TWI331997B - Symmetrical triazine derivatives - Google Patents
Symmetrical triazine derivatives Download PDFInfo
- Publication number
- TWI331997B TWI331997B TW093107742A TW93107742A TWI331997B TW I331997 B TWI331997 B TW I331997B TW 093107742 A TW093107742 A TW 093107742A TW 93107742 A TW93107742 A TW 93107742A TW I331997 B TWI331997 B TW I331997B
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- Taiwan
- Prior art keywords
- formula
- group
- compound
- alkyl
- acid
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- 150000003918 triazines Chemical class 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims description 95
- -1 Amine diphenyl ketone derivative Chemical class 0.000 claims description 46
- 239000000203 mixture Substances 0.000 claims description 38
- 125000000217 alkyl group Chemical group 0.000 claims description 35
- 238000002360 preparation method Methods 0.000 claims description 35
- 239000002537 cosmetic Substances 0.000 claims description 21
- 239000001257 hydrogen Substances 0.000 claims description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 14
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 13
- 125000003342 alkenyl group Chemical group 0.000 claims description 6
- 241001465754 Metazoa Species 0.000 claims description 5
- 125000003118 aryl group Chemical group 0.000 claims description 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
- 125000000623 heterocyclic group Chemical group 0.000 claims description 5
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
- 125000003545 alkoxy group Chemical group 0.000 claims description 4
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 4
- 229910052757 nitrogen Inorganic materials 0.000 claims description 4
- 230000005855 radiation Effects 0.000 claims description 4
- 239000002671 adjuvant Substances 0.000 claims description 3
- 125000003277 amino group Chemical group 0.000 claims description 3
- 229910021645 metal ion Inorganic materials 0.000 claims description 3
- VZXTWGWHSMCWGA-UHFFFAOYSA-N 1,3,5-triazine-2,4-diamine Chemical group NC1=NC=NC(N)=N1 VZXTWGWHSMCWGA-UHFFFAOYSA-N 0.000 claims description 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 2
- 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 2
- 229910052736 halogen Inorganic materials 0.000 claims description 2
- 150000002367 halogens Chemical class 0.000 claims description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 2
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 2
- 150000002602 lanthanoids Chemical class 0.000 claims description 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
- 125000005187 nonenyl group Chemical group C(=CCCCCCCC)* 0.000 claims description 2
- 229920006395 saturated elastomer Polymers 0.000 claims description 2
- NAWXUBYGYWOOIX-SFHVURJKSA-N (2s)-2-[[4-[2-(2,4-diaminoquinazolin-6-yl)ethyl]benzoyl]amino]-4-methylidenepentanedioic acid Chemical compound C1=CC2=NC(N)=NC(N)=C2C=C1CCC1=CC=C(C(=O)N[C@@H](CC(=C)C(O)=O)C(O)=O)C=C1 NAWXUBYGYWOOIX-SFHVURJKSA-N 0.000 claims 1
- 125000002373 5 membered heterocyclic group Chemical group 0.000 claims 1
- 125000004070 6 membered heterocyclic group Chemical group 0.000 claims 1
- 206010052428 Wound Diseases 0.000 claims 1
- 208000027418 Wounds and injury Diseases 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 claims 1
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- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 22
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- XPJVKCRENWUEJH-UHFFFAOYSA-N Isobutylparaben Chemical compound CC(C)COC(=O)C1=CC=C(O)C=C1 XPJVKCRENWUEJH-UHFFFAOYSA-N 0.000 description 9
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- XOQGHNALELQUMB-UHFFFAOYSA-N ICC#CN(C(=O)OCC)CCCC Chemical compound ICC#CN(C(=O)OCC)CCCC XOQGHNALELQUMB-UHFFFAOYSA-N 0.000 description 8
