CA2472564A1 - Aqueous antiseptic composition comprising an antimicrobial agent, a high concentration of a hydroxycarboxylic acid buffer, and a cationic film-forming polymer - Google Patents
Aqueous antiseptic composition comprising an antimicrobial agent, a high concentration of a hydroxycarboxylic acid buffer, and a cationic film-forming polymer Download PDFInfo
- Publication number
- CA2472564A1 CA2472564A1 CA002472564A CA2472564A CA2472564A1 CA 2472564 A1 CA2472564 A1 CA 2472564A1 CA 002472564 A CA002472564 A CA 002472564A CA 2472564 A CA2472564 A CA 2472564A CA 2472564 A1 CA2472564 A1 CA 2472564A1
- Authority
- CA
- Canada
- Prior art keywords
- composition
- antiseptic composition
- acid
- present
- amount
- 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.)
- Abandoned
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 363
- 229920000642 polymer Polymers 0.000 title claims abstract description 182
- 230000002421 anti-septic effect Effects 0.000 title claims abstract description 81
- 239000007853 buffer solution Substances 0.000 title claims abstract description 55
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 title claims abstract description 53
- 239000004599 antimicrobial Substances 0.000 title claims abstract description 42
- 125000002091 cationic group Chemical group 0.000 title description 7
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 75
- 229910052740 iodine Inorganic materials 0.000 claims abstract description 68
- 239000011630 iodine Substances 0.000 claims abstract description 64
- 238000000034 method Methods 0.000 claims abstract description 51
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims abstract description 10
- CPKVUHPKYQGHMW-UHFFFAOYSA-N 1-ethenylpyrrolidin-2-one;molecular iodine Chemical group II.C=CN1CCCC1=O CPKVUHPKYQGHMW-UHFFFAOYSA-N 0.000 claims description 84
- 239000004094 surface-active agent Substances 0.000 claims description 84
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 71
- JVTAAEKCZFNVCJ-UHFFFAOYSA-N lactic acid Chemical compound CC(O)C(O)=O JVTAAEKCZFNVCJ-UHFFFAOYSA-N 0.000 claims description 62
- 238000012360 testing method Methods 0.000 claims description 59
- KRKNYBCHXYNGOX-UHFFFAOYSA-N citric acid Chemical compound OC(=O)CC(O)(C(O)=O)CC(O)=O KRKNYBCHXYNGOX-UHFFFAOYSA-N 0.000 claims description 57
- 150000001412 amines Chemical group 0.000 claims description 42
- 239000000178 monomer Substances 0.000 claims description 37
- 239000004310 lactic acid Substances 0.000 claims description 31
- 235000014655 lactic acid Nutrition 0.000 claims description 31
- 229920000153 Povidone-iodine Polymers 0.000 claims description 29
- BJEPYKJPYRNKOW-UHFFFAOYSA-N alpha-hydroxysuccinic acid Natural products OC(=O)C(O)CC(O)=O BJEPYKJPYRNKOW-UHFFFAOYSA-N 0.000 claims description 29
- 229960001621 povidone-iodine Drugs 0.000 claims description 29
- BJEPYKJPYRNKOW-REOHCLBHSA-N (S)-malic acid Chemical compound OC(=O)[C@@H](O)CC(O)=O BJEPYKJPYRNKOW-REOHCLBHSA-N 0.000 claims description 26
- 239000001630 malic acid Substances 0.000 claims description 26
- 235000011090 malic acid Nutrition 0.000 claims description 26
- 125000000217 alkyl group Chemical group 0.000 claims description 24
- 229920002451 polyvinyl alcohol Polymers 0.000 claims description 24
- 125000003277 amino group Chemical group 0.000 claims description 19
- 235000015165 citric acid Nutrition 0.000 claims description 19
- 239000004372 Polyvinyl alcohol Substances 0.000 claims description 18
- 229920006395 saturated elastomer Polymers 0.000 claims description 15
- 230000002209 hydrophobic effect Effects 0.000 claims description 14
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 claims description 13
- 239000002253 acid Substances 0.000 claims description 13
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 12
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 12
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 11
- 244000005714 skin microbiome Species 0.000 claims description 11
- 230000037311 normal skin Effects 0.000 claims description 9
- 229920002554 vinyl polymer Polymers 0.000 claims description 9
- 150000001875 compounds Chemical class 0.000 claims description 8
- 229920001577 copolymer Polymers 0.000 claims description 8
- 150000003839 salts Chemical class 0.000 claims description 8
- 125000004122 cyclic group Chemical group 0.000 claims description 7
- 239000003960 organic solvent Substances 0.000 claims description 7
- 125000000129 anionic group Chemical group 0.000 claims description 6
- 230000000249 desinfective effect Effects 0.000 claims description 6
- 239000004721 Polyphenylene oxide Substances 0.000 claims description 5
- 125000002877 alkyl aryl group Chemical group 0.000 claims description 5
- 125000003710 aryl alkyl group Chemical group 0.000 claims description 5
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 claims description 5
- 150000002596 lactones Chemical class 0.000 claims description 5
- 229920000570 polyether Polymers 0.000 claims description 5
- QBYIENPQHBMVBV-HFEGYEGKSA-N (2R)-2-hydroxy-2-phenylacetic acid Chemical compound O[C@@H](C(O)=O)c1ccccc1.O[C@@H](C(O)=O)c1ccccc1 QBYIENPQHBMVBV-HFEGYEGKSA-N 0.000 claims description 4
- WHBMMWSBFZVSSR-UHFFFAOYSA-N 3-hydroxybutyric acid Chemical compound CC(O)CC(O)=O WHBMMWSBFZVSSR-UHFFFAOYSA-N 0.000 claims description 4
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 4
- IWYDHOAUDWTVEP-UHFFFAOYSA-N R-2-phenyl-2-hydroxyacetic acid Natural products OC(=O)C(O)C1=CC=CC=C1 IWYDHOAUDWTVEP-UHFFFAOYSA-N 0.000 claims description 4
- 125000002843 carboxylic acid group Chemical group 0.000 claims description 4
- 125000006165 cyclic alkyl group Chemical group 0.000 claims description 4
- 150000004676 glycans Chemical class 0.000 claims description 4
- 229960002510 mandelic acid Drugs 0.000 claims description 4
- 229920002401 polyacrylamide Polymers 0.000 claims description 4
- 229920001282 polysaccharide Polymers 0.000 claims description 4
- 239000005017 polysaccharide Substances 0.000 claims description 4
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 claims description 4
- FEWJPZIEWOKRBE-JCYAYHJZSA-N Dextrotartaric acid Chemical compound OC(=O)[C@H](O)[C@@H](O)C(O)=O FEWJPZIEWOKRBE-JCYAYHJZSA-N 0.000 claims description 3
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 claims description 3
- 239000011975 tartaric acid Substances 0.000 claims description 3
- 235000002906 tartaric acid Nutrition 0.000 claims description 3
- AFENDNXGAFYKQO-UHFFFAOYSA-N 2-hydroxybutyric acid Chemical compound CCC(O)C(O)=O AFENDNXGAFYKQO-UHFFFAOYSA-N 0.000 claims description 2
- RGHNJXZEOKUKBD-UHFFFAOYSA-N D-gluconic acid Natural products OCC(O)C(O)C(O)C(O)C(O)=O RGHNJXZEOKUKBD-UHFFFAOYSA-N 0.000 claims description 2
- 239000000174 gluconic acid Substances 0.000 claims description 2
- 235000012208 gluconic acid Nutrition 0.000 claims description 2
- 229950006191 gluconic acid Drugs 0.000 claims description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 claims description 2
- 229960004889 salicylic acid Drugs 0.000 claims description 2
- 229960001367 tartaric acid Drugs 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims 5
- 125000000896 monocarboxylic acid group Chemical group 0.000 claims 1
- 239000000243 solution Substances 0.000 description 61
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 60
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 45
- 229940064804 betadine Drugs 0.000 description 41
- 230000000845 anti-microbial effect Effects 0.000 description 37
- 239000000047 product Substances 0.000 description 37
- 238000002360 preparation method Methods 0.000 description 34
- 210000001519 tissue Anatomy 0.000 description 32
- 230000009467 reduction Effects 0.000 description 26
- 238000009472 formulation Methods 0.000 description 25
- 239000007787 solid Substances 0.000 description 25
- 239000000872 buffer Substances 0.000 description 24
- 239000010408 film Substances 0.000 description 23
- 235000019422 polyvinyl alcohol Nutrition 0.000 description 23
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 22
- -1 dextrose Chemical class 0.000 description 21
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 20
- 238000007792 addition Methods 0.000 description 17
- HEMHJVSKTPXQMS-UHFFFAOYSA-M sodium hydroxide Inorganic materials [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 17
- 230000000813 microbial effect Effects 0.000 description 16
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 15
- 239000003973 paint Substances 0.000 description 15
- 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 14
