PH27155A - Sunscreen composition - Google Patents
Sunscreen composition Download PDFInfo
- Publication number
- PH27155A PH27155A PH41512A PH41512A PH27155A PH 27155 A PH27155 A PH 27155A PH 41512 A PH41512 A PH 41512A PH 41512 A PH41512 A PH 41512A PH 27155 A PH27155 A PH 27155A
- Authority
- PH
- Philippines
- Prior art keywords
- diketone
- substituted
- composition according
- oil
- ultra
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 50
- 239000000516 sunscreening agent Substances 0.000 title claims abstract description 39
- 230000000475 sunscreen effect Effects 0.000 title claims abstract description 32
- 230000004224 protection Effects 0.000 claims abstract description 14
- 230000000699 topical effect Effects 0.000 claims abstract description 8
- 230000008033 biological extinction Effects 0.000 claims abstract description 5
- IHWPQGIYXJKCOV-PTNGSMBKSA-N (z)-3-hydroxy-1-(4-methoxy-1-benzofuran-5-yl)-3-phenylprop-2-en-1-one Chemical compound C1=CC=2OC=CC=2C(OC)=C1C(=O)\C=C(/O)C1=CC=CC=C1 IHWPQGIYXJKCOV-PTNGSMBKSA-N 0.000 claims description 13
- IHWPQGIYXJKCOV-UHFFFAOYSA-N pongamol Natural products C1=CC=2OC=CC=2C(OC)=C1C(=O)C=C(O)C1=CC=CC=C1 IHWPQGIYXJKCOV-UHFFFAOYSA-N 0.000 claims description 13
- 125000005594 diketone group Chemical group 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- 238000010521 absorption reaction Methods 0.000 abstract description 5
- -1 2-hydroxy-l-methoxy-4-methyl benzophenone Chemical compound 0.000 description 37
- 239000003921 oil Substances 0.000 description 22
- 210000003491 skin Anatomy 0.000 description 22
- GWEVSGVZZGPLCZ-UHFFFAOYSA-N Titan oxide Chemical compound O=[Ti]=O GWEVSGVZZGPLCZ-UHFFFAOYSA-N 0.000 description 20
- 235000019198 oils Nutrition 0.000 description 20
- 229920001296 polysiloxane Polymers 0.000 description 18
- VFLDPWHFBUODDF-FCXRPNKRSA-N curcumin Chemical compound C1=C(O)C(OC)=CC(\C=C\C(=O)CC(=O)\C=C\C=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-FCXRPNKRSA-N 0.000 description 17
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 15
- 239000000463 material Substances 0.000 description 15
- 239000006071 cream Substances 0.000 description 14
- 239000003995 emulsifying agent Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 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 11
- 239000004408 titanium dioxide Substances 0.000 description 10
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 9
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 9
- 239000004094 surface-active agent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000004148 curcumin Substances 0.000 description 8
- 235000012754 curcumin Nutrition 0.000 description 8
- 229940109262 curcumin Drugs 0.000 description 8
- VFLDPWHFBUODDF-UHFFFAOYSA-N diferuloylmethane Natural products C1=C(O)C(OC)=CC(C=CC(=O)CC(=O)C=CC=2C=C(OC)C(O)=CC=2)=C1 VFLDPWHFBUODDF-UHFFFAOYSA-N 0.000 description 8
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 8
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 description 8
- 230000005855 radiation Effects 0.000 description 8
- 210000000434 stratum corneum Anatomy 0.000 description 8
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 7
- 239000002253 acid Substances 0.000 description 7
- 239000002537 cosmetic Substances 0.000 description 7
- 239000012530 fluid Substances 0.000 description 7
- 230000009931 harmful effect Effects 0.000 description 7
- 229960001679 octinoxate Drugs 0.000 description 7
- 239000003981 vehicle Substances 0.000 description 7
- FMRHJJZUHUTGKE-UHFFFAOYSA-N Ethylhexyl salicylate Chemical compound CCCCC(CC)COC(=O)C1=CC=CC=C1O FMRHJJZUHUTGKE-UHFFFAOYSA-N 0.000 description 6
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 6
