IE43232B1 - Compositions for application to or consumption by the human body and containing compounds having a physiological cooling effect - Google Patents
Compositions for application to or consumption by the human body and containing compounds having a physiological cooling effectInfo
- Publication number
- IE43232B1 IE43232B1 IE1182/76A IE118276A IE43232B1 IE 43232 B1 IE43232 B1 IE 43232B1 IE 1182/76 A IE1182/76 A IE 1182/76A IE 118276 A IE118276 A IE 118276A IE 43232 B1 IE43232 B1 IE 43232B1
- Authority
- IE
- Ireland
- Prior art keywords
- cold
- stimulating
- nervous system
- compound
- tobacco
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 86
- 150000001875 compounds Chemical class 0.000 title claims abstract description 82
- 230000000694 effects Effects 0.000 title description 45
- 238000001816 cooling Methods 0.000 title description 39
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 49
- 241000208125 Nicotiana Species 0.000 claims abstract description 38
- 235000002637 Nicotiana tabacum Nutrition 0.000 claims abstract description 38
- 238000002360 preparation method Methods 0.000 claims abstract description 37
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 34
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 27
- 210000000653 nervous system Anatomy 0.000 claims abstract description 23
- 230000004936 stimulating effect Effects 0.000 claims abstract description 22
- 235000019504 cigarettes Nutrition 0.000 claims abstract description 21
- -1 hydroxy, methyl Chemical group 0.000 claims abstract description 20
- 239000002304 perfume Substances 0.000 claims abstract description 18
- 239000006210 lotion Substances 0.000 claims abstract description 17
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 13
- 239000000344 soap Substances 0.000 claims abstract description 13
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 12
- 235000015218 chewing gum Nutrition 0.000 claims abstract description 12
- 229940112822 chewing gum Drugs 0.000 claims abstract description 11
- 235000010585 Ammi visnaga Nutrition 0.000 claims abstract description 9
- 244000153158 Ammi visnaga Species 0.000 claims abstract description 9
- 229930195733 hydrocarbon Natural products 0.000 claims abstract description 9
- 239000004215 Carbon black (E152) Substances 0.000 claims abstract description 7
- 239000004480 active ingredient Substances 0.000 claims abstract description 6
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims abstract description 6
- 239000002537 cosmetic Substances 0.000 claims abstract description 6
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims abstract description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 6
- 239000000551 dentifrice Substances 0.000 claims abstract description 5
- OTTZHAVKAVGASB-UHFFFAOYSA-N hept-2-ene Chemical class CCCCC=CC OTTZHAVKAVGASB-UHFFFAOYSA-N 0.000 claims abstract description 5
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 5
- YCTDZYMMFQCTEO-UHFFFAOYSA-N 3-octene Chemical class CCCCC=CCC YCTDZYMMFQCTEO-UHFFFAOYSA-N 0.000 claims abstract description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 4
- 125000005078 alkoxycarbonylalkyl group Chemical group 0.000 claims abstract description 3
- 125000002947 alkylene group Chemical group 0.000 claims abstract description 3
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims abstract description 3
- 125000004573 morpholin-4-yl group Chemical group N1(CCOCC1)* 0.000 claims abstract description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract description 3
- 229920006395 saturated elastomer Polymers 0.000 claims abstract description 3
- 239000002253 acid Substances 0.000 claims description 18
- 239000007788 liquid Substances 0.000 claims description 18
- 239000000796 flavoring agent Substances 0.000 claims description 16
- 210000001519 tissue Anatomy 0.000 claims description 16
- 125000002619 bicyclic group Chemical group 0.000 claims description 12
- 238000000034 method Methods 0.000 claims description 11
- 239000003981 vehicle Substances 0.000 claims description 9
- 150000001408 amides Chemical class 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- 230000002421 anti-septic effect Effects 0.000 claims description 7