- 239000003945 anionic surfactant Substances 0.000 description 14
- 230000007794 irritation Effects 0.000 description 13
- 239000000463 material Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 241000283973 Oryctolagus cuniculus Species 0.000 description 11
- 229940064004 antiseptic throat preparations Drugs 0.000 description 11
- 239000002736 nonionic surfactant Substances 0.000 description 11
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 11
- JKNCOURZONDCGV-UHFFFAOYSA-N 2-(dimethylamino)ethyl 2-methylprop-2-enoate Chemical compound CN(C)CCOC(=O)C(C)=C JKNCOURZONDCGV-UHFFFAOYSA-N 0.000 description 10
- 229940061720 alpha hydroxy acid Drugs 0.000 description 10
- 150000001280 alpha hydroxy acids Chemical class 0.000 description 10
- 210000004400 mucous membrane Anatomy 0.000 description 10
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 9
- 229910019142 PO4 Inorganic materials 0.000 description 9
- 230000000052 comparative effect Effects 0.000 description 9
- 150000007524 organic acids Chemical class 0.000 description 9
- 235000021317 phosphate Nutrition 0.000 description 9
- 125000001453 quaternary ammonium group Chemical group 0.000 description 9
- 229910052708 sodium Inorganic materials 0.000 description 9
- 239000011734 sodium Substances 0.000 description 9
- 241001465754 Metazoa Species 0.000 description 8
- 206010052428 Wound Diseases 0.000 description 8
- 208000027418 Wounds and injury Diseases 0.000 description 8
- 150000007513 acids Chemical class 0.000 description 8
- 239000007864 aqueous solution Substances 0.000 description 8
- 239000006185 dispersion Substances 0.000 description 8
- 150000001261 hydroxy acids Chemical class 0.000 description 8
- 229940035535 iodophors Drugs 0.000 description 8
- 229920000058 polyacrylate Polymers 0.000 description 8
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 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
- 239000012141 concentrate Substances 0.000 description 7
- 230000000694 effects Effects 0.000 description 7
- 210000000245 forearm Anatomy 0.000 description 7
- 230000007062 hydrolysis Effects 0.000 description 7
- 238000006460 hydrolysis reaction Methods 0.000 description 7
- 239000000902 placebo Substances 0.000 description 7
- 150000003512 tertiary amines Chemical class 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 6
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 6
- 230000001070 adhesive effect Effects 0.000 description 6
- 150000001298 alcohols Chemical class 0.000 description 6
- 230000001580 bacterial effect Effects 0.000 description 6
- 239000011248 coating agent Substances 0.000 description 6
- 238000000576 coating method Methods 0.000 description 6
- 210000003811 finger Anatomy 0.000 description 6
- 229920001002 functional polymer Polymers 0.000 description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 6
- 229910052760 oxygen Inorganic materials 0.000 description 6
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 6
- 229940068196 placebo Drugs 0.000 description 6
- 229920001983 poloxamer Polymers 0.000 description 6
- 230000002035 prolonged effect Effects 0.000 description 6
- 241000894007 species Species 0.000 description 6
- 150000003871 sulfonates Chemical class 0.000 description 6
- CIHOLLKRGTVIJN-UHFFFAOYSA-N tert‐butyl hydroperoxide Chemical compound CC(C)(C)OO CIHOLLKRGTVIJN-UHFFFAOYSA-N 0.000 description 6
- IAXXETNIOYFMLW-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) 2-methylprop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C(=C)C)CC1C2(C)C IAXXETNIOYFMLW-UHFFFAOYSA-N 0.000 description 5
- OZAIFHULBGXAKX-UHFFFAOYSA-N 2-(2-cyanopropan-2-yldiazenyl)-2-methylpropanenitrile Chemical compound N#CC(C)(C)N=NC(C)(C)C#N OZAIFHULBGXAKX-UHFFFAOYSA-N 0.000 description 5
- SSONCJTVDRSLNK-UHFFFAOYSA-N 2-methylprop-2-enoic acid;hydrochloride Chemical compound Cl.CC(=C)C(O)=O SSONCJTVDRSLNK-UHFFFAOYSA-N 0.000 description 5
- 229920002853 CELVOL ® 103 Polymers 0.000 description 5
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 5
- 210000001015 abdomen Anatomy 0.000 description 5
- 239000000853 adhesive Substances 0.000 description 5
- 230000003260 anti-sepsis Effects 0.000 description 5
- 235000020289 caffè mocha Nutrition 0.000 description 5
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 description 5
- 238000006243 chemical reaction Methods 0.000 description 5
- 150000002148 esters Chemical class 0.000 description 5
- 239000012530 fluid Substances 0.000 description 5
- 230000006870 function Effects 0.000 description 5
- 231100000286 mucous membrane, eye irritation or corrosion testing Toxicity 0.000 description 5
- 229920001296 polysiloxane Polymers 0.000 description 5
- 239000000344 soap Substances 0.000 description 5
- 238000003860 storage Methods 0.000 description 5
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 5
- 239000010409 thin film Substances 0.000 description 5
- 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
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 229920002835 CELVOL ® 305 Polymers 0.000 description 4
- 229920013683 Celanese Polymers 0.000 description 4
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 4
- 239000000654 additive Substances 0.000 description 4
- 239000012847 fine chemical Substances 0.000 description 4
- 230000009477 glass transition Effects 0.000 description 4
- 150000002334 glycols Chemical class 0.000 description 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
- 229940102838 methylmethacrylate Drugs 0.000 description 4
- 125000004433 nitrogen atom Chemical group N* 0.000 description 4
- 125000004430 oxygen atom Chemical group O* 0.000 description 4
- 238000010422 painting Methods 0.000 description 4
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 4
- 238000005070 sampling Methods 0.000 description 4
- 238000005201 scrubbing Methods 0.000 description 4
- 125000004434 sulfur atom Chemical group 0.000 description 4
- WRTMQOHKMFDUKX-UHFFFAOYSA-N triiodide Chemical compound I[I-]I WRTMQOHKMFDUKX-UHFFFAOYSA-N 0.000 description 4
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 3
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 3
- 229920002827 CELVOL ® 502 Polymers 0.000 description 3
- 206010010726 Conjunctival oedema Diseases 0.000 description 3
- QXNVGIXVLWOKEQ-UHFFFAOYSA-N Disodium Chemical compound [Na][Na] QXNVGIXVLWOKEQ-UHFFFAOYSA-N 0.000 description 3
- JVTAAEKCZFNVCJ-REOHCLBHSA-N L-lactic acid Chemical compound C[C@H](O)C(O)=O JVTAAEKCZFNVCJ-REOHCLBHSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical class OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 description 3
- 229920002257 Plurafac® Polymers 0.000 description 3
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 3
- 229920001213 Polysorbate 20 Polymers 0.000 description 3
- 239000013543 active substance Substances 0.000 description 3
- 230000000996 additive effect Effects 0.000 description 3
- 150000008051 alkyl sulfates Chemical class 0.000 description 3
- 239000002280 amphoteric surfactant Substances 0.000 description 3
- XMRUJYGYYCLRGJ-UHFFFAOYSA-N azanium;2-[2-[2-[2-(4-nonylphenoxy)ethoxy]ethoxy]ethoxy]ethyl sulfate Chemical compound [NH4+].CCCCCCCCCC1=CC=C(OCCOCCOCCOCCOS([O-])(=O)=O)C=C1 XMRUJYGYYCLRGJ-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- 229920001400 block copolymer Polymers 0.000 description 3
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 3
- 239000003086 colorant Substances 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 239000003599 detergent Substances 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000003814 drug Substances 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 3
- 239000004744 fabric Substances 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000012456 homogeneous solution Substances 0.000 description 3
- 238000010348 incorporation Methods 0.000 description 3
- 238000005191 phase separation Methods 0.000 description 3
- 239000000256 polyoxyethylene sorbitan monolaurate Substances 0.000 description 3
- 235000010486 polyoxyethylene sorbitan monolaurate Nutrition 0.000 description 3
- 229940068977 polysorbate 20 Drugs 0.000 description 3
- NLKNQRATVPKPDG-UHFFFAOYSA-M potassium iodide Chemical compound [K+].[I-] NLKNQRATVPKPDG-UHFFFAOYSA-M 0.000 description 3
- 239000002244 precipitate Substances 0.000 description 3
- 238000001556 precipitation Methods 0.000 description 3
- FVAUCKIRQBBSSJ-UHFFFAOYSA-M sodium iodide Chemical compound [Na+].[I-] FVAUCKIRQBBSSJ-UHFFFAOYSA-M 0.000 description 3
- 238000013112 stability test Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000001356 surgical procedure Methods 0.000 description 3