- 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 8
- 235000010233 benzoic acid Nutrition 0.000 description 8
- POLCUAVZOMRGSN-UHFFFAOYSA-N dipropyl ether Chemical compound CCCOCCC POLCUAVZOMRGSN-UHFFFAOYSA-N 0.000 description 8
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- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 7
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- VAYRAPDGSVSIJM-UHFFFAOYSA-N octan-3-yl 2-methoxy-3-phenylprop-2-enoate Chemical compound CCCCCC(CC)OC(=O)C(OC)=CC1=CC=CC=C1 VAYRAPDGSVSIJM-UHFFFAOYSA-N 0.000 description 6
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- PWQNOLAKMCLNJI-KTKRTIGZSA-N 2-[2-[2-[(z)-octadec-9-enoxy]ethoxy]ethoxy]ethyl dihydrogen phosphate Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCOCCOCCOP(O)(O)=O PWQNOLAKMCLNJI-KTKRTIGZSA-N 0.000 description 5
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- 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 5
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- BQJCRHHNABKAKU-KBQPJGBKSA-N morphine Chemical class O([C@H]1[C@H](C=C[C@H]23)O)C4=C5[C@@]12CCN(C)[C@@H]3CC5=CC=C4O BQJCRHHNABKAKU-KBQPJGBKSA-N 0.000 description 1
- 125000001421 myristyl 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])C([H])([H])[H] 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- VAMFXQBUQXONLZ-UHFFFAOYSA-N n-alpha-eicosene Natural products CCCCCCCCCCCCCCCCCCC=C VAMFXQBUQXONLZ-UHFFFAOYSA-N 0.000 description 1
- GQEZCXVZFLOKMC-UHFFFAOYSA-N n-alpha-hexadecene Natural products CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 1
- DIOQZVSQGTUSAI-UHFFFAOYSA-N n-butylhexane Natural products CCCCCCCCCC DIOQZVSQGTUSAI-UHFFFAOYSA-N 0.000 description 1
- IPCSVZSSVZVIGE-UHFFFAOYSA-N n-hexadecanoic acid Natural products CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- FBUKVWPVBMHYJY-UHFFFAOYSA-N nonanoic acid Chemical compound CCCCCCCCC(O)=O FBUKVWPVBMHYJY-UHFFFAOYSA-N 0.000 description 1
- NIHNNTQXNPWCJQ-UHFFFAOYSA-N o-biphenylenemethane Natural products C1=CC=C2CC3=CC=CC=C3C2=C1 NIHNNTQXNPWCJQ-UHFFFAOYSA-N 0.000 description 1
- UHGIMQLJWRAPLT-UHFFFAOYSA-N octadecyl dihydrogen phosphate Chemical compound CCCCCCCCCCCCCCCCCCOP(O)(O)=O UHGIMQLJWRAPLT-UHFFFAOYSA-N 0.000 description 1
- FMJSMJQBSVNSBF-UHFFFAOYSA-N octocrylene Chemical compound C=1C=CC=CC=1C(=C(C#N)C(=O)OCC(CC)CCCC)C1=CC=CC=C1 FMJSMJQBSVNSBF-UHFFFAOYSA-N 0.000 description 1
- IIGMITQLXAGZTL-UHFFFAOYSA-N octyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCC IIGMITQLXAGZTL-UHFFFAOYSA-N 0.000 description 1
- 239000002674 ointment Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- AICOOMRHRUFYCM-ZRRPKQBOSA-N oxazine, 1 Chemical compound C([C@@H]1[C@H](C(C[C@]2(C)[C@@H]([C@H](C)N(C)C)[C@H](O)C[C@]21C)=O)CC1=CC2)C[C@H]1[C@@]1(C)[C@H]2N=C(C(C)C)OC1 AICOOMRHRUFYCM-ZRRPKQBOSA-N 0.000 description 1
- 150000002923 oximes Chemical class 0.000 description 1
- 239000003973 paint Substances 0.000 description 1
- 229910052763 palladium Inorganic materials 0.000 description 1
- 229940032067 peg-20 stearate Drugs 0.000 description 1
- 229940031709 peg-30-dipolyhydroxystearate Drugs 0.000 description 1
- XDRYMKDFEDOLFX-UHFFFAOYSA-N pentamidine Chemical compound C1=CC(C(=N)N)=CC=C1OCCCCCOC1=CC=C(C(N)=N)C=C1 XDRYMKDFEDOLFX-UHFFFAOYSA-N 0.000 description 1
- 229960004448 pentamidine Drugs 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- VYMDGNCVAMGZFE-UHFFFAOYSA-N phenylbutazonum Chemical compound O=C1C(CCCC)C(=O)N(C=2C=CC=CC=2)N1C1=CC=CC=C1 VYMDGNCVAMGZFE-UHFFFAOYSA-N 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 150000003021 phthalic acid derivatives Chemical class 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 230000010152 pollination Effects 0.000 description 1
