BRPI0806827B1 - uso de derivados de merocianina de fórmula (1) e composição - Google Patents

Info

Publication number

BRPI0806827B1

BRPI0806827B1 BRPI0806827A BRPI0806827A BRPI0806827B1 BR PI0806827 B1 BRPI0806827 B1 BR PI0806827B1 BR PI0806827 A BRPI0806827 A BR PI0806827A BR PI0806827 A BRPI0806827 A BR PI0806827A BR PI0806827 B1 BRPI0806827 B1 BR PI0806827B1

Authority

BR

Brazil

Prior art keywords

derivatives

alkyl

acid

hydrogen

aryl

Prior art date

2007-01-25

Links

• Espacenet
• Global Dossier
• Discuss

• DZVCFNFOPIZQKX-LTHRDKTGSA-M merocyanine Chemical class [Na+].O=C1N(CCCC)C(=O)N(CCCC)C(=O)C1=C\C=C\C=C/1N(CCCS([O-])(=O)=O)C2=CC=CC=C2O\1 DZVCFNFOPIZQKX-LTHRDKTGSA-M 0.000 title claims abstract description 34
• 239000000203 mixture Substances 0.000 title claims description 56
• 239000004480 active ingredient Substances 0.000 claims abstract description 26
• 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 13
• 230000006641 stabilisation Effects 0.000 claims abstract description 9
• 238000011105 stabilization Methods 0.000 claims abstract description 9
• -1 polysiloxane Polymers 0.000 claims description 123
• 125000003118 aryl group Chemical group 0.000 claims description 32
• 125000000217 alkyl group Chemical group 0.000 claims description 28
• 229910052739 hydrogen Inorganic materials 0.000 claims description 25
• UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 24
• 239000001257 hydrogen Substances 0.000 claims description 24
• 239000006096 absorbing agent Substances 0.000 claims description 23
• 150000001875 compounds Chemical class 0.000 claims description 20
• 230000000475 sunscreen effect Effects 0.000 claims description 19
• 239000000516 sunscreening agent Substances 0.000 claims description 19
• 125000003342 alkenyl group Chemical group 0.000 claims description 15
• 229920001296 polysiloxane Polymers 0.000 claims description 15
• 230000005855 radiation Effects 0.000 claims description 12
• 125000003710 aryl alkyl group Chemical group 0.000 claims description 11
• 125000004404 heteroalkyl group Chemical group 0.000 claims description 11
• 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 11
• 125000000304 alkynyl group Chemical group 0.000 claims description 9
• 125000004475 heteroaralkyl group Chemical group 0.000 claims description 9
• 125000000623 heterocyclic group Chemical group 0.000 claims description 9
• 125000006652 (C3-C12) cycloalkyl group Chemical group 0.000 claims description 8
• 125000006654 (C3-C12) heteroaryl group Chemical group 0.000 claims description 8
• 125000004093 cyano group Chemical group *C#N 0.000 claims description 8
• 125000000392 cycloalkenyl group Chemical group 0.000 claims description 8
• 239000004615 ingredient Substances 0.000 claims description 8
• DSSYKIVIOFKYAU-XCBNKYQSSA-N (R)-camphor Chemical class C1C[C@@]2(C)C(=O)C[C@@H]1C2(C)C DSSYKIVIOFKYAU-XCBNKYQSSA-N 0.000 claims description 6
• 125000002837 carbocyclic group Chemical group 0.000 claims description 6
• 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims description 5
• ALYNCZNDIQEVRV-UHFFFAOYSA-N 4-aminobenzoic acid Chemical class NC1=CC=C(C(O)=O)C=C1 ALYNCZNDIQEVRV-UHFFFAOYSA-N 0.000 claims description 5
• 125000000753 cycloalkyl group Chemical group 0.000 claims description 5
• 229910052736 halogen Inorganic materials 0.000 claims description 5
• 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 5
• 101100134922 Gallus gallus COR5 gene Chemical group 0.000 claims description 4
• YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical compound C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 4
• GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 claims description 4
• NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
• 125000003545 alkoxy group Chemical group 0.000 claims description 4
• 125000001118 alkylidene group Chemical group 0.000 claims description 4
• 150000008366 benzophenones Chemical class 0.000 claims description 4
• 235000010290 biphenyl Nutrition 0.000 claims description 4
• 239000004305 biphenyl Substances 0.000 claims description 4
• 150000001851 cinnamic acid derivatives Chemical class 0.000 claims description 4
• 150000001907 coumarones Chemical class 0.000 claims description 4
• 150000002367 halogens Chemical class 0.000 claims description 4
• 125000001072 heteroaryl group Chemical group 0.000 claims description 4
• 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 4
• ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 claims description 4
• 229940058287 salicylic acid derivative anticestodals Drugs 0.000 claims description 4
• 150000003872 salicylic acid derivatives Chemical class 0.000 claims description 4
• RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 4
• 125000003354 benzotriazolyl group Chemical class N1N=NC2=C1C=CC=C2* 0.000 claims description 3
• 230000015572 biosynthetic process Effects 0.000 claims description 3
• 125000000592 heterocycloalkyl group Chemical group 0.000 claims description 3
• 125000006735 (C1-C20) heteroalkyl group Chemical group 0.000 claims description 2
• BLRPTPMANUNPDV-UHFFFAOYSA-N Silane Chemical compound [SiH4] BLRPTPMANUNPDV-UHFFFAOYSA-N 0.000 claims description 2
• 125000003302 alkenyloxy group Chemical group 0.000 claims description 2
• 125000005108 alkenylthio group Chemical group 0.000 claims description 2
• 125000000732 arylene group Chemical group 0.000 claims description 2