- 229920001897 terpolymer Polymers 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- 210000003813 thumb Anatomy 0.000 description 3
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 3
- 238000009736 wetting Methods 0.000 description 3
- 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 2
- RUMACXVDVNRZJZ-UHFFFAOYSA-N 2-methylpropyl 2-methylprop-2-enoate Chemical compound CC(C)COC(=O)C(C)=C RUMACXVDVNRZJZ-UHFFFAOYSA-N 0.000 description 2
- OSDLLIBGSJNGJE-UHFFFAOYSA-N 4-chloro-3,5-dimethylphenol Chemical compound CC1=CC(O)=CC(C)=C1Cl OSDLLIBGSJNGJE-UHFFFAOYSA-N 0.000 description 2
- 208000006069 Corneal Opacity Diseases 0.000 description 2
- 208000028006 Corneal injury Diseases 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 206010015946 Eye irritation Diseases 0.000 description 2
- 229920002633 Kraton (polymer) Polymers 0.000 description 2
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 description 2
- 206010033546 Pallor Diseases 0.000 description 2
- RVGRUAULSDPKGF-UHFFFAOYSA-N Poloxamer Chemical compound C1CO1.CC1CO1 RVGRUAULSDPKGF-UHFFFAOYSA-N 0.000 description 2
- 239000004793 Polystyrene Substances 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 2
- JNGWKQJZIUZUPR-UHFFFAOYSA-N [3-(dodecanoylamino)propyl](hydroxy)dimethylammonium Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)[O-] JNGWKQJZIUZUPR-UHFFFAOYSA-N 0.000 description 2
- 239000002250 absorbent Substances 0.000 description 2
- 230000002745 absorbent Effects 0.000 description 2
- 230000002378 acidificating effect Effects 0.000 description 2
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 2
- 239000004480 active ingredient Substances 0.000 description 2
- 150000001408 amides Chemical class 0.000 description 2
- 125000003118 aryl group Chemical group 0.000 description 2
- 238000004500 asepsis Methods 0.000 description 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 2
- 230000008901 benefit Effects 0.000 description 2
- 210000004369 blood Anatomy 0.000 description 2
- 239000008280 blood Substances 0.000 description 2
- 210000001124 body fluid Anatomy 0.000 description 2
- 239000010839 body fluid Substances 0.000 description 2
- 150000001732 carboxylic acid derivatives Chemical class 0.000 description 2
- 150000001735 carboxylic acids Chemical class 0.000 description 2
- 239000000969 carrier Substances 0.000 description 2
- 229920006317 cationic polymer Polymers 0.000 description 2
- YZIYKJHYYHPJIB-UUPCJSQJSA-N chlorhexidine gluconate Chemical compound OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O.C1=CC(Cl)=CC=C1NC(=N)NC(=N)NCCCCCCNC(=N)NC(=N)NC1=CC=C(Cl)C=C1 YZIYKJHYYHPJIB-UUPCJSQJSA-N 0.000 description 2
- 229960003333 chlorhexidine gluconate Drugs 0.000 description 2
- NEHMKBQYUWJMIP-UHFFFAOYSA-N chloromethane Chemical compound ClC NEHMKBQYUWJMIP-UHFFFAOYSA-N 0.000 description 2
- 210000000795 conjunctiva Anatomy 0.000 description 2
- 231100000269 corneal opacity Toxicity 0.000 description 2
- 230000006378 damage Effects 0.000 description 2
- 239000013530 defoamer Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 239000004815 dispersion polymer Substances 0.000 description 2
- 238000004821 distillation Methods 0.000 description 2
- OCLXJTCGWSSVOE-UHFFFAOYSA-N ethanol etoh Chemical compound CCO.CCO OCLXJTCGWSSVOE-UHFFFAOYSA-N 0.000 description 2
- 238000011156 evaluation Methods 0.000 description 2
- 231100000013 eye irritation Toxicity 0.000 description 2
- 239000000835 fiber Substances 0.000 description 2
- 235000013305 food Nutrition 0.000 description 2
- 150000002433 hydrophilic molecules Chemical class 0.000 description 2
- GEOVEUCEIQCBKH-UHFFFAOYSA-N hypoiodous acid Chemical compound IO GEOVEUCEIQCBKH-UHFFFAOYSA-N 0.000 description 2
- 239000004615 ingredient Substances 0.000 description 2
- 229910052744 lithium Inorganic materials 0.000 description 2
- 238000005259 measurement Methods 0.000 description 2
- 210000004379 membrane Anatomy 0.000 description 2
- 239000012528 membrane Substances 0.000 description 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 description 2
- 230000004048 modification Effects 0.000 description 2
- 238000012986 modification Methods 0.000 description 2
- 229920005615 natural polymer Polymers 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- 229920000847 nonoxynol Polymers 0.000 description 2
- SNQQPOLDUKLAAF-UHFFFAOYSA-N nonylphenol Chemical class CCCCCCCCCC1=CC=CC=C1O SNQQPOLDUKLAAF-UHFFFAOYSA-N 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000001301 oxygen Substances 0.000 description 2
- 239000000546 pharmaceutical excipient Substances 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 229920001992 poloxamer 407 Polymers 0.000 description 2
- 229920000728 polyester Polymers 0.000 description 2
- 238000006116 polymerization reaction Methods 0.000 description 2
- 229920001451 polypropylene glycol Polymers 0.000 description 2
- 229920000136 polysorbate Polymers 0.000 description 2
- 229920002223 polystyrene Polymers 0.000 description 2
- 229910052700 potassium Inorganic materials 0.000 description 2
- 238000003825 pressing Methods 0.000 description 2
- GHBFNMLVSPCDGN-UHFFFAOYSA-N rac-1-monooctanoylglycerol Chemical compound CCCCCCCC(=O)OCC(O)CO GHBFNMLVSPCDGN-UHFFFAOYSA-N 0.000 description 2
- 230000002441 reversible effect Effects 0.000 description 2
- 238000005096 rolling process Methods 0.000 description 2
- FSYKKLYZXJSNPZ-UHFFFAOYSA-N sarcosine Chemical compound C[NH2+]CC([O-])=O FSYKKLYZXJSNPZ-UHFFFAOYSA-N 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- NDVLTYZPCACLMA-UHFFFAOYSA-N silver oxide Chemical compound [O-2].[Ag+].[Ag+] NDVLTYZPCACLMA-UHFFFAOYSA-N 0.000 description 2
- 230000036555 skin type Effects 0.000 description 2
- HVFAVOFILADWEZ-UHFFFAOYSA-M sodium;2-[2-(dodecanoylamino)ethyl-(2-hydroxyethyl)amino]acetate Chemical compound [Na+].CCCCCCCCCCCC(=O)NCCN(CCO)CC([O-])=O HVFAVOFILADWEZ-UHFFFAOYSA-M 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 230000000087 stabilizing effect Effects 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 2
- 239000008399 tap water Substances 0.000 description 2
- 235000020679 tap water Nutrition 0.000 description 2
- 230000005068 transpiration Effects 0.000 description 2
- 125000006832 (C1-C10) alkylene group Chemical group 0.000 description 1
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 description 1
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 description 1
- PSBDWGZCVUAZQS-UHFFFAOYSA-N (dimethylsulfonio)acetate Chemical compound C[S+](C)CC([O-])=O PSBDWGZCVUAZQS-UHFFFAOYSA-N 0.000 description 1
- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Polymers CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 1
- FJLUATLTXUNBOT-UHFFFAOYSA-N 1-Hexadecylamine Chemical compound CCCCCCCCCCCCCCCCN FJLUATLTXUNBOT-UHFFFAOYSA-N 0.000 description 1
- FAAHNQAYWKTLFD-UHFFFAOYSA-N 1-butan-2-ylpyrrolidin-2-one Chemical compound CCC(C)N1CCCC1=O FAAHNQAYWKTLFD-UHFFFAOYSA-N 0.000 description 1
- FKKAGFLIPSSCHT-UHFFFAOYSA-N 1-dodecoxydodecane;sulfuric acid Chemical class OS(O)(=O)=O.CCCCCCCCCCCCOCCCCCCCCCCCC FKKAGFLIPSSCHT-UHFFFAOYSA-N 0.000 description 1
- JLPULHDHAOZNQI-ZTIMHPMXSA-N 1-hexadecanoyl-2-(9Z,12Z-octadecadienoyl)-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCCCCC\C=C/C\C=C/CCCCC JLPULHDHAOZNQI-ZTIMHPMXSA-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
- 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 1
- 238000001644 13C nuclear magnetic resonance spectroscopy Methods 0.000 description 1
- OVSKIKFHRZPJSS-UHFFFAOYSA-N 2,4-D Chemical compound OC(=O)COC1=CC=C(Cl)C=C1Cl OVSKIKFHRZPJSS-UHFFFAOYSA-N 0.000 description 1
- IEORSVTYLWZQJQ-UHFFFAOYSA-N 2-(2-nonylphenoxy)ethanol Chemical compound CCCCCCCCCC1=CC=CC=C1OCCO IEORSVTYLWZQJQ-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
- WMPGRAUYWYBJKX-UHFFFAOYSA-N 2-[2-[2-[2-[2-[2-[2-[2-[2-[2-[2-(2-dodecoxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethanol Chemical compound CCCCCCCCCCCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO WMPGRAUYWYBJKX-UHFFFAOYSA-N 0.000 description 1
- BHIZVZJETFVJMJ-UHFFFAOYSA-N 2-hydroxypropyl dodecanoate Chemical compound CCCCCCCCCCCC(=O)OCC(C)O BHIZVZJETFVJMJ-UHFFFAOYSA-N 0.000 description 1
- GHHURQMJLARIDK-UHFFFAOYSA-N 2-hydroxypropyl octanoate Chemical compound CCCCCCCC(=O)OCC(C)O GHHURQMJLARIDK-UHFFFAOYSA-N 0.000 description 1
- RCEJCSULJQNRQQ-UHFFFAOYSA-N 2-methylbutanenitrile Chemical compound CCC(C)C#N RCEJCSULJQNRQQ-UHFFFAOYSA-N 0.000 description 1
- DUIOKRXOKLLURE-UHFFFAOYSA-N 2-octylphenol Chemical compound CCCCCCCCC1=CC=CC=C1O DUIOKRXOKLLURE-UHFFFAOYSA-N 0.000 description 1
