOYSA-N 1-methoxy-ethyl Chemical group C[CH]OC JQCSUVJDBHJKNG-UHFFFAOYSA-N 0.000 description 1
- VRWTYTHRWWKAGO-UHFFFAOYSA-N 1-methylsulfanylethylbenzene Chemical compound CSC(C)C1=CC=CC=C1 VRWTYTHRWWKAGO-UHFFFAOYSA-N 0.000 description 1
- AZPXVXMDTDJETJ-UHFFFAOYSA-N 1-phenylbutane-1-thiol Chemical compound CCCC(S)C1=CC=CC=C1 AZPXVXMDTDJETJ-UHFFFAOYSA-N 0.000 description 1
- WAPNOHKVXSQRPX-UHFFFAOYSA-N 1-phenylethanol Chemical compound CC(O)C1=CC=CC=C1 WAPNOHKVXSQRPX-UHFFFAOYSA-N 0.000 description 1
- HCWYVIGTQCJCST-UHFFFAOYSA-N 2-methyl-1-phenylpropane-1-thiol Chemical compound CC(C)C(S)C1=CC=CC=C1 HCWYVIGTQCJCST-UHFFFAOYSA-N 0.000 description 1
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 description 1
- 235000002568 Capsicum frutescens Nutrition 0.000 description 1
- 235000009467 Carica papaya Nutrition 0.000 description 1
- 240000006432 Carica papaya Species 0.000 description 1
- 241000207199 Citrus Species 0.000 description 1
- 239000004097 EU approved flavor enhancer Substances 0.000 description 1
- 241000266847 Mephitidae Species 0.000 description 1
- 235000005135 Micromeria juliana Nutrition 0.000 description 1
- DYUQAZSOFZSPHD-UHFFFAOYSA-N Phenylpropanol Chemical compound CCC(O)C1=CC=CC=C1 DYUQAZSOFZSPHD-UHFFFAOYSA-N 0.000 description 1
- 241000246354 Satureja Species 0.000 description 1
- 235000007315 Satureja hortensis Nutrition 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 150000001263 acyl chlorides Chemical class 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 125000003545 alkoxy group Chemical group 0.000 description 1
- 230000002152 alkylating effect Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZTQSAGDEMFDKMZ-UHFFFAOYSA-N butyric aldehyde Natural products CCCC=O ZTQSAGDEMFDKMZ-UHFFFAOYSA-N 0.000 description 1
- DVECBJCOGJRVPX-UHFFFAOYSA-N butyryl chloride Chemical compound CCCC(Cl)=O DVECBJCOGJRVPX-UHFFFAOYSA-N 0.000 description 1
- 125000004063 butyryl group Chemical group O=C([*])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 239000012876 carrier material Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 235000020971 citrus fruits Nutrition 0.000 description 1
- 238000004440 column chromatography Methods 0.000 description 1
- 235000009508 confectionery Nutrition 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 230000007123 defense Effects 0.000 description 1
- 239000000551 dentifrice Substances 0.000 description 1
- ZFTFAPZRGNKQPU-UHFFFAOYSA-N dicarbonic acid Chemical compound OC(=O)OC(O)=O ZFTFAPZRGNKQPU-UHFFFAOYSA-N 0.000 description 1
- FAMRKDQNMBBFBR-BQYQJAHWSA-N diethyl azodicarboxylate Substances CCOC(=O)\N=N\C(=O)OCC FAMRKDQNMBBFBR-BQYQJAHWSA-N 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 239000010791 domestic waste Substances 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 230000007071 enzymatic hydrolysis Effects 0.000 description 1
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 description 1
- 229940052303 ethers for general anesthesia Drugs 0.000 description 1
- FAMRKDQNMBBFBR-UHFFFAOYSA-N ethyl n-ethoxycarbonyliminocarbamate Chemical compound CCOC(=O)N=NC(=O)OCC FAMRKDQNMBBFBR-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- 235000019264 food flavour enhancer Nutrition 0.000 description 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 description 1
- 235000011389 fruit/vegetable juice Nutrition 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 239000012280 lithium aluminium hydride Substances 0.000 description 1
- 235000013372 meat Nutrition 0.000 description 1