- 239000002671 adjuvant Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 239000004094 surface-active agent Substances 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- 239000003937 drug carrier Substances 0.000 claims description 2
- 239000007764 o/w emulsion Substances 0.000 claims description 2
- 210000002200 mouth mucosa Anatomy 0.000 claims 3
- 210000002850 nasal mucosa Anatomy 0.000 claims 3
- 239000003795 chemical substances by application Substances 0.000 claims 2
- 210000004877 mucosa Anatomy 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 abstract description 15
- 239000007787 solid Substances 0.000 abstract description 15
- 239000003921 oil Substances 0.000 abstract description 14
- 230000000699 topical effect Effects 0.000 abstract description 13
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 abstract description 8
- 235000009508 confectionery Nutrition 0.000 abstract description 7
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical class [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 abstract description 6
- 239000000443 aerosol Substances 0.000 abstract description 6
- 239000002324 mouth wash Substances 0.000 abstract description 6
- 230000000391 smoking effect Effects 0.000 abstract description 5
- KWGRBVOPPLSCSI-WPRPVWTQSA-N (-)-ephedrine Chemical compound CN[C@@H](C)[C@H](O)C1=CC=CC=C1 KWGRBVOPPLSCSI-WPRPVWTQSA-N 0.000 abstract description 4
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 abstract description 4
- 229940069428 antacid Drugs 0.000 abstract description 4
- 239000003159 antacid agent Substances 0.000 abstract description 4
- 230000001458 anti-acid effect Effects 0.000 abstract description 4
- 230000001055 chewing effect Effects 0.000 abstract description 4
- 239000012141 concentrate Substances 0.000 abstract description 4
- 239000003814 drug Substances 0.000 abstract description 4
- 229940051866 mouthwash Drugs 0.000 abstract description 4
- 239000002453 shampoo Substances 0.000 abstract description 4
- 229910052708 sodium Inorganic materials 0.000 abstract description 4
- 235000014214 soft drink Nutrition 0.000 abstract description 4
- 235000000346 sugar Nutrition 0.000 abstract description 4
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 abstract description 3
- 239000000853 adhesive Substances 0.000 abstract description 3
- 230000001070 adhesive effect Effects 0.000 abstract description 3
- 235000013334 alcoholic beverage Nutrition 0.000 abstract description 3
- 239000002781 deodorant agent Substances 0.000 abstract description 3
- 235000011187 glycerol Nutrition 0.000 abstract description 3
- 239000008311 hydrophilic ointment Substances 0.000 abstract description 3
- 235000015243 ice cream Nutrition 0.000 abstract description 3
- 235000015110 jellies Nutrition 0.000 abstract description 3
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 abstract description 3
- 150000003839 salts Chemical class 0.000 abstract description 3
- 239000011734 sodium Substances 0.000 abstract description 3
- 230000001256 tonic effect Effects 0.000 abstract description 3
- 239000000606 toothpaste Substances 0.000 abstract description 3
- 229940034610 toothpaste Drugs 0.000 abstract description 3
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 abstract description 2
- BSYNRYMUTXBXSQ-UHFFFAOYSA-N Aspirin Chemical compound CC(=O)OC1=CC=CC=C1C(O)=O BSYNRYMUTXBXSQ-UHFFFAOYSA-N 0.000 abstract description 2
- 206010042496 Sunburn Diseases 0.000 abstract description 2
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 abstract description 2
- 239000001273 butane Substances 0.000 abstract description 2
- KWGRBVOPPLSCSI-UHFFFAOYSA-N d-ephedrine Natural products CNC(C)C(O)C1=CC=CC=C1 KWGRBVOPPLSCSI-UHFFFAOYSA-N 0.000 abstract description 2
- 239000003599 detergent Substances 0.000 abstract description 2
- 229960002179 ephedrine Drugs 0.000 abstract description 2
- 239000003889 eye drop Substances 0.000 abstract description 2
- 229940012356 eye drops Drugs 0.000 abstract description 2
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical group OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 abstract description 2
- 229960004068 hexachlorophene Drugs 0.000 abstract description 2
