ES2349920T3 - Derivados de la triazina utilizados como absorbentes uv. - Google Patents
Derivados de la triazina utilizados como absorbentes uv. Download PDFInfo
- Publication number
- ES2349920T3 ES2349920T3 ES04701597T ES04701597T ES2349920T3 ES 2349920 T3 ES2349920 T3 ES 2349920T3 ES 04701597 T ES04701597 T ES 04701597T ES 04701597 T ES04701597 T ES 04701597T ES 2349920 T3 ES2349920 T3 ES 2349920T3
- Authority
- ES
- Spain
- Prior art keywords
- acid
- preparations
- weight
- alkyl
- oil
- 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
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- 239000002250 absorbent Substances 0.000 title description 3
- 150000003918 triazines Chemical class 0.000 title 1
- 238000002360 preparation method Methods 0.000 claims abstract description 93
- 150000001875 compounds Chemical class 0.000 claims abstract description 52
- 239000002537 cosmetic Substances 0.000 claims abstract description 27
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract description 19
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 16
- 239000001257 hydrogen Substances 0.000 claims abstract description 15
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 12
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract description 8
- 238000000034 method Methods 0.000 claims description 14
- 125000000217 alkyl group Chemical group 0.000 claims description 13
- 230000008569 process Effects 0.000 claims description 13
- 239000002671 adjuvant Substances 0.000 claims description 9
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims description 6
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 6
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 125000006702 (C1-C18) alkyl group Chemical group 0.000 claims description 4
- 125000006374 C2-C10 alkenyl group Chemical group 0.000 claims description 4
- 125000002947 alkylene group Chemical group 0.000 claims description 4
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims description 3
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims description 3
- 125000001624 naphthyl group Chemical group 0.000 claims description 3
- 125000006527 (C1-C5) alkyl group Chemical group 0.000 claims description 2
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims description 2
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 2
- 239000003223 protective agent Substances 0.000 claims description 2
- 239000000969 carrier Substances 0.000 claims 1
- 125000005843 halogen group Chemical group 0.000 claims 1
- 239000006096 absorbing agent Substances 0.000 abstract description 73
- 239000008194 pharmaceutical composition Substances 0.000 abstract description 4
- -1 1 -methylpentyl Chemical group 0.000 description 112
- 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 102
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 79
- 239000000203 mixture Substances 0.000 description 69
- 229910001868 water Inorganic materials 0.000 description 67
- 239000003921 oil Substances 0.000 description 64
- 235000019198 oils Nutrition 0.000 description 64
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 56
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 51
- 229920001577 copolymer Polymers 0.000 description 49
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 45
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 43
- NNMHYFLPFNGQFZ-UHFFFAOYSA-M sodium polyacrylate Chemical class [Na+].[O-]C(=O)C=C NNMHYFLPFNGQFZ-UHFFFAOYSA-M 0.000 description 41
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 40
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 38
- 239000003795 chemical substances by application Substances 0.000 description 35
- 150000002148 esters Chemical class 0.000 description 33
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 30
- 235000014113 dietary fatty acids Nutrition 0.000 description 29
- 239000000194 fatty acid Substances 0.000 description 29
- 229930195729 fatty acid Natural products 0.000 description 29
- 239000006185 dispersion Substances 0.000 description 28
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 25
- 239000002304 perfume Substances 0.000 description 25
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 25
- QFOHBWFCKVYLES-UHFFFAOYSA-N Butylparaben Chemical compound CCCCOC(=O)C1=CC=C(O)C=C1 QFOHBWFCKVYLES-UHFFFAOYSA-N 0.000 description 24
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 24
- 238000001816 cooling Methods 0.000 description 23
- 229940008099 dimethicone Drugs 0.000 description 23
- 239000004205 dimethyl polysiloxane Substances 0.000 description 23
- 239000004615 ingredient Substances 0.000 description 23
- 239000006210 lotion Substances 0.000 description 23
- 239000000126 substance Substances 0.000 description 23
- 239000006071 cream Substances 0.000 description 22
- 229940081733 cetearyl alcohol Drugs 0.000 description 21
- 229920000642 polymer Polymers 0.000 description 21
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 20
- WPYMKLBDIGXBTP-UHFFFAOYSA-N benzoic acid Chemical compound OC(=O)C1=CC=CC=C1 WPYMKLBDIGXBTP-UHFFFAOYSA-N 0.000 description 20
- 235000011187 glycerol Nutrition 0.000 description 20
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 20
- YBGZDTIWKVFICR-JLHYYAGUSA-N Octyl 4-methoxycinnamic acid Chemical compound CCCCC(CC)COC(=O)\C=C\C1=CC=C(OC)C=C1 YBGZDTIWKVFICR-JLHYYAGUSA-N 0.000 description 19
- 239000000839 emulsion Substances 0.000 description 19
- 150000004665 fatty acids Chemical class 0.000 description 19
- 230000000475 sunscreen effect Effects 0.000 description 19
- 239000000516 sunscreening agent Substances 0.000 description 19
- 239000002253 acid Substances 0.000 description 18
- 239000003995 emulsifying agent Substances 0.000 description 18
- 239000003755 preservative agent Substances 0.000 description 18
- 229910019142 PO4 Inorganic materials 0.000 description 17
- 125000004432 carbon atom Chemical group C* 0.000 description 17
- 235000021317 phosphate Nutrition 0.000 description 17
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 16
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 16
- 239000003963 antioxidant agent Substances 0.000 description 16
- 235000006708 antioxidants Nutrition 0.000 description 16
- 229960001679 octinoxate Drugs 0.000 description 16
- 229920001296 polysiloxane Polymers 0.000 description 16
- 238000003756 stirring Methods 0.000 description 16
- 239000003205 fragrance Substances 0.000 description 15
- 229940075529 glyceryl stearate Drugs 0.000 description 15
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 15
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 15
- 229960002216 methylparaben Drugs 0.000 description 15
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 14
- 206010001497 Agitation Diseases 0.000 description 14
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 14
- 238000013019 agitation Methods 0.000 description 14
- 229960005323 phenoxyethanol Drugs 0.000 description 14
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 14
- 239000010452 phosphate Substances 0.000 description 14
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 14
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 14
- 229960003415 propylparaben Drugs 0.000 description 14
- 239000004094 surface-active agent Substances 0.000 description 14
- 239000002562 thickening agent Substances 0.000 description 14
- 239000001993 wax Substances 0.000 description 14
- ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 description 13
- 150000001298 alcohols Chemical class 0.000 description 13
- 229920005862 polyol Polymers 0.000 description 13
- 150000003077 polyols Chemical class 0.000 description 13
- 239000000843 powder Substances 0.000 description 13
- 150000003839 salts Chemical class 0.000 description 13
- BANXPJUEBPWEOT-UHFFFAOYSA-N 2-methyl-Pentadecane Chemical compound CCCCCCCCCCCCCC(C)C BANXPJUEBPWEOT-UHFFFAOYSA-N 0.000 description 12
- 229940048053 acrylate Drugs 0.000 description 12
- 229940067596 butylparaben Drugs 0.000 description 12
- 239000008367 deionised water Substances 0.000 description 12
- 229910021641 deionized water Inorganic materials 0.000 description 12
- 229960001617 ethyl hydroxybenzoate Drugs 0.000 description 12
- 235000010228 ethyl p-hydroxybenzoate Nutrition 0.000 description 12
- 239000004403 ethyl p-hydroxybenzoate Substances 0.000 description 12
- NUVBSKCKDOMJSU-UHFFFAOYSA-N ethylparaben Chemical compound CCOC(=O)C1=CC=C(O)C=C1 NUVBSKCKDOMJSU-UHFFFAOYSA-N 0.000 description 12
- 150000002191 fatty alcohols Chemical class 0.000 description 12
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 11
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 11
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 11
- 239000000243 solution Substances 0.000 description 11
- 150000003626 triacylglycerols Chemical class 0.000 description 11
- 239000004166 Lanolin Substances 0.000 description 10
- 239000004904 UV filter Substances 0.000 description 10
- 239000004480 active ingredient Substances 0.000 description 10
- 229960000541 cetyl alcohol Drugs 0.000 description 10
- 238000000227 grinding Methods 0.000 description 10
- 235000019388 lanolin Nutrition 0.000 description 10
- 229940039717 lanolin Drugs 0.000 description 10
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 10
- 239000000047 product Substances 0.000 description 10
- XPJVKCRENWUEJH-UHFFFAOYSA-N Isobutylparaben Chemical compound CC(C)COC(=O)C1=CC=C(O)C=C1 XPJVKCRENWUEJH-UHFFFAOYSA-N 0.000 description 9
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 9
- 239000000443 aerosol Substances 0.000 description 9
- 238000009472 formulation Methods 0.000 description 9
- 239000007788 liquid Substances 0.000 description 9
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 9
- 239000000825 pharmaceutical preparation Substances 0.000 description 9
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 9
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 description 8
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 8
- MTHSVFCYNBDYFN-UHFFFAOYSA-N anhydrous diethylene glycol Natural products OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 8
- 235000015165 citric acid Nutrition 0.000 description 8
- 230000002354 daily effect Effects 0.000 description 8
- 239000006260 foam Substances 0.000 description 8
- 239000000499 gel Substances 0.000 description 8
- 229930195733 hydrocarbon Natural products 0.000 description 8
- 150000002430 hydrocarbons Chemical class 0.000 description 8
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 8
- 229910052760 oxygen Inorganic materials 0.000 description 8
- PVNIQBQSYATKKL-UHFFFAOYSA-N tripalmitin Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCCCCCCCC)COC(=O)CCCCCCCCCCCCCCC PVNIQBQSYATKKL-UHFFFAOYSA-N 0.000 description 8
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 7
- 239000004215 Carbon black (E152) Substances 0.000 description 7
- 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 description 7
- PPBRXRYQALVLMV-UHFFFAOYSA-N Styrene Chemical compound C=CC1=CC=CC=C1 PPBRXRYQALVLMV-UHFFFAOYSA-N 0.000 description 7
- XLOMVQKBTHCTTD-UHFFFAOYSA-N Zinc monoxide Chemical compound [Zn]=O XLOMVQKBTHCTTD-UHFFFAOYSA-N 0.000 description 7
- 125000003118 aryl group Chemical group 0.000 description 7
- 239000002738 chelating agent Substances 0.000 description 7
- SOROIESOUPGGFO-UHFFFAOYSA-N diazolidinylurea Chemical compound OCNC(=O)N(CO)C1N(CO)C(=O)N(CO)C1=O SOROIESOUPGGFO-UHFFFAOYSA-N 0.000 description 7
- 229960001083 diazolidinylurea Drugs 0.000 description 7
- 239000002480 mineral oil Substances 0.000 description 7
- 229910052757 nitrogen Inorganic materials 0.000 description 7
- 230000001681 protective effect Effects 0.000 description 7
- 239000000377 silicon dioxide Substances 0.000 description 7
- 238000011282 treatment Methods 0.000 description 7
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 description 6
- 229940043268 2,2,4,4,6,8,8-heptamethylnonane Drugs 0.000 description 6
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 6
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 6
- 239000004909 Moisturizer Substances 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 235000021355 Stearic acid Nutrition 0.000 description 6
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 6
- 229930006000 Sucrose Natural products 0.000 description 6
- ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 6
- 150000001412 amines Chemical class 0.000 description 6
- 229960004050 aminobenzoic acid Drugs 0.000 description 6
- 230000001580 bacterial effect Effects 0.000 description 6
- SKKTUOZKZKCGTB-UHFFFAOYSA-N butyl carbamate Chemical compound CCCCOC(N)=O SKKTUOZKZKCGTB-UHFFFAOYSA-N 0.000 description 6
- 125000002091 cationic group Chemical group 0.000 description 6
- RXKJFZQQPQGTFL-UHFFFAOYSA-N dihydroxyacetone Chemical compound OCC(=O)CO RXKJFZQQPQGTFL-UHFFFAOYSA-N 0.000 description 6
- 150000002170 ethers Chemical class 0.000 description 6
- 239000012530 fluid Substances 0.000 description 6
- KUVMKLCGXIYSNH-UHFFFAOYSA-N isopentadecane Natural products CCCCCCCCCCCCC(C)C KUVMKLCGXIYSNH-UHFFFAOYSA-N 0.000 description 6
- XUGNVMKQXJXZCD-UHFFFAOYSA-N isopropyl palmitate Chemical compound CCCCCCCCCCCCCCCC(=O)OC(C)C XUGNVMKQXJXZCD-UHFFFAOYSA-N 0.000 description 6
- 235000010446 mineral oil Nutrition 0.000 description 6
- 230000001333 moisturizer Effects 0.000 description 6
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 6
- 229940100460 peg-100 stearate Drugs 0.000 description 6
- 229940115476 ppg-1 trideceth-6 Drugs 0.000 description 6
- 230000005855 radiation Effects 0.000 description 6
- 239000002453 shampoo Substances 0.000 description 6
- 239000000344 soap Substances 0.000 description 6
- 239000011734 sodium Substances 0.000 description 6
- 229910052708 sodium Inorganic materials 0.000 description 6
- 239000008117 stearic acid Substances 0.000 description 6
- 239000005720 sucrose Substances 0.000 description 6
- MGSRCZKZVOBKFT-UHFFFAOYSA-N thymol Chemical compound CC(C)C1=CC=C(C)C=C1O MGSRCZKZVOBKFT-UHFFFAOYSA-N 0.000 description 6
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 5
- 235000013871 bee wax Nutrition 0.000 description 5
- 239000012166 beeswax Substances 0.000 description 5
- 239000004359 castor oil Substances 0.000 description 5
- 235000019438 castor oil Nutrition 0.000 description 5
- 229940071160 cocoate Drugs 0.000 description 5
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 5
- 230000001877 deodorizing effect Effects 0.000 description 5
- 239000002270 dispersing agent Substances 0.000 description 5
- 239000000975 dye Substances 0.000 description 5
- 230000001804 emulsifying effect Effects 0.000 description 5
- 125000004494 ethyl ester group Chemical group 0.000 description 5
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 5
- 150000002576 ketones Chemical class 0.000 description 5
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 5
- 235000019341 magnesium sulphate Nutrition 0.000 description 5
- 235000013336 milk Nutrition 0.000 description 5
- 210000004080 milk Anatomy 0.000 description 5
- 229940049964 oleate Drugs 0.000 description 5
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 5
- 229920001223 polyethylene glycol Polymers 0.000 description 5
- 108090000765 processed proteins & peptides Proteins 0.000 description 5
- 102000004196 processed proteins & peptides Human genes 0.000 description 5
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- 229940047670 sodium acrylate Drugs 0.000 description 5
- 150000005846 sugar alcohols Polymers 0.000 description 5
- 239000004408 titanium dioxide Substances 0.000 description 5
- RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 4
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 4
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 4
- JGUMTYWKIBJSTN-UHFFFAOYSA-N 2-ethylhexyl 4-[[4,6-bis[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 JGUMTYWKIBJSTN-UHFFFAOYSA-N 0.000 description 4
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 4
- RMTFNDVZYPHUEF-XZBKPIIZSA-N 3-O-methyl-D-glucose Chemical compound O=C[C@H](O)[C@@H](OC)[C@H](O)[C@H](O)CO RMTFNDVZYPHUEF-XZBKPIIZSA-N 0.000 description 4
- NIXOWILDQLNWCW-UHFFFAOYSA-N Acrylic acid Chemical compound OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 4
- CIWBSHSKHKDKBQ-JLAZNSOCSA-N Ascorbic acid Chemical compound OC[C@H](O)[C@H]1OC(=O)C(O)=C1O CIWBSHSKHKDKBQ-JLAZNSOCSA-N 0.000 description 4
- 239000005711 Benzoic acid Substances 0.000 description 4
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- QURCVMIEKCOAJU-UHFFFAOYSA-N trans-isoferulic acid Natural products COC1=CC=C(C=CC(O)=O)C=C1O QURCVMIEKCOAJU-UHFFFAOYSA-N 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- RBNWAMSGVWEHFP-UHFFFAOYSA-N trans-p-Menthane-1,8-diol Chemical compound CC(C)(O)C1CCC(C)(O)CC1 RBNWAMSGVWEHFP-UHFFFAOYSA-N 0.000 description 1
- LOIYMIARKYCTBW-UHFFFAOYSA-N trans-urocanic acid Natural products OC(=O)C=CC1=CNC=N1 LOIYMIARKYCTBW-UHFFFAOYSA-N 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 125000002889 tridecyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000001069 triethyl citrate Substances 0.000 description 1
- VMYFZRTXGLUXMZ-UHFFFAOYSA-N triethyl citrate Natural products CCOC(=O)C(O)(C(=O)OCC)C(=O)OCC VMYFZRTXGLUXMZ-UHFFFAOYSA-N 0.000 description 1
- 235000013769 triethyl citrate Nutrition 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- HTJNEBVCZXHBNJ-XCTPRCOBSA-H trimagnesium;(2r)-2-[(1s)-1,2-dihydroxyethyl]-3,4-dihydroxy-2h-furan-5-one;diphosphate Chemical compound [Mg+2].[Mg+2].[Mg+2].[O-]P([O-])([O-])=O.[O-]P([O-])([O-])=O.OC[C@H](O)[C@H]1OC(=O)C(O)=C1O HTJNEBVCZXHBNJ-XCTPRCOBSA-H 0.000 description 1
- ITWNRVUOYUXMDT-UHFFFAOYSA-M trimethyl-[3-[(3-oxo-1-phenylprop-1-en-2-yl)amino]propyl]azanium;chloride Chemical compound [Cl-].C[N+](C)(C)CCCNC(C=O)=CC1=CC=CC=C1 ITWNRVUOYUXMDT-UHFFFAOYSA-M 0.000 description 1
- QXJQHYBHAIHNGG-UHFFFAOYSA-N trimethylolethane Chemical compound OCC(C)(CO)CO QXJQHYBHAIHNGG-UHFFFAOYSA-N 0.000 description 1
- JSPLKZUTYZBBKA-UHFFFAOYSA-N trioxidane Chemical compound OOO JSPLKZUTYZBBKA-UHFFFAOYSA-N 0.000 description 1
- FQAZRHVERGEKOS-UHFFFAOYSA-N tripropan-2-yl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CC(C)OC(=O)CC(O)(C(=O)OC(C)C)CC(=O)OC(C)C FQAZRHVERGEKOS-UHFFFAOYSA-N 0.000 description 1
- ODHUFJLMXDXVRC-UHFFFAOYSA-N tripropyl 2-hydroxypropane-1,2,3-tricarboxylate Chemical compound CCCOC(=O)CC(O)(C(=O)OCCC)CC(=O)OCCC ODHUFJLMXDXVRC-UHFFFAOYSA-N 0.000 description 1
- UEVAMYPIMMOEFW-UHFFFAOYSA-N trolamine salicylate Chemical compound OCCN(CCO)CCO.OC(=O)C1=CC=CC=C1O UEVAMYPIMMOEFW-UHFFFAOYSA-N 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 229940040064 ubiquinol Drugs 0.000 description 1
- QNTNKSLOFHEFPK-UPTCCGCDSA-N ubiquinol-10 Chemical compound COC1=C(O)C(C)=C(C\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CC\C=C(/C)CCC=C(C)C)C(O)=C1OC QNTNKSLOFHEFPK-UPTCCGCDSA-N 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 125000002948 undecyl 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])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940116269 uric acid Drugs 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- WXETUDXXEZHSCS-MAVITOTKSA-N vertofix coeur Chemical compound C[C@@H]1CC[C@@]2(C(/CC3)=C\C(C)=O)[C@@H]3C(C)(C)[C@@H]1C2 WXETUDXXEZHSCS-MAVITOTKSA-N 0.000 description 1
- 239000010679 vetiver oil Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019155 vitamin A Nutrition 0.000 description 1
- 239000011719 vitamin A Substances 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 229940045997 vitamin a Drugs 0.000 description 1
- 239000008170 walnut oil Substances 0.000 description 1
- 238000001238 wet grinding Methods 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- NWONKYPBYAMBJT-UHFFFAOYSA-L zinc sulfate Chemical compound [Zn+2].[O-]S([O-])(=O)=O NWONKYPBYAMBJT-UHFFFAOYSA-L 0.000 description 1
- 229910000368 zinc sulfate Inorganic materials 0.000 description 1
- 239000011686 zinc sulphate Substances 0.000 description 1
- 235000009529 zinc sulphate Nutrition 0.000 description 1
- UHVMMEOXYDMDKI-JKYCWFKZSA-L zinc;1-(5-cyanopyridin-2-yl)-3-[(1s,2s)-2-(6-fluoro-2-hydroxy-3-propanoylphenyl)cyclopropyl]urea;diacetate Chemical compound [Zn+2].CC([O-])=O.CC([O-])=O.CCC(=O)C1=CC=C(F)C([C@H]2[C@H](C2)NC(=O)NC=2N=CC(=CC=2)C#N)=C1O UHVMMEOXYDMDKI-JKYCWFKZSA-L 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
- 150000003754 zirconium Chemical class 0.000 description 1
- 229910052726 zirconium Inorganic materials 0.000 description 1
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
- C07D251/18—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom with nitrogen atoms directly attached to the two other ring carbon atoms, e.g. guanamines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/14—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom
- C07D251/16—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom
- C07D251/20—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with hydrogen or carbon atoms directly attached to at least one ring carbon atom to only one ring carbon atom with no nitrogen atoms directly attached to a ring carbon atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/12—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members
- C07D251/26—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having three double bonds between ring members or between ring members and non-ring members with only hetero atoms directly attached to ring carbon atoms
- C07D251/40—Nitrogen atoms
- C07D251/48—Two nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Solid-Sorbent Or Filter-Aiding Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03405018 | 2003-01-20 | ||
| EP03405018 | 2003-01-20 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2349920T3 true ES2349920T3 (es) | 2011-01-13 |
Family
ID=32749023
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES04701597T Expired - Lifetime ES2349920T3 (es) | 2003-01-20 | 2004-01-13 | Derivados de la triazina utilizados como absorbentes uv. |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US8187575B2 (enExample) |
| EP (1) | EP1585493B1 (enExample) |
| JP (1) | JP4671953B2 (enExample) |
| KR (1) | KR101064902B1 (enExample) |
| CN (1) | CN1738592A (enExample) |
| AT (1) | ATE479665T1 (enExample) |
| AU (1) | AU2004206724B2 (enExample) |
| BR (1) | BRPI0406835A (enExample) |
| DE (1) | DE602004028902D1 (enExample) |
| DK (1) | DK1585493T3 (enExample) |
| ES (1) | ES2349920T3 (enExample) |
| MX (1) | MXPA05007671A (enExample) |
| WO (1) | WO2004064797A1 (enExample) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110522717A (zh) | 2004-01-22 | 2019-12-03 | 迈阿密大学 | 局部辅酶q10制剂及其使用方法 |
| FR2867188A1 (fr) * | 2004-03-03 | 2005-09-09 | Oreal | Derives de s-triazine possedant un groupement para-alcoxyphenyle et au moins un groupement aminobenzalmaloniques greffes ; compositions cosmetiques contenant ces derives; utilisations desdits derives de s-tri |
| ES2264624B1 (es) * | 2004-12-16 | 2007-11-01 | Isdin, S.A. | Nuevos derivados de triazina, asi como procedimientos para su obtencion y su utilizacion como agentes protectores contra la radiacion uv. |
| DE102005023634A1 (de) * | 2005-05-19 | 2006-11-23 | Beiersdorf Ag | Wirkstoffkombinationen aus 2-(4'-(Diethylamino)-2'-hydoxybenzoyl)-benzoesäurehexylester und einem oder mehreren Glucosylglyceriden |
| US20070160549A1 (en) * | 2005-12-21 | 2007-07-12 | Hunt Sheri A | UV-radiation protectant compositions |
| WO2008067928A1 (en) * | 2006-12-04 | 2008-06-12 | Isdin S.A. | Uv absorbing compositions containing a pyrrolyltriazine |
| AU2008228764B2 (en) | 2007-03-22 | 2014-05-08 | Berg Llc | Topical formulations having enhanced bioavailability |
| US7947311B2 (en) * | 2007-08-10 | 2011-05-24 | Lori Ann Porter | Insect repellent concentrate formulation |
| US20090169655A1 (en) * | 2007-08-10 | 2009-07-02 | Lori Ann Porter | Insect repellent formulation |
| EP2271325A4 (en) | 2008-04-11 | 2011-11-09 | Cytotech Labs Llc | METHODS AND USE OF INDUCING APOPTOSIS IN CANCER CELLS |
| MX2011011619A (es) * | 2009-05-01 | 2012-02-28 | Signal Invest And Man Co | Composicion antimicrobiana hidratante. |
| US20110020312A1 (en) | 2009-05-11 | 2011-01-27 | Niven Rajin Narain | Methods for treatment of metabolic disorders using epimetabolic shifters, multidimensional intracellular molecules, or environmental influencers |
| BR112012003915B1 (pt) * | 2009-08-25 | 2017-07-25 | L'oreal | Cosmetic composition for keratin fibers |
| PL2544663T3 (pl) | 2010-03-12 | 2018-09-28 | Berg Llc | Dożylne formulacje koenzymu Q10 (CoQ10) i sposoby ich zastosowania |
| JP5639569B2 (ja) * | 2010-12-13 | 2014-12-10 | 株式会社 資生堂 | 水中油型乳化日焼け止め化粧料 |
| US20120269867A1 (en) | 2011-04-04 | 2012-10-25 | Jimenez Joaquin J | Methods of treating central nervous system tumors |
| KR102058256B1 (ko) | 2011-06-17 | 2020-01-22 | 버그 엘엘씨 | 흡입성 약제학적 조성물들 |
| KR101395814B1 (ko) * | 2012-12-11 | 2014-05-16 | 한국화학연구원 | 플루오르알콕시기를 함유하는 트리아진계 반응성 자외선 안정제 및 그의 제조방법 |
| EA032775B1 (ru) | 2013-04-08 | 2019-07-31 | Берг Ллк | Способы лечения злокачественной опухоли с использованием комбинированной терапии с коферментом q10 |
| US9901542B2 (en) | 2013-09-04 | 2018-02-27 | Berg Llc | Methods of treatment of cancer by continuous infusion of coenzyme Q10 |
| WO2017087576A1 (en) | 2015-11-16 | 2017-05-26 | Berg Llc | Methods of treatment of temozolomide-resistant glioma using coenzyme q10 |
| JP6867168B2 (ja) * | 2017-01-04 | 2021-04-28 | 株式会社コーセー | エアゾール型化粧料 |
| EP3576847B1 (en) * | 2017-02-03 | 2024-07-03 | Edgewell Personal Care Brands, LLC | Sunscreen compositions with natural waxes for improved water resistance |
| JP7373264B2 (ja) * | 2017-11-28 | 2023-11-02 | ポーラ化成工業株式会社 | 日焼け止め化粧料 |
| WO2023063190A1 (ja) * | 2021-10-13 | 2023-04-20 | 株式会社 資生堂 | 紫外線吸収粉末、紫外線吸収粉末を含む化粧料、分散体及び混合粉末、並びに紫外線吸収粉末の製造方法 |
| WO2025134936A1 (ja) * | 2023-12-21 | 2025-06-26 | 株式会社 資生堂 | 油中水型乳化組成物 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH473604A (de) * | 1965-02-19 | 1969-06-15 | Ciba Geigy | Verwendung von neuen Aryl-1,3,5-triazinen als Stabilisierungsmittel für nicht-textile organische Materialien |
| CH473605A (de) * | 1965-04-20 | 1969-06-15 | Ciba Geigy | Verwendung von neuen Aryl-1,3,5-triazin-Derivaten als Stabilisierungsmittel für nicht-textile organische Materialien |
| CH686305A5 (de) * | 1993-09-28 | 1996-02-29 | Ciba Geigy Ag | Verfahren zur Herstellung von 1,3,5-Triazinen. |
| GB9515048D0 (en) * | 1995-07-22 | 1995-09-20 | Ciba Geigy Ag | Sunscreen compositions |
| DE19543730A1 (de) * | 1995-11-23 | 1997-05-28 | Ciba Geigy Ag | Bis-Resorcinyl-Triazine |
| EP0818450B1 (de) * | 1996-07-08 | 2003-01-15 | Ciba SC Holding AG | Triazinderivate als UV-Filter in Sonnenschutzmitteln |
| EP0941217B1 (en) * | 1996-11-20 | 2003-09-17 | Ciba SC Holding AG | Symmetrical triazine derivatives |
| SG75939A1 (en) * | 1998-04-09 | 2000-10-24 | Ciba Sc Holding Ag | Diresorcinyl-alkoxy-and-aryloxy-s-triazines |
| ES2302916T3 (es) * | 2002-03-12 | 2008-08-01 | Ciba Holding Inc. | Composiciones absorbentes de rayos uv que comprenden un compuesto hidroxifeniltriazina. |
| MX267068B (es) * | 2003-03-24 | 2009-05-29 | Ciba Sc Holding Ag | Derivados simetricos de triazina. |
| US7166275B2 (en) * | 2003-07-11 | 2007-01-23 | Isp Investments Inc. | Compositions containing phenethyl aryl esters as solubilizing agents for active organic compounds |
| US7132097B2 (en) * | 2004-10-08 | 2006-11-07 | Isp Investments Inc. | Sunscreen compositions |
| US7208143B2 (en) * | 2004-09-29 | 2007-04-24 | Isp Investments Inc. | Antiperspirant compositions |
-
2004
- 2004-01-13 JP JP2006500555A patent/JP4671953B2/ja not_active Expired - Fee Related
- 2004-01-13 CN CNA2004800024250A patent/CN1738592A/zh active Pending
- 2004-01-13 US US10/542,467 patent/US8187575B2/en not_active Expired - Fee Related
- 2004-01-13 KR KR1020057013317A patent/KR101064902B1/ko not_active Expired - Fee Related
- 2004-01-13 MX MXPA05007671A patent/MXPA05007671A/es active IP Right Grant
- 2004-01-13 DK DK04701597.9T patent/DK1585493T3/da active
- 2004-01-13 EP EP04701597A patent/EP1585493B1/en not_active Expired - Lifetime
- 2004-01-13 ES ES04701597T patent/ES2349920T3/es not_active Expired - Lifetime
- 2004-01-13 DE DE602004028902T patent/DE602004028902D1/de not_active Expired - Lifetime
- 2004-01-13 AT AT04701597T patent/ATE479665T1/de not_active IP Right Cessation
- 2004-01-13 BR BR0406835-1A patent/BRPI0406835A/pt not_active IP Right Cessation
- 2004-01-13 AU AU2004206724A patent/AU2004206724B2/en not_active Ceased
- 2004-01-13 WO PCT/EP2004/000164 patent/WO2004064797A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| JP4671953B2 (ja) | 2011-04-20 |
| DK1585493T3 (da) | 2010-12-06 |
| US20060153783A1 (en) | 2006-07-13 |
| EP1585493A1 (en) | 2005-10-19 |
| MXPA05007671A (es) | 2005-09-30 |
| EP1585493B1 (en) | 2010-09-01 |
| BRPI0406835A (pt) | 2005-12-27 |
| KR20050094447A (ko) | 2005-09-27 |
| ATE479665T1 (de) | 2010-09-15 |
| KR101064902B1 (ko) | 2011-09-16 |
| DE602004028902D1 (de) | 2010-10-14 |
| CN1738592A (zh) | 2006-02-22 |
| AU2004206724B2 (en) | 2010-06-24 |
| AU2004206724A1 (en) | 2004-08-05 |
| WO2004064797A1 (en) | 2004-08-05 |
| US8187575B2 (en) | 2012-05-29 |
| JP2006515613A (ja) | 2006-06-01 |
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