- 239000008368 mint flavor Substances 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- RPGWZZNNEUHDAQ-UHFFFAOYSA-N phenylphosphine Chemical compound PC1=CC=CC=C1 RPGWZZNNEUHDAQ-UHFFFAOYSA-N 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 125000001501 propionyl group Chemical group O=C([*])C([H])([H])C([H])([H])[H] 0.000 description 1
- GAICOFHJBGCHLA-UHFFFAOYSA-N s-(1-phenylethyl) butanethioate Chemical compound CCCC(=O)SC(C)C1=CC=CC=C1 GAICOFHJBGCHLA-UHFFFAOYSA-N 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- RMBAVIFYHOYIFM-UHFFFAOYSA-M sodium methanethiolate Chemical compound [Na+].[S-]C RMBAVIFYHOYIFM-UHFFFAOYSA-M 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
Classifications
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C323/00—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups
- C07C323/10—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton
- C07C323/11—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton
- C07C323/16—Thiols, sulfides, hydropolysulfides or polysulfides substituted by halogen, oxygen or nitrogen atoms, or by sulfur atoms not being part of thio groups containing thio groups and singly-bound oxygen atoms bound to the same carbon skeleton having the sulfur atoms of the thio groups bound to acyclic carbon atoms of the carbon skeleton the carbon skeleton containing six-membered aromatic rings
-
- 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
- C07C321/02—Thiols having mercapto groups bound to acyclic carbon atoms
- C07C321/10—Thiols having mercapto groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C321/00—Thiols, sulfides, hydropolysulfides or polysulfides
- C07C321/12—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms
- C07C321/20—Sulfides, hydropolysulfides, or polysulfides having thio groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C327/00—Thiocarboxylic acids
- C07C327/20—Esters of monothiocarboxylic acids
- C07C327/22—Esters of monothiocarboxylic acids having carbon atoms of esterified thiocarboxyl groups bound to hydrogen atoms or to acyclic carbon atoms
-
- 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)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Nutrition Science (AREA)
- Health & Medical Sciences (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Fats And Perfumes (AREA)
- Seasonings (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP01113787A EP1264547A1 (en) | 2001-06-06 | 2001-06-06 | Flavour and fragrance compositions |
| PCT/CH2002/000288 WO2002098241A1 (en) | 2001-06-06 | 2002-06-03 | Flavour and fragrance compositions |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004527639A JP2004527639A (ja) | 2004-09-09 |
| JP2004527639A5 JP2004527639A5 (enExample) | 2006-01-05 |
| JP4098232B2 true JP4098232B2 (ja) | 2008-06-11 |
Family
ID=8177652
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2003501290A Expired - Lifetime JP4098232B2 (ja) | 2001-06-06 | 2002-06-03 | フレーバーおよびフレグランス組成物 |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US7585535B2 (enExample) |
| EP (2) | EP1264547A1 (enExample) |
| JP (1) | JP4098232B2 (enExample) |
| KR (2) | KR100957887B1 (enExample) |
| CN (1) | CN1267018C (enExample) |
| AT (1) | ATE437578T1 (enExample) |
| BR (1) | BRPI0210160B1 (enExample) |
| DE (1) | DE60233128D1 (enExample) |
| ES (1) | ES2329663T3 (enExample) |
| MX (1) | MXPA03011128A (enExample) |
| WO (1) | WO2002098241A1 (enExample) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0229453D0 (en) * | 2002-12-19 | 2003-01-22 | Givaudan Sa | Improvements in or related to organic compounds |