- 229920003229 poly(methyl methacrylate) Polymers 0.000 description 1
- 229920001467 poly(styrenesulfonates) Polymers 0.000 description 1
- 229920002401 polyacrylamide Polymers 0.000 description 1
- 229920000058 polyacrylate Polymers 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000223 polyglycerol Polymers 0.000 description 1
- 229940048845 polyglyceryl-3 diisostearate Drugs 0.000 description 1
- 239000004926 polymethyl methacrylate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920002282 polysilicones-15 Polymers 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 239000011164 primary particle Substances 0.000 description 1
- 238000012545 processing Methods 0.000 description 1
- VAMRHWVLDBVOOR-UHFFFAOYSA-K prop-2-enoate;yttrium(3+) Chemical compound [Y+3].[O-]C(=O)C=C.[O-]C(=O)C=C.[O-]C(=O)C=C VAMRHWVLDBVOOR-UHFFFAOYSA-K 0.000 description 1
- 125000002572 propoxy group Chemical group [*]OC([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 230000004224 protection Effects 0.000 description 1
- 238000000746 purification Methods 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- NPCOQXAVBJJZBQ-UHFFFAOYSA-N reduced coenzyme Q9 Natural products COC1=C(O)C(C)=C(CC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)CCC=C(C)C)C(O)=C1OC NPCOQXAVBJJZBQ-UHFFFAOYSA-N 0.000 description 1
- 239000006254 rheological additive Substances 0.000 description 1
- WBHHMMIMDMUBKC-XLNAKTSKSA-N ricinelaidic acid Chemical compound CCCCCC[C@@H](O)C\C=C\CCCCCCCC(O)=O WBHHMMIMDMUBKC-XLNAKTSKSA-N 0.000 description 1
- 229960003656 ricinoleic acid Drugs 0.000 description 1
- FEUQNCSVHBHROZ-UHFFFAOYSA-N ricinoleic acid Natural products CCCCCCC(O[Si](C)(C)C)CC=CCCCCCCCC(=O)OC FEUQNCSVHBHROZ-UHFFFAOYSA-N 0.000 description 1
- 238000007363 ring formation reaction Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 229940076279 serotonin Drugs 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000002437 shaving preparation Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 235000019983 sodium metaphosphate Nutrition 0.000 description 1
- KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
- 229910001948 sodium oxide Inorganic materials 0.000 description 1
- 239000004324 sodium propionate Substances 0.000 description 1
- 235000010334 sodium propionate Nutrition 0.000 description 1
- 229960003212 sodium propionate Drugs 0.000 description 1
- JWZSXZWCWMCYPE-RSAXXLAASA-M sodium;(4s)-4-amino-5-dodecoxy-5-oxopentanoate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)[C@@H](N)CCC([O-])=O JWZSXZWCWMCYPE-RSAXXLAASA-M 0.000 description 1
- ILWVKYVRVNWXHL-UHFFFAOYSA-M sodium;2-hydroxypropanoate;octadecanoic acid Chemical compound [Na+].CC(O)C([O-])=O.CCCCCCCCCCCCCCCCCC(O)=O ILWVKYVRVNWXHL-UHFFFAOYSA-M 0.000 description 1
- JBJWASZNUJCEKT-UHFFFAOYSA-M sodium;hydroxide;hydrate Chemical group O.[OH-].[Na+] JBJWASZNUJCEKT-UHFFFAOYSA-M 0.000 description 1
- 241000894007 species Species 0.000 description 1
- 238000005507 spraying Methods 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000005728 strengthening Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- SMDQFHZIWNYSMR-UHFFFAOYSA-N sulfanylidenemagnesium Chemical compound S=[Mg] SMDQFHZIWNYSMR-UHFFFAOYSA-N 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- WHWMOMRHHQLBQQ-UHFFFAOYSA-N tert-butyl 4-hydroxybenzoate Chemical compound CC(C)(C)OC(=O)C1=CC=C(O)C=C1 WHWMOMRHHQLBQQ-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 0.000 description 1
- 125000003944 tolyl group Chemical group 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
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 229940035936 ubiquinone Drugs 0.000 description 1
