CN107466207A - Antimicrobial compositions - Google Patents
Antimicrobial compositions Download PDFInfo
- Publication number
- CN107466207A CN107466207A CN201680020804.5A CN201680020804A CN107466207A CN 107466207 A CN107466207 A CN 107466207A CN 201680020804 A CN201680020804 A CN 201680020804A CN 107466207 A CN107466207 A CN 107466207A
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- CN
- China
- Prior art keywords
- composition
- composition according
- salt
- antimicrobial
- amino acid
- Prior art date
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- Pending
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- 239000000203 mixture Substances 0.000 title claims abstract description 287
- 230000000845 anti-microbial effect Effects 0.000 title claims abstract description 107
- 150000001413 amino acids Chemical class 0.000 claims abstract description 82
- -1 amino acid derivative salt Chemical class 0.000 claims abstract description 59
- GHXZTYHSJHQHIJ-UHFFFAOYSA-N Chlorhexidine Chemical compound 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 claims abstract description 53
- 150000003839 salts Chemical class 0.000 claims abstract description 52
- 229960003260 chlorhexidine Drugs 0.000 claims abstract description 48
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims abstract description 27
- 239000002798 polar solvent Substances 0.000 claims abstract description 13
- 235000001014 amino acid Nutrition 0.000 claims description 83
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 52
- 150000001875 compounds Chemical class 0.000 claims description 35
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 35
- 244000005700 microbiome Species 0.000 claims description 31
- 238000000034 method Methods 0.000 claims description 29
- 239000000463 material Substances 0.000 claims description 28
- 239000004599 antimicrobial Substances 0.000 claims description 24
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 claims description 19
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical compound OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 19
- 239000002253 acid Substances 0.000 claims description 18
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 13
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 13
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 12
- 125000000217 alkyl group Chemical group 0.000 claims description 12
- 239000008139 complexing agent Substances 0.000 claims description 11
- 229960001950 benzethonium chloride Drugs 0.000 claims description 10
- UREZNYTWGJKWBI-UHFFFAOYSA-M benzethonium chloride Chemical compound [Cl-].C1=CC(C(C)(C)CC(C)(C)C)=CC=C1OCCOCC[N+](C)(C)CC1=CC=CC=C1 UREZNYTWGJKWBI-UHFFFAOYSA-M 0.000 claims description 10
- 229910052757 nitrogen Inorganic materials 0.000 claims description 10
- RUPBZQFQVRMKDG-UHFFFAOYSA-M Didecyldimethylammonium chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCCCC RUPBZQFQVRMKDG-UHFFFAOYSA-M 0.000 claims description 9
- 239000004094 surface-active agent Substances 0.000 claims description 8
- 239000004475 Arginine Substances 0.000 claims description 7
- ODKSFYDXXFIFQN-BYPYZUCNSA-P L-argininium(2+) Chemical compound NC(=[NH2+])NCCC[C@H]([NH3+])C(O)=O ODKSFYDXXFIFQN-BYPYZUCNSA-P 0.000 claims description 7
- ODKSFYDXXFIFQN-UHFFFAOYSA-N arginine Natural products OC(=O)C(N)CCCNC(N)=N ODKSFYDXXFIFQN-UHFFFAOYSA-N 0.000 claims description 7
- 230000015572 biosynthetic process Effects 0.000 claims description 7
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 claims description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 claims description 6
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 6
- 229910021529 ammonia Inorganic materials 0.000 claims description 6
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 claims description 6
- IQDGSYLLQPDQDV-UHFFFAOYSA-N dimethylazanium;chloride Chemical compound Cl.CNC IQDGSYLLQPDQDV-UHFFFAOYSA-N 0.000 claims description 6
- KDYFGRWQOYBRFD-UHFFFAOYSA-N succinic acid Chemical compound OC(=O)CCC(O)=O KDYFGRWQOYBRFD-UHFFFAOYSA-N 0.000 claims description 6
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 claims description 5
- 241000370738 Chlorion Species 0.000 claims description 5
- KCXVZYZYPLLWCC-UHFFFAOYSA-N EDTA Chemical group OC(=O)CN(CC(O)=O)CCN(CC(O)=O)CC(O)=O KCXVZYZYPLLWCC-UHFFFAOYSA-N 0.000 claims description 5
- 150000001412 amines Chemical class 0.000 claims description 5
- 229960001716 benzalkonium Drugs 0.000 claims description 5
- 229960001484 edetic acid Drugs 0.000 claims description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 4
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 claims description 4
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims description 4
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 4
- WHUUTDBJXJRKMK-VKHMYHEASA-N L-glutamic acid Chemical compound OC(=O)[C@@H](N)CCC(O)=O WHUUTDBJXJRKMK-VKHMYHEASA-N 0.000 claims description 4
- 229960003237 betaine Drugs 0.000 claims description 4
- 229940006460 bromide ion Drugs 0.000 claims description 4
- 239000000460 chlorine Substances 0.000 claims description 4
- 229910052801 chlorine Inorganic materials 0.000 claims description 4
- SCXCDVTWABNWLW-UHFFFAOYSA-M decyl-dimethyl-octylazanium;chloride Chemical compound [Cl-].CCCCCCCCCC[N+](C)(C)CCCCCCCC SCXCDVTWABNWLW-UHFFFAOYSA-M 0.000 claims description 4
- XMBWDFGMSWQBCA-UHFFFAOYSA-M iodide Chemical compound [I-] XMBWDFGMSWQBCA-UHFFFAOYSA-M 0.000 claims description 4
- 229940006461 iodide ion Drugs 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 4
- CVHZOJJKTDOEJC-UHFFFAOYSA-N saccharin Chemical compound C1=CC=C2C(=O)NS(=O)(=O)C2=C1 CVHZOJJKTDOEJC-UHFFFAOYSA-N 0.000 claims description 4
- 229940081974 saccharin Drugs 0.000 claims description 4
- 235000019204 saccharin Nutrition 0.000 claims description 4
- 239000000901 saccharin and its Na,K and Ca salt Substances 0.000 claims description 4
- 229910052709 silver Inorganic materials 0.000 claims description 4
- 239000004332 silver Substances 0.000 claims description 4
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 3
- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 3
- JVTAAEKCZFNVCJ-UHFFFAOYSA-M Lactate Chemical compound CC(O)C([O-])=O JVTAAEKCZFNVCJ-UHFFFAOYSA-M 0.000 claims description 3
- 235000013922 glutamic acid Nutrition 0.000 claims description 3
- 239000004220 glutamic acid Substances 0.000 claims description 3
- 238000004519 manufacturing process Methods 0.000 claims description 3
- 150000002989 phenols Chemical class 0.000 claims description 3
- 239000001384 succinic acid Substances 0.000 claims description 3
- VKZRWSNIWNFCIQ-WDSKDSINSA-N (2s)-2-[2-[[(1s)-1,2-dicarboxyethyl]amino]ethylamino]butanedioic acid Chemical compound OC(=O)C[C@@H](C(O)=O)NCCN[C@H](C(O)=O)CC(O)=O VKZRWSNIWNFCIQ-WDSKDSINSA-N 0.000 claims description 2
- JLHMJWHSBYZWJJ-UHFFFAOYSA-N 1,2-thiazole 1-oxide Chemical compound O=S1C=CC=N1 JLHMJWHSBYZWJJ-UHFFFAOYSA-N 0.000 claims description 2
- CPKVUHPKYQGHMW-UHFFFAOYSA-N 1-ethenylpyrrolidin-2-one;molecular iodine Chemical compound II.C=CN1CCCC1=O CPKVUHPKYQGHMW-UHFFFAOYSA-N 0.000 claims description 2