- 229920000136 polysorbate Polymers 0.000 description 6
- 238000001228 spectrum Methods 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 description 5
- 239000002304 perfume Substances 0.000 description 5
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 5
- 229920000642 polymer Polymers 0.000 description 5
- 239000003755 preservative agent Substances 0.000 description 5
- 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
- 239000004205 dimethyl polysiloxane Substances 0.000 description 4
- 239000000839 emulsion Substances 0.000 description 4
- 235000011187 glycerol Nutrition 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 235000014655 lactic acid Nutrition 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- MJVGBKJNTFCUJM-UHFFFAOYSA-N mexenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=C(C)C=C1 MJVGBKJNTFCUJM-UHFFFAOYSA-N 0.000 description 4
- 239000002480 mineral oil Substances 0.000 description 4
- 235000010446 mineral oil Nutrition 0.000 description 4
- 239000002245 particle Substances 0.000 description 4
- 230000002335 preservative effect Effects 0.000 description 4
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 3
- 241000700199 Cavia porcellus Species 0.000 description 3
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- 241000196324 Embryophyta Species 0.000 description 3
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 244000037433 Pongamia pinnata Species 0.000 description 3
- 235000004599 Pongamia pinnata Nutrition 0.000 description 3
- 125000004122 cyclic group Chemical group 0.000 description 3
- 230000006378 damage Effects 0.000 description 3
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 description 3
- 235000019441 ethanol Nutrition 0.000 description 3
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 3
- 238000000338 in vitro Methods 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 235000019271 petrolatum Nutrition 0.000 description 3
- 229920001223 polyethylene glycol Polymers 0.000 description 3
- 239000011780 sodium chloride Substances 0.000 description 3
- 238000012360 testing method Methods 0.000 description 3
- PUPZLCDOIYMWBV-UHFFFAOYSA-N (+/-)-1,3-Butanediol Chemical compound CC(O)CCO PUPZLCDOIYMWBV-UHFFFAOYSA-N 0.000 description 2
- CUNWUEBNSZSNRX-RKGWDQTMSA-N (2r,3r,4r,5s)-hexane-1,2,3,4,5,6-hexol;(z)-octadec-9-enoic acid Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.OC[C@H](O)[C@@H](O)[C@H](O)[C@H](O)CO.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O.CCCCCCCC\C=C/CCCCCCCC(O)=O CUNWUEBNSZSNRX-RKGWDQTMSA-N 0.000 description 2
- FDCJDKXCCYFOCV-UHFFFAOYSA-N 1-hexadecoxyhexadecane Chemical compound CCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCC FDCJDKXCCYFOCV-UHFFFAOYSA-N 0.000 description 2
- VBICKXHEKHSIBG-UHFFFAOYSA-N 1-monostearoylglycerol Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCC(O)CO VBICKXHEKHSIBG-UHFFFAOYSA-N 0.000 description 2
- HBXWUCXDUUJDRB-UHFFFAOYSA-N 1-octadecoxyoctadecane Chemical compound CCCCCCCCCCCCCCCCCCOCCCCCCCCCCCCCCCCCC HBXWUCXDUUJDRB-UHFFFAOYSA-N 0.000 description 2
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 2
- MEZZCSHVIGVWFI-UHFFFAOYSA-N 2,2'-Dihydroxy-4-methoxybenzophenone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1O MEZZCSHVIGVWFI-UHFFFAOYSA-N 0.000 description 2
- JKXYOQDLERSFPT-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-octadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO JKXYOQDLERSFPT-UHFFFAOYSA-N 0.000 description 2
- 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 2
- RFVNOJDQRGSOEL-UHFFFAOYSA-N 2-hydroxyethyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCO RFVNOJDQRGSOEL-UHFFFAOYSA-N 0.000 description 2