- 230000002485 urinary effect Effects 0.000 description 1
- 238000013022 venting Methods 0.000 description 1
- 239000008307 w/o/w-emulsion Substances 0.000 description 1
- 238000005406 washing 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
- 229910001845 yogo sapphire Inorganic materials 0.000 description 1
- 239000010457 zeolite Substances 0.000 description 1
- 239000011592 zinc chloride Substances 0.000 description 1
- 235000005074 zinc chloride Nutrition 0.000 description 1
- JIAARYAFYJHUJI-UHFFFAOYSA-L zinc dichloride Chemical compound [Cl-].[Cl-].[Zn+2] JIAARYAFYJHUJI-UHFFFAOYSA-L 0.000 description 1
- DUNKXUFBGCUVQW-UHFFFAOYSA-J zirconium tetrachloride Chemical compound Cl[Zr](Cl)(Cl)Cl DUNKXUFBGCUVQW-UHFFFAOYSA-J 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
- C07D251/24—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 three ring carbon atoms
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- 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
-
- 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
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)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Dermatology (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03100758 | 2003-03-24 | ||
| EP03102325 | 2003-07-29 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| TW200503771A TW200503771A (en) | 2005-02-01 |
| TWI331997B true TWI331997B (en) | 2010-10-21 |
Family
ID=32992409
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| TW093107742A TWI331997B (en) | 2003-03-24 | 2004-03-23 | Symmetrical triazine derivatives |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US7311897B2 (enExample) |
| EP (1) | EP1606270B1 (enExample) |
| JP (1) | JP4764817B2 (enExample) |
| KR (1) | KR101187002B1 (enExample) |
| AU (1) | AU2004224086B2 (enExample) |
| BR (1) | BRPI0408994B1 (enExample) |
| ES (1) | ES2435512T3 (enExample) |
| MX (1) | MX267068B (enExample) |
| TW (1) | TWI331997B (enExample) |
| WO (1) | WO2004085412A2 (enExample) |
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| FR2833164B1 (fr) | 2001-12-07 | 2004-07-16 | Oreal | Compositions cosmetiques antisolaires a base d'un melange synergique de filtres et utilisations |
| CN1738592A (zh) * | 2003-01-20 | 2006-02-22 | 西巴特殊化学品控股有限公司 | 作为uv吸收剂的三嗪衍生物 |
| EP1718283B1 (en) | 2004-01-22 | 2013-03-06 | University of Miami | Topical co-enzyme q10 formulations and methods of use |
| DE102004020627A1 (de) * | 2004-03-23 | 2005-10-13 | Beiersdorf Ag | Kosmetische und dermatologische Lichtschutzformulierungen |
| EP1586306A1 (de) * | 2004-03-23 | 2005-10-19 | Beiersdorf AG | Kosmetische und dermatologische Lichtschutzformulierungen |
| DE102004047281A1 (de) * | 2004-09-27 | 2006-04-20 | Beiersdorf Ag | Lichtschutzkonzentrat mit organischen Mikropigmenten |
| DE102004047287A1 (de) * | 2004-09-27 | 2006-03-30 | Beiersdorf Ag | Organische Mikropigmente in kosmetischen Schäumen |
| WO2006114381A1 (en) * | 2005-04-28 | 2006-11-02 | Ciba Specialty Chemicals Holding Inc. | Use of benzotriazole derivatives for photostabilisation |
| DE102005026035A1 (de) * | 2005-06-03 | 2006-12-07 | Beiersdorf Ag | Kosmetische Zubereitungen mit einem Gehalt an einem besonderen Anisfruchtextrakt und Füllstoffen |
| KR100730140B1 (ko) * | 2005-07-15 | 2007-06-19 | 삼성에스디아이 주식회사 | 트리아진계 화합물 및 이를 이용한 유기 발광 소자 |
| DE102005051858A1 (de) * | 2005-10-25 | 2007-04-26 | Beiersdorf Ag | Kosmetische Zubereitung mit 1,2-Alkandiol und Triazinen |
| DE102006013283A1 (de) * | 2006-03-20 | 2007-09-27 | Beiersdorf Ag | Sprühbare Sonnenschutzlotion |
| EP2046279B1 (en) * | 2006-07-27 | 2014-05-14 | Basf Se | Use of aminophenylbenzotriazole derivatives for protecting human and animal skin and hair from the harmful effects of uv radiation and cosmetic compositions thereof |