- RGHNJXZEOKUKBD-SQOUGZDYSA-N D-gluconic acid Chemical class OC[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(O)=O RGHNJXZEOKUKBD-SQOUGZDYSA-N 0.000 claims description 2
- KDXKERNSBIXSRK-UHFFFAOYSA-N Lysine Natural products NCCCCC(N)C(O)=O KDXKERNSBIXSRK-UHFFFAOYSA-N 0.000 claims description 2
- 239000004472 Lysine Substances 0.000 claims description 2
- 229920000153 Povidone-iodine Polymers 0.000 claims description 2
- WDJHALXBUFZDSR-UHFFFAOYSA-N acetoacetic acid Chemical compound CC(=O)CC(O)=O WDJHALXBUFZDSR-UHFFFAOYSA-N 0.000 claims description 2
- 239000000686 essence Substances 0.000 claims description 2
- SMGTYJPMKXNQFY-UHFFFAOYSA-N octenidine dihydrochloride Chemical compound Cl.Cl.C1=CC(=NCCCCCCCC)C=CN1CCCCCCCCCCN1C=CC(=NCCCCCCCC)C=C1 SMGTYJPMKXNQFY-UHFFFAOYSA-N 0.000 claims description 2
- 229960001621 povidone-iodine Drugs 0.000 claims description 2
- 229940117359 quaternium-24 Drugs 0.000 claims description 2
- OAYXUHPQHDHDDZ-UHFFFAOYSA-N 2-(2-butoxyethoxy)ethanol Chemical compound CCCCOCCOCCO OAYXUHPQHDHDDZ-UHFFFAOYSA-N 0.000 claims 2
- QPCDCPDFJACHGM-UHFFFAOYSA-N N,N-bis{2-[bis(carboxymethyl)amino]ethyl}glycine Chemical compound OC(=O)CN(CC(O)=O)CCN(CC(=O)O)CCN(CC(O)=O)CC(O)=O QPCDCPDFJACHGM-UHFFFAOYSA-N 0.000 claims 2
- 229960003330 pentetic acid Drugs 0.000 claims 2
- CUDYYMUUJHLCGZ-UHFFFAOYSA-N 2-(2-methoxypropoxy)propan-1-ol Chemical compound COC(C)COC(C)CO CUDYYMUUJHLCGZ-UHFFFAOYSA-N 0.000 claims 1
- XNCSCQSQSGDGES-UHFFFAOYSA-N 2-[2-[bis(carboxymethyl)amino]propyl-(carboxymethyl)amino]acetic acid Chemical compound OC(=O)CN(CC(O)=O)C(C)CN(CC(O)=O)CC(O)=O XNCSCQSQSGDGES-UHFFFAOYSA-N 0.000 claims 1
- 101100345345 Arabidopsis thaliana MGD1 gene Proteins 0.000 claims 1
- MZISNLDHUNGIDZ-QRPNPIFTSA-N C(C)OC([C@@H](NCCC)CCO)=O.Cl Chemical compound C(C)OC([C@@H](NCCC)CCO)=O.Cl MZISNLDHUNGIDZ-QRPNPIFTSA-N 0.000 claims 1
- BQCADISMDOOEFD-UHFFFAOYSA-N Silver Chemical compound [Ag] BQCADISMDOOEFD-UHFFFAOYSA-N 0.000 claims 1
- DHOCGIHFPKXZJB-UHFFFAOYSA-N [Cl+].N[H] Chemical compound [Cl+].N[H] DHOCGIHFPKXZJB-UHFFFAOYSA-N 0.000 claims 1
- BDUIBJCGBNINBM-UHFFFAOYSA-N acetic acid N'-ethylethane-1,2-diamine Chemical compound CC(O)=O.CC(O)=O.CC(O)=O.CCNCCN BDUIBJCGBNINBM-UHFFFAOYSA-N 0.000 claims 1
- 150000007513 acids Chemical class 0.000 claims 1
- 150000003973 alkyl amines Chemical class 0.000 claims 1
- JBIROUFYLSSYDX-UHFFFAOYSA-M benzododecinium chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 JBIROUFYLSSYDX-UHFFFAOYSA-M 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 238000005660 chlorination reaction Methods 0.000 claims 1
- KKWUACQXLWHLCX-UHFFFAOYSA-N hydron;tetradecan-1-amine;chloride Chemical compound Cl.CCCCCCCCCCCCCCN KKWUACQXLWHLCX-UHFFFAOYSA-N 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 1
- YVJGIGDFHMIDFH-FTWQHDNSSA-N n-[(2s,3r,4r,5r,6r)-4,5-dihydroxy-6-(hydroxymethyl)-2-methoxyoxan-3-yl]-5-(dimethylamino)naphthalene-1-sulfonamide Chemical compound CO[C@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1NS(=O)(=O)C1=CC=CC2=C(N(C)C)C=CC=C12 YVJGIGDFHMIDFH-FTWQHDNSSA-N 0.000 claims 1
- 150000002829 nitrogen Chemical class 0.000 claims 1
- OHOTVSOGTVKXEL-UHFFFAOYSA-K trisodium;2-[bis(carboxylatomethyl)amino]propanoate Chemical compound [Na+].[Na+].[Na+].[O-]C(=O)C(C)N(CC([O-])=O)CC([O-])=O OHOTVSOGTVKXEL-UHFFFAOYSA-K 0.000 claims 1
- 238000009472 formulation Methods 0.000 abstract description 29
- 229940024606 amino acid Drugs 0.000 description 69
- 241000894006 Bacteria Species 0.000 description 16
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- 150000002500 ions Chemical class 0.000 description 13
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- 230000000694 effects Effects 0.000 description 9
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- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 229940101267 panthenol Drugs 0.000 description 1
- 235000020957 pantothenol Nutrition 0.000 description 1
- 239000011619 pantothenol Substances 0.000 description 1
- KVYJZMJPHSXEDZ-UHFFFAOYSA-N pentan-1-ol Chemical class CCCCCO.CCCCCO KVYJZMJPHSXEDZ-UHFFFAOYSA-N 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
- UEZVMMHDMIWARA-UHFFFAOYSA-M phosphonate Chemical compound [O-]P(=O)=O UEZVMMHDMIWARA-UHFFFAOYSA-M 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 239000011297 pine tar Substances 0.000 description 1
- 229940068124 pine tar Drugs 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 238000007747 plating Methods 0.000 description 1
- 229920002553 poly(2-methacrylolyloxyethyltrimethylammonium chloride) polymer Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 235000018102 proteins Nutrition 0.000 description 1
- 102000004169 proteins and genes Human genes 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 229940043131 pyroglutamate Drugs 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 230000035807 sensation Effects 0.000 description 1
- 239000002453 shampoo Substances 0.000 description 1
- 229910001958 silver carbonate Inorganic materials 0.000 description 1
- LKZMBDSASOBTPN-UHFFFAOYSA-L silver carbonate Substances [Ag].[O-]C([O-])=O LKZMBDSASOBTPN-UHFFFAOYSA-L 0.000 description 1
- SDLBJIZEEMKQKY-UHFFFAOYSA-M silver chlorate Chemical compound [Ag+].[O-]Cl(=O)=O SDLBJIZEEMKQKY-UHFFFAOYSA-M 0.000 description 1
- 229940071575 silver citrate Drugs 0.000 description 1
- QZRSVBDWRWTHMT-UHFFFAOYSA-M silver;3-carboxy-3,5-dihydroxy-5-oxopentanoate Chemical compound [Ag+].OC(=O)CC(O)(C([O-])=O)CC(O)=O QZRSVBDWRWTHMT-UHFFFAOYSA-M 0.000 description 1
- 229940021414 skin shield Drugs 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 239000013042 solid detergent Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical class [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 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
- 238000003756 stirring Methods 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- LSNNMFCWUKXFEE-UHFFFAOYSA-L sulfite Chemical compound [O-]S([O-])=O LSNNMFCWUKXFEE-UHFFFAOYSA-L 0.000 description 1
- 229940095064 tartrate Drugs 0.000 description 1
- UZVUJVFQFNHRSY-OUTKXMMCSA-J tetrasodium;(2s)-2-[bis(carboxylatomethyl)amino]pentanedioate Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]C(=O)CC[C@@H](C([O-])=O)N(CC([O-])=O)CC([O-])=O UZVUJVFQFNHRSY-OUTKXMMCSA-J 0.000 description 1
- DHCDFWKWKRSZHF-UHFFFAOYSA-L thiosulfate(2-) Chemical compound [O-]S([S-])(=O)=O DHCDFWKWKRSZHF-UHFFFAOYSA-L 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229930003799 tocopherol Chemical class 0.000 description 1
- 239000011732 tocopherol Chemical class 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- WBYWAXJHAXSJNI-VOTSOKGWSA-M trans-cinnamate Chemical compound [O-]C(=O)\C=C\C1=CC=CC=C1 WBYWAXJHAXSJNI-VOTSOKGWSA-M 0.000 description 1
- QUTYHQJYVDNJJA-UHFFFAOYSA-K trisilver;2-hydroxypropane-1,2,3-tricarboxylate Chemical compound [Ag+].[Ag+].[Ag+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O QUTYHQJYVDNJJA-UHFFFAOYSA-K 0.000 description 1
- 229940070710 valerate Drugs 0.000 description 1