- 239000005995 Aluminium silicate Substances 0.000 description 2
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 description 2
- XZMCDFZZKTWFGF-UHFFFAOYSA-N Cyanamide Chemical compound NC#N XZMCDFZZKTWFGF-UHFFFAOYSA-N 0.000 description 2
- FBPFZTCFMRRESA-FSIIMWSLSA-N D-Glucitol Natural products OC[C@H](O)[C@H](O)[C@@H](O)[C@H](O)CO FBPFZTCFMRRESA-FSIIMWSLSA-N 0.000 description 2
- LCGLNKUTAGEVQW-UHFFFAOYSA-N Dimethyl ether Chemical compound COC LCGLNKUTAGEVQW-UHFFFAOYSA-N 0.000 description 2
- 206010015150 Erythema Diseases 0.000 description 2
- UQSXHKLRYXJYBZ-UHFFFAOYSA-N Iron oxide Chemical compound [Fe]=O UQSXHKLRYXJYBZ-UHFFFAOYSA-N 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- GQPLMRYTRLFLPF-UHFFFAOYSA-N Nitrous Oxide Chemical compound [O-][N+]#N GQPLMRYTRLFLPF-UHFFFAOYSA-N 0.000 description 2
- 229920000604 Polyethylene Glycol 200 Polymers 0.000 description 2
- 239000002202 Polyethylene glycol Substances 0.000 description 2
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 2
- HVUMOYIDDBPOLL-XWVZOOPGSA-N Sorbitan monostearate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O HVUMOYIDDBPOLL-XWVZOOPGSA-N 0.000 description 2
- PRXRUNOAOLTIEF-ADSICKODSA-N Sorbitan trioleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCC\C=C/CCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCC\C=C/CCCCCCCC PRXRUNOAOLTIEF-ADSICKODSA-N 0.000 description 2
- 229920002472 Starch Polymers 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- IJCWFDPJFXGQBN-RYNSOKOISA-N [(2R)-2-[(2R,3R,4S)-4-hydroxy-3-octadecanoyloxyoxolan-2-yl]-2-octadecanoyloxyethyl] octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OC[C@@H](OC(=O)CCCCCCCCCCCCCCCCC)[C@H]1OC[C@H](O)[C@H]1OC(=O)CCCCCCCCCCCCCCCCC IJCWFDPJFXGQBN-RYNSOKOISA-N 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 235000011399 aloe vera Nutrition 0.000 description 2
- 235000012211 aluminium silicate Nutrition 0.000 description 2
- 229940111759 benzophenone-2 Drugs 0.000 description 2
- 230000005540 biological transmission Effects 0.000 description 2
- WXNRYSGJLQFHBR-UHFFFAOYSA-N bis(2,4-dihydroxyphenyl)methanone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=C(O)C=C1O WXNRYSGJLQFHBR-UHFFFAOYSA-N 0.000 description 2
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Polymers OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 2
- SASYSVUEVMOWPL-NXVVXOECSA-N decyl oleate Chemical compound CCCCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC SASYSVUEVMOWPL-NXVVXOECSA-N 0.000 description 2
- 210000004207 dermis Anatomy 0.000 description 2
- 239000006185 dispersion Substances 0.000 description 2
- 238000001035 drying Methods 0.000 description 2
- 239000003974 emollient agent Substances 0.000 description 2
- 231100000321 erythema Toxicity 0.000 description 2
- 238000002474 experimental method Methods 0.000 description 2
- 239000000284 extract Substances 0.000 description 2
- 238000001914 filtration Methods 0.000 description 2
- 210000000245 forearm Anatomy 0.000 description 2
- 229910021485 fumed silica Inorganic materials 0.000 description 2
- 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 2
- IPCSVZSSVZVIGE-UHFFFAOYSA-N hexadecanoic acid Chemical compound CCCCCCCCCCCCCCCC(O)=O IPCSVZSSVZVIGE-UHFFFAOYSA-N 0.000 description 2
- 229960004881 homosalate Drugs 0.000 description 2
- 239000003906 humectant Substances 0.000 description 2
- 229910052500 inorganic mineral Inorganic materials 0.000 description 2
- NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
- NLYAJNPCOHFWQQ-UHFFFAOYSA-N kaolin Chemical compound O.O.O=[Al]O[Si](=O)O[Si](=O)O[Al]=O NLYAJNPCOHFWQQ-UHFFFAOYSA-N 0.000 description 2
- VAMXMNNIEUEQDV-UHFFFAOYSA-N methyl anthranilate Chemical compound COC(=O)C1=CC=CC=C1N VAMXMNNIEUEQDV-UHFFFAOYSA-N 0.000 description 2