| DE102007005333A1 (de) * | 2007-02-01 | 2008-08-07 | Beiersdorf Ag | Organische Mikropigmente in kosmetischen Lichtschutzemulsionen |
| US8454945B2 (en) | 2007-03-22 | 2013-06-04 | Berg Pharma Llc | Topical formulations having enhanced bioavailability |
| DE102007024348B4 (de) | 2007-05-22 | 2025-07-24 | Beiersdorf Aktiengesellschaft | Kosmetische Zubereitung mit ionischem UV-A-Filter und 2,4,6-Tris-(biphenyl)-1,3,5-triazin |
| US8029771B2 (en) * | 2007-06-29 | 2011-10-04 | Mary Kay Inc. | Guar gum containing compounds |
| MX2009013736A (es) * | 2007-07-04 | 2010-04-22 | Basf Se | Preparacion de absorbedores de uv nanoescalares. |
| FR2918269B1 (fr) | 2007-07-06 | 2016-11-25 | Oreal | Composition de protection solaire contenant l'association d'un polymere semi-cristallin et de particules de latex creuses. |
| FR2918561B1 (fr) | 2007-07-09 | 2009-10-09 | Oreal | Utilisation pour la coloration de la peau de l'acide dehydroascorbique ou des derives polymeres ; procedes de soin et/ou de maquillage. |
| FR2918563B1 (fr) | 2007-07-12 | 2009-12-04 | Oreal | Composition photoprotectrice fluide aqueuse a base d'un polymere polyamide a terminaison amide tertiaire. |
| KR20100063096A (ko) * | 2007-08-30 | 2010-06-10 | 바스프 에스이 | 미용 조성물의 안정화 |
| EP2224898B1 (en) * | 2007-11-29 | 2018-08-15 | Basf Se | Grinding aids for micronized organic uv absorbers |
| KR102384373B1 (ko) * | 2007-12-14 | 2022-04-08 | 바스프 에스이 | 착색 안료를 포함하는 자외선차단 조성물 |
| WO2009126764A1 (en) | 2008-04-11 | 2009-10-15 | Cytotech Labs, Llc | Methods and use of inducing apoptosis in cancer cells |
| DE102008021631A1 (de) * | 2008-04-25 | 2009-10-29 | Beiersdorf Ag | Lichtschutzfilterkombination mit 2,4,6-Tris-(biphenyl)-1,3,5-triazin |
| FR2931064B1 (fr) | 2008-05-14 | 2010-08-13 | Oreal | Composition cosmetique contenant un derive de dibenzoylmethane et un derive de pyrrolidinone; procede de photostabilisation du derive de dibenzoylmethane |
| JP5388270B2 (ja) * | 2008-06-04 | 2014-01-15 | 株式会社Ａｄｅｋａ | ２，４，６−トリス（ヒドロキシフェニル）−１，３，５−トリアジン化合物の製造方法 |
| CN102056906B (zh) * | 2008-06-04 | 2014-02-12 | 株式会社Adeka | 2,4,6-三(羟苯基)-1,3,5-三嗪化合物的制造方法 |
| FR2933614B1 (fr) | 2008-07-10 | 2010-09-10 | Oreal | Kit de protection solaire. |
| FR2936146B1 (fr) | 2008-09-24 | 2010-10-08 | Oreal | Utilisations de composes dithiolanes pour la photoprotection de la peau ; nouveaux composes dithiolanes ; compositions les contenant. |
| FR2936706B1 (fr) | 2008-10-08 | 2010-12-17 | Oreal | Composition cosmetique contenant un derive de dibenzoylmethane et un compose dithiolane ; procede de photostabilisation du derive de dibenzoylmethane |
| FR2939036B1 (fr) | 2008-12-01 | 2010-12-17 | Oreal | Procede de coloration artificielle de la peau utilisant un melange de carotenoide et de colorant vert lidophile ; nouveau melange de colorants lipophiles ; composition |
| FR2939310B1 (fr) | 2008-12-08 | 2012-04-20 | Oreal | Compositions cosmetiques comprenant un derive ester de 2-pyrrolidinone 4-carboxy et un filtre lipophile triazine ; utilisation dudit derive comme solvant d'un filtre lipophile triazine |
| FR2939315B1 (fr) | 2008-12-08 | 2011-01-21 | Oreal | Composition cosmetique contenant un derive de dibenzoylmethane et un compose ester de 2-pyrrolidinone 4-carboxy ; procede de photostabilisation du derive de dibenzoylmethane |
| FR2939309B1 (fr) | 2008-12-08 | 2010-12-17 | Oreal | Utilisation d'un derive ester de 2-pyrrolidinone 4-carboxy comme solvant dans les compositions cosmetiques ; compositions cosmetiques les contenant |
| FR2940613B1 (fr) | 2008-12-30 | 2012-09-21 | Oreal | Association de monosaccharides avec des filtres solaires et son utilisation en cosmetique |
| US20120134937A1 (en) * | 2009-01-30 | 2012-05-31 | Laurence Halimi | Personal care compositions having reduced eye irritation |