- NQPDZGIKBAWPEJ-UHFFFAOYSA-N valeric acid Chemical compound CCCCC(O)=O NQPDZGIKBAWPEJ-UHFFFAOYSA-N 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical class OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Classifications
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- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
- A01N33/02—Amines; Quaternary ammonium compounds
- A01N33/12—Quaternary ammonium compounds
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- 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
- A01N25/00—Biocides, pest repellants or attractants, or plant growth regulators, characterised by their forms, or by their non-active ingredients or by their methods of application, e.g. seed treatment or sequential application; Substances for reducing the noxious effect of the active ingredients to organisms other than pests
- A01N25/32—Ingredients for reducing the noxious effect of the active substances to organisms other than pests, e.g. toxicity reducing compositions, self-destructing compositions
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- 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
- A01N33/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic nitrogen compounds
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- 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
- A01N37/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids
- A01N37/44—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom having three bonds to hetero atoms with at the most two bonds to halogen, e.g. carboxylic acids containing at least one carboxylic group or a thio analogue, or a derivative thereof, and a nitrogen atom attached to the same carbon skeleton by a single or double bond, this nitrogen atom not being a member of a derivative or of a thio analogue of a carboxylic group, e.g. amino-carboxylic acids
-
- 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
- A01N39/00—Biocides, pest repellants or attractants, or plant growth regulators containing aryloxy- or arylthio-aliphatic or cycloaliphatic compounds, containing the group or, e.g. phenoxyethylamine, phenylthio-acetonitrile, phenoxyacetone
-
- 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
- A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
- A01N47/40—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides
- A01N47/42—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having a double or triple bond to nitrogen, e.g. cyanates, cyanamides containing —N=CX2 groups, e.g. isothiourea
- A01N47/44—Guanidine; Derivatives thereof
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- 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
- A61K31/13—Amines
- A61K31/14—Quaternary ammonium compounds, e.g. edrophonium, choline
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- 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
- A61K31/13—Amines
- A61K31/155—Amidines (), e.g. guanidine (H2N—C(=NH)—NH2), isourea (N=C(OH)—NH2), isothiourea (—N=C(SH)—NH2)
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- 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
- A61K31/16—Amides, e.g. hydroxamic acids
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- 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
- A61K31/185—Acids; Anhydrides, halides or salts thereof, e.g. sulfur acids, imidic, hydrazonic or hydroximic acids
- A61K31/19—Carboxylic acids, e.g. valproic acid
- A61K31/195—Carboxylic acids, e.g. valproic acid having an amino group
- A61K31/197—Carboxylic acids, e.g. valproic acid having an amino group the amino and the carboxyl groups being attached to the same acyclic carbon chain, e.g. gamma-aminobutyric acid [GABA], beta-alanine, epsilon-aminocaproic acid or pantothenic acid
- A61K31/198—Alpha-amino acids, e.g. alanine or edetic acid [EDTA]
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- 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
- A61K31/21—Esters, e.g. nitroglycerine, selenocyanates
- A61K31/215—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids
- A61K31/22—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin
- A61K31/223—Esters, e.g. nitroglycerine, selenocyanates of carboxylic acids of acyclic acids, e.g. pravastatin of alpha-aminoacids
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- A—HUMAN NECESSITIES
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- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
- A61L2/0005—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor for pharmaceuticals, biologicals or living parts
- A61L2/0082—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor for pharmaceuticals, biologicals or living parts using chemical substances
- A61L2/0088—Liquid substances
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61L—METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES
- A61L2/00—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor
- A61L2/16—Methods or apparatus for disinfecting or sterilising materials or objects other than foodstuffs or contact lenses; Accessories therefor using chemical substances
- A61L2/18—Liquid substances or solutions comprising solids or dissolved gases
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
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- A61P31/04—Antibacterial agents
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Abstract
The present invention relates to antimicrobial compositions, the antimicrobial compositions include:Amino acid, the derivative of amino acid, the salt of amino acid, amino acid derivative salt or its mixture;Include two or more antimicrobial quaternary ammonium compounds or at least one antimicrobial quaternary ammonium compound and the antimicrobial components of Chlorhexidine or its salt;And polar solvent, and it is related to the formulation for including the antimicrobial compositions.In particular it relates to the antimicrobial compositions that can be used on skin.
Description
The present invention relates to antimicrobial compositions and it is related to the formulation including antimicrobial compositions.Specifically,
The present invention relates to the antimicrobial compositions that can be used on skin.
It is known that microorganism, such as bacterium and virus, such as norovirus, poliovirus and adenovirus are due to sense
Dye pollutes and health hazard be present.Together with fungi, saccharomycete and other microorganisms, they can also cause article, such as food, clothes
The corruption of dress and produce offensive odour.When microorganism is present in base material, as skin surface on when, they can be fast
System is replied immediately to form bacterium colony.
Many antimicrobials can damage the microorganism present in various environment.For example, available for medical science, work
Industry, commercially available, domestic and marine environment antimicrobial are known.Many known antimicrobial agents have been included in before this to be used for
In composition in these environment of a variety of applications.