• 239000011230 binding agent Substances 0.000 claims description 2
• 125000000596 cyclohexenyl group Chemical group C1(=CCCCC1)* 0.000 claims description 2
• 125000005549 heteroarylene group Chemical group 0.000 claims description 2
• 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
• 125000004193 piperazinyl group Chemical group 0.000 claims description 2
• 150000003235 pyrrolidines Chemical class 0.000 claims description 2
• 229910000077 silane Inorganic materials 0.000 claims description 2
• 230000000087 stabilizing effect Effects 0.000 claims description 2
• 229960004050 aminobenzoic acid Drugs 0.000 claims 1
• 230000002708 enhancing effect Effects 0.000 claims 1
• 125000005843 halogen group Chemical group 0.000 claims 1
• 238000002360 preparation method Methods 0.000 description 59
• 239000003921 oil Substances 0.000 description 31
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• 235000014113 dietary fatty acids Nutrition 0.000 description 26
• 239000000194 fatty acid Substances 0.000 description 26
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• 239000006071 cream Substances 0.000 description 22
• 235000019441 ethanol Nutrition 0.000 description 20
• GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 20
• 239000003795 chemical substances by application Substances 0.000 description 19
• 239000002537 cosmetic Substances 0.000 description 19
• 125000004432 carbon atom Chemical group C* 0.000 description 18
• 238000009472 formulation Methods 0.000 description 18
• 229920001577 copolymer Polymers 0.000 description 17
• 239000002253 acid Chemical class 0.000 description 16
• DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical class CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
• 150000004665 fatty acids Chemical class 0.000 description 15
• 239000000126 substance Substances 0.000 description 15
• 229940081733 cetearyl alcohol Drugs 0.000 description 14
• 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 13
• 150000002148 esters Chemical class 0.000 description 13
• 235000002639 sodium chloride Nutrition 0.000 description 13
• VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 12
• 150000001298 alcohols Chemical class 0.000 description 12
• RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 11
• LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 11
• 239000001993 wax Substances 0.000 description 11
• 239000003995 emulsifying agent Substances 0.000 description 10
• 150000002191 fatty alcohols Chemical class 0.000 description 10
• QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 10
• 239000002304 perfume Substances 0.000 description 10
• 150000003839 salts Chemical class 0.000 description 10
• 239000007921 spray Substances 0.000 description 10
• 229960005193 avobenzone Drugs 0.000 description 9
• 229920005862 polyol Polymers 0.000 description 9
• 239000000047 product Substances 0.000 description 9
• PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 8
• 239000000499 gel Substances 0.000 description 8
• 239000007788 liquid Substances 0.000 description 8
• 239000006210 lotion Substances 0.000 description 8
• 229920000642 polymer Polymers 0.000 description 8
• 150000003254 radicals Chemical class 0.000 description 8
• 229910019142 PO4 Inorganic materials 0.000 description 7
• VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 7
• 239000003963 antioxidant agent Substances 0.000 description 7
• 235000006708 antioxidants Nutrition 0.000 description 7
• LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 7
• 239000003925 fat Substances 0.000 description 7
• 235000019197 fats Nutrition 0.000 description 7
• 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 7
• 235000021317 phosphate Nutrition 0.000 description 7
• 150000003077 polyols Chemical class 0.000 description 7
• XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 7
• ZFOZVQLOBQUTQQ-UHFFFAOYSA-N Tributyl citrate Chemical compound CCCCOC(=O)CC(O)(C(=O)OCCCC)CC(=O)OCCCC ZFOZVQLOBQUTQQ-UHFFFAOYSA-N 0.000 description 6
• 229940048053 acrylate Drugs 0.000 description 6
• 150000001299 aldehydes Chemical class 0.000 description 6
• KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 description 6
• 150000002170 ethers Chemical class 0.000 description 6
• 229940075529 glyceryl stearate Drugs 0.000 description 6
• IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 6
• IIRDTKBZINWQAW-UHFFFAOYSA-N hexaethylene glycol Chemical compound OCCOCCOCCOCCOCCOCCO IIRDTKBZINWQAW-UHFFFAOYSA-N 0.000 description 6
• VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 6
• 108090000765 processed proteins & peptides Proteins 0.000 description 6
• 102000004196 processed proteins & peptides Human genes 0.000 description 6
• 239000004094 surface-active agent Substances 0.000 description 6
• 229920001661 Chitosan Polymers 0.000 description 5
• 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 5
• KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
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• 125000002091 cationic group Chemical group 0.000 description 5
• HVYWMOMLDIMFJA-DPAQBDIFSA-N cholesterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)CCCC(C)C)[C@@]1(C)CC2 HVYWMOMLDIMFJA-DPAQBDIFSA-N 0.000 description 5
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• 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 4
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