- 239000011707 mineral Substances 0.000 description 2
- 235000010755 mineral Nutrition 0.000 description 2
- 230000003472 neutralizing effect Effects 0.000 description 2
- 239000007764 o/w emulsion Substances 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 2
- YBGZDTIWKVFICR-UHFFFAOYSA-N octinoxate Chemical compound CCCCC(CC)COC(=O)C=CC1=CC=C(OC)C=C1 YBGZDTIWKVFICR-UHFFFAOYSA-N 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000010453 quartz Substances 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000000377 silicon dioxide Substances 0.000 description 2
- 229920002545 silicone oil Polymers 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 235000011078 sorbitan tristearate Nutrition 0.000 description 2
- 239000000600 sorbitol Substances 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 239000008107 starch Substances 0.000 description 2
- 235000019698 starch Nutrition 0.000 description 2
- 230000037072 sun protection Effects 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- 239000001993 wax Substances 0.000 description 2
- UEPVWRDHSPMIAZ-IZTHOABVSA-N (1e,4z,6e)-5-hydroxy-7-(4-hydroxy-3-methoxyphenyl)-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one Chemical group C1=C(O)C(OC)=CC(\C=C\C(\O)=C\C(=O)\C=C\C=2C=CC(O)=CC=2)=C1 UEPVWRDHSPMIAZ-IZTHOABVSA-N 0.000 description 1
- OVQUKDDBGHQFQK-UHFFFAOYSA-N (2-benzyl-2-methoxyhexyl)benzene Chemical compound C=1C=CC=CC=1CC(OC)(CCCC)CC1=CC=CC=C1 OVQUKDDBGHQFQK-UHFFFAOYSA-N 0.000 description 1
- 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 1
- DSEKYWAQQVUQTP-XEWMWGOFSA-N (2r,4r,4as,6as,6as,6br,8ar,12ar,14as,14bs)-2-hydroxy-4,4a,6a,6b,8a,11,11,14a-octamethyl-2,4,5,6,6a,7,8,9,10,12,12a,13,14,14b-tetradecahydro-1h-picen-3-one Chemical compound C([C@H]1[C@]2(C)CC[C@@]34C)C(C)(C)CC[C@]1(C)CC[C@]2(C)[C@H]4CC[C@@]1(C)[C@H]3C[C@@H](O)C(=O)[C@@H]1C DSEKYWAQQVUQTP-XEWMWGOFSA-N 0.000 description 1
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- ZORQXIQZAOLNGE-UHFFFAOYSA-N 1,1-difluorocyclohexane Chemical compound FC1(F)CCCCC1 ZORQXIQZAOLNGE-UHFFFAOYSA-N 0.000 description 1
- QMMJWQMCMRUYTG-UHFFFAOYSA-N 1,2,4,5-tetrachloro-3-(trifluoromethyl)benzene Chemical compound FC(F)(F)C1=C(Cl)C(Cl)=CC(Cl)=C1Cl QMMJWQMCMRUYTG-UHFFFAOYSA-N 0.000 description 1
- CMCBDXRRFKYBDG-UHFFFAOYSA-N 1-dodecoxydodecane Chemical compound CCCCCCCCCCCCOCCCCCCCCCCCC CMCBDXRRFKYBDG-UHFFFAOYSA-N 0.000 description 1
- ARIWANIATODDMH-AWEZNQCLSA-N 1-lauroyl-sn-glycerol Chemical compound CCCCCCCCCCCC(=O)OC[C@@H](O)CO ARIWANIATODDMH-AWEZNQCLSA-N 0.000 description 1
- RZRNAYUHWVFMIP-KTKRTIGZSA-N 1-oleoylglycerol Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC(O)CO RZRNAYUHWVFMIP-KTKRTIGZSA-N 0.000 description 1
- LGEZTMRIZWCDLW-UHFFFAOYSA-N 14-methylpentadecyl octadecanoate Chemical compound CCCCCCCCCCCCCCCCCC(=O)OCCCCCCCCCCCCCC(C)C LGEZTMRIZWCDLW-UHFFFAOYSA-N 0.000 description 1
- HDIFHQMREAYYJW-FMIVXFBMSA-N 2,3-dihydroxypropyl (e)-12-hydroxyoctadec-9-enoate Chemical compound CCCCCCC(O)C\C=C\CCCCCCCC(=O)OCC(O)CO HDIFHQMREAYYJW-FMIVXFBMSA-N 0.000 description 1
- ZXDDPOHVAMWLBH-UHFFFAOYSA-N 2,4-Dihydroxybenzophenone Chemical compound OC1=CC(O)=CC=C1C(=O)C1=CC=CC=C1 ZXDDPOHVAMWLBH-UHFFFAOYSA-N 0.000 description 1
- JLZIIHMTTRXXIN-UHFFFAOYSA-N 2-(2-hydroxy-4-methoxybenzoyl)benzoic acid Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1C(O)=O JLZIIHMTTRXXIN-UHFFFAOYSA-N 0.000 description 1
- FLPJVCMIKUWSDR-UHFFFAOYSA-N 2-(4-formylphenoxy)acetamide Chemical compound NC(=O)COC1=CC=C(C=O)C=C1 FLPJVCMIKUWSDR-UHFFFAOYSA-N 0.000 description 1