Known antimicrobial agents and composition containing these antimicrobials work via a variety of different mechanism.
For example, many antimicrobials are poisonous to microorganism, and therefore, damage the microorganism being in contact with it.This
The example of the antimicrobial of type includes hypochlorite (bleaching agent), phenol and its compound, and the salt of copper, tin and arsenic.
However, although these many antimicrobials effectively and are suitable for some environment to microorganism, but its mechanism
It can be made to be unsuitable for or be unfavorable for locally apply to human skin to health or the adverse effect of skin condition due to it.
For example, it is highly effective to kill microorganism on a solid surface for hypochlorite bleaching, but because its etching characteristic is uncomfortable
Together in being administered to skin.In addition, these materials tend in wet environment for sterilizing and it is clean effectively, but in drying
Stop working soon afterwards.
Many skin antiseptics are ethanol class.These be usually be designed to be administered to hand be used for reduce in hand
The number of the microorganism of upper work is prepared containing ethanol.This kind of preparation usually contains 60% to 95% ethanol or isopropanol.Though however,
So isopropanol has the antibacterial characteristics determined, but it, which has, can cause dry and skin irritatin lack when regularly using
Point.Therefore some can be unwilling to use other compositions of this kind of creams, soap and the isopropanol comprising the level of signifiance.
Some antimicrobials are highly toxic to human and animal and handle danger.Therefore professional treatment, treatment are needed
With equipment safely to handle them.Therefore, the manufacture and disposal of the composition comprising such antimicrobial can
It is problematic.The problem of associated with using the composition containing such antimicrobial also may be present, specifically exist
Wherein it is difficult to ensure that it is used in the consumer goods material of indicative purpose.
Unless context dictates otherwise, otherwise " toxicity " is intended to refer to the toxicity to complex biological such as mammal herein.
Refer to it is " poisonous " will therefore understands that.
The increase of chemical environment certification examines to limit in addition not to be used to be topically applied on skin but for leading to just
The usage of antimicrobial.For example, some antimicrobials can damage other biologies once entering environment.They
Can also long period it is highly stable and retain cause in the environment around accumulation and residual level worry.
Due to these factors, the effectively list with obtainable antimicrobial (specifically on skin) becomes more
Add the load for being restricted and registering novel anti-microbial agent more suppressed.Meanwhile the public becomings increasingly concerned with the hospital
The sterilization of both people and properties after outburst such as MRSA.
Need to provide the composition for being used for a variety of applications and purposes, as being used for the composition on skin, such as hand disinfection
Reagent, it has antimicrobial property and solves one or more of problems set forth above.However, can not directly so
Do.Regulation be present, such as sterilised products regulation (instruction 98/8/EC), the property of the given workable antimicrobial of its basis
Both regulate and control the use of antimicrobial with amount.In addition, once in the composition, the potential reaction of antimicrobial is important
, because some antimicrobials show inertia by chemical reaction.Antimicrobial is not to pass through chemical reaction even in
Deactivation, it can have its activity that other components by composition are contained.
The present inventor is it has been unexpectedly found that above-mentioned can not be overcome completely by some combinations of component.In addition have found and contain
The composition for having these combinations of component can have some unexpected and unexpected characteristics.
Enumerating or discussing and be not construed as recognizing that the document is mesh to obvious prior-published document in this manual
A part for preceding advanced technology or public general knowledge.
The present invention provides antimicrobial compositions, comprising:
(i) amino acid, the derivative of amino acid, the salt of amino acid, or the salt of the derivative of amino acid or its mixture;
(ii) comprising two or more antimicrobial quaternary ammonium compounds or at least one antimicrobial quaternary ammonium compound and
The antimicrobial components of Chlorhexidine or chlorhexidine salt;With
(iii) polar solvent.
Amino acid is teleorganic well-known organic compound.It is attached to and carboxylic acid (CO it is characterized in that having2H)
Amine (the NH of the adjacent carbon of functional group2) functional group, and the side chain specific to amino acid.Amino acid has what is be shown below to lead to
Formula.
Because amino acid has both amido and carboxylic acid group, it may act as both alkali and acid.At a low ph, main shape
Formula will have neutral carboxylic acid group and positive ammonium ion (net charge+1).At a high ph, it will have negative formic acid esters and neutral amino (net
Electric charge -1).Under medium pH, amino acid will usually contain both negative formic acid esters and positive ammonium group, therefore have net zero charge.
Arginine is one kind in most common amino acid and shown below.
Some other examples of common amino acid are glycine, lysine, glutamic acid, glutamine, aspartic acid, day
Winter acid amides, histidine, proline, methionine, cysteine, serine, threonine, isoleucine, phenylalanine, junket ammonia
Acid, tryptophan, valine and leucine.The structure of these amino acid is fully studied.
Term " amino acid " includes the chain of amino acid in addition, such as peptide and polypeptide.When single amino acids are via passing through an ammonia
Peptide is formed when the amido of base acid is together with peptide (acid amides) key connection that the reaction of the carboxyl of another amino acid is formed.It is most short
Peptide is the dipeptides, subsequent tripeptides, tetrapeptide etc. by two Amino acid profiles by single peptide keyed engagement.Polypeptide for it is long, continuous simultaneously
And the peptide chain of non-branch.
Term " derivative of amino acid " means that the organic group that wherein alpha-amido and/or carboxyl functional group are substituted substitutes
Amino acid, or the amino acid that the organic group that is substituted of functional group wherein in the side chain of amino acid substitutes, or wherein α-
What functional group that the organic group that amino and/or carboxyl functional group are substituted substitutes and/or in its side chain was substituted in addition
The amino acid of organic group substitution.The organic group of replacement include but is not limited to alkenyl, phenyl, acid amides, ester, alcohol and ether or
It is combined.The example of the derivative of amino acid is N- lauroyls-L-arginine ethyl ester, and its structure is shown below.
Term " salt of amino acid " mean amino acid combine with the counter ion counterionsl gegenions ion of opposite charges (its be) it is positive from
Son or anionic form.The cationic form of amino acid from acid by positively charged hydrogen ion in amino acid by being transferred to amino shape
Into.Counter ion counterionsl gegenions are derived from the acid that hydrogen ion shifts from it.The anionic form of amino acid by amino acid from carboxylic acid group
Loss positively charged hydrogen ion is formed.In this case, counter ion counterionsl gegenions are derived from the alkali that hydrogen ion is transferred to.The reality of amino-acid salt
Example be arginine lactate, its can be with AH Care L65 commercially available from.AH Care L65 are by lactic acid;Ar-ginine mixtures are formed.Essence
The structure of propylhomoserin lactate is shown below.
Term " salt of the derivative of amino acid " mean as defined above with counter ion counterionsl gegenions the ion of opposite charges (its be)
The cation or anionic form of the amino acid derivativges of combination.The cationic form of amino acid passes through in amino acid derivativges
Positively charged hydrogen ion is transferred into amino from acid to be formed.Counter ion counterionsl gegenions are derived from the acid that hydrogen ion shifts from it.It is amino acid derived
The anionic form of thing is formed by losing positively charged hydrogen ion from carboxylic acid group in amino acid derivativges.In this case,
Counter ion counterionsl gegenions are derived from the alkali that hydrogen ion is transferred to.The example of the salt of the derivative of amino acid is N- lauroyls-L-arginine
Ethyl ester list-hydrochloride, it can be with commercially available from Aminat G that its structure is shown below.