- AEDQNOLIADXSBB-UHFFFAOYSA-N 3-(dodecylazaniumyl)propanoate Chemical compound CCCCCCCCCCCCNCCC(O)=O AEDQNOLIADXSBB-UHFFFAOYSA-N 0.000 description 1
- IXOCGRPBILEGOX-UHFFFAOYSA-N 3-[3-(dodecanoylamino)propyl-dimethylazaniumyl]-2-hydroxypropane-1-sulfonate Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC(O)CS([O-])(=O)=O IXOCGRPBILEGOX-UHFFFAOYSA-N 0.000 description 1
- MFKRHJVUCZRDTF-UHFFFAOYSA-N 3-methoxy-3-methylbutan-1-ol Chemical compound COC(C)(C)CCO MFKRHJVUCZRDTF-UHFFFAOYSA-N 0.000 description 1
- 208000033316 Acquired hemophilia A Diseases 0.000 description 1
- 244000186140 Asperula odorata Species 0.000 description 1
- 101150041968 CDC13 gene Proteins 0.000 description 1
- LKUNXBRZDFMZOK-GFCCVEGCSA-N Capric acid monoglyceride Natural products CCCCCCCCCC(=O)OC[C@H](O)CO LKUNXBRZDFMZOK-GFCCVEGCSA-N 0.000 description 1
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical class C=1C=C(Cl)C=CC=1NC(N)=NC(N)=NCCCCCCN=C(N)N=C(N)NC1=CC=C(Cl)C=C1 GHXZTYHSJHQHIJ-UHFFFAOYSA-N 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 1
- YASYEJJMZJALEJ-UHFFFAOYSA-N Citric acid monohydrate Chemical compound O.OC(=O)CC(O)(C(O)=O)CC(O)=O YASYEJJMZJALEJ-UHFFFAOYSA-N 0.000 description 1
- ZZZCUOFIHGPKAK-UHFFFAOYSA-N D-erythro-ascorbic acid Natural products OCC1OC(=O)C(O)=C1O ZZZCUOFIHGPKAK-UHFFFAOYSA-N 0.000 description 1
- PQUCIEFHOVEZAU-UHFFFAOYSA-N Diammonium sulfite Chemical compound [NH4+].[NH4+].[O-]S([O-])=O PQUCIEFHOVEZAU-UHFFFAOYSA-N 0.000 description 1
- 206010013786 Dry skin Diseases 0.000 description 1
- 208000002111 Eye Abnormalities Diseases 0.000 description 1
- 241000282326 Felis catus Species 0.000 description 1
- 235000008526 Galium odoratum Nutrition 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical group ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 description 1
- 208000034693 Laceration Diseases 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N Lauric acid monoglyceride Natural products CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Natural products C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 description 1
- WHNWPMSKXPGLAX-UHFFFAOYSA-N N-Vinyl-2-pyrrolidone Chemical compound C=CN1CCCC1=O WHNWPMSKXPGLAX-UHFFFAOYSA-N 0.000 description 1
- UEEJHVSXFDXPFK-UHFFFAOYSA-N N-dimethylaminoethanol Chemical compound CN(C)CCO UEEJHVSXFDXPFK-UHFFFAOYSA-N 0.000 description 1
- IGFHQQFPSIBGKE-UHFFFAOYSA-N Nonylphenol Natural products CCCCCCCCCC1=CC=C(O)C=C1 IGFHQQFPSIBGKE-UHFFFAOYSA-N 0.000 description 1
- TVCRAMGRUBUACO-UHFFFAOYSA-N O.OSO Chemical compound O.OSO TVCRAMGRUBUACO-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 101100220036 Oryza sativa subsp. japonica CCZ1 gene Proteins 0.000 description 1
- 229920002066 Pluronic® P 65 Polymers 0.000 description 1
- 239000004698 Polyethylene Substances 0.000 description 1
- 239000002202 Polyethylene glycol Substances 0.000 description 1
- 229920002413 Polyhexanide Polymers 0.000 description 1
- 229910021607 Silver chloride Inorganic materials 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- 241000191963 Staphylococcus epidermidis Species 0.000 description 1
- 208000002847 Surgical Wound Diseases 0.000 description 1
- 239000004809 Teflon Substances 0.000 description 1
- 229920006362 Teflon® Polymers 0.000 description 1
- 229920002359 Tetronic® Polymers 0.000 description 1
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 1
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 229930003268 Vitamin C Natural products 0.000 description 1
- 150000003926 acrylamides Chemical class 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 241001148470 aerobic bacillus Species 0.000 description 1
- 238000013019 agitation Methods 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- 229910001516 alkali metal iodide Inorganic materials 0.000 description 1
- 150000004996 alkyl benzenes Chemical class 0.000 description 1
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 description 1
- 150000008052 alkyl sulfonates Chemical class 0.000 description 1
- 125000005233 alkylalcohol group Polymers 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- BTBJBAZGXNKLQC-UHFFFAOYSA-N ammonium lauryl sulfate Chemical compound [NH4+].CCCCCCCCCCCCOS([O-])(=O)=O BTBJBAZGXNKLQC-UHFFFAOYSA-N 0.000 description 1
- 229940063953 ammonium lauryl sulfate Drugs 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000013011 aqueous formulation Substances 0.000 description 1
- 235000010323 ascorbic acid Nutrition 0.000 description 1
- 229960005070 ascorbic acid Drugs 0.000 description 1
- 239000011668 ascorbic acid Substances 0.000 description 1
- 238000003556 assay Methods 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 201000000448 autoimmune hemolytic anemia Diseases 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- 150000001277 beta hydroxy acids Chemical class 0.000 description 1
- 230000003115 biocidal effect Effects 0.000 description 1
- 210000000481 breast Anatomy 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000019282 butylated hydroxyanisole Nutrition 0.000 description 1
- 238000004364 calculation method Methods 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 150000007942 carboxylates Chemical class 0.000 description 1
- 239000003153 chemical reaction reagent Substances 0.000 description 1
- 150000003841 chloride salts Chemical class 0.000 description 1
- 235000019219 chocolate Nutrition 0.000 description 1
- 230000001684 chronic effect Effects 0.000 description 1
- MRUAUOIMASANKQ-UHFFFAOYSA-N cocamidopropyl betaine Chemical compound CCCCCCCCCCCC(=O)NCCC[N+](C)(C)CC([O-])=O MRUAUOIMASANKQ-UHFFFAOYSA-N 0.000 description 1
- 229940073507 cocamidopropyl betaine Drugs 0.000 description 1
- 210000004087 cornea Anatomy 0.000 description 1
- 239000002537 cosmetic Substances 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 229960002887 deanol Drugs 0.000 description 1
- 230000007682 dermal toxicity Effects 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 235000005911 diet Nutrition 0.000 description 1
- 230000037213 diet Effects 0.000 description 1
- GLUUGHFHXGJENI-UHFFFAOYSA-N diethylenediamine Natural products C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 1
- BNIILDVGGAEEIG-UHFFFAOYSA-L disodium hydrogen phosphate Chemical compound [Na+].[Na+].OP([O-])([O-])=O BNIILDVGGAEEIG-UHFFFAOYSA-L 0.000 description 1
- 229940079868 disodium laureth sulfosuccinate Drugs 0.000 description 1
- 229910000397 disodium phosphate Inorganic materials 0.000 description 1
- 235000019800 disodium phosphate Nutrition 0.000 description 1
- YGAXLGGEEQLLKV-UHFFFAOYSA-L disodium;4-dodecoxy-4-oxo-2-sulfonatobutanoate Chemical compound [Na+].[Na+].CCCCCCCCCCCCOC(=O)CC(C([O-])=O)S([O-])(=O)=O YGAXLGGEEQLLKV-UHFFFAOYSA-L 0.000 description 1
- 239000012153 distilled water Substances 0.000 description 1
- GMSCBRSQMRDRCD-UHFFFAOYSA-N dodecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCOC(=O)C(C)=C GMSCBRSQMRDRCD-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl 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])C([H])([H])C([H])([H])* 0.000 description 1
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 1
- 230000037336 dry skin Effects 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000008030 elimination Effects 0.000 description 1
- 238000003379 elimination reaction Methods 0.000 description 1
- 239000003974 emollient agent Substances 0.000 description 1
- 230000007613 environmental effect Effects 0.000 description 1
- 125000004185 ester group Chemical group 0.000 description 1
- UUFFXMPIDQJWET-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate;hydrochloride Chemical compound Cl.CCOC(=O)C(C)=C UUFFXMPIDQJWET-UHFFFAOYSA-N 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 208000030533 eye disease Diseases 0.000 description 1
- 210000000744 eyelid Anatomy 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 229920002313 fluoropolymer Polymers 0.000 description 1
- 239000004811 fluoropolymer Substances 0.000 description 1
- 239000006260 foam Substances 0.000 description 1
- 238000005187 foaming Methods 0.000 description 1
- ISXSFOPKZQZDAO-UHFFFAOYSA-N formaldehyde;sodium Chemical compound [Na].O=C ISXSFOPKZQZDAO-UHFFFAOYSA-N 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 125000002791 glucosyl group Chemical group C1([C@H](O)[C@@H](O)[C@H](O)[C@H](O1)CO)* 0.000 description 1
- 229940093915 gynecological organic acid Drugs 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 125000000623 heterocyclic group Chemical group 0.000 description 1
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 1
- 229960004068 hexachlorophene Drugs 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 125000001183 hydrocarbyl group Chemical group 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 125000004464 hydroxyphenyl group Chemical group 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000000415 inactivating effect Effects 0.000 description 1
- 208000015181 infectious disease Diseases 0.000 description 1
- 230000036512 infertility Effects 0.000 description 1
- 208000014674 injury Diseases 0.000 description 1
- 229910017053 inorganic salt Inorganic materials 0.000 description 1
- 230000003993 interaction Effects 0.000 description 1
- ICIWUVCWSCSTAQ-UHFFFAOYSA-M iodate Chemical compound [O-]I(=O)=O ICIWUVCWSCSTAQ-UHFFFAOYSA-M 0.000 description 1
- 150000002497 iodine compounds Chemical class 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 239000004816 latex Substances 0.000 description 1
- 229920000126 latex Polymers 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 229940050176 methyl chloride Drugs 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910000402 monopotassium phosphate Inorganic materials 0.000 description 1
- 235000019796 monopotassium phosphate Nutrition 0.000 description 1
- QYZFTMMPKCOTAN-UHFFFAOYSA-N n-[2-(2-hydroxyethylamino)ethyl]-2-[[1-[2-(2-hydroxyethylamino)ethylamino]-2-methyl-1-oxopropan-2-yl]diazenyl]-2-methylpropanamide Chemical compound OCCNCCNC(=O)C(C)(C)N=NC(C)(C)C(=O)NCCNCCO QYZFTMMPKCOTAN-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- ONLRKTIYOMZEJM-UHFFFAOYSA-N n-methylmethanamine oxide Chemical compound C[NH+](C)[O-] ONLRKTIYOMZEJM-UHFFFAOYSA-N 0.000 description 1
- 230000003472 neutralizing effect Effects 0.000 description 1
- 231100000344 non-irritating Toxicity 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- HMZGPNHSPWNGEP-UHFFFAOYSA-N octadecyl 2-methylprop-2-enoate Chemical compound CCCCCCCCCCCCCCCCCCOC(=O)C(C)=C HMZGPNHSPWNGEP-UHFFFAOYSA-N 0.000 description 1
- 125000002347 octyl group Polymers [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 239000007800 oxidant agent Substances 0.000 description 1
- 230000001590 oxidative effect Effects 0.000 description 1
- 238000010979 pH adjustment Methods 0.000 description 1
- 230000008447 perception Effects 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
- 239000010452 phosphate Substances 0.000 description 1
- PJNZPQUBCPKICU-UHFFFAOYSA-N phosphoric acid;potassium Chemical compound [K].OP(O)(O)=O PJNZPQUBCPKICU-UHFFFAOYSA-N 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920001515 polyalkylene glycol Polymers 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229920000447 polyanionic polymer Polymers 0.000 description 1
- 229920006294 polydialkylsiloxane Polymers 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229950008882 polysorbate Drugs 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 229940069328 povidone Drugs 0.000 description 1
- 230000001376 precipitating effect Effects 0.000 description 1
- 230000002028 premature Effects 0.000 description 1
- 238000004321 preservation Methods 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940026235 propylene glycol monolaurate Drugs 0.000 description 1
- 239000008213 purified water Substances 0.000 description 1
- 238000012113 quantitative test Methods 0.000 description 1
- LKUNXBRZDFMZOK-UHFFFAOYSA-N rac-1-monodecanoylglycerol Chemical compound CCCCCCCCCC(=O)OCC(O)CO LKUNXBRZDFMZOK-UHFFFAOYSA-N 0.000 description 1
- 229920005604 random copolymer Polymers 0.000 description 1
- 238000003044 randomized block design Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 230000004044 response Effects 0.000 description 1
- 230000002000 scavenging effect Effects 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000005266 side chain polymer Substances 0.000 description 1
- 150000004756 silanes Chemical group 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 239000004332 silver Chemical group 0.000 description 1
- HKZLPVFGJNLROG-UHFFFAOYSA-M silver monochloride Chemical compound [Cl-].[Ag+] HKZLPVFGJNLROG-UHFFFAOYSA-M 0.000 description 1
- 229910001923 silver oxide Inorganic materials 0.000 description 1
- 229960003600 silver sulfadiazine Drugs 0.000 description 1
- UEJSSZHHYBHCEL-UHFFFAOYSA-N silver(1+) sulfadiazinate Chemical compound [Ag+].C1=CC(N)=CC=C1S(=O)(=O)[N-]C1=NC=CC=N1 UEJSSZHHYBHCEL-UHFFFAOYSA-N 0.000 description 1
- 231100000438 skin toxicity Toxicity 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 235000009518 sodium iodide Nutrition 0.000 description 1
- 229940075560 sodium lauryl sulfoacetate Drugs 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- AKHNMLFCWUSKQB-UHFFFAOYSA-L sodium thiosulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=S AKHNMLFCWUSKQB-UHFFFAOYSA-L 0.000 description 1
- 235000019345 sodium thiosulphate Nutrition 0.000 description 1
- KKDONKAYVYTWGY-UHFFFAOYSA-M sodium;2-(methylamino)ethanesulfonate Chemical compound [Na+].CNCCS([O-])(=O)=O KKDONKAYVYTWGY-UHFFFAOYSA-M 0.000 description 1
- UAJTZZNRJCKXJN-UHFFFAOYSA-M sodium;2-dodecoxy-2-oxoethanesulfonate Chemical compound [Na+].CCCCCCCCCCCCOC(=O)CS([O-])(=O)=O UAJTZZNRJCKXJN-UHFFFAOYSA-M 0.000 description 1
- IBBQVGDGTMTZRA-UHFFFAOYSA-N sodium;2-sulfobenzene-1,3-dicarboxylic acid Chemical compound [Na].OC(=O)C1=CC=CC(C(O)=O)=C1S(O)(=O)=O IBBQVGDGTMTZRA-UHFFFAOYSA-N 0.000 description 1
- WGRULTCAYDOGQK-UHFFFAOYSA-M sodium;sodium;hydroxide Chemical compound [OH-].[Na].[Na+] WGRULTCAYDOGQK-UHFFFAOYSA-M 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 125000004079 stearyl 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])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 230000001954 sterilising effect Effects 0.000 description 1
- 229940117986 sulfobetaine Drugs 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 229920001059 synthetic polymer Polymers 0.000 description 1
- 229920006029 tetra-polymer Polymers 0.000 description 1
- BFKJFAAPBSQJPD-UHFFFAOYSA-N tetrafluoroethene Chemical compound FC(F)=C(F)F BFKJFAAPBSQJPD-UHFFFAOYSA-N 0.000 description 1
- WHRNULOCNSKMGB-UHFFFAOYSA-N tetrahydrofuran thf Chemical compound C1CCOC1.C1CCOC1 WHRNULOCNSKMGB-UHFFFAOYSA-N 0.000 description 1
- 229940098465 tincture Drugs 0.000 description 1
- 238000004448 titration Methods 0.000 description 1
- 231100000331 toxic Toxicity 0.000 description 1
- 230000002588 toxic effect Effects 0.000 description 1
- 238000012546 transfer Methods 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 229940072029 trilaureth-4 phosphate Drugs 0.000 description 1
- 210000001215 vagina Anatomy 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 235000019154 vitamin C Nutrition 0.000 description 1
- 239000011718 vitamin C Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000003643 water by type Substances 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/74—Synthetic polymeric materials
- A61K31/785—Polymers containing nitrogen
- A61K31/787—Polymers containing nitrogen containing heterocyclic rings having nitrogen as a ring hetero atom
- A61K31/79—Polymers of vinyl pyrrolidone
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N59/00—Biocides, pest repellants or attractants, or plant growth regulators containing elements or inorganic compounds
- A01N59/12—Iodine, e.g. iodophors; Compounds thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
- A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
- A61K47/08—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing oxygen, e.g. ethers, acetals, ketones, quinones, aldehydes, peroxides
- A61K47/12—Carboxylic acids; Salts or anhydrides thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Wood Science & Technology (AREA)
- Dentistry (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Inorganic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Epidemiology (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Oncology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Communicable Diseases (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Toxicology (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US10/051,719 | 2002-01-16 | ||
| US10/051,719 US7147873B2 (en) | 2002-01-16 | 2002-01-16 | Antiseptic compositions and methods |
| PCT/US2002/036927 WO2003061389A1 (en) | 2002-01-16 | 2002-11-18 | Antiseptic compositions and methods |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2472564A1 true CA2472564A1 (en) | 2003-07-31 |
Family
ID=27609093
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA002472564A Abandoned CA2472564A1 (en) | 2002-01-16 | 2002-11-18 | Aqueous antiseptic composition comprising an antimicrobial agent, a high concentration of a hydroxycarboxylic acid buffer, and a cationic film-forming polymer |
Country Status (13)
| Country | Link |
|---|---|
| US (4) | US7147873B2 (https=) |
| EP (3) | EP3064065B1 (https=) |
| JP (2) | JP4663983B2 (https=) |
| KR (1) | KR20040076893A (https=) |
| AT (1) | ATE421248T1 (https=) |
| AU (1) | AU2002367455B2 (https=) |
| BR (1) | BRPI0215517B1 (https=) |
| CA (1) | CA2472564A1 (https=) |
| DE (1) | DE60231007D1 (https=) |
| ES (1) | ES2320983T3 (https=) |
| MX (1) | MXPA04006836A (https=) |
| NO (1) | NO20043296L (https=) |
| WO (1) | WO2003061389A1 (https=) |
Families Citing this family (74)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7147873B2 (en) * | 2002-01-16 | 2006-12-12 | 3M Innovative Properties Company | Antiseptic compositions and methods |
| US6838078B2 (en) * | 2002-01-16 | 2005-01-04 | 3M Innovative Properties Company | Film-forming compositions and methods |
| US20040180093A1 (en) * | 2003-03-12 | 2004-09-16 | 3M Innovative Properties Company | Polymer compositions with bioactive agent, medical articles, and methods |
| US20050058673A1 (en) | 2003-09-09 | 2005-03-17 | 3M Innovative Properties Company | Antimicrobial compositions and methods |
| US7320956B2 (en) * | 2004-04-01 | 2008-01-22 | 3M Innovative Properties Company | Aqueous cleaning/treatment composition for fibrous substrates |
| US20050262811A1 (en) * | 2004-05-27 | 2005-12-01 | Mahmood Mohiuddin | Sterilization process for iodine-containing antimicrobial topical solutions |
| US20050277562A1 (en) * | 2004-06-14 | 2005-12-15 | Erning Xia | Compositions for cleaning and treating surgical devices |
| CA2836948C (en) * | 2004-08-09 | 2015-10-27 | Tyco Healthcare Group Lp | Medical skin applicator apparatus |
| US20060045914A1 (en) * | 2004-08-26 | 2006-03-02 | Isp Investments Inc. | Matrix composition for stable microemulsions |
| BRPI0608691A2 (pt) | 2005-03-10 | 2010-12-07 | 3M Innovative Properties Company | composição antimicrobiana, e, métodos para matar ou inativar microorganismos em tecido da mucosa de um mamìfero, para tratar uma lesão ou ferimento infectado, para descolonização de microorganismos, para proporcionar eficácia antimicrobiana residual sobre uma superfìcie e para tratar uma condição |
| BRPI0608690B8 (pt) | 2005-03-10 | 2021-05-25 | 3M Innovative Properties Co | uso de uma composição antimicrobiana |
| WO2006099325A2 (en) | 2005-03-10 | 2006-09-21 | 3M Innovative Properties Company | Methods of treating ear infections |
| US8153613B2 (en) * | 2006-05-24 | 2012-04-10 | Delaval Holding Ab | Barrier film-forming germicidal composition for controlling mastitis |
| US8088400B2 (en) * | 2005-08-22 | 2012-01-03 | Quick-Med Technologies, Inc. | Disinfectant with quarternary ammonium polymer and copolymers |
| US20100260691A1 (en) * | 2006-07-31 | 2010-10-14 | Narayanan Kolazi S | Aqueous compositions containing a hydrophobic material |
| US20100239629A1 (en) * | 2006-07-31 | 2010-09-23 | Isp Investments Inc. | Delivery system for delivering bioactive materials |
| US7807199B2 (en) * | 2006-08-30 | 2010-10-05 | Allen Thomas K | Antimicrobial composition |
| US8747871B2 (en) * | 2006-09-28 | 2014-06-10 | Isp Investments Inc. | Synergistic matrix composite for making stable microemulsions of active ingredients |
| US20080081020A1 (en) * | 2006-10-03 | 2008-04-03 | Huang Yeong H | Color change surgical prep solution |
| US20080172032A1 (en) * | 2007-01-11 | 2008-07-17 | James Pitzer Gills | Method for preventing tissue damage associated with irrigation of tissue with an antimicrobial solution |
| US20090068288A1 (en) * | 2007-09-07 | 2009-03-12 | Wayne Kruger | Topical antiseptic veterinary solution |
| US20100239519A1 (en) * | 2007-10-31 | 2010-09-23 | Mundipharma International Limited | Foam Stabilizer Composition |
| WO2009088894A2 (en) * | 2007-12-31 | 2009-07-16 | 3M Innovative Properties Company | Antimicrobial compositions |
| AU2013200008B2 (en) * | 2007-12-31 | 2015-04-09 | 3M Innovative Properties Company | Liquid antiseptic compositions containing iodine and a sugar and/or sugar alcohol |
| CA2711663C (en) * | 2007-12-31 | 2017-01-10 | 3M Innovative Properties Company | Liquid antiseptic compositions containing iodine and a sugar and/or sugar alcohol |
| US8642057B2 (en) * | 2008-01-18 | 2014-02-04 | Biolargo Life Technologies, Inc. | Antimicrobial and antiodor solutions and delivery systems |
| US8846067B2 (en) * | 2008-01-18 | 2014-09-30 | Kenneth R. Code | Antimicrobial solutions and methods |
| US8389583B2 (en) * | 2008-05-23 | 2013-03-05 | Zurex Pharma, Inc. | Antimicrobial compositions and methods of use |
| US7842725B2 (en) | 2008-07-24 | 2010-11-30 | Ecolab USA, Inc. | Foaming alcohol compositions with selected dimethicone surfactants |
| US7866471B2 (en) * | 2009-02-04 | 2011-01-11 | Tyco Healthcare Group Lp | Medical system with skin applicator |
| US8637489B2 (en) * | 2009-02-09 | 2014-01-28 | L'oreal | Clear carrier compositions for lipophilic compounds, and method of treating keratinous substrates using such compositions |
| US20100202995A1 (en) * | 2009-02-09 | 2010-08-12 | L'oreal | Clear carrier compositions for lipophilic compounds, and method of treating keratinous substrates using such compositions |
| US20100202988A1 (en) * | 2009-02-09 | 2010-08-12 | L'oreal | Clear carrier compositions containing an alkoxylated monoacid and an alkyl monoamine and method of treating keratinous substrates using such compositions |
| US8597668B2 (en) * | 2009-02-09 | 2013-12-03 | L'oreal | Clear carrier compositions for lipophilic compounds, and method of treating keratinous substrates using such compositions |
| GB0913972D0 (en) | 2009-08-10 | 2009-09-16 | Rieke Corp | Dispensers |
| GB0913973D0 (en) | 2009-08-10 | 2009-09-16 | Rieke Corp | Dispensers |
| CA2804201A1 (en) * | 2010-06-29 | 2012-01-05 | 3M Innovative Properties Company | Stable antiseptic compositions and methods |
| IN2014CN03706A (https=) | 2011-11-16 | 2015-10-09 | 3M Innovative Properties Co | |
| WO2013101884A1 (en) | 2011-12-29 | 2013-07-04 | 3M Innovative Properties Company | Filled incise drape |
| GB201209880D0 (en) | 2012-05-31 | 2012-07-18 | Rieke Corp | Applicators |
| CN104411878B (zh) * | 2012-06-01 | 2017-11-14 | I3生物医学公司 | 制造抗毒素纤维和纤维介质 |
| AU2013314303B2 (en) | 2012-09-12 | 2018-01-18 | Novaliq Gmbh | Semifluorinated alkane compositions |
| EP2958964A4 (en) * | 2013-02-21 | 2016-08-10 | Cleanspot Inc | TREATMENT OF FREQUENTLY AFFECTED SURFACES TO IMPROVE HYGIENE |
| US9821066B2 (en) * | 2013-03-15 | 2017-11-21 | Carefusion 2200, Inc. | Tinted antiseptic solutions having improved stability |
| US9913859B1 (en) | 2013-03-15 | 2018-03-13 | Webco Chemical Corporation | Dairy animal teat disinfectant |
| CN105530926B (zh) * | 2013-09-13 | 2019-07-16 | 3M创新有限公司 | 阳离子防腐剂组合物 |
| US10034899B2 (en) | 2013-11-27 | 2018-07-31 | BioPharmX, Inc. | Solid oral dosage form for breast symptoms |
| EP2944565B1 (en) | 2014-05-13 | 2017-09-27 | Entrotech, Inc. | Erosion protective sleeve |
| JP6507003B2 (ja) * | 2015-03-25 | 2019-04-24 | 株式会社日本触媒 | 抗菌剤組成物 |
| US10813357B1 (en) | 2015-05-26 | 2020-10-27 | Gojo Industries, Inc. | Compositions and methods with efficacy against spores and other organisms |
| WO2016209966A1 (en) | 2015-06-22 | 2016-12-29 | Infection Containment Company, LLC | Topical antiseptic system |
| JP7516046B2 (ja) * | 2016-07-21 | 2024-07-16 | アイ２ピュア・コーポレーション | エモリエント性の局所消毒剤 |
| EP3487971A1 (en) * | 2016-07-22 | 2019-05-29 | The Procter and Gamble Company | Dishwashing detergent composition |
| CN106386852A (zh) * | 2016-08-27 | 2017-02-15 | 江西天人生态股份有限公司 | 一种农用抑菌剂和制备方法及应用 |
| FR3063012A1 (fr) * | 2017-02-23 | 2018-08-24 | Hydrachim | Composition desinfectante et filmogene destinee a etre appliquee apres la traite sur un trayon contenant de l'acide lactique |
| EP3366279A1 (fr) * | 2017-02-23 | 2018-08-29 | Hydrachim | Composition désinfectante et filmogène destinée a être appliquée après la traite sur un trayon, contenant de l'acide lactique |
| JP6801554B2 (ja) * | 2017-03-29 | 2020-12-16 | 東洋インキＳｃホールディングス株式会社 | 皮膚貼付用粘着剤、皮膚用貼付剤、および剥離用シート状部材付き皮膚用貼付剤の製造方法 |
| CA3058097C (en) | 2017-04-21 | 2024-01-02 | Novaliq Gmbh | Iodine compositions |
| JP6320616B1 (ja) * | 2017-08-22 | 2018-05-09 | ヴェローチェ・バイオファーマ・エルエルシー | 新規眼科用組成物および使用方法 |
| AU2018333058A1 (en) | 2017-09-15 | 2020-03-12 | Gojo Industries, Inc. | Antimicrobial composition |
| WO2019084134A1 (en) * | 2017-10-24 | 2019-05-02 | Saint Anthony Biomedical, LLC | COMPOSITIONS AND METHODS FOR REDUCING INFECTION IN WOUNDS AND SURGICAL SITES |
| WO2021041923A1 (en) * | 2019-08-30 | 2021-03-04 | 3M Innovative Properties Company | Transmission prevention of viruses with application of antiseptic composition |
| BR112022017042A2 (pt) * | 2020-02-26 | 2022-11-08 | Carefusion Corp | Sistemas e métodos para esterilizar composições de iodóforo |
| CN115515421A (zh) * | 2020-03-05 | 2022-12-23 | 马克斯伯里布鲁佩尔有限责任公司 | 消毒的组合物和系统 |
| JP7763601B2 (ja) * | 2020-06-05 | 2025-11-04 | 花王株式会社 | 殺菌又は殺ウイルス用の皮膚外用剤組成物 |
| CA3185062A1 (en) | 2020-07-06 | 2022-01-13 | Gang Pu | Foaming mixed alcohol/water compositions comprising a structured alkoxylated siloxane |
| WO2022010893A1 (en) | 2020-07-06 | 2022-01-13 | Ecolab Usa Inc. | Foaming mixed alcohol/water compositions comprising a combination of alkyl siloxane and a hydrotrope/solubilizer |
| WO2022010906A1 (en) | 2020-07-06 | 2022-01-13 | Ecolab Usa Inc. | Peg-modified castor oil based compositions for microemulsifying and removing multiple oily soils |
| CN116367845A (zh) | 2020-08-13 | 2023-06-30 | I2普乐公司 | 高浓度分子碘组合物，药物制剂，制备和用途 |
| JP7597542B2 (ja) * | 2020-09-30 | 2024-12-10 | サンスター株式会社 | 除菌剤組成物、及び除菌スプレー |
| US12171235B2 (en) * | 2021-05-05 | 2024-12-24 | Hdr Llc | Antimicrobial composition and system for delivering an antimicrobial composition |
| EP4642430A1 (en) | 2022-12-28 | 2025-11-05 | Solventum Intellectual Properties Company | Antiseptic compositions and methods |
| GB2637898A (en) * | 2023-10-11 | 2025-08-13 | Residual Barrier Tech Limited | Surface disinfectant |
| JP7587736B1 (ja) | 2023-12-21 | 2024-11-21 | 健栄製薬株式会社 | 洗浄殺菌組成物 |
Family Cites Families (97)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB200806A (https=) * | 1922-07-17 | 1924-06-26 | Hans Truttwin | |
| US2860084A (en) * | 1954-08-02 | 1958-11-11 | Ruson Lab Inc | Germicidal composition comprising iodine and a n-acyl colamino formyl methyl quaternary ammonium salt |
| GB962955A (en) * | 1961-09-25 | 1964-07-08 | Bendix Corp | Germicidal solutions containing iodine |
| US3216983A (en) | 1961-10-23 | 1965-11-09 | Ind Biology Lab Inc | Reaction products of polyvinylpyrrolidone compounds and polyisocyanates |
| GB962956A (en) | 1962-09-15 | 1964-07-08 | Austin Motor Co Ltd | Toothed driving belts |
| US3305510A (en) | 1964-04-09 | 1967-02-21 | Johnson & Johnson | Pressure-sprayable water-soluble alkyl acrylate polymers |
| GB1120230A (en) * | 1964-11-16 | 1968-07-17 | Lennig Chemicals Ltd | Germicidal compositions |
| US3525696A (en) * | 1966-04-25 | 1970-08-25 | West Laboratories Inc | Low-foaming germicidal surfactantiodine compositions for cleaned-inplace equipment |
| GB1186177A (en) * | 1966-07-14 | 1970-04-02 | Diversey Dev Ltd | Germicidal Compositions. |
| US3477809A (en) | 1966-12-30 | 1969-11-11 | Georgia Kaolin Co | Kaolin treatment |
| GB1293407A (en) * | 1968-12-26 | 1972-10-18 | Basf Wyandotte Corp | Iodine-containing germicidal compositions |
| US3644650A (en) * | 1969-06-26 | 1972-02-22 | Chemed Corp | Solutions of germicidal iodine complexes |
| SE452109B (sv) | 1973-01-29 | 1987-11-16 | Pharmacia Ab | Rengoringsmedel for vetskande utvertes sarytor |
| CA1065254A (en) * | 1976-09-02 | 1979-10-30 | Cromac Chemical Co. Ltd. | Protective film-forming teat dip for dairy animals |
| AU525570B2 (en) * | 1977-12-07 | 1982-11-11 | Hoechst A.G. | Acid curable epoxy resin composition |
| US4199564A (en) | 1978-09-22 | 1980-04-22 | Masti-Kure Products Company, Inc. | Film-forming alcoholic microbicidal teat dip and method of use thereof |
| US4356229A (en) | 1978-12-04 | 1982-10-26 | Rohm And Haas Company | Bonded nonwoven fabrics suitable for diaper coverstock |
| US4358567A (en) * | 1979-02-06 | 1982-11-09 | Mitsubishi Petrochemical Company Limited | Resins for hairdressings |
| GB2108386B (en) * | 1981-10-26 | 1985-11-27 | Auchincloss Thomas R | Iodine-containing disinfectant compositions |
| US4597975A (en) | 1981-11-06 | 1986-07-01 | Woodward Fred E | Iodine surface active compositions |
| US4387217A (en) * | 1982-04-07 | 1983-06-07 | Basf Wyandotte Corporation | High foaming iodophors |
| CA1205745A (en) * | 1982-07-02 | 1986-06-10 | John D. Dell | Film-forming composition containing an antimicrobial agent and method |
| US4542012A (en) | 1982-07-02 | 1985-09-17 | Minnesota Mining And Manufacturing Company | Film-forming composition containing an antimicrobial agent and methods |
| US4946673A (en) * | 1984-05-31 | 1990-08-07 | Euroceltique, S.A. | Iodine-containing germicidal preparations and method of controlling germicidal activity |
| US4584192A (en) | 1984-06-04 | 1986-04-22 | Minnesota Mining & Manufacturing Company | Film-forming composition containing an antimicrobial agent and methods of use |
| AU586243B2 (en) | 1985-03-13 | 1989-07-06 | Novapharm Research (Australia) Pty Ltd | Antiseptic film forming fluids |
| AU618517B2 (en) | 1986-12-23 | 1992-01-02 | Eugene J. Van Scott | Additives enhancing topical actions of therapeutic agents |
| AU605217B2 (en) | 1987-05-12 | 1991-01-10 | Ecolab Inc. | Disinfectant polymeric coatings for hard surfaces |
| US5013763A (en) | 1987-11-30 | 1991-05-07 | The Andrew Jergens Company | Wash-off-resistant skin preparation |
| SU1565855A1 (ru) | 1988-03-05 | 1990-05-23 | Всесоюзный научно-исследовательский институт медицинских полимеров | Латексно-адгезионна композици дл получени липких лент медицинского назначени |
| US4957975A (en) | 1988-03-14 | 1990-09-18 | E. I. Du Pont De Nemours And Company | Fluoroelastomer composition with low tendency to foul molds |
| US5227161A (en) * | 1988-09-06 | 1993-07-13 | Symbollon Corporation | Method to clean and disinfect pathogens on the epidermis by applying a composition containing peroxidase, iodide compound and surfactant |
| US4978527A (en) | 1989-04-10 | 1990-12-18 | Minnesota Mining And Manufacturing Company | Film-forming emulsion containing iodine and methods of use |
| US5235015A (en) | 1991-02-21 | 1993-08-10 | Minnesota Mining And Manufacturing Company | High speed aqueous solvent developable photopolymer compositions |
| EP0507415B1 (en) | 1991-04-05 | 1995-03-15 | TUFTON GmbH | Mat |
| DE69219201T2 (de) | 1991-05-15 | 1997-08-14 | Kao Corp., Tokio/Tokyo | Entferner für keratöse Komedonen |
| JP3342505B2 (ja) | 1992-04-08 | 2002-11-11 | 花王株式会社 | 角栓除去剤 |
| EP0537774B1 (en) | 1991-10-18 | 1998-01-07 | Kuraray Co., Ltd. | Antimicrobial polymerizable composition, the polymer and article obtained from the same |
| JPH05295317A (ja) | 1991-12-10 | 1993-11-09 | Showa Shell Sekiyu Kk | 透明吸水性コーティング材 |
| DE69312503D1 (de) * | 1992-09-22 | 1997-09-04 | Arda Technologies Co | Antimikrobielle zusammensetzung und verfahren zu ihrer herstellung |
| WO1994013257A1 (en) | 1992-12-16 | 1994-06-23 | Creative Products Resource Associates, Ltd. | Occlusive/semi-occlusive lotion for treatment of a skin disease or disorder |
| AU676897B2 (en) * | 1993-04-15 | 1997-03-27 | Ecolab Inc. | Iodine barrier teat dip |
| JPH0769828A (ja) * | 1993-06-30 | 1995-03-14 | Lion Corp | 化粧料 |
| US5419902A (en) * | 1993-07-16 | 1995-05-30 | Symbollon Corporation | Method for inactivating pathogens |
| US5547662A (en) * | 1993-08-27 | 1996-08-20 | Becton, Dickinson And Company | Preparation of a skin surface for a surgical procedure |
| JP3232810B2 (ja) | 1993-09-29 | 2001-11-26 | 昭和電工株式会社 | 被膜形成型外用剤 |
| US5554361A (en) * | 1994-01-21 | 1996-09-10 | Dixon; Gary W. | Processed product for skin and hair treatment |
| WO1995022311A1 (en) | 1994-02-18 | 1995-08-24 | Unilever Plc | Personal washing compositions |
| US5681802A (en) | 1994-06-01 | 1997-10-28 | Lever Brothers Company, Division Of Conopco, Inc. | Mild antimicrobial liquid cleansing formulations comprising buffering compound or compounds as potentiator of antimicrobial effectiveness |
| US5914300A (en) | 1994-06-01 | 1999-06-22 | Lever Brothers Company | Mild antimicrobial liquid cleansing formulations comprising hydroxy acid buffering compound or compounds as potentiator of antimicrobial effectiveness |
| US5720984A (en) * | 1994-06-20 | 1998-02-24 | Devtech Corporation | Bovine teat dip |
| US5618841A (en) * | 1994-07-06 | 1997-04-08 | Kross; Robert | Composition of iodophor teat dip for the prevention of mastitis and a process for using the same |
| US5629024A (en) * | 1994-08-22 | 1997-05-13 | Symbollon Corporation | Method of forming an iodine based germicide composition |
| JPH0889779A (ja) | 1994-09-20 | 1996-04-09 | Nitto Chem Ind Co Ltd | カチオン系分散剤およびその製造方法 |
| JPH08120003A (ja) | 1994-10-24 | 1996-05-14 | Kansai Paint Co Ltd | 親水性架橋重合体微粒子及びその製造方法 |
| US5614310A (en) * | 1994-11-04 | 1997-03-25 | Minnesota Mining And Manufacturing Company | Low trauma wound dressing with improved moisture vapor permeability |
| US5529770A (en) * | 1994-12-09 | 1996-06-25 | West Agro, Inc. | Viscous liquid conditioning topical germicides |
| WO1996020227A1 (en) | 1994-12-28 | 1996-07-04 | Isp Investments Inc. | Homogeneous terpolymers of vinyl pyrrolidone, a quaternary ammonium monomer and a hydrophobic monomer |
| FR2729858B1 (fr) * | 1995-01-30 | 1997-04-18 | Mission Soc Civ | Composition effervescente a base de polyvinylpyrrolidone iodee et utilisation pour la desinfection |
| US5607699A (en) | 1995-05-12 | 1997-03-04 | Becton Dickinson And Company | Non-aqueous emiollient iodophor formulations |
| JP2983449B2 (ja) | 1995-05-31 | 1999-11-29 | 日東電工株式会社 | 表面保護粘着テープまたはシート |
| EP0833605A1 (en) | 1995-06-22 | 1998-04-08 | Minnesota Mining And Manufacturing Company | Stable hydroalcoholic compositions |
| US6123933A (en) | 1995-07-19 | 2000-09-26 | Mitsubishi Chemical Corporation | Hair cosmetic compositions |
| JP3520674B2 (ja) | 1995-07-19 | 2004-04-19 | 三菱化学株式会社 | 毛髪化粧料 |
| US5958436A (en) * | 1995-12-21 | 1999-09-28 | Cosmederm Technologies | Formulations and methods for reducing skin irritation |
| US5702720A (en) | 1995-12-22 | 1997-12-30 | Minnesota Mining And Manufacturing Company | Transdermal device for the delivery of flurbiprofen |
| US6034129A (en) | 1996-06-24 | 2000-03-07 | Geltex Pharmaceuticals, Inc. | Ionic polymers as anti-infective agents |
| US5800685A (en) | 1996-10-28 | 1998-09-01 | Cardiotronics Systems, Inc. | Electrically conductive adhesive hydrogels |
| US6039940A (en) | 1996-10-28 | 2000-03-21 | Ballard Medical Products | Inherently antimicrobial quaternary amine hydrogel wound dressings |
| DE19654897A1 (de) | 1996-11-14 | 1998-06-04 | Roehm Gmbh | Monomere für Polymere mit antimikrobiellen Eigenschaften |
| US5807957A (en) * | 1996-12-23 | 1998-09-15 | Macrochem Corporation | Cationic film-forming polymer compositions, and use thereof in topical agents delivery system and method of delivering agents to the skin |
| FR2757866B1 (fr) | 1996-12-30 | 2004-12-17 | Catalyse | Polymeres comportant des groupes ammoniums quaternaires, leur utilisation pour la fabrication d'un materiau a propretes antibacteriennes et leurs procedes de preparation |
| US5908619A (en) * | 1997-01-09 | 1999-06-01 | Minnesota Mining And Manufacturing Company | Hydroalcoholic compositions thickened using surfactant/polymer complexes |
| US5763412A (en) | 1997-04-08 | 1998-06-09 | Becton Dickinson And Company | Film-forming composition containing chlorhexidine gluconate |
| US6261577B1 (en) * | 1997-07-16 | 2001-07-17 | Symbollon Corporation | Non-staining topical iodine composition and method |
| US6436444B1 (en) * | 1997-09-26 | 2002-08-20 | Ecolab Inc. | Acidic aqueous chlorite teat dip providing shelf life sanitizing capacity and tissue protection |
| US6248335B1 (en) * | 1997-10-29 | 2001-06-19 | Symbollon Corporation | Stabilized oral pharmaceutical composition containing iodide and iodate and method |
| EP1028848A1 (en) | 1997-11-03 | 2000-08-23 | MedLogic Global Corporation | Prepolymer compositions comprising an antimicrobial agent |
| JPH11269448A (ja) | 1997-12-22 | 1999-10-05 | Sanyo Chem Ind Ltd | 抗菌性を有する感圧接着剤 |
| GB9727119D0 (en) | 1997-12-22 | 1998-02-25 | Retroscreen Ltd | Virucidal protective clothing |
| JPH11228609A (ja) | 1998-02-09 | 1999-08-24 | Diafloc Kk | 水溶性重合体の製造方法 |
| US6432426B2 (en) * | 1998-11-30 | 2002-08-13 | Symbollon Corporation | Non-staining topical iodine composition and method |
| GB2344997A (en) * | 1998-12-24 | 2000-06-28 | Reckitt & Colman Inc | Iodine-releasing disinfectant solution |
| AU2384100A (en) * | 1998-12-30 | 2000-07-24 | B.F. Goodrich Company, The | Branched/block copolymers for treatment of keratinous substrates |
| JP2000229863A (ja) * | 1999-02-12 | 2000-08-22 | Taisho Pharmaceut Co Ltd | 咽頭疾患用組成物 |
| 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 |
| JP2000344008A (ja) | 1999-06-04 | 2000-12-12 | Komatsu Ltd | 作業用車両 |
| US6228354B1 (en) | 1999-07-02 | 2001-05-08 | Allegiance Corporation | Water resistant film-forming antimicrobial skin-preparation |
| FR2798855B1 (fr) * | 1999-09-28 | 2003-04-25 | Oreal | Utilisation de complexes inorganiques-organiques dans une composition a usage topique |
| US20010036482A1 (en) | 1999-10-15 | 2001-11-01 | Dale Lind Fredell | Antimicrobial compositions for mastitis control |
| US20030032352A1 (en) | 2001-03-22 | 2003-02-13 | Yihua Chang | Water-dispersible, cationic polymers, a method of making same and items using same |
| US7030203B2 (en) * | 2001-09-28 | 2006-04-18 | 3M Innovative Properties Company | Water-in-oil emulsions with ethylene oxide groups, compositions, and methods |
| US6951642B2 (en) * | 2001-09-28 | 2005-10-04 | 3M Innovative Properties Company | Water-in-oil emulsions with anionic groups, compositions, and methods |
| US7005031B2 (en) * | 2002-01-16 | 2006-02-28 | 3M Innovative Properties Company | Pressure sensitive adhesives having quaternary ammonium functionality, articles, and methods |
| US7147873B2 (en) * | 2002-01-16 | 2006-12-12 | 3M Innovative Properties Company | Antiseptic compositions and methods |
| US6838078B2 (en) | 2002-01-16 | 2005-01-04 | 3M Innovative Properties Company | Film-forming compositions and methods |
| US8303994B2 (en) * | 2006-06-22 | 2012-11-06 | Jack Howard Kessler | Method for the eradication of pathogens including S. aureus and antibiotic resistant microbes from the upper respiratory tract of mammals and for inhibiting the activation of immune cells |
-
2002
- 2002-01-16 US US10/051,719 patent/US7147873B2/en not_active Expired - Lifetime
- 2002-11-18 WO PCT/US2002/036927 patent/WO2003061389A1/en not_active Ceased
- 2002-11-18 AT AT02791259T patent/ATE421248T1/de not_active IP Right Cessation
- 2002-11-18 EP EP16158778.7A patent/EP3064065B1/en not_active Expired - Lifetime
- 2002-11-18 MX MXPA04006836A patent/MXPA04006836A/es active IP Right Grant
- 2002-11-18 EP EP02791259A patent/EP1465491B1/en not_active Expired - Lifetime
- 2002-11-18 AU AU2002367455A patent/AU2002367455B2/en not_active Ceased
- 2002-11-18 EP EP08153434.9A patent/EP1955594B1/en not_active Expired - Lifetime
- 2002-11-18 ES ES02791259T patent/ES2320983T3/es not_active Expired - Lifetime
- 2002-11-18 CA CA002472564A patent/CA2472564A1/en not_active Abandoned
- 2002-11-18 BR BRPI0215517-6A patent/BRPI0215517B1/pt not_active IP Right Cessation
- 2002-11-18 DE DE60231007T patent/DE60231007D1/de not_active Expired - Lifetime
- 2002-11-18 JP JP2003561345A patent/JP4663983B2/ja not_active Expired - Fee Related
- 2002-11-18 KR KR10-2004-7010931A patent/KR20040076893A/ko not_active Ceased
-
2004
- 2004-08-06 NO NO20043296A patent/NO20043296L/no not_active Application Discontinuation
-
2006
- 2006-03-10 US US11/372,758 patent/US8840932B2/en not_active Expired - Fee Related
-
2010
- 2010-02-18 JP JP2010033458A patent/JP2010138180A/ja not_active Withdrawn
-
2011
- 2011-07-19 US US13/185,713 patent/US9277750B2/en not_active Expired - Fee Related
-
2016
- 2016-03-07 US US15/062,493 patent/US20160184346A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| BR0215517A (pt) | 2004-12-21 |
| EP3064065A1 (en) | 2016-09-07 |
| EP1465491A1 (en) | 2004-10-13 |
| ATE421248T1 (de) | 2009-02-15 |
| US9277750B2 (en) | 2016-03-08 |
| US20160184346A1 (en) | 2016-06-30 |
| US8840932B2 (en) | 2014-09-23 |
| US20060177511A1 (en) | 2006-08-10 |
| NO20043296L (no) | 2004-10-07 |
| JP4663983B2 (ja) | 2011-04-06 |
| JP2005515235A (ja) | 2005-05-26 |
| WO2003061389A1 (en) | 2003-07-31 |
| BRPI0215517B1 (pt) | 2015-08-18 |
| EP1955594B1 (en) | 2016-03-09 |
| DE60231007D1 (de) | 2009-03-12 |
| US20110274770A1 (en) | 2011-11-10 |
| JP2010138180A (ja) | 2010-06-24 |
| AU2002367455B2 (en) | 2006-07-27 |
| US20030194447A1 (en) | 2003-10-16 |
| EP3064065B1 (en) | 2020-08-12 |
| EP1465491B1 (en) | 2009-01-21 |
| MXPA04006836A (es) | 2004-12-06 |
| US7147873B2 (en) | 2006-12-12 |
| EP1955594A1 (en) | 2008-08-13 |
| ES2320983T3 (es) | 2009-06-01 |
| KR20040076893A (ko) | 2004-09-03 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| AU2002367455B2 (en) | Antiseptic compositions and methods | |
| US7323163B2 (en) | Film-forming compositions and methods | |
| AU2002367455A1 (en) | Antiseptic compositions and methods | |
| AU2002357790A1 (en) | Film-forming compositions and methods | |
| CA2711217C (en) | Antimicrobial compositions | |
| JPH0622558B2 (ja) | 抗菌剤を含有する皮膜形成性組成物 | |
| US5922314A (en) | Skin preparation composition |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| EEER | Examination request | ||
| FZDE | Discontinued |
Effective date: 20121119 |