MXPA06012249A - Compuestos de benciliden-beta-dicarbonilo como novedosos absorbentes de luz ultravioleta. - Google Patents
Compuestos de benciliden-beta-dicarbonilo como novedosos absorbentes de luz ultravioleta.Info
- Publication number
- MXPA06012249A MXPA06012249A MXPA06012249A MXPA06012249A MXPA06012249A MX PA06012249 A MXPA06012249 A MX PA06012249A MX PA06012249 A MXPA06012249 A MX PA06012249A MX PA06012249 A MXPA06012249 A MX PA06012249A MX PA06012249 A MXPA06012249 A MX PA06012249A
- Authority
- MX
- Mexico
- Prior art keywords
- alkyl
- acid
- cosmetic
- compounds
- light
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims abstract description 76
- 239000006096 absorbing agent Substances 0.000 title claims description 31
- 239000000203 mixture Substances 0.000 claims abstract description 103
- 238000009472 formulation Methods 0.000 claims abstract description 62
- 239000002537 cosmetic Substances 0.000 claims abstract description 57
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical class CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 claims abstract description 33
- 125000003545 alkoxy group Chemical group 0.000 claims abstract description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 14
- 239000001257 hydrogen Substances 0.000 claims abstract description 11
- 125000003118 aryl group Chemical group 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract description 10
- NZZIMKJIVMHWJC-UHFFFAOYSA-N dibenzoylmethane Chemical class C=1C=CC=CC=1C(=O)CC(=O)C1=CC=CC=C1 NZZIMKJIVMHWJC-UHFFFAOYSA-N 0.000 claims abstract description 9
- 125000000520 N-substituted aminocarbonyl group Chemical group [*]NC(=O)* 0.000 claims abstract description 5
- 125000000217 alkyl group Chemical group 0.000 claims description 26
- 239000000049 pigment Substances 0.000 claims description 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 8
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims description 7
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- 230000037072 sun protection Effects 0.000 claims description 7
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 6
- 229910044991 metal oxide Inorganic materials 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims description 4
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 150000004706 metal oxides Chemical class 0.000 claims description 4
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 4
- 125000002914 sec-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims description 4
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 4
- 125000001972 isopentyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])C([H])([H])* 0.000 claims description 3
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 239000004904 UV filter Substances 0.000 abstract description 7
- 125000006552 (C3-C8) cycloalkyl group Chemical group 0.000 abstract description 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 abstract 4
- -1 p-methoxycinnamic acid esters Chemical class 0.000 description 55
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 41
- 239000003921 oil Substances 0.000 description 35
- 235000019198 oils Nutrition 0.000 description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 28
- 229960001679 octinoxate Drugs 0.000 description 27
- 239000002253 acid Substances 0.000 description 23
- 238000003756 stirring Methods 0.000 description 23
- 239000000126 substance Substances 0.000 description 21
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 18
- 238000002360 preparation method Methods 0.000 description 18
- 230000000475 sunscreen effect Effects 0.000 description 18
- 239000000516 sunscreening agent Substances 0.000 description 18
- 150000003839 salts Chemical class 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerol Natural products OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 14
- 229920002125 Sokalan® Polymers 0.000 description 13
- 229910002012 Aerosil® Inorganic materials 0.000 description 12
- HEAHZSUCFKFERC-IWGRKNQJSA-N [(2e)-2-[[4-[(e)-[7,7-dimethyl-3-oxo-4-(sulfomethyl)-2-bicyclo[2.2.1]heptanylidene]methyl]phenyl]methylidene]-7,7-dimethyl-3-oxo-4-bicyclo[2.2.1]heptanyl]methanesulfonic acid Chemical group CC1(C)C2CCC1(CS(O)(=O)=O)C(=O)\C2=C\C(C=C1)=CC=C1\C=C/1C(=O)C2(CS(O)(=O)=O)CCC\1C2(C)C HEAHZSUCFKFERC-IWGRKNQJSA-N 0.000 description 12
- 150000002148 esters Chemical class 0.000 description 12
- 239000006071 cream Substances 0.000 description 11
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 10
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 10
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 9
- 239000003963 antioxidant agent Substances 0.000 description 9
- 235000006708 antioxidants Nutrition 0.000 description 9
- 230000008033 biological extinction Effects 0.000 description 9
- 239000003795 chemical substances by application Substances 0.000 description 9
- 238000002474 experimental method Methods 0.000 description 9
- 238000004519 manufacturing process Methods 0.000 description 9
- 230000004224 protection Effects 0.000 description 9
- 239000011787 zinc oxide Substances 0.000 description 9
- NPSJHQMIVNJLNN-UHFFFAOYSA-N 2-ethylhexyl 4-nitrobenzoate Chemical compound CCCCC(CC)COC(=O)C1=CC=C([N+]([O-])=O)C=C1 NPSJHQMIVNJLNN-UHFFFAOYSA-N 0.000 description 8
- 239000004808 2-ethylhexylester Substances 0.000 description 8
- 239000012071 phase Substances 0.000 description 8
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 7
- 239000000839 emulsion Substances 0.000 description 7
- AFDXODALSZRGIH-UHFFFAOYSA-N p-coumaric acid methyl ether Natural products COC1=CC=C(C=CC(O)=O)C=C1 AFDXODALSZRGIH-UHFFFAOYSA-N 0.000 description 7
- 239000001993 wax Substances 0.000 description 7
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 6
- 239000000470 constituent Substances 0.000 description 6
- 239000007788 liquid Substances 0.000 description 6
- 239000006210 lotion Substances 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- 239000002994 raw material Substances 0.000 description 6
- 229920002545 silicone oil Polymers 0.000 description 6
- 230000002195 synergetic effect Effects 0.000 description 6
- WSSJONWNBBTCMG-UHFFFAOYSA-N 2-hydroxybenzoic acid (3,3,5-trimethylcyclohexyl) ester Chemical compound C1C(C)(C)CC(C)CC1OC(=O)C1=CC=CC=C1O WSSJONWNBBTCMG-UHFFFAOYSA-N 0.000 description 5
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical compound NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 5
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical class [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 5
- 229910052799 carbon Inorganic materials 0.000 description 5
- 235000014113 dietary fatty acids Nutrition 0.000 description 5
- DLAHAXOYRFRPFQ-UHFFFAOYSA-N dodecyl benzoate Chemical compound CCCCCCCCCCCCOC(=O)C1=CC=CC=C1 DLAHAXOYRFRPFQ-UHFFFAOYSA-N 0.000 description 5
- 239000000194 fatty acid Substances 0.000 description 5
- 229930195729 fatty acid Natural products 0.000 description 5
- 238000000034 method Methods 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- AFDXODALSZRGIH-QPJJXVBHSA-N (E)-3-(4-methoxyphenyl)prop-2-enoic acid Chemical compound COC1=CC=C(\C=C\C(O)=O)C=C1 AFDXODALSZRGIH-QPJJXVBHSA-N 0.000 description 4
- WAYINTBTZWQNSN-UHFFFAOYSA-N 11-methyldodecyl 3,5,5-trimethylhexanoate Chemical compound CC(C)CCCCCCCCCCOC(=O)CC(C)CC(C)(C)C WAYINTBTZWQNSN-UHFFFAOYSA-N 0.000 description 4
- LSHGMOIQPURPAK-UHFFFAOYSA-N 2-benzylidene-1,4,7,7-tetramethylbicyclo[2.2.1]heptan-3-one Chemical compound CC1(C)C(C2=O)(C)CCC1(C)C2=CC1=CC=CC=C1 LSHGMOIQPURPAK-UHFFFAOYSA-N 0.000 description 4
- CQOVPNPJLQNMDC-UHFFFAOYSA-N N-beta-alanyl-L-histidine Natural products NCCC(=O)NC(C(O)=O)CC1=CN=CN1 CQOVPNPJLQNMDC-UHFFFAOYSA-N 0.000 description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N Phenol Chemical compound OC1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 4
- XNEFYCZVKIDDMS-UHFFFAOYSA-N avobenzone Chemical compound C1=CC(OC)=CC=C1C(=O)CC(=O)C1=CC=C(C(C)(C)C)C=C1 XNEFYCZVKIDDMS-UHFFFAOYSA-N 0.000 description 4
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 4
- 150000004665 fatty acids Chemical class 0.000 description 4
- 238000010438 heat treatment Methods 0.000 description 4
- 229960004881 homosalate Drugs 0.000 description 4
- 230000002209 hydrophobic effect Effects 0.000 description 4
- 239000001023 inorganic pigment Substances 0.000 description 4
- 150000002632 lipids Chemical class 0.000 description 4
- QAOJADINKLMTRR-UHFFFAOYSA-N octan-3-yl 16-methylheptadecanoate Chemical compound CCCCCC(CC)OC(=O)CCCCCCCCCCCCCCC(C)C QAOJADINKLMTRR-UHFFFAOYSA-N 0.000 description 4
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 description 4
- ZRSNZINYAWTAHE-UHFFFAOYSA-N p-methoxybenzaldehyde Chemical compound COC1=CC=C(C=O)C=C1 ZRSNZINYAWTAHE-UHFFFAOYSA-N 0.000 description 4
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 4
- 229960004889 salicylic acid Drugs 0.000 description 4
- 229920006395 saturated elastomer Polymers 0.000 description 4
- 239000000377 silicon dioxide Substances 0.000 description 4
- 235000012239 silicon dioxide Nutrition 0.000 description 4
- 239000007787 solid Substances 0.000 description 4
- 239000000243 solution Substances 0.000 description 4
- FICQFRCPSFCFBY-UHFFFAOYSA-N 2-[bis(methylsulfanyl)methylidene]propanedinitrile Chemical compound CSC(SC)=C(C#N)C#N FICQFRCPSFCFBY-UHFFFAOYSA-N 0.000 description 3
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 3
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 3
- WWZKQHOCKIZLMA-UHFFFAOYSA-N Caprylic acid Natural products CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 description 3
- 108010087806 Carnosine Proteins 0.000 description 3
- XMSXQFUHVRWGNA-UHFFFAOYSA-N Decamethylcyclopentasiloxane Chemical compound C[Si]1(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O[Si](C)(C)O1 XMSXQFUHVRWGNA-UHFFFAOYSA-N 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- CMBYOWLFQAFZCP-UHFFFAOYSA-N Hexyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCCCCCC CMBYOWLFQAFZCP-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 3
- 229960004050 aminobenzoic acid Drugs 0.000 description 3
- 230000003078 antioxidant effect Effects 0.000 description 3
- BLFLLBZGZJTVJG-UHFFFAOYSA-N benzocaine Chemical class CCOC(=O)C1=CC=C(N)C=C1 BLFLLBZGZJTVJG-UHFFFAOYSA-N 0.000 description 3
- 229960000846 camphor Drugs 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 3
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- 239000003814 drug Substances 0.000 description 3
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- 239000003925 fat Substances 0.000 description 3
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- ZZUFCTLCJUWOSV-UHFFFAOYSA-N furosemide Chemical compound C1=C(Cl)C(S(=O)(=O)N)=CC(C(O)=O)=C1NCC1=CC=CO1 ZZUFCTLCJUWOSV-UHFFFAOYSA-N 0.000 description 3
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- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical group C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 3
- 229960000601 octocrylene Drugs 0.000 description 3
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 3
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- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
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- 239000011718 vitamin C Substances 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- OENHQHLEOONYIE-JLTXGRSLSA-N β-Carotene Chemical compound CC=1CCCC(C)(C)C=1\C=C\C(\C)=C\C=C\C(\C)=C\C=C\C=C(/C)\C=C\C=C(/C)\C=C\C1=C(C)CCCC1(C)C OENHQHLEOONYIE-JLTXGRSLSA-N 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/35—Ketones, e.g. benzophenone
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
- C07C49/76—Ketones containing a keto group bound to a six-membered aromatic ring
- C07C49/84—Ketones containing a keto group bound to a six-membered aromatic ring containing ether groups, groups, groups, or groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/66—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety
- C07C69/73—Esters of carboxylic acids having esterified carboxylic groups bound to acyclic carbon atoms and having any of the groups OH, O—metal, —CHO, keto, ether, acyloxy, groups, groups, or in the acid moiety of unsaturated acids
- C07C69/738—Esters of keto-carboxylic acids or aldehydo-carboxylic acids
-
- 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
- C07C2601/14—The ring being saturated
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Compositions Of Macromolecular Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE102004021805 | 2004-05-03 | ||
| DE102004029239A DE102004029239A1 (de) | 2004-05-03 | 2004-06-17 | Benyliden-β-dicarbonylverbindungen als neue UV-Absorber |
| PCT/EP2005/051865 WO2005107692A1 (de) | 2004-05-03 | 2005-04-26 | BENZYLIDEN-β-DICARBONYLVERBINDUNGEN ALS NEUE UV-ABSORBER |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA06012249A true MXPA06012249A (es) | 2007-01-31 |
Family
ID=34967921
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA06012249A MXPA06012249A (es) | 2004-05-03 | 2005-04-26 | Compuestos de benciliden-beta-dicarbonilo como novedosos absorbentes de luz ultravioleta. |
Country Status (14)
| Country | Link |
|---|---|
| US (1) | US20080050319A1 (https=) |
| EP (2) | EP1961453A3 (https=) |
| JP (1) | JP2007536332A (https=) |
| KR (1) | KR20070008655A (https=) |
| AT (1) | ATE409456T1 (https=) |
| AU (1) | AU2005239836A1 (https=) |
| BR (1) | BRPI0510591A (https=) |
| CA (1) | CA2563987A1 (https=) |
| DE (2) | DE102004029239A1 (https=) |
| ES (1) | ES2313342T3 (https=) |
| IL (1) | IL178362A0 (https=) |
| MX (1) | MXPA06012249A (https=) |
| PL (1) | PL1748753T3 (https=) |
| WO (1) | WO2005107692A1 (https=) |
Families Citing this family (43)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE102006025057A1 (de) * | 2006-05-24 | 2007-11-29 | Beiersdorf Ag | Kosmetische Lichtschutzzubereitung mit besonderer Textur |
| US8440172B2 (en) | 2007-07-09 | 2013-05-14 | Symrise Ag | Stable soluble salts of phenylbenzimidazole sulfonic acid at PHS at or below 7.0 |
| EP2168570B1 (en) | 2008-09-30 | 2013-12-25 | Symrise AG | Extracts of isochrysis sp. |
| EP2193785B1 (en) | 2008-12-05 | 2018-07-18 | Symrise AG | Extracts of Tetraselmis sp. for cosmetic and therapeutic purposes |
| EP2416766B1 (en) | 2009-04-09 | 2014-04-09 | Symrise AG | Compositions comprising trans-tert-butyl cyclohexanol as skin irritation-reducing agent |
| BRPI0924661B1 (pt) | 2009-04-28 | 2018-12-11 | Symrise Ag | Ômega-ciclo-hexilalcan-1-óis, seus métodos de produção, suas composições, suas formulações cosméticas, uso dos mesmos como ativos microbianos e método parareduzir a taxa de crescimento de corynebacterium xerosis e/ou staphylococcus epidermidis e/ou brevibacterium epidermidis |
| EP2295031B1 (de) | 2009-08-05 | 2018-01-10 | Symrise AG | Verwendung von Pterocarpanen als Anti-Cellulite-Wirkstoffe |
| ATE537244T1 (de) | 2009-10-19 | 2011-12-15 | Symrise Ag | Riechstoffmischungen enthaltend isolongifolanol und moschus |
| EP2174645B1 (de) | 2009-10-19 | 2015-07-29 | Symrise AG | Riechstoffhaltige Zusammensetzungen umfassend Cetylnonanoat und/oder Stearylnonanoat |
| EP2158896A3 (de) | 2009-11-02 | 2010-09-29 | Symrise GmbH & Co. KG | Riechstoffhaltige Zusammensetzungen umfassend Neopentylglycoldiisononanoat |
| EP2359702B1 (en) | 2010-01-22 | 2014-06-04 | Symrise AG | Solubilization agent for solubilizing polyphenols, flavonoids and/or diterpenoid glucosides |
| JP5714694B2 (ja) | 2010-04-08 | 2015-05-07 | シムライズ アーゲー | ジヒドロデヒドロジイソオイゲノールの使用およびジヒドロデヒドロジイソオイゲノールを含む製剤 |
| EP2389922A1 (en) | 2010-05-25 | 2011-11-30 | Symrise AG | Cyclohexyl carbamate compounds as anti-ageing actives |
| EP2286908A3 (de) | 2010-11-19 | 2011-06-01 | Symrise AG | Lösungsvermittler für kosmetische Zubereitungen |
| EP2457554A1 (de) | 2010-11-24 | 2012-05-30 | Symrise AG | Menthol enthaltende Mischung |
| EP2356977B1 (de) | 2011-02-02 | 2017-12-27 | Symrise AG | Zubereitungen mit Holzextrakten von Gleditschien |
| EP2524959B1 (de) | 2011-05-17 | 2014-01-22 | Symrise AG | Riech- und/oder Aromastoffkompositionen enthaltend Dioxolane |
| DE102011082464A1 (de) | 2011-09-09 | 2011-12-01 | Symrise Ag | Riechstoffmischungen enthaltend bestimmte Isolongifolenylmethylether |
| WO2013041130A1 (de) | 2011-09-20 | 2013-03-28 | Symrise Ag | Acetale und ketale als riech- und aromastoffe |
| EP2474301B1 (de) | 2011-12-14 | 2014-04-16 | Symrise AG | Riechstoffmischungen enthaltend Cyclopent-2-Enyl-Essigsäureethylester |
| US20160008297A1 (en) | 2012-08-23 | 2016-01-14 | B.R.A.I.N. Biotechnology Research And Information Network Ag | Compounds for preventing, reducing and/or alleviating itchy skin condition(s) |
| DE102013204097A1 (de) * | 2013-03-11 | 2014-10-30 | Beiersdorf Ag | Wirkstoffkombinationen aus Alkylamidothiazolen und einer oder mehreren kosmetisch oder dermatologisch unbedenklichen UV-Filtersubstanzen |
| JP2015134904A (ja) * | 2013-11-18 | 2015-07-27 | 東洋合成工業株式会社 | 化学種発生向上化合物 |
| ES2819207T3 (es) * | 2014-04-29 | 2021-04-15 | Symrise Ag | Mezclas activas |
| US10876067B2 (en) | 2016-02-15 | 2020-12-29 | Symrise Ag | Fragrant mixtures containing esters and ketones |
| CN109642184A (zh) | 2016-09-01 | 2019-04-16 | 西姆莱斯有限公司 | 包括塑料容器和物质组合物的产品 |
| WO2018171871A1 (de) | 2017-03-21 | 2018-09-27 | Symrise Ag | 2,3,6-trimethylcyclohexanol als riech- und/oder aromastoff |
| CN110494539B (zh) | 2017-03-21 | 2021-04-02 | 西姆莱斯有限公司 | 5-双环[2.2.1]庚-2-烯基-乙酸酯作为芳香剂和/或调味剂 |
| CN110520513B (zh) | 2017-03-21 | 2024-01-09 | 西姆莱斯有限公司 | 包含三环[5.2.1.0]-癸烷-8-乙基醚的芳香剂混合物 |
| WO2018192652A1 (de) | 2017-04-19 | 2018-10-25 | Symrise Ag | 1,1-dimeth/ethoxynon-3-in als riechstoff |
| JP6928671B2 (ja) | 2017-04-21 | 2021-09-01 | シムライズ アーゲー | 芳香剤としての４−エチル−オクテン−２／３−ニトリル |
| WO2018196988A1 (de) | 2017-04-28 | 2018-11-01 | Symrise Ag | Ethyl-2-acetyl-2,4-dimethyl-pent-4-enoat als riechstoff |
| WO2019114969A1 (de) | 2017-12-14 | 2019-06-20 | Symrise Ag | Riechstoffmischungen enthaltend 8,8-dimethyl-6,10-dioxaspiro[4,5]decan |
| WO2018154145A2 (en) | 2018-03-29 | 2018-08-30 | Symrise Ag | Compounds for skin improvement / treatment |
| CN112469685B (zh) | 2018-07-23 | 2024-01-02 | 西姆莱斯股份公司 | 具有玫瑰气味的新型香味剂 |
| CN113840540B (zh) | 2019-05-17 | 2024-04-30 | 西姆莱斯股份公司 | 香料或调味剂混合物 |
| WO2021008696A1 (de) | 2019-07-16 | 2021-01-21 | Symrise Ag | Riechstoffmischung enthaltend 1,3-propandiol |
| WO2021204380A1 (en) | 2020-04-08 | 2021-10-14 | Symrise Ag | Esters as fragrance compounds |
| EP3944853A1 (en) | 2020-07-31 | 2022-02-02 | Basf Se | Liquid l-menthol composition |
| WO2022128164A1 (en) | 2020-12-14 | 2022-06-23 | Symrise Ag | Extracts of isochrysis species / tisochrysis species |
| CA3201865A1 (en) | 2020-12-14 | 2022-06-23 | Symrise Ag | Extracts of isochrysis species / tisochrysis species |
| KR20240038040A (ko) | 2021-07-23 | 2024-03-22 | 시므라이즈 아게 | 디카페오일퀸산 및 디카페오일퀸산과 토코페롤의 상승작용 |
| CN117940541A (zh) | 2021-09-13 | 2024-04-26 | 西姆莱斯有限公司 | 环丙烷化香料化合物 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE1087902B (de) | 1956-06-19 | 1960-08-25 | Bayer Ag | Ultraviolett-Schutzfiltermasse oder -schicht |
| DE1914059A1 (de) * | 1969-03-20 | 1970-10-01 | Bayer Ag | UV-Absorber |
| DE3314742C2 (de) | 1983-04-23 | 1987-04-02 | Degussa Ag, 6000 Frankfurt | Verfahren zur Herstellung von an der Oberfläche modifizierten natürlichen, oxidischen oder silikatischen Füllstoffen und deren Verwendung |
| DE3856315T2 (de) | 1987-10-22 | 1999-10-14 | The Procter & Gamble Co. | Chelatbildner enthaltende Lichtschutzmittel |
| GB9110123D0 (en) | 1991-05-10 | 1991-07-03 | Dow Corning | Organosilicon compounds their preparation and use |
| ES2102670T3 (es) | 1992-08-26 | 1997-08-01 | Beiersdorf Ag | Uso de captadores de radicales como agentes inmunomoduladores en composiciones cosmeticas y dermatologicas. |
| DE19755650A1 (de) | 1997-10-20 | 1999-04-22 | Basf Ag | Photostabile UV-Filter enthaltende kosmetische und pharmazeutische Zubereitungen |
| ES2217475T3 (es) * | 1997-10-20 | 2004-11-01 | Basf Aktiengesellschaft | Derivados de metil-estireno como filtros uv y preparados cosmeticos y farmaceuticos que contienen estos. |
| US5830441A (en) * | 1998-01-20 | 1998-11-03 | Isp Investments Inc. | Photostable UV absorbent containing A-cyano cinnamyl moiety |
| DE19919630A1 (de) | 1999-04-30 | 2000-11-16 | Cognis Deutschland Gmbh | Sonnenschutzmittel |
| DE10055940A1 (de) | 2000-11-10 | 2002-05-29 | Bayer Ag | Neue Indanylidenverbindungen |
-
2004
- 2004-06-17 DE DE102004029239A patent/DE102004029239A1/de not_active Withdrawn
-
2005
- 2005-04-26 BR BRPI0510591-9A patent/BRPI0510591A/pt not_active IP Right Cessation
- 2005-04-26 AT AT05742743T patent/ATE409456T1/de not_active IP Right Cessation
- 2005-04-26 DE DE502005005550T patent/DE502005005550D1/de not_active Expired - Fee Related
- 2005-04-26 US US11/568,606 patent/US20080050319A1/en not_active Abandoned
- 2005-04-26 AU AU2005239836A patent/AU2005239836A1/en not_active Abandoned
- 2005-04-26 ES ES05742743T patent/ES2313342T3/es not_active Expired - Lifetime
- 2005-04-26 CA CA002563987A patent/CA2563987A1/en not_active Abandoned
- 2005-04-26 EP EP08158316A patent/EP1961453A3/de not_active Withdrawn
- 2005-04-26 MX MXPA06012249A patent/MXPA06012249A/es active IP Right Grant
- 2005-04-26 JP JP2007512166A patent/JP2007536332A/ja not_active Abandoned
- 2005-04-26 KR KR1020067022131A patent/KR20070008655A/ko not_active Withdrawn
- 2005-04-26 EP EP05742743A patent/EP1748753B1/de not_active Expired - Lifetime
- 2005-04-26 WO PCT/EP2005/051865 patent/WO2005107692A1/de not_active Ceased
- 2005-04-26 PL PL05742743T patent/PL1748753T3/pl unknown
-
2006
- 2006-09-28 IL IL178362A patent/IL178362A0/en unknown
Also Published As
| Publication number | Publication date |
|---|---|
| ATE409456T1 (de) | 2008-10-15 |
| WO2005107692A8 (de) | 2006-03-16 |
| DE502005005550D1 (de) | 2008-11-13 |
| DE102004029239A1 (de) | 2005-12-01 |
| BRPI0510591A (pt) | 2007-11-20 |
| IL178362A0 (en) | 2007-07-04 |
| US20080050319A1 (en) | 2008-02-28 |
| JP2007536332A (ja) | 2007-12-13 |
| EP1961453A3 (de) | 2009-08-19 |
| AU2005239836A1 (en) | 2005-11-17 |
| EP1748753B1 (de) | 2008-10-01 |
| EP1961453A2 (de) | 2008-08-27 |
| ES2313342T3 (es) | 2009-03-01 |
| KR20070008655A (ko) | 2007-01-17 |
| EP1748753A1 (de) | 2007-02-07 |
| CA2563987A1 (en) | 2005-11-17 |
| WO2005107692A1 (de) | 2005-11-17 |
| PL1748753T3 (pl) | 2008-12-31 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FG | Grant or registration |