Include but is not limited to hydrochloride, tartrate, third for the amino acid of the present invention or the salt of amino acid derivativges
Diacid salt, succinate, succinamate, malate, glutamate, pyroglutamate and aspartate.At one
In aspect, the salt of amino acid or amino acid derivativges is not phosphonate or phosphorous salts, such as single alkyl phosphonic acid radical ion, mono alkenyl phosphorus
Acid ion, monoalkyl-phosphonic acid radical ion, or mono alkenyl phosphonic acids radical ion, such as have straight chain with 8 to 20 carbon atoms or
Those of branched-chain alkyl or alkenyl.
Component (i) can include hydrophilic amino acid or the salt or derivative of this amino acid or the salt of this analog derivative.Parent
Water-based amino acid can be with hydrophilic side-chains or can be positively or negatively with hydrophilic side-chains.
For example, component (i) can include positively charged amino acid or salt or derivative or this kind of derivative of this amino acid
The salt of thing.
The derivative of amino acid can be hydrophilic due to being modified of being carried out to amino acid.For example, amino acid can
It is modified such that it positively or negatively.
Hydrophilic amino acid as defined above is usually water miscible.
Water solubility mean amino acid or this amino acid salt or the salt of derivative or this analog derivative generally at 25 DEG C
Solubility is the water at least about 0.5g per kg in water.For example, per kg water at least about 1g, such as per kg water at least about
10g, or the water at least about 50g per kg.
The salt and derivative of the amino acid being suitable in the present invention and the salt of this analog derivative are usually water miscible.
The amino acid being suitable in the present invention can also be by its water-based index classification.This index in such as Kyte, J. and
Doolittle, R., 1982, a kind of " straightforward procedure (A simple method for for being used to show the hydrophilic profile of albumen
displaying the hydropathic character of a protein)”《J. Mol. BioL (J
mol.Biol.)》157:Described in 105-132.As the skilled reader will appreciate that, water-based index on the occasion of bigger, amino acid
Hydrophobicity is bigger.Suitable amino acid for the present invention including water-based exponential quantity is 0 (zero) or smaller, such as -2 or smaller ammonia
Base acid.The salt and derivative of this amino acid and the salt of this analog derivative are suitable in the present invention.Arginine and its salt and spread out
The salt of biology and this analog derivative is suitable in the present invention.Arginic water-based exponential quantity is -4.5.
Alternatively or additionally, the amino acid being suitable in the present invention can be classified by its isoelectric point (pl);It is ammonia
The pH that net charge on base acid is zero.Under the pH less than its isoelectric point, amino acid is by positively charged.In some combinations of the present invention
In thing, preferably amino acids positive electricity.In in this regard, the pl of the pH with more than composition amino acid is used.
The amino acid being suitable in the present invention includes pl for 5 or bigger, such as 6 or 6.25 or bigger;Or 8 or 10 or bigger
Those.The salt and derivative of this amino acid and the salt of this analog derivative are suitable in the present invention.Arginine and its salt and
The salt of derivative and this analog derivative is suitable in the present invention.Arginic pl is 10.76.
Including water-based exponential quantity be 0 (zero) or smaller particularly suitable for the amino acid in the present invention, such as -2 or more it is small simultaneously
And pl is 6 or bigger, 6.25 or bigger or 8 or bigger or 10 or those bigger.The salt and derivative of these amino acid and this
The salt of analog derivative is in addition particularly suitable in the present invention.
The composition of the present invention includes Chlorhexidine or chlorhexidine salt.The example of suitable chlorhexidine salt includes the second of Chlorhexidine
Hydrochlorate, formates, gluconate, hydrochloride, different ethanedisulphonate, lactate and succinamate.For example, suitably
Salt includes but is not limited to Chlorhexidine hexichol phosphate, CHG, Chlorhexidine diacetin, the hydrochloric acid of Chlorhexidine two
Salt, Chlorhexidine dichloride, the hydriodate of Chlorhexidine two, the perchlorate of Chlorhexidine two, Chlorhexidine dinitrate, Chlorhexidine sulfuric acid
Salt, Chlorhexidine sulphite, Chlorhexidine thiosulfate, the acid phosphate of Chlorhexidine two, Chlorhexidine difluorophosphoric acid salt, Chlorhexidine
Diformate, Chlorhexidine dipropionate, the iodo butyrate of Chlorhexidine two, Chlorhexidine two-positive valerate, the caproate of Chlorhexidine two,
Chlorhexidine malonate, Chlorhexidine succinate salt, Chlorhexidine succinamate, Chlorhexidine malate, Chlorhexidine winestone
Hydrochlorate, two single oxyacetate of Chlorhexidine, Chlorhexidine list glyoxylate, Chlorhexidine lactyl-lactic acid salt, the Alpha-hydroxy isobutyl of Chlorhexidine two
Hydrochlorate, the gluceptate of Chlorhexidine two, the isethionate of Chlorhexidine two, Chlorhexidine dibenzoate, the cinnamate of Chlorhexidine two,
The mandelate of Chlorhexidine two, the M-phthalic acid salt of Chlorhexidine two, the different ethanedisulphonate of the Chlorhexidine, -2- hydroxyls of Chlorhexidine two-naphthalene first
Hydrochlorate and Chlorhexidine embonate.
Instantiation available for the chlorhexidine salt of the composition of the present invention is CHG.
(one or more) quaternary ammonium antimicrobial for the present invention is generally at room temperature and pressure to be water miscible.
Suitable antimicrobial quaternary ammonium compound includes the compound of formula shown below (A).
Wherein R1And R2It is each independently straight chain, be unsubstituted and continual C8-12Alkyl.In an aspect,
Group R1And R2Containing equal number of carbon atom, but this is not essential, and wherein R can be used1And R2Contain different numbers
The compound of purpose carbon atom.X-For halide anion, such as chlorion, bromide ion, fluorine ion, iodide ion or sulfonate radical, saccharin
Root, carbonate or bicarbonate radical.
In an aspect, X-Phosphonate or phosphorous salts, as single alkyl phosphonic acid radical ion, mono alkenyl phosphate radical from
Son, monoalkyl-phosphonic acid radical ion, or mono alkenyl phosphonic acids radical ion, such as there is straight chain or branched chain with 8 to 20 carbon atoms
Those of alkyl or alkenyl.
Suitable antimicrobial quaternary ammonium compound includes the benzalkonium compound with formula shown below (B) in addition.
Wherein m is 8 to 18, and X-For halide anion, as chlorion, bromide ion, fluorine ion, iodide ion, sulfonate radical,
Saccharin root, carbonate or bicarbonate radical.The compound of formula (B) is generally known as benzalkonium compound.There is provided benzalkonium chloride and/
Or it is used as C8-18The mixture of alkyl, specifically straight chain, the be unsubstituted and continual positive C of alkyl8H17To just
C18H37, main positive C12H25(dodecyl), positive C14H29(tetradecyl) and positive C16H33The mixture of (palmityl).Preferably, m
For 8,10,12,14 and/or 16.Most preferably, m be 8 to 12, such as 8,10 and/or 12 or 12 to 16, such as 12,14 and/or
16。
In formula (A) compound, each group R1And R2It independently is straight chain, be unsubstituted, continual C8-12Alkane
Base, such as the alkyl containing 8,9,10,11 or 12 carbon atoms.R1And R2Can be identical, such as R1And R2Can be containing 8,9,
10th, the alkyl of 11 or 12 carbon atoms.