| WO2010127231A2 (en) * | 2009-05-01 | 2010-11-04 | Signal Investment And Management Co. | Moisturizing antimicrobial composition |
| CN102482713B (zh) | 2009-05-11 | 2017-06-30 | 博格有限责任公司 | 利用表观代谢转变剂、多维细胞内分子或环境影响剂诊断肿瘤障碍的方法 |
| FR2947724B1 (fr) | 2009-07-10 | 2012-01-27 | Oreal | Materiau composite comprenant des filtres uv et des particules plasmoniques et utilisation en protection solaire |
| WO2011016139A1 (en) | 2009-08-04 | 2011-02-10 | L'oreal | Composite pigment and method for preparation thereof |
| BR112012004218B1 (pt) | 2009-08-28 | 2021-12-07 | L'oreal | Composição e processo de fotoestabilização |
| FR2951079B1 (fr) | 2009-10-08 | 2012-04-20 | Oreal | Composition photoprotectrice a base d'un compose 2-alcoxy-4-alkylcetone phenol ; utilisation dudit compose pour augmenter le facteur de protection solaire |
| WO2011045741A2 (en) | 2009-10-12 | 2011-04-21 | L'oreal | Photonic particles; compositions containing them; methods of photoprotecting various materials |
| ES2633339T3 (es) | 2009-10-12 | 2017-09-20 | L'oréal | Métodos de fotoprotección de un material contra la radiación UV solar usando partículas fotónicas; composiciones |
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| FR3134516B1 (fr) | 2022-04-15 | 2025-06-06 | Oreal | Emulsion directe comprenant un filtre UV, un polymère acrylique lipophile, un ester d’acide gras et de polyol et un dérivé d’acide aminé |
| EP4536176A1 (en) | 2022-06-10 | 2025-04-16 | L'oreal | Cosmetic sunscreen composition and use of a cosmetic sunscreen composition |
| FR3138306A1 (fr) | 2022-07-26 | 2024-02-02 | L'oreal | Composition comprenant un filtre UV, un polymère superabsorbant et un phospholipide |
| WO2024083567A1 (en) | 2022-10-21 | 2024-04-25 | L'oreal | Composition comprising a lipophilic organic screening agent, a hydrophilic organic screening agent, with an amount by weight of fatty phase between 20 and 70% |
| FR3141061A1 (fr) | 2022-10-21 | 2024-04-26 | L'oreal | Composition comprenant un filtre organique lipophile, un filtre organique hydrophile, des particules sphériques de silice poreuse, des particules sphériques de cellulose, et une poudre d’acide aminé N-acylé |
| FR3141060A1 (fr) | 2022-10-21 | 2024-04-26 | L'oreal | Composition comprenant un filtre UV organique lipophile, un filtre UV organique hydrophile et un polymère gélifiant hydrophile spécifique |
| FR3141062A1 (fr) | 2022-10-21 | 2024-04-26 | L'oreal | Composition comprenant un filtre organique lipophile, un filtre organique hydrophile, avec une quantité en poids de phase grasse entre 20 et 70 % et un ratio massique filtres organiques hydrophiles / filtres organiques lipophiles supérieur à 0,3 |
| FR3142897A1 (fr) | 2022-12-09 | 2024-06-14 | L'oreal | Composition comprenant un filtre organique hydrodispersible et au moins un complexe polyionique contenant un polysaccharide cationique et un acide non polymérique ayant au moins 3 valeurs de pKa et/ou l’un de ses sels |
| WO2024124309A1 (en) | 2022-12-12 | 2024-06-20 | L'oreal | Cosmetic sunscreen composition and its use |
| WO2024124310A1 (en) | 2022-12-12 | 2024-06-20 | L'oreal | Cosmetic sunscreen composition and its use |
| FR3143344A1 (fr) | 2022-12-16 | 2024-06-21 | L'oreal | Composition comprenant un filtre UV, un polymère lipophile convenablement sélectionné, et un carraghénane |
| FR3143340B1 (fr) | 2022-12-20 | 2025-10-24 | Oreal | Kit de soin anti-âge pour les matières kératiniques |
| WO2024160671A1 (en) | 2023-01-30 | 2024-08-08 | Basf Se | Composition comprising 1,3,5-triazine, 2,4,6-tris[1,1'-biphenyl]-4-yl with lower amounts of impurities |
| CN120548166A (zh) | 2023-01-30 | 2025-08-26 | 巴斯夫欧洲公司 | 包含具有较低杂质量的1,3,5-三嗪, 2,4,6-三[1,1’-联苯]-4-基的组合物 |