| JP2007506802A (ja) * | 2003-05-20 | 2007-03-22 | フレキシトラル インコーポレイテッド | アルコキシアルキルスルファニルフェノール |
| GB0906009D0 (en) * | 2009-04-07 | 2009-05-20 | Givaudan Sa | Organic compounds |
| JP6294661B2 (ja) * | 2013-12-27 | 2018-03-14 | アサヒビール株式会社 | 発酵麦芽飲料 |
| JP6180320B2 (ja) * | 2013-12-27 | 2017-08-16 | アサヒビール株式会社 | 発酵麦芽飲料 |
| WO2016058710A1 (en) * | 2014-10-14 | 2016-04-21 | Givaudan Sa | Malodor reducing compositions |
| WO2017033128A1 (en) | 2015-08-25 | 2017-03-02 | Novartis Ag | Biphenyl-substitued 4-amino-butyric acid derivatives and their use in the synthesis of nep inhibitors |
| JP6979154B2 (ja) * | 2017-04-07 | 2021-12-08 | 曽田香料株式会社 | カレー風味食品およびカレー風味調味料 |
| GB201707639D0 (en) | 2017-05-12 | 2017-06-28 | Givaudan Sa | Improvements in or relating to organic compounds |
| CN109608373A (zh) * | 2018-12-26 | 2019-04-12 | 云南悦馨香料科技有限公司 | 一种对-孟-1-烯-8-硫醇的合成工艺方法 |
| AR118747A1 (es) * | 2019-04-24 | 2021-10-27 | Unilever Ip Holdings B V | Composiciones antimicrobianas |
| CN116546887A (zh) * | 2020-12-04 | 2023-08-04 | 卢斯塔公司 | 用于增加水生动物的ω-3/ω-6多不饱和脂肪酸比率的饲料添加剂 |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US396864A (en) * | 1889-01-29 | Die for making axle-nuts | ||
| US3968264A (en) * | 1972-04-13 | 1976-07-06 | Firmenich & Cie | Flavoring agent |
| AT323333B (de) | 1973-02-15 | 1975-07-10 | Hurka Wilhelm | Mit wirkstoffen getränkter träger |
| US4277024A (en) * | 1978-12-20 | 1981-07-07 | Donald Spector | Self-stick aroma-dispensing tab |
| GB2055689A (en) | 1979-07-27 | 1981-03-11 | Cavon International Ltd | Face and hand cloth |
| GB2235869A (en) | 1989-06-10 | 1991-03-20 | Bostik Ab | Disposable shoe-cleaning package |
| GB2347644B (en) | 1999-03-06 | 2001-02-28 | Gerwyn Tudor Hodges | Sun screen wipe |
-
2001
- 2001-06-06 EP EP01113787A patent/EP1264547A1/en not_active Withdrawn
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2002
- 2002-06-03 MX MXPA03011128A patent/MXPA03011128A/es active IP Right Grant
- 2002-06-03 WO PCT/CH2002/000288 patent/WO2002098241A1/en not_active Ceased
- 2002-06-03 JP JP2003501290A patent/JP4098232B2/ja not_active Expired - Lifetime
- 2002-06-03 CN CNB028113314A patent/CN1267018C/zh not_active Expired - Lifetime
- 2002-06-03 BR BRPI0210160A patent/BRPI0210160B1/pt not_active IP Right Cessation
- 2002-06-03 AT AT02732297T patent/ATE437578T1/de not_active IP Right Cessation
- 2002-06-03 ES ES02732297T patent/ES2329663T3/es not_active Expired - Lifetime
- 2002-06-03 KR KR1020097011966A patent/KR100957887B1/ko not_active Expired - Lifetime
- 2002-06-03 US US10/479,453 patent/US7585535B2/en active Active
- 2002-06-03 KR KR1020037016034A patent/KR100930751B1/ko not_active Expired - Lifetime
- 2002-06-03 DE DE60233128T patent/DE60233128D1/de not_active Expired - Lifetime
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Also Published As
| Publication number | Publication date |
|---|---|
| CN1512844A (zh) | 2004-07-14 |
| KR100957887B1 (ko) | 2010-05-13 |
| JP2004527639A (ja) | 2004-09-09 |
| ES2329663T3 (es) | 2009-11-30 |
| DE60233128D1 (de) | 2009-09-10 |
| KR20090077022A (ko) | 2009-07-13 |
| BR0210160A (pt) | 2004-08-03 |
| BRPI0210160B1 (pt) | 2015-11-10 |
| MXPA03011128A (es) | 2004-03-19 |
| EP1264547A1 (en) | 2002-12-11 |
| EP1392132B1 (en) | 2009-07-29 |
| CN1267018C (zh) | 2006-08-02 |
| US7585535B2 (en) | 2009-09-08 |
| KR100930751B1 (ko) | 2009-12-09 |
| ATE437578T1 (de) | 2009-08-15 |
| US20040253362A1 (en) | 2004-12-16 |
| KR20040010690A (ko) | 2004-01-31 |
| WO2002098241A1 (en) | 2002-12-12 |
| EP1392132A1 (en) | 2004-03-03 |
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