- HNUQMTZUNUBOLQ-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-(2-octadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO HNUQMTZUNUBOLQ-UHFFFAOYSA-N 0.000 description 1
- NLMKTBGFQGKQEV-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-hexadecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO NLMKTBGFQGKQEV-UHFFFAOYSA-N 0.000 description 1
- IEQAICDLOKRSRL-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO IEQAICDLOKRSRL-UHFFFAOYSA-N 0.000 description 1
- TYYHDKOVFSVWON-UHFFFAOYSA-N 2-butyl-2-methoxy-1,3-diphenylpropane-1,3-dione Chemical compound C=1C=CC=CC=1C(=O)C(OC)(CCCC)C(=O)C1=CC=CC=C1 TYYHDKOVFSVWON-UHFFFAOYSA-N 0.000 description 1
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- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
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- 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
- A61K8/4973—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with oxygen as the only hetero atom
-
- 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
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9789—Magnoliopsida [dicotyledons]
-
- 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
- A61K8/96—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
- A61K8/97—Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution from algae, fungi, lichens or plants; from derivatives thereof
- A61K8/9783—Angiosperms [Magnoliophyta]
- A61K8/9794—Liliopsida [monocotyledons]
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)
- Birds (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Biotechnology (AREA)
- Botany (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Cosmetics (AREA)
- Fluid-Pressure Circuits (AREA)
- Fats And Perfumes (AREA)
- Detergent Compositions (AREA)
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB898925473A GB8925473D0 (en) | 1989-11-10 | 1989-11-10 | Sunscreen compositions |
Publications (1)
Publication Number | Publication Date |
---|---|
PH27155A true PH27155A (en) | 1993-04-02 |
Family
ID=10666106
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PH41512A PH27155A (en) | 1989-11-10 | 1990-11-07 | Sunscreen composition |
Country Status (15)
Country | Link |
---|---|
US (1) | US5152983A (ja) |
EP (1) | EP0431755B1 (ja) |
JP (1) | JPH0660092B2 (ja) |
KR (1) | KR950003088B1 (ja) |
AT (1) | ATE100705T1 (ja) |
AU (1) | AU628232B2 (ja) |
BR (1) | BR9005695A (ja) |
CA (1) | CA2029263C (ja) |
DE (1) | DE69006332T2 (ja) |
DK (1) | DK0431755T3 (ja) |
ES (1) | ES2062408T3 (ja) |
GB (1) | GB8925473D0 (ja) |
MY (1) | MY104514A (ja) |
PH (1) | PH27155A (ja) |
ZA (1) | ZA908969B (ja) |
Families Citing this family (67)
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GB9114317D0 (en) * | 1991-07-02 | 1991-08-21 | Unilever Plc | Cosmetic composition |
US5439954A (en) * | 1991-10-11 | 1995-08-08 | The Procter & Gamble Company | Substituted phenyl-1,3-diketones as protectants against skin damage |
GB9203806D0 (en) * | 1992-02-21 | 1992-04-08 | Unilever Plc | Sunscreen agents |
US5474762A (en) * | 1992-02-21 | 1995-12-12 | Chesebrough-Pond's Usa Co. Division Of Conopco, Inc. | Sunscreen agents |
US5338539A (en) * | 1992-08-04 | 1994-08-16 | 3V Inc. | Benzofuran derivatives useful as sunscreens |
DE69314182T2 (de) * | 1992-08-13 | 1998-04-09 | Procter & Gamble | Lichtstabiles sonnenschutzmittel |
US5662894A (en) * | 1993-08-03 | 1997-09-02 | Mcmanus; Jt | Sunshield shaving compositions |
GB9316901D0 (en) * | 1993-08-13 | 1993-09-29 | Unilever Plc | Sunscreen agents |
US5492690A (en) * | 1994-03-03 | 1996-02-20 | The Procter & Gamble Company | Benzoylacetate esters as non-sensitizing chelating photo-protectants |
JPH07291846A (ja) * | 1994-04-26 | 1995-11-07 | Kanebo Ltd | 皮膚化粧料 |
US5705146A (en) * | 1995-11-28 | 1998-01-06 | Lindquist; Niels L. | Sunscreening compositions comprising natural products of a marine hydroid, and derivatives thereof |
TW482681B (en) * | 1996-09-06 | 2002-04-11 | Shiseido Co Ltd | Powder coated with sparingly soluble ultraviolet absorber |
US5879666A (en) * | 1996-10-24 | 1999-03-09 | The Procter & Gamble Company | Methods and compositions for reducing body odor |
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US5874067A (en) * | 1996-10-24 | 1999-02-23 | The Procter & Gamble Company | Methods for controlling environmental odors on the body |
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US6197281B1 (en) * | 1997-06-04 | 2001-03-06 | Ernest G. Stewart | Wet appliable, instant protection sunscreen and makeup and method of use |
US5959012A (en) * | 1997-08-11 | 1999-09-28 | General Electric Company | Methyl oxirane dibenzoylresorcinol UV absorbers |
US5980920A (en) * | 1998-03-02 | 1999-11-09 | Lindquist; Niels L. | Antioxidant compositions |
US6290938B1 (en) | 1998-07-30 | 2001-09-18 | The Procter & Gamble Company | Sunscreen compositions |
US5989528A (en) * | 1998-07-30 | 1999-11-23 | The Procter & Gamble Company | Sunscreen compositions |
US6071501A (en) * | 1999-02-05 | 2000-06-06 | The Procter & Gamble Company | Photostable UV protection compositions |
WO2000051562A1 (en) * | 1999-03-03 | 2000-09-08 | Shiseido Company, Ltd. | Matrix metalloprotease inhibitor and utilization thereof |
US6277881B1 (en) * | 1999-05-27 | 2001-08-21 | Unilever Home & Personal Care, Usa, Division Of Conopco, Inc. | Turmeric as an anti-irritant in compositions containing hydroxy acids or retinoids |
WO2001012130A1 (en) * | 1999-08-16 | 2001-02-22 | Dung Phan | Compositions and methods of treatment for skin conditions using extracts of turmeric |
AU2001250025B2 (en) * | 2000-03-03 | 2005-08-25 | Australian Importers, Ltd. | Micronized zinc oxide skin protector formulation |
EP1595527A3 (en) * | 2000-03-03 | 2006-04-26 | Australian Importers, Ltd. | Micronized zinc oxide skin protector formulation |
US20030228267A1 (en) * | 2001-07-09 | 2003-12-11 | Aust Duncan T. | Suncreen composition wit enhanced spf and water resistant properties |
JP2003028575A (ja) * | 2001-07-17 | 2003-01-29 | Kobe Steel Ltd | 移動床型加熱炉および還元金属塊成物の製造方法 |
DE10140538A1 (de) * | 2001-08-17 | 2003-03-06 | Beiersdorf Ag | Verwendung von wässrig-alkoholischen Extrakten aus Pongamia pinnata zur Herstellung von kosmetischen oder dermatologischen Zubereitungen zur Prophylaxe und Behandlung von entzündlichen Hautzuständen und/oder zum Hautschutz bei empfindlich determinierter trockener Haut |
AU2002339555B2 (en) | 2001-09-18 | 2007-03-01 | Ciba Specialty Chemicals Holding Inc. | Use of guaiol for treating the skin |
US7785584B2 (en) * | 2003-08-13 | 2010-08-31 | Healthpoint, Ltd. | Ointment wound spray |
DE102004002600A1 (de) * | 2004-01-15 | 2005-08-04 | Beiersdorf Ag | Visualisierung von Sonnenschutzmitteln auf der Haut |
US7776365B2 (en) * | 2005-03-18 | 2010-08-17 | Sakura Properties, Llc | Article with skin protecting and moisturizing compound |
US20060210692A1 (en) * | 2005-03-18 | 2006-09-21 | Mower Thomas E | Baby food composition |
US7749545B2 (en) * | 2005-03-18 | 2010-07-06 | Sakura Properties, Llc | Fucoidan compositions and methods for dietary and nutritional supplements |
US20060210496A1 (en) * | 2005-03-18 | 2006-09-21 | Mower Thomas E | Compositions for skin protection from ultraviolet damage |
US20060210514A1 (en) * | 2005-03-18 | 2006-09-21 | Mower Thomas E | Skin protection and moisturizing compositions and method of making the same |
US20060210688A1 (en) * | 2005-03-18 | 2006-09-21 | Mower Thomas E | Dehydrated sports drink powder |
US20060210697A1 (en) * | 2005-03-18 | 2006-09-21 | Mower Thomas E | Infant formula composition |
US20070020358A1 (en) * | 2005-03-18 | 2007-01-25 | Mower Thomas E | Sports drink concentrate |
US7666448B2 (en) * | 2005-03-18 | 2010-02-23 | Sakura Properties, Llc | Skin cleansing article |
BRPI0706661A2 (pt) | 2006-01-19 | 2011-04-05 | Mary Kay Inc | composições compreendendo extrato da ameixa kakadu ou extrato da polpa do açaì |
JP5159131B2 (ja) * | 2007-03-20 | 2013-03-06 | 株式会社ノエビア | 皮膚外用剤、保湿剤、抗老化剤、抗酸化剤、抗炎症剤、美白剤、及び痩身剤 |
KR101404967B1 (ko) * | 2007-07-25 | 2014-06-13 | (주)아모레퍼시픽 | 광노화로 인한 피부 손상 개선 및 예방용 피부 미용 조성물 |
WO2011048496A1 (en) * | 2009-10-23 | 2011-04-28 | Fortuderm, Ltd. | Triptans for the treatment of psoriasis |
US8835510B2 (en) * | 2010-06-08 | 2014-09-16 | Montefiore Medical Center | Methods and compositions for treating conditions mediated by oxidative stress or electrophilic environmental toxins |
US8697035B2 (en) | 2010-07-14 | 2014-04-15 | Neutrogena Corporation | Skin care compositions |
US8236287B2 (en) | 2010-09-03 | 2012-08-07 | Neutrogena Corporation | Sunscreen compositions |
IN2015MN00005A (ja) * | 2012-07-09 | 2015-10-16 | Unilever Plc | |
US20140056828A1 (en) * | 2012-08-21 | 2014-02-27 | Indiran Pather | Novel formulations and uses for curcuma extracts |
FR3000894B1 (fr) * | 2013-01-17 | 2015-02-20 | Gilbert Lab | Compositions protectrices de la degradation des acides desoxyribonucleiques des cellules de l'epiderme |
FR3001150B1 (fr) | 2013-01-24 | 2015-07-10 | Jean-Noel Thorel | Systeme de protection alternatif contre les uv et radicaux libres |
FR3008314B1 (fr) * | 2013-07-11 | 2015-07-31 | Jean-Noel Thorel | Composition cosmetique solaire sprayable sans silicone et sans ethanol |
CN103518722B (zh) * | 2013-10-22 | 2014-10-29 | 中国科学院南海海洋研究所 | 17-氧甲基-7-羟基-苯-呋喃-查耳酮在制备海洋污损生物防除剂中的应用 |
PL3122321T3 (pl) | 2014-03-27 | 2021-07-12 | Kancor Ingredients Ltd | Fotostabilna kompozycja przeciwsłoneczna do stosowania miejscowego |
FR3023715B1 (fr) * | 2014-07-18 | 2018-02-02 | Innovi | Booster de filtre solaire |
FR3037796A1 (fr) * | 2015-06-25 | 2016-12-30 | Cosmact | Compositions naturelles filtrantes antisolaires et leurs utilisations |
FR3039063B1 (fr) | 2015-07-22 | 2017-07-21 | Biosynthis Sarl | Procede d'enrichissement en pongamol d'huile de karanja |
WO2017027603A1 (en) | 2015-08-10 | 2017-02-16 | Mary Kay Inc. | Topical compositions |
JP2020500854A (ja) * | 2016-11-24 | 2020-01-16 | ユニリーバー・ナームローゼ・ベンノートシヤープ | 天然活性剤含む化粧用組成物 |
JP7061766B2 (ja) * | 2017-09-20 | 2022-05-02 | 学校法人同志社 | Dj-1タンパク質産生促進用組成物 |
EP3807287A1 (en) | 2018-06-15 | 2021-04-21 | Liliana Patricia RAMIREZ RIOS | Metal complexes of beta-diketones and/or polyphenols by green chemistry, preparation method thereof, sunscreen thereof, skin or hair tone concealer thereof, hair dyeing thereof and other uses thereof |
KR102093201B1 (ko) * | 2018-07-24 | 2020-03-25 | 대구한의대학교산학협력단 | 카란자 오일 및 타마누 오일을 포함하는 자외선 차단용 화장료 조성물 |
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US3275520A (en) * | 1962-05-29 | 1966-09-27 | Gen Aniline & Film Corp | Methods for protecting the skin against actinic radiations |
DE1492403A1 (de) * | 1965-03-30 | 1969-12-04 | Merck Ag E | UV-Lichtschutzmittel fuer kosmetische Zwecke |
CH595840A5 (ja) * | 1974-09-24 | 1978-02-28 | Givaudan & Cie Sa | |
DE2544180C2 (de) * | 1975-10-03 | 1984-02-23 | Merck Patent Gmbh, 6100 Darmstadt | Lichtschutzmittel für kosmetische Zwecke |
CH642536A5 (en) * | 1978-11-13 | 1984-04-30 | Givaudan & Cie Sa | Sunscreen agents |
FR2457686A1 (fr) * | 1979-05-31 | 1980-12-26 | Fabre Sa Pierre | Nouveau colorant capillaire naturel et preparation cosmetique le contenant |
LU82323A1 (fr) * | 1980-04-02 | 1981-12-02 | Oreal | Utilisation de l'huile de cafe comme agent filtrant solair,composition et procede de protection la mettant en oeuvre |
FR2506156A1 (fr) * | 1981-05-20 | 1982-11-26 | Oreal | Compositions cosmetiques contenant des derives hydroxyles du dibenzoylmethane et leur utilisation pour la protection de l'epiderme humain contre les rayons ultraviolets |
US4426380A (en) * | 1981-10-28 | 1984-01-17 | Ciba-Geigy Corporation | Benzofuran-2-ones and pharmaceutical compositions |
LU85320A1 (fr) * | 1984-04-17 | 1985-11-27 | Oreal | Composition cosmetique contenant de l'aloesine a titre d'agent de protection contre la lumiere solaire et son utilisation pour la protection de la peau et des cheveux |
JPS61215313A (ja) * | 1985-03-20 | 1986-09-25 | Shiseido Co Ltd | 皮膚外用剤 |
JPH0662398B2 (ja) * | 1985-03-20 | 1994-08-17 | 株式会社資生堂 | 皮膚外用剤 |
JPH064529B2 (ja) * | 1985-03-20 | 1994-01-19 | 株式会社資生堂 | 皮膚外用剤 |
JPS61215317A (ja) * | 1985-03-20 | 1986-09-25 | Shiseido Co Ltd | 皮膚外用剤 |
JPS61215311A (ja) * | 1985-03-20 | 1986-09-25 | Shiseido Co Ltd | 皮膚外用剤 |
JPH0645530B2 (ja) * | 1985-03-20 | 1994-06-15 | 株式会社資生堂 | 皮膚外用剤 |
JPS61215314A (ja) * | 1985-03-20 | 1986-09-25 | Shiseido Co Ltd | 皮膚外用剤 |
JPH0645531B2 (ja) * | 1985-03-20 | 1994-06-15 | 株式会社資生堂 | 皮膚外用剤 |
JPH0645532B2 (ja) * | 1985-03-20 | 1994-06-15 | 株式会社資生堂 | 皮膚外用剤 |
US4847267A (en) * | 1986-03-17 | 1989-07-11 | Charles Of The Ritz Group Ltd. | Skin treatment composition and method |
US4999186A (en) * | 1986-06-27 | 1991-03-12 | The Procter & Gamble Company | Novel sunscreen agents, sunscreen compositions and methods for preventing sunburn |
JPS6448881A (en) * | 1987-08-17 | 1989-02-23 | Kao Corp | Long wavelength ultraviolet absorber and cosmetic preparation containing the same |
US4988501A (en) * | 1988-12-15 | 1991-01-29 | Ici Americas Inc. | Sunscreen composition |
-
1989
- 1989-11-10 GB GB898925473A patent/GB8925473D0/en active Pending
-
1990
- 1990-11-02 CA CA002029263A patent/CA2029263C/en not_active Expired - Fee Related
- 1990-11-06 DK DK90312129.1T patent/DK0431755T3/da active
- 1990-11-06 ES ES90312129T patent/ES2062408T3/es not_active Expired - Lifetime
- 1990-11-06 DE DE69006332T patent/DE69006332T2/de not_active Expired - Fee Related
- 1990-11-06 EP EP90312129A patent/EP0431755B1/en not_active Expired - Lifetime
- 1990-11-06 AT AT90312129T patent/ATE100705T1/de not_active IP Right Cessation
- 1990-11-07 MY MYPI90001967A patent/MY104514A/en unknown
- 1990-11-07 PH PH41512A patent/PH27155A/en unknown
- 1990-11-08 ZA ZA908969A patent/ZA908969B/xx unknown
- 1990-11-08 AU AU65910/90A patent/AU628232B2/en not_active Expired
- 1990-11-09 JP JP2305914A patent/JPH0660092B2/ja not_active Expired - Lifetime
- 1990-11-09 KR KR1019900018071A patent/KR950003088B1/ko not_active IP Right Cessation
- 1990-11-09 BR BR909005695A patent/BR9005695A/pt not_active IP Right Cessation
- 1990-11-09 US US07/612,041 patent/US5152983A/en not_active Expired - Lifetime
Also Published As
Publication number | Publication date |
---|---|
CA2029263C (en) | 1995-09-05 |
KR910009238A (ko) | 1991-06-28 |
ZA908969B (en) | 1992-07-29 |
JPH03170416A (ja) | 1991-07-24 |
JPH0660092B2 (ja) | 1994-08-10 |
EP0431755A1 (en) | 1991-06-12 |
MY104514A (en) | 1994-04-30 |
DE69006332T2 (de) | 1994-05-19 |
GB8925473D0 (en) | 1989-12-28 |
CA2029263A1 (en) | 1991-05-11 |
US5152983A (en) | 1992-10-06 |
BR9005695A (pt) | 1991-09-17 |
DK0431755T3 (da) | 1994-05-02 |
EP0431755B1 (en) | 1994-01-26 |
AU628232B2 (en) | 1992-09-10 |
AU6591090A (en) | 1991-05-16 |
DE69006332D1 (de) | 1994-03-10 |
ATE100705T1 (de) | 1994-02-15 |
ES2062408T3 (es) | 1994-12-16 |
KR950003088B1 (ko) | 1995-04-01 |
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