Benzalkonium compound includes the derivative of benzalkonium compound in addition, thus alkyl C shown belowmH2m+1Can
Substituted by another organic group.This kind of organic group include but is not limited to alkenyl, phenyl, acid amides, ester, alcohol and ether or its
Combination.
The example of this analog derivative of benzalkonium compound is diisobutyl phenoxy group ethyl-dimethylbenzene methyl
Ammonium chloride, the entitled benzethonium chlorides of its INCI (often referred to simply as BENZ).The structure of benzethonium chloride is shown below.
The anion of every kind of quaternary ammonium compound in the present compositions may be the same or different.For example, formula (A)
The anion of compound can be identical or different with the anion of formula (B) compound.In an aspect, for every kind of compound
Anion is chlorion.
In in one aspect of the invention, wherein composition includes two or more antimicrobial quaternary ammonium compounds, can deposit
In formula (A) compound and formula (B) compound, or composition can include more than one formula (A) compound or more than one formula (B) is changed
Compound.
The example of the quaternary ammonium compound of formula (A) includes two-positive decyl alkyl dimethyl ammonium chloride, octyl decyl dimethyl ammonium chloride
And Quaternium 24.
The example of commercially available formula (A) compound includes the Acticide DDQ 40 from Sol (Thor), from imperial husky
(Lonza) Bardac 2240, from imperial husky Bardac 2280 and from Mason chemical company of the U.S. (Mason
Chemical Company, USA) Maquat 4480E.
The example of the quaternary ammonium compound of formula (B) includes N, N- benzyl dimethyl octyl groups ammonium chloride, N, N- benzyl diformazans
Base decyl ammonium chloride, N- dodecyl-N- benzyls-N, N- alkyl dimethyl ammonium chloride, N- tetradecyl-N- benzyls-N, N- diformazans
Ammonium chloride, N- palmityls-N, N- dimethyl-N-benzyl ammonium chloride, N, N- dimethyl N- benzyl N- octadecyl ammonium chlorides
And its mixture.
It should be appreciated that single No. CAS typically refers to more than one blend or mixture.CAS classification for commercially available preparation is logical
Often cover comprising with the blend of the appointed compound of the amount in defined range.With the combination of above-cited No. CAS
Thing is only the example with the composition of given No. CAS available for the present invention.
In the present compositions, antimicrobial quaternary ammonium compound does not polymerize generally.
The example of the compound of commercially available formula (B) includes Acticide BAC 50M from Sol, from imperial sand
Barquat MB50/80, the Lonzagard benzethonium chlorides USP from imperial sand.
The one or more antimicrobial quaternary ammonium compounds for being commonly used for the composition of the present invention are selected from what is consisted of
Group:The benzene of two-positive decyl alkyl dimethyl ammonium chloride (DDAC (CAS 7173-51-5)), benzalkonium chloride (BAC), such as formula above (B)
Oronain is pricked, wherein m is 8.This benzalkonium chloride has CAS 68424-85-1, and benzethonium chloride (BENZ).
The component (i) and the amount of antimicrobial components (ii) being present in the composition of the present invention will become according to many factors
Change, given application and (one or more) specific compound for using such as composition.
For example, such as those skilled in the art it will be appreciated that, it may be desired to (i) of higher concentration and/or (ii) is to carry
For compared to the sterilizing for providing cleaning or sterilization.
Antimicrobial components (ii) can be substantially by least one antimicrobial quaternary ammonium compound and Chlorhexidine or Chlorhexidine
Salt forms.
Antimicrobial components (ii) can be made up of at least one antimicrobial quaternary ammonium compound and Chlorhexidine or chlorhexidine salt.
Substitute antimicrobial components (ii) substantially can be made up of two or more antimicrobial quaternary ammonium compounds, and nothing
Chlorhexidine.
The composition of the present invention can contain two or more antimicrobial quaternary ammonium compounds or at least one antimicrobial
Quaternary ammonium compound and Chlorhexidine, or chlorhexidine salt is as unique Antimicrobe compound in the composition.Alternatively, it is of the invention
Composition can include other suitable (one or more) antimicrobials (b), such as in Environmental Protection Agency USA (United
States Environmental Protection Agency) the annex I of list and the instruction of EC biocides and attached in (EPA)
Those of the description of part 3.
Generally, it is those for being suitable for being administered to skin to be included in the compound in antimicrobial components (ii).Citing comes
Say, meet human health required regulation approval compound, as by European commission ratify compound, when for
During the product of product type 1, such as in the European commission on the 4th of August in 2014 authorizes the annex II of regulation (EU) the 1062/2014th
Those listed and/or ratified by food and drug delivery (FDA).
May include the suitable antimicrobial (b) in antimicrobial components (ii) includes not being the anti-of quaternary ammonium compound
Microorganism agent.Preferably, these one or more additional anti-microbial agents are at room temperature and pressure to be water miscible.
The example of suitable additional anti-microbial agent includes but is not limited to polymeric biguanide class compound (such as poly- six methylene
Base biguanide compound (PHMB)), lactic acid, silver, the salt of silver, such as silver chlorate, silver carbonate, silver citrate, silver dihydrogen citrate,
Octenidine HCl, amphoteric compound, Povidone-iodine, phenolic compound, amine antimicrobial and nitrogen heterocyclic compounds, O-SyL
(OPP) sterilized with nitro N-Propyl Bromide (such as the bromo- 2- nitropropanes -1,3- glycol of bronopol (INN), 2-), natural derive
Compound (such as the extract of honey and honey, such as comprising methyl-glyoxal those), flavonoids antiseptic and essential oil.
In an aspect, composition of the invention is free of the inorganic anti-microbial agents as comprising silver.Side herein
In face, any additional anti-microbial agent is organic anti-microbial agents.
In an aspect, composition of the invention does not include PHMB or it can be free of polymeric biguanide.For example, it is removed
Biguanides is not contained outside Chlorhexidine.
In one aspect of the invention, antimicrobial compositions do not include any isothiazolone and/or any nitro bromine
Propane such as bronopol and/or any hypochlorite.
In one aspect of the invention, antimicrobial compositions are free of Antimicrobe compound of the slightly solubility in water,
Such as phenolic compound.
Generally, when being formulated as using composition, the amount of component (i) can be about 0.0005 weight % to 10 weight % group
Compound, e.g., from about 0.005 weight % are to about 5 weight % composition, compositions of the such as from about 0.01 weight % to about 1 weight %.
Composition of these compositions containing about 0.5 weight % or less component (i), such as 0.02 weight % to 0.3 weight %
Composition, such as from about 0.2 weight % or 0.1 weight %.
Generally, when being formulated as using composition, the total amount of antimicrobial components (ii) and component (b) (if present)
(i.e. antimicrobial quaternary ammonium compound and Chlorhexidine or the combined amount of its salt and any Additional anti-microbial component (b)), can be about
0.001 weight % to about 10 weight % composition, e.g., from about 0.005 weight % to about 5 weight % composition, such as from about 0.01
Compositions of the weight % to about 1 weight %.
When the composition of the present invention, which is prepared, is suitable for hand sanitizer, the amount of antimicrobial components (ii) can be 0.05 weight
Measure % to about 0.5 weight %.