- ZLNQQNXFFQJAID-UHFFFAOYSA-L magnesium carbonate Chemical class [Mg+2].[O-]C([O-])=O ZLNQQNXFFQJAID-UHFFFAOYSA-L 0.000 abstract description 2
- 239000001095 magnesium carbonate Substances 0.000 abstract description 2
- VTHJTEIRLNZDEV-UHFFFAOYSA-L magnesium dihydroxide Chemical class [OH-].[OH-].[Mg+2] VTHJTEIRLNZDEV-UHFFFAOYSA-L 0.000 abstract description 2
- 235000019793 magnesium trisilicate Nutrition 0.000 abstract description 2
- IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 abstract description 2
- OFBQJSOFQDEBGM-UHFFFAOYSA-N n-pentane Natural products CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 abstract description 2
- 239000007968 orange flavor Substances 0.000 abstract description 2
- 235000015205 orange juice Nutrition 0.000 abstract description 2
- 239000003755 preservative agent Substances 0.000 abstract description 2
- 230000002335 preservative effect Effects 0.000 abstract description 2
- 229940081974 saccharin Drugs 0.000 abstract description 2
- 235000019204 saccharin Nutrition 0.000 abstract description 2
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 abstract description 2
- 229910052799 carbon Inorganic materials 0.000 abstract 2
- FLKPEMZONWLCSK-UHFFFAOYSA-N diethyl phthalate Chemical compound CCOC(=O)C1=CC=CC=C1C(=O)OCC FLKPEMZONWLCSK-UHFFFAOYSA-N 0.000 abstract 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 abstract 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 abstract 1
- 229960001138 acetylsalicylic acid Drugs 0.000 abstract 1
- 239000004411 aluminium Substances 0.000 abstract 1
- 229910052782 aluminium Inorganic materials 0.000 abstract 1
- 235000010210 aluminium Nutrition 0.000 abstract 1
- POULHZVOKOAJMA-UHFFFAOYSA-N dodecanoic acid ester group Chemical class C(CCCCCCCCCCC)(=O)O POULHZVOKOAJMA-UHFFFAOYSA-N 0.000 abstract 1
- JZKFHQMONDVVNF-UHFFFAOYSA-N dodecyl sulfate;tris(2-hydroxyethyl)azanium Chemical compound OCCN(CCO)CCO.CCCCCCCCCCCCOS(O)(=O)=O JZKFHQMONDVVNF-UHFFFAOYSA-N 0.000 abstract 1
- 238000005187 foaming Methods 0.000 abstract 1
- 235000011160 magnesium carbonates Nutrition 0.000 abstract 1
- 235000012254 magnesium hydroxide Nutrition 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- MRDVEANIAFFFKJ-UHFFFAOYSA-N piperidine pyrrolidine Chemical compound N1CCCCC1.N1CCCC1.N1CCCC1 MRDVEANIAFFFKJ-UHFFFAOYSA-N 0.000 abstract 1
- 239000003380 propellant Substances 0.000 abstract 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L sodium carbonate Substances [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 abstract 1
- 235000011182 sodium carbonates Nutrition 0.000 abstract 1
- 235000019505 tobacco product Nutrition 0.000 abstract 1
- 239000000047 product Substances 0.000 description 32
- 239000000243 solution Substances 0.000 description 27
- NOOLISFMXDJSKH-KXUCPTDWSA-N (-)-Menthol Chemical compound CC(C)[C@@H]1CC[C@@H](C)C[C@H]1O NOOLISFMXDJSKH-KXUCPTDWSA-N 0.000 description 20
- 238000012360 testing method Methods 0.000 description 18
- NOOLISFMXDJSKH-UHFFFAOYSA-N DL-menthol Natural products CC(C)C1CCC(C)CC1O NOOLISFMXDJSKH-UHFFFAOYSA-N 0.000 description 13
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical class OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 12
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 12
- 238000009472 formulation Methods 0.000 description 12
- 239000002904 solvent Substances 0.000 description 12
- 239000000021 stimulant Substances 0.000 description 12
- 229940041616 menthol Drugs 0.000 description 11
- 230000001476 alcoholic effect Effects 0.000 description 9
- 210000003491 skin Anatomy 0.000 description 8
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 8
- NGNBDVOYPDDBFK-UHFFFAOYSA-N 2-[2,4-di(pentan-2-yl)phenoxy]acetyl chloride Chemical compound CCCC(C)C1=CC=C(OCC(Cl)=O)C(C(C)CCC)=C1 NGNBDVOYPDDBFK-UHFFFAOYSA-N 0.000 description 7
- 239000010410 layer Substances 0.000 description 7
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 6
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 6
- 230000035807 sensation Effects 0.000 description 6
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- 229940075894 denatured ethanol Drugs 0.000 description 5
- 235000019634 flavors Nutrition 0.000 description 5
- 239000004615 ingredient Substances 0.000 description 5
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- QUSNBJAOOMFDIB-UHFFFAOYSA-N Ethylamine Chemical compound CCN QUSNBJAOOMFDIB-UHFFFAOYSA-N 0.000 description 4
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 4
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- 238000010998 test method Methods 0.000 description 4
- ZGEGCLOFRBLKSE-UHFFFAOYSA-N 1-Heptene Chemical class CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 3
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- 238000004458 analytical method Methods 0.000 description 3
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- 239000002826 coolant Substances 0.000 description 3
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- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 3
- 201000006549 dyspepsia Diseases 0.000 description 3
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- DPXJVFZANSGRMM-UHFFFAOYSA-N acetic acid;2,3,4,5,6-pentahydroxyhexanal;sodium Chemical compound [Na].CC(O)=O.OCC(O)C(O)C(O)C(O)C=O DPXJVFZANSGRMM-UHFFFAOYSA-N 0.000 description 2
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- FSBVERYRVPGNGG-UHFFFAOYSA-N dimagnesium dioxido-bis[[oxido(oxo)silyl]oxy]silane hydrate Chemical compound O.[Mg+2].[Mg+2].[O-][Si](=O)O[Si]([O-])([O-])O[Si]([O-])=O FSBVERYRVPGNGG-UHFFFAOYSA-N 0.000 description 2
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- AWJWCTOOIBYHON-UHFFFAOYSA-N furo[3,4-b]pyrazine-5,7-dione Chemical compound C1=CN=C2C(=O)OC(=O)C2=N1 AWJWCTOOIBYHON-UHFFFAOYSA-N 0.000 description 2
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- 238000000227 grinding Methods 0.000 description 2
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- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 2
- VCJMYUPGQJHHFU-UHFFFAOYSA-N iron(3+);trinitrate Chemical compound [Fe+3].[O-][N+]([O-])=O.[O-][N+]([O-])=O.[O-][N+]([O-])=O VCJMYUPGQJHHFU-UHFFFAOYSA-N 0.000 description 2
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- 125000000896 monocarboxylic acid group Chemical group 0.000 description 2
- 210000001640 nerve ending Anatomy 0.000 description 2
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- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 2
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- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 2
- 239000007790 solid phase Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 125000001424 substituent group Chemical group 0.000 description 2
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- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 2
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- WQFGPARDTSBVLU-UHFFFAOYSA-N (1R,2S,3S,4R)-p-Menthane-2,3-diol Chemical compound CC(C)C1CCC(C)C(O)C1O WQFGPARDTSBVLU-UHFFFAOYSA-N 0.000 description 1
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- TXTWXQXDMWILOF-UHFFFAOYSA-N (2-ethoxy-2-oxoethyl)azanium;chloride Chemical compound [Cl-].CCOC(=O)C[NH3+] TXTWXQXDMWILOF-UHFFFAOYSA-N 0.000 description 1
- INANBEZVOZRFOA-UHFFFAOYSA-N (5-methyl-2-propan-2-ylcyclohexyl)methanol Chemical compound CC(C)C1CCC(C)CC1CO.CC(C)C1CCC(C)CC1CO INANBEZVOZRFOA-UHFFFAOYSA-N 0.000 description 1
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- NAMYKGVDVNBCFQ-UHFFFAOYSA-N 2-bromopropane Chemical compound CC(C)Br NAMYKGVDVNBCFQ-UHFFFAOYSA-N 0.000 description 1
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- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 description 1
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- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
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- XXZAOMJCZBZKPV-UHFFFAOYSA-N DL-bornyl chloride Natural products C1CC2(C)C(Cl)CC1C2(C)C XXZAOMJCZBZKPV-UHFFFAOYSA-N 0.000 description 1
- 235000019739 Dicalciumphosphate Nutrition 0.000 description 1
- 238000005698 Diels-Alder reaction Methods 0.000 description 1
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
- 239000003810 Jones reagent Substances 0.000 description 1
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- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 1
- 229910021529 ammonia Inorganic materials 0.000 description 1
- 230000000202 analgesic effect Effects 0.000 description 1
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- 239000003213 antiperspirant Substances 0.000 description 1
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- 238000009835 boiling Methods 0.000 description 1
- 229910021538 borax Inorganic materials 0.000 description 1
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- 239000008278 cosmetic cream Substances 0.000 description 1
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- 229940124581 decongestants Drugs 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- NEFBYIFKOOEVPA-UHFFFAOYSA-K dicalcium phosphate Chemical compound [Ca+2].[Ca+2].[O-]P([O-])([O-])=O NEFBYIFKOOEVPA-UHFFFAOYSA-K 0.000 description 1
- 229940038472 dicalcium phosphate Drugs 0.000 description 1
- 229910000390 dicalcium phosphate Inorganic materials 0.000 description 1
- SBZXBUIDTXKZTM-UHFFFAOYSA-N diglyme Chemical compound COCCOCCOC SBZXBUIDTXKZTM-UHFFFAOYSA-N 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 210000002615 epidermis Anatomy 0.000 description 1
- 239000012259 ether extract Substances 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- 239000000284 extract Substances 0.000 description 1
- 239000003925 fat Substances 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 238000001914 filtration Methods 0.000 description 1
- 239000004088 foaming agent Substances 0.000 description 1
- 210000000245 forearm Anatomy 0.000 description 1
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- 239000003205 fragrance Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000004795 grignard reagents Chemical class 0.000 description 1
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- 238000006197 hydroboration reaction Methods 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 238000005470 impregnation Methods 0.000 description 1
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- 229910052738 indium Inorganic materials 0.000 description 1
- 150000002484 inorganic compounds Chemical class 0.000 description 1
- 229910010272 inorganic material Inorganic materials 0.000 description 1
- 239000002085 irritant Substances 0.000 description 1
- JJWLVOIRVHMVIS-UHFFFAOYSA-N isopropylamine Chemical compound CC(C)N JJWLVOIRVHMVIS-UHFFFAOYSA-N 0.000 description 1
- 239000008141 laxative Substances 0.000 description 1
- 229940125722 laxative agent Drugs 0.000 description 1
- 238000002386 leaching Methods 0.000 description 1
- 235000015122 lemonade Nutrition 0.000 description 1
- 239000007791 liquid phase Substances 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- 229910052749 magnesium Inorganic materials 0.000 description 1
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- 229940031958 magnesium carbonate hydroxide Drugs 0.000 description 1
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- 229960000816 magnesium hydroxide Drugs 0.000 description 1
- 239000000395 magnesium oxide Substances 0.000 description 1
- CPLXHLVBOLITMK-UHFFFAOYSA-N magnesium oxide Inorganic materials [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 1
- 229960000869 magnesium oxide Drugs 0.000 description 1
- 229910052919 magnesium silicate Inorganic materials 0.000 description 1
- 235000019792 magnesium silicate Nutrition 0.000 description 1
- 229910000386 magnesium trisilicate Inorganic materials 0.000 description 1
- 229940099273 magnesium trisilicate Drugs 0.000 description 1
- AXZKOIWUVFPNLO-UHFFFAOYSA-N magnesium;oxygen(2-) Chemical compound [O-2].[Mg+2] AXZKOIWUVFPNLO-UHFFFAOYSA-N 0.000 description 1
- VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical class C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 1
- 235000014569 mints Nutrition 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 239000000133 nasal decongestant Substances 0.000 description 1
- 239000000025 natural resin Substances 0.000 description 1
- 235000019520 non-alcoholic beverage Nutrition 0.000 description 1
- 235000016709 nutrition Nutrition 0.000 description 1
- 230000000050 nutritive effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 235000014593 oils and fats Nutrition 0.000 description 1
- 229940006093 opthalmologic coloring agent diagnostic Drugs 0.000 description 1
- 150000002894 organic compounds Chemical class 0.000 description 1
- 239000012044 organic layer Substances 0.000 description 1
- 239000003960 organic solvent Substances 0.000 description 1
- 235000019629 palatability Nutrition 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 230000002085 persistent effect Effects 0.000 description 1
- 230000001766 physiological effect Effects 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 238000005498 polishing Methods 0.000 description 1
- BXNRKCXZILSQHE-UHFFFAOYSA-N propane-1,2,3-triol;sulfuric acid Chemical compound OS(O)(=O)=O.OCC(O)CO BXNRKCXZILSQHE-UHFFFAOYSA-N 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- 238000011084 recovery Methods 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
- 239000011369 resultant mixture Substances 0.000 description 1
- 229910052895 riebeckite Inorganic materials 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 229910000033 sodium borohydride Inorganic materials 0.000 description 1
- 239000012279 sodium borohydride Substances 0.000 description 1
- 239000004328 sodium tetraborate Substances 0.000 description 1
- 235000010339 sodium tetraborate Nutrition 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 235000020354 squash Nutrition 0.000 description 1
- 239000008107 starch Substances 0.000 description 1
- 235000019698 starch Nutrition 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
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- 238000000859 sublimation Methods 0.000 description 1
- 230000008022 sublimation Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
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- 239000003826 tablet Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 239000002562 thickening agent Substances 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- XOOUIPVCVHRTMJ-UHFFFAOYSA-L zinc stearate Chemical compound [Zn+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O XOOUIPVCVHRTMJ-UHFFFAOYSA-L 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G3/00—Sweetmeats; Confectionery; Marzipan; Coated or filled products
- A23G3/34—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof
- A23G3/36—Sweetmeats, confectionery or marzipan; Processes for the preparation thereof characterised by the composition containing organic or inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23G—COCOA; COCOA PRODUCTS, e.g. CHOCOLATE; SUBSTITUTES FOR COCOA OR COCOA PRODUCTS; CONFECTIONERY; CHEWING GUM; ICE-CREAM; PREPARATION THEREOF
- A23G4/00—Chewing gum
- A23G4/06—Chewing gum characterised by the composition containing organic or inorganic compounds
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- 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
-
- 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
-
- 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
- A23L27/2054—Heterocyclic compounds having nitrogen as the only hetero atom
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/34—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a carbocyclic ring other than a six-membered aromatic ring
- A24B15/345—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a carbocyclic ring other than a six-membered aromatic ring containing condensed rings
-
- A—HUMAN NECESSITIES
- A24—TOBACCO; CIGARS; CIGARETTES; SIMULATED SMOKING DEVICES; SMOKERS' REQUISITES
- A24B—MANUFACTURE OR PREPARATION OF TOBACCO FOR SMOKING OR CHEWING; TOBACCO; SNUFF
- A24B15/00—Chemical features or treatment of tobacco; Tobacco substitutes, e.g. in liquid form
- A24B15/18—Treatment of tobacco products or tobacco substitutes
- A24B15/28—Treatment of tobacco products or tobacco substitutes by chemical substances
- A24B15/30—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances
- A24B15/36—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring
- A24B15/38—Treatment of tobacco products or tobacco substitutes by chemical substances by organic substances containing a heterocyclic ring having only nitrogen as hetero atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C31/00—Saturated compounds having hydroxy or O-metal groups bound to acyclic carbon atoms
- C07C31/13—Monohydroxylic alcohols containing saturated rings
- C07C31/137—Monohydroxylic alcohols containing saturated rings polycyclic with condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/16—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms
- C07D295/18—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms acylated on ring nitrogen atoms by radicals derived from carboxylic acids, or sulfur or nitrogen analogues thereof
- C07D295/182—Radicals derived from carboxylic acids
- C07D295/185—Radicals derived from carboxylic acids from aliphatic carboxylic acids
-
- 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
- C11B9/0042—Essential oils; Perfumes compounds containing condensed hydrocarbon rings
- C11B9/0046—Essential oils; Perfumes compounds containing condensed hydrocarbon rings containing only two condensed rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Food Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Nutrition Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- General Health & Medical Sciences (AREA)
- Toxicology (AREA)
- General Chemical & Material Sciences (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Wood Science & Technology (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Seasonings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Manufacture Of Tobacco Products (AREA)
- Confectionery (AREA)
- General Preparation And Processing Of Foods (AREA)
- Cigarettes, Filters, And Manufacturing Of Filters (AREA)
- Non-Alcoholic Beverages (AREA)
- Medicinal Preparation (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB23947/75A GB1502680A (en) | 1975-06-03 | 1975-06-03 | Compositions for application to or consumption by the human body and containing compounds having a physiological cooling effect |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE43232L IE43232L (en) | 1976-12-03 |
| IE43232B1 true IE43232B1 (en) | 1981-01-14 |
Family
ID=10203902
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1182/76A IE43232B1 (en) | 1975-06-03 | 1976-06-02 | Compositions for application to or consumption by the human body and containing compounds having a physiological cooling effect |
Country Status (14)
| Country | Link |
|---|---|
| JP (2) | JPS51148074A (https=) |
| AU (2) | AU1446876A (https=) |
| BE (2) | BE842516A (https=) |
| BR (1) | BR7603484A (https=) |
| CA (1) | CA1054441A (https=) |
| DE (2) | DE2623868A1 (https=) |
| DK (2) | DK242776A (https=) |
| FR (2) | FR2391722A1 (https=) |
| GB (1) | GB1502680A (https=) |
| IE (1) | IE43232B1 (https=) |
| IT (2) | IT1060882B (https=) |
| LU (2) | LU75062A1 (https=) |
| NL (2) | NL7605914A (https=) |
| ZA (2) | ZA763155B (https=) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL7810966A (nl) | 1978-11-03 | 1980-05-07 | Naarden International Nv | Parfumcomposities en geparfumeerde produkten, die een bicyclisch monoterpeenzuur als parfumgrondstof bevat- ten. |
| NL8003068A (nl) * | 1980-05-28 | 1982-01-04 | Naarden & Shell Aroma Chem | Parfumcomposities en geparfumeerde materialen en voorwerpen die esters van bicyclische monoterpeenzuren als grondstof bevatten. |
| NL8601541A (nl) * | 1986-06-13 | 1988-01-04 | Naarden International Nv | Cyclohexaan-, cyclohexeen- en cyclohexadieen-, bicyclo-2.2.1 heptaan- en bicyclo2.2.1hepteencarbonzure alkylesters, alsmede parfumcomposities en geparfumeerde produkten die een of meer van deze verbindingen als parfumgrondstof bevatten. |
| HU200103B (en) * | 1987-04-01 | 1990-04-28 | Biogal Gyogyszergyar | Process for producing pharmaceutical compositions for treating lack of epithelium |
| RU2214721C2 (ru) | 1997-09-18 | 2003-10-27 | Вм. Ригли Дж. Компани | Способ производства жевательной резинки с физиологическими охлаждающими агентами (варианты), жевательная резинка по этому способу, композиция охлаждающего ароматизирующего вещества, жевательная резинка, включающая эту композицию, покрытая жевательная резинка (варианты), способ усиления вкусового воздействия покрытой жевательной резинки, способ покрытия жевательной резинки, композиция жевательной резинки |
| US6627233B1 (en) | 1997-09-18 | 2003-09-30 | Wm. Wrigley Jr. Company | Chewing gum containing physiological cooling agents |
| US6455080B1 (en) | 1997-12-29 | 2002-09-24 | Wm. Wrigley Jr., Company | Chewing gum containing controlled release acyclic carboxamide and method of making |
| PT1541044E (pt) * | 2002-09-19 | 2012-05-11 | Japan Tobacco Inc | Filtro para cigarro |
| AR046078A1 (es) | 2003-08-06 | 2005-11-23 | Senomyx Inc | Nuevos sabores, modificadores de sabores, sustancias gustativas, mejoradores de gusto, sustancias gustativas y/o mejoradoras del gusto umani o dulce y uso de los mismos. |
| US20060045953A1 (en) * | 2004-08-06 | 2006-03-02 | Catherine Tachdjian | Aromatic amides and ureas and their uses as sweet and/or umami flavor modifiers, tastants and taste enhancers |
| JP4734346B2 (ja) | 2005-02-04 | 2011-07-27 | セノミックス インコーポレイテッド | 連結ヘテロアリール部分を含む化合物、ならびに食用組成物のための新規なうまみフレーバー改変剤、味物質および味覚増強剤としての使用 |
| TW200715993A (en) | 2005-06-15 | 2007-05-01 | Senomyx Inc | Bis-aromatic amides and their uses as sweet flavor modifiers, tastants, and taste enhancers |
| US20090098066A1 (en) * | 2005-08-22 | 2009-04-16 | Galopin Christophe C | Substituted bicyclo [2.2.2] oct/5-ene compounds and their use as cooling agents |
| WO2007044526A2 (en) | 2005-10-05 | 2007-04-19 | Cadbury Adams Usa Llc | Menthyl ester containing cooling compositions |
| AU2006330915B2 (en) | 2005-12-23 | 2011-02-03 | Intercontinental Great Brands Llc | Compositions providing a sensation substantially similar to that provided by menthol |
| ES2640453T3 (es) | 2006-04-21 | 2017-11-03 | Senomyx, Inc. | Procesos para preparar composiciones saborizantes sólidas |
| ATE540667T1 (de) * | 2007-06-13 | 2012-01-15 | Givaudan Sa | Verbindungen mit kühlender wirkung |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3250815A (en) * | 1962-02-05 | 1966-05-10 | Universal Oil Prod Co | Bicyclo (2.2.1) heptyl carbinols |
| FR1472947A (fr) * | 1964-06-22 | 1967-03-17 | Du Pont | Bicyclo [2, 2, 2]-octènes et leur préparation |
-
1975
- 1975-06-03 GB GB23947/75A patent/GB1502680A/en not_active Expired
-
1976
- 1976-05-26 ZA ZA763155A patent/ZA763155B/xx unknown
- 1976-05-26 ZA ZA763156A patent/ZA763156B/xx unknown
- 1976-05-27 CA CA253,491A patent/CA1054441A/en not_active Expired
- 1976-05-28 DE DE19762623868 patent/DE2623868A1/de active Pending
- 1976-05-31 IT IT23816/76A patent/IT1060882B/it active
- 1976-05-31 AU AU14468/76A patent/AU1446876A/en not_active Expired
- 1976-05-31 IT IT23815/76A patent/IT1060764B/it active
- 1976-05-31 AU AU14469/76A patent/AU503510B2/en not_active Expired
- 1976-06-01 NL NL7605914A patent/NL7605914A/xx not_active Application Discontinuation
- 1976-06-01 NL NL7605913A patent/NL7605913A/xx unknown
- 1976-06-01 LU LU75062A patent/LU75062A1/xx unknown
- 1976-06-01 LU LU75061A patent/LU75061A1/xx unknown
- 1976-06-01 DE DE19762624504 patent/DE2624504A1/de not_active Withdrawn
- 1976-06-01 JP JP51064032A patent/JPS51148074A/ja active Pending
- 1976-06-01 JP JP51064033A patent/JPS51148040A/ja active Pending
- 1976-06-01 BR BR3484/76A patent/BR7603484A/pt unknown
- 1976-06-02 FR FR7616607A patent/FR2391722A1/fr active Granted
- 1976-06-02 DK DK242776A patent/DK242776A/da unknown
- 1976-06-02 IE IE1182/76A patent/IE43232B1/en unknown
- 1976-06-02 DK DK242876A patent/DK242876A/da unknown
- 1976-06-02 FR FR7616608A patent/FR2312971A1/fr active Granted
- 1976-06-03 BE BE2055080A patent/BE842516A/xx unknown
- 1976-06-03 BE BE2055081A patent/BE842517A/xx not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| IT1060882B (it) | 1982-09-30 |
| FR2312971B3 (https=) | 1979-02-23 |
| CA1054441A (en) | 1979-05-15 |
| FR2312971A1 (fr) | 1976-12-31 |
| DK242776A (da) | 1976-12-04 |
| DE2624504A1 (de) | 1976-12-23 |
| ZA763156B (en) | 1977-04-27 |
| BE842516A (fr) | 1976-12-03 |
| DK242876A (da) | 1976-12-04 |
| GB1502680A (en) | 1978-03-01 |
| IE43232L (en) | 1976-12-03 |
| LU75061A1 (https=) | 1977-01-21 |
| BR7603484A (pt) | 1977-01-04 |
| DE2623868A1 (de) | 1976-12-16 |
| IT1060764B (it) | 1982-09-30 |
| NL7605914A (nl) | 1976-12-07 |
| BE842517A (fr) | 1976-12-03 |
| FR2391722A1 (fr) | 1978-12-22 |
| LU75062A1 (https=) | 1977-01-21 |
| AU503510B2 (en) | 1979-09-06 |
| NL7605913A (nl) | 1976-12-07 |
| AU1446876A (en) | 1977-12-08 |
| JPS51148040A (en) | 1976-12-18 |
| JPS51148074A (en) | 1976-12-18 |
| AU1446976A (en) | 1977-12-08 |
| ZA763155B (en) | 1977-04-27 |
| FR2391722B1 (https=) | 1979-08-17 |
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