| FR3149786A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant un filtre UV, un polymère semi-cristallin contenant au moins une chaine d’alkyl acrylate et une gomme de scléroglucane |
| FR3149779A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant un filtre UV, au moins 1 % en poids d’acide ascorbique et une gomme de scléroglucane |
| FR3149777A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition cosmétique ou dermatologique aqueuse comprenant une mérocyanine et un filtre UV hydrosoluble |
| FR3149780A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant au moins 1 % en poids d’acide ascorbique, un filtre UV organique hydrosoluble et des filtres UV addditionnels |
| FR3149778A1 (fr) | 2023-06-16 | 2024-12-20 | L'oreal | Composition comprenant au moins 1 % en poids d’acide ascorbique et un polymère lipophile convenablement sélectionné |
| WO2025024904A1 (en) | 2023-07-28 | 2025-02-06 | L'oreal | Cosmetic composition, use of the cosmetic composition and process for manufacturing the cosmetic composition |
| FR3156034A1 (fr) | 2023-12-01 | 2025-06-06 | L'oreal | Composition comprenant un filtre UV organique lipophile, un tensioactif géminé, un polymère semi-cristallin contenant au moins une chaine d’alkyl acrylate et un polyol |
| FR3156035A1 (fr) | 2023-12-01 | 2025-06-06 | L'oreal | Composition comprenant un filtre UV organique lipophile, un tensioactif géminé et un tensioactif anionique dérivé d’un acide aminé |
| FR3156037A1 (fr) | 2023-12-01 | 2025-06-06 | L'oreal | Composition comprenant un filtre UV organique lipophile, un tensioactif géminé et au moins 8 % en poids d’un mono-alcool en C1-C4 |
| WO2025114438A1 (en) | 2023-12-01 | 2025-06-05 | L'oreal | Composition comprising a lipophilic organic uv-screening agent, a gemini surfactant and at least 8% by weight of a c1-c4 monoalcohol |
| FR3157116A1 (fr) | 2023-12-20 | 2025-06-27 | L'oreal | Composition cosmétique sous la forme d’une émulsion huile-dans-eau comprenant de l’acide ascorbique, au moins un filtre solaire, et gélifiée par des polymères naturels |
| WO2025141605A1 (en) | 2023-12-27 | 2025-07-03 | L'oreal | A formulation of punica granatum extract with enhanced stability and applications thereof |
| FR3157800A1 (fr) | 2023-12-28 | 2025-07-04 | L'oreal | Composition cosmétique sous la forme d’une émulsion huile-dans-eau comprenant un filtre UV organique lipophile et son utilisation en cosmétique |
| WO2025156021A1 (en) | 2024-01-24 | 2025-07-31 | L'oreal | Tinted sunscreen compositions, process for manufacturing a tinted sunscreen composition, and use of a tinted sunscreen composition |
| FR3161116A1 (fr) | 2024-04-11 | 2025-10-17 | L'oreal | Composition comprenant un filtre UV organique, un polymère gélifiant hydrophile spécifique et un ester d’acide gras et de sucre |
| FR3161108A1 (fr) | 2024-04-11 | 2025-10-17 | L'oreal | Composition comprenant le Drometrizole Trisiloxane, un filtre organique hydrophile, avec un ratio massique filtres organiques hydrophiles / filtres organiques lipophiles supérieur à 0,3, sans alcool |
| FR3162627A1 (fr) | 2024-06-04 | 2025-12-05 | L'oreal | Composition cosmétique comprenant des filtres UVA organiques hydrophiles ou hydrodispersibles |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL130993C (enExample) | 1963-02-07 | |||
| CH476748A (de) * | 1966-02-01 | 1969-08-15 | Ciba Geigy | Verfahren zur Herstellung von Di-(hydroxynaphthyl)-triazinen |
| JPH0794807A (ja) * | 1993-07-27 | 1995-04-07 | Toshiba Corp | アモルファス有機薄膜素子、アモルファス有機ポリマー組成物及びアモルファス無機組成物 |
| GB9403451D0 (en) * | 1994-02-23 | 1994-04-13 | Ciba Geigy Ag | Sunscreen compositions |
| GB9515048D0 (en) * | 1995-07-22 | 1995-09-20 | Ciba Geigy Ag | Sunscreen compositions |
| EP0941217B1 (en) * | 1996-11-20 | 2003-09-17 | Ciba SC Holding AG | Symmetrical triazine derivatives |
| DE69941073D1 (de) | 1998-03-02 | 2009-08-20 | Ciba Holding Inc | Verfahren zur Herstellung von 2,4-Diaryl-6-o-hydroxyphenyl-1,3,5-triazin Derivaten in Anwesenheit eines Protonensäure-Katalysators |
| DE19830461A1 (de) * | 1998-07-08 | 2000-01-13 | Beiersdorf Ag | Verwendung von Eisen-Titan-Mischoxiden zur Verstärkung der Lichtschutzleistung kosmetischer oder dermatologischer Lichtschutzmittel |
| DE19842669A1 (de) * | 1998-09-18 | 2000-03-23 | Beiersdorf Ag | Emulgatorfreie feindisperse Systeme vom Typ Öl-in-Wasser und Wasser-in-Öl |
| DE19846772A1 (de) * | 1998-10-10 | 2000-04-13 | Beiersdorf Ag | Kosmetische und dermatoligische Hydrodispersionen mit einem Gehalt an Triglyceridwachsen |
| US6656608B1 (en) * | 1998-12-25 | 2003-12-02 | Konica Corporation | Electroluminescent material, electroluminescent element and color conversion filter |
| DE19917906A1 (de) * | 1999-04-20 | 2000-10-26 | Basf Ag | Verwendung von aminosubstituierten Hydroxybenzophenonen als photostabile UV-Filter in kosmetischen und pharmazeutischen Zubereitungen |
| ATE446124T1 (de) | 1999-06-18 | 2009-11-15 | Basf Se | Mischungen aus mikropigmenten |
| FR2794999B1 (fr) | 1999-06-18 | 2001-07-13 | Oreal | Gel aqueux solide comprenant un gelifiant hydrophile et des charges particulieres, compositions le contenant, utilisations |
| EP1068866A3 (de) * | 1999-07-12 | 2004-03-17 | Ciba SC Holding AG | Verwendung von Mischungen aus Mikropigmenten zur Bräunungsverhinderung und Aufhellung der Haut und Haare |
| FR2799963B1 (fr) * | 1999-10-22 | 2002-07-19 | Oreal | Emulsions contenant au moins un filtre uv organique insoluble et une silicone organomodifiee non-filtrante |
| US6225467B1 (en) * | 2000-01-21 | 2001-05-01 | Xerox Corporation | Electroluminescent (EL) devices |
| JP3590345B2 (ja) * | 2000-11-27 | 2004-11-17 | 三井化学株式会社 | 光記録媒体 |
| DE10138496A1 (de) * | 2001-08-04 | 2003-02-20 | Beiersdorf Ag | Verwendung von Kombinationen von Füllstoffen und Latexpartikeln zur Verstärkung des Lichtschutzfaktors und/oder der UV-A-Schutzleistung kosmetischer oder dermatologischer Formulierungen |
-
2004
- 2004-03-19 JP JP2006505476A patent/JP4764817B2/ja not_active Expired - Lifetime
- 2004-03-19 WO PCT/EP2004/050331 patent/WO2004085412A2/en not_active Ceased
- 2004-03-19 ES ES04721908T patent/ES2435512T3/es not_active Expired - Lifetime
- 2004-03-19 AU AU2004224086A patent/AU2004224086B2/en not_active Expired
- 2004-03-19 US US10/804,676 patent/US7311897B2/en active Active
- 2004-03-19 KR KR1020057016980A patent/KR101187002B1/ko not_active Expired - Lifetime
- 2004-03-19 EP EP04721908.4A patent/EP1606270B1/en not_active Expired - Lifetime
- 2004-03-19 MX MXPA05010167 patent/MX267068B/es active IP Right Grant
- 2004-03-19 BR BRPI0408994-4A patent/BRPI0408994B1/pt not_active IP Right Cessation
- 2004-03-23 TW TW093107742A patent/TWI331997B/zh not_active IP Right Cessation
Also Published As
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|---|---|
| MXPA05010167A (es) | 2005-11-08 |
| EP1606270A2 (en) | 2005-12-21 |
| KR101187002B1 (ko) | 2012-09-28 |
| JP4764817B2 (ja) | 2011-09-07 |
| KR20050114231A (ko) | 2005-12-05 |
| JP2006523197A (ja) | 2006-10-12 |
| EP1606270B1 (en) | 2013-08-14 |
| AU2004224086A1 (en) | 2004-10-07 |
| WO2004085412A3 (en) | 2005-02-10 |
| US20040191191A1 (en) | 2004-09-30 |
| BRPI0408994A (pt) | 2006-03-28 |
| US7311897B2 (en) | 2007-12-25 |
| WO2004085412A2 (en) | 2004-10-07 |
| AU2004224086B2 (en) | 2011-02-10 |
| TW200503771A (en) | 2005-02-01 |
| BRPI0408994B1 (pt) | 2015-07-14 |
| MX267068B (es) | 2009-05-29 |
| ES2435512T3 (es) | 2013-12-20 |
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