Antimicrobial components (ii) can include the quaternary ammonium compound and Chlorhexidine or its salt of equivalent.For example, it is if anti-
The total amount of microbial components is about 0.2 weight % composition, then the amount of quaternary ammonium compound would be about 0.1%, and chlorine oneself
Fixed or its salt amount would be about 0.1%.
Alternatively, antimicrobial components can include different amounts of quaternary ammonium compound and Chlorhexidine.
Generally, in the present compositions, the ratio of component (i) and antimicrobial components (ii) is 10:1 to 1:10
In the range of.
The composition of the present invention includes polar solvent (iii).Suitable polar solvent includes but is not limited to water, alcohol, two
Alcohol ether and its mixture.
Suitable alcohol includes but is not limited to straight chain or branched chain C1To C5Alcohol, as methanol, ethanol, normal propyl alcohol, isopropanol,
Mixture, n-butanol, sec-butyl alcohol, the tert-butyl alcohol, isobutanol, the mixture of butanol isomer, the 2-methyl-1-butene of propyl alcohol isomers
Alcohol, n-amyl alcohol, the mixture of amylalcohol (pentanol) isomers and amylalcohol (amyl alcohol) (mixture of isomers) and
Its mixture.
Preferable polar solvent for the composition of the present invention includes but is not limited to water, ethanol, isoprene, single third
Glycol, hexylene glycol, MMB (MMB), normal propyl alcohol, isopropanol, glycol ether, propylene glycol, butyl
Diethylene glycol (DEG) (BDG) and its mixture.In an aspect, composition includes water or water and one kind or more selected from alcohol described above
The mixture of kind alcohol.In this kind of mixture, water is preferably key component.Polar solvent substantially can be made up of or by water water
Composition.
If the present invention composition include alcohol, then alcohol generally with less than offer anti-microbial effect alcohol necessary to measure
Amount exist, but in the case where being considered as improving the level of drying of the composition on skin.For example, composition of the invention
The alcohol for being up to about 30 weight %, the alcohol such as between 20 weight % and 30 weight % or the alcohol less than about 20 weight % can be included,
Alcohol of the such as from about 15 weight % to about 20 weight %.
It will be appreciated that the percentage of alcohol may depend on the purposes of composition.For example, when in wipe paper in use, this hair
Bright composition can include up to 20% alcohol.
In an aspect, composition of the invention generally not containing alcohol.For example, composition can contain 1 weight %
Or less alcohol.For example, composition contains less than 1 weight % or less than 0.5 weight % or 0.1 weight % or less
Alcohol, such as isopropanol.As an example, composition of the invention can not include isopropanol or can not include alcohol.
In another aspect, composition of the invention can include up to 70 weight %, such as be up to about 50 weight %'s
Horizontal alcohol.
Composition can include water or the mixture of water and one or more alcohol selected from alcohol described above.In this kind of mixture
In, water is preferably key component.
For example, polar solvent can be made up of water or is substantially made up of water.As another example, polar solvent can
For water and it is about 0 weight % to about 20 weight %, such as from about 15 weight % to about 20 weight % alcohol, such as ethanol or isopropyl
Alcohol.
The composition of the present invention can in a concentrated form provide for dilution before the use or to be provided in the form of.It is preferred that
, composition of the invention to be provided in the form of, and that, unless otherwise stated, provide in the document on amount
Information (such as weight % or ppm) be related to and use composition.
The commonly provided concentrate so that when dilution, concentrate is 5 weight % to 30 weight % such as 10 weight % or 20
Weight % gained cut-back product.
Generally, but it is not that substantially, composition of the invention has about 0.0005 weight % to about 10 weight %, such as from about
0.005 weight % to about 5 weight %, or 0.01 weight % is to the concentration of 1.0 weight % amino acid composition (i) and about 0.001
Weight % to about 10 weight %, such as from about 0.005 weight % are to about 5.0 weight %, or 0.01 weight % to 1 weight % anti-micro- life
The concentration of thing component (ii).Composition of these compositions containing about 0.5 weight % or less component (i), such as 0.02 weight
Measure % to 0.3 weight % composition, such as from about 0.2 weight % or 0.1 weight %.
The composition and the pH of formulation used can change in a wide range, and e.g., from about pH 2 arrives about pH 12, more preferably
About pH 3 arrives about pH 10 or about pH 4.5 to 8.PH for the formulation of the present invention can be similar to be intended to be used for identical purpose or
The pH of the known formulation of similar purpose.For example, it is intended to formulation such as personal nursing or the first auxiliary with skin contact
Formulation, which will generally have, will not stimulate the pH of skin, e.g., from about pH 3 arrive about pH 8, and such as from about pH 4.5 arrives about pH 7.5 or about
PH 5 arrives about pH 6.
When as hand sanitizer, the pH of composition of the invention is typically about 5 to about 6.
It will be appreciated that the composition of the present invention can be included in other compositions commonly used in the art.Use it is any other into
Point property by the property and expected purpose depending on composition.Which supplementary element one of ordinary skill in the art will be appreciated by
It is adapted to use in the composition for different application.
The composition of the present invention can include additional materials, such as surfactant, complexing agent, buffer, thickener, skin shield
Physics and chemistry compound, polar solvent and aromatic.
Surfactant is selected by the property and expected purpose depending on composition.Be intended to for various purposes be used for match somebody with somebody
The suitable surfactant of thing processed is by the knowledge of one skilled in the relevant art.Similarly, selection is suitably measured
Surfactant is by the knowledge of one skilled in the relevant art.Suitable surfactant may be selected from nonionic, sun from
Son or both sexes and its mixture.
The some compositions of the present invention can include nonionic surfactant.Suitable nonionic surfactant includes
(but not limited to) amine oxide, APG, linear and 1 ° and 2 ° alcohol ethoxylates of branch and ethoxylated/propoxylated
(EOPO) block polymer.
In an aspect, composition is not generally with or without anion surfactant.In another aspect, originally
The composition of invention does not include amphoteric surfactant.
The some compositions of the present invention can include amphoteric surfactant.Suitable amphoteric surfactant includes but unlimited
In C6To C20Alkyl both sexes acetate or both sexes diacetin (such as cocounut oil both sexes acetate), C10To C18Alkyl dimethyl beet
Alkali, C10To C18Alkylamidopropyl group dimethyl betaine.Example includes but is not limited to coconut amphoteric surfactant cocounut oil acyl
Amine CAB (CAPB) (Surfac B4, CAS 61789-40-9), coco imidoazolinium betaine, oleamidopropyl
Glycine betaine and pine tar imidazoline.
The some compositions of the present invention can include cationic surfactant.Suitable cationic surfactant include but
It is not limited to undecyl acrylamide base propyl group trimethylammonium metilsulfate and cetrimonium chloride.
The amount that typically, there are the surfactant in the composition of the present invention is about 0.01 weight % to 20 weight %
Amount.The amount of surfactant depends on many factors, such as the pH of composition and the given application of composition.
The composition of the present invention can include complexing agent.Term chelating agent or chelate exchange with term complexing agent sometimes to be made
With.For illustrative purposes, term complexing agent includes both chelating agent and chelate.Even when the composition of the present invention
When hard water is used together, complexing agent provides transparent composition available for help.The example of suitable complexing agent includes but unlimited
In ethylenediamine tetra-acetic acid (EDTA), gluconate, glutamic acid diacetic acid (GLDA)-trade name Dissolvine GL, ethylenediamine-
The salt and its mixture of the succinic acid of N, N'- bis- (EDDS), citrate and gluconate or glutaric acid, adipic acid and succinic acid.
If complexing agent contains counter ion counterionsl gegenions, then counter ion counterionsl gegenions are preferably metal.Suitable metallic counterion includes but unlimited
In Na, Ca, Fe, K, Zn, Mg and Mn.
Preferable complexing agent is GLDA (Dissolvine) and EDTA.
The usual amount of complexing agent is about 100 to 10,000ppm, preferably about 400 to 3,000ppm, and e.g., from about 500 arrive
2000ppm。
May include buffer with by the pH of composition regulation to necessary value and be maintained at storage with during use
Under pH value or close to the pH value.
Suitable pH modifying agent includes but is not limited to acid, such as citric acid, sulfamic acid, hydrochloric acid, phosphoric acid, nitric acid, lactic acid, first
Acid, vinyl alcohol acid or gluconic acid, or other mineral or organic acid or alkali, such as sodium hydroxide or potassium hydroxide, triethanolamine
With carbonic ester and its mixture.
It may include thickener so that the regulation of the viscosity of composition to be arrived to the necessary value for this kind of purpose, to make composition more
It is stable;Promote the administration of composition;Or for aesthetic benefits.The example of thickener includes but is not limited to by chemical company of Datong District
(Daido chemical corporation) supplies commercially available HYDROXY PROPYL METHYLCELLULOSE with trade name Sangelose 90
Stearic oxygen ether, and the polyquaternium 37 supplied by Leo laboratory (Rheo Lab) with trade name Kleasol 200ST.
The composition of the present invention can contain skin care compound.Suitable skin care compound includes but is not limited to
Panthenol, tocopherol, acetate, glycerine, polyquaternium compounds, PEG-7- glyceryl cocounut oil hydrochlorates and siloxanes and its mixing
Thing.Generally, composition of the invention does not include mucopolysaccharide.
The composition chocolate-substituting of the present invention or contain salt in addition, such as alkali metal or the halide of alkaline-earth metal, such as
NaCl or KCl.In some cases, can promote to form stable composition using salt.
The composition of the present invention is also containing the other compositions for being in the art standard, such as colouring agent, aromatic, moisturizing
Agent, antioxidant and its mixture.
The composition of the present invention can be free of anionic materials.Do not include can be used for being present in the implication of anionic materials
The counter ion counterionsl gegenions of any of composition for the present invention, counter ion counterionsl gegenions such as associated with quaternary ammonium compound.The present invention's
Composition for example can polymerize without anionic polyelectrolyte, such as high molecular weight anionic class viscous liquid polymeric thing, polystyrolsulfon acid
Thing and cationic ion-exchange resin.
Having found, composition of the invention has a favourable anti-microbial effect when in use, and specifically when applying
When using the surface of skin.For example, when being initially administered to surface, this based composition has anti-microbial effect (so-called
" wet killing "), and its can also have in its control residual antimicrobial effect, reduce or prevent to be formed at surface
Novel microbial bacterium colony (so-called " dry to kill "), this can additionally result in form more longlasting biomembrane.
The composition of the present invention resists in addition to be washed with water and wipes.This means even when processed surface is then wiped with water
When wiping and/or wash or rinsing, composition of the invention provides residual antimicrobial effect.
The composition of the present invention is specifically suitable for skin or hand sanitizer or in the other surface.Some compositions
It is suitable on other surfaces.The commonly provided residual antimicrobial effect of composition of the present invention.
This based composition uses in being applied in extensive diversified forms and for the purpose of skin degerming.For example,
The composition of the present invention be specifically suitable for being configured to being ready to use in body or skin degerming to mousse, gel, creams, breast
Liquid, liquid, spraying and wipe paper, such as hand sanitizer.
When in the form of wipe paper in use, can be by any suitable woven or nonwoven material system for the base material for preparing wipe paper
Into.Suitable wipe paper material includes but is not limited to nonwoven fibrous sheet material material and by the fiber from natural origin (such as wood
Slurry) and artificial silk or other cellulosic-based materials, cocoon fiber and keratin fiber it is manufactured those.Material includes 1 weight %
To 100 weight % cellulosic material.For example, 100% cellulosic material can be used, such as artificial silk or wood pulp.It is other excellent
The material of choosing includes cellulose and the blend of non-cellulosic materials, such as artificial silk with synthesis base material (such as polyester or polypropylene)
Blend.Intermingling material can include 1 weight % to 99.9 weight % cellulosic materials, such as artificial silk, such as 20 weight % to 80
Weight % or 30 weight % is to 70 weight % cellulosic material, such as artificial silk.
It can be used for human and animal for treatment and non-treatment purpose, composition of the invention.For non-therapeutic use
The example of product includes personal nursing and personal hygiene products.The example of product for therapeutic purposes includes the first auxiliary and skin
Skin care product.
The composition of the present invention in the form of liquid and can be also encapsulated into suitable distributor to provide when in use
Foam, mousse or spraying.The composition of the present invention can be used for foot health product, including those directly used on foot with
For those of processing/deodorization of footwear (specifically sport footwear).The composition of the present invention is also used in for directly applying
With in other personal care products on skin or hair, such as soap, bath products, hair care product, including hair washing
Agent and antidandruff shampoos, hair conditioner hair styling product, such as hair mousse, gel and spraying, skin-protection product, production of such as shaving
Product, cosmetics and the product for hair removing, deodorant and antiperspirant products, baby products, including baby's cleaning and cleaning
Product, as baby's body lotion, soap, wipe paper, NMF, diaper rash emulsifiable paste, for cleaning the baby with routine and high rate
With the product on the surface of child's contact.
For the mesh for removing or suppressing the microorganism that can be had adverse effect in addition to the health, happiness or cleannes of animal
, composition of the invention can be used as in the pet products for being applied directly to animal or the skin surface of its fur or fur
In sanitary cleaning agent.This based composition can be also administered to such as with that the material on the surface of animal contact and can be shifted from animal micro-
Biology.The benefit of this kind of application eliminates or suppressed this quasi-microorganism in addition, and it can be transferred to another animal or people in addition, and
Also control or remove the accessory substance that this kind of biology can generate, such as stench.The application of this kind of pet may include but be not limited to dyeing and smelly
Taste removes spraying, germicide spray and wipe paper, outdoor box cleaning agent, cage cleaning agent, the spraying of antibacterial cat litter and wipe paper, dog hair washing
Agent and spraying (spritzers) and dog ear cleaning wipe paper.
The composition of the present invention can be used for the first auxiliary locally apply to skin with to the scratch on the surface of skin or
Wound disinfection is to prevent or prevent infections, or prevents mild infection, as the foot of sportsman, wart, wart, spot/acne prevention/
Handle product.Therefore, the present invention is provided to these purposes, the of the composition such as the product of wound care or comprising the present invention
One auxiliary product.
The composition of the present invention can be additionally used in medical application, such as conduit, dialysis and the sterilizing of other medical supplies;Suppress or
Remove virus, such as norovirus, poliovirus or adenovirus;With prevent or eliminate lasting biomembrane.
The composition of the present invention can also use on surface in addition to the skin.The present invention's is administered in addition to the skin
The example on surface includes but is not limited to:Surface cleaner, such as it is intended to that for being used in washroom, kitchen, living area
A bit;Hard floor cleaning agent;Carpet cleaner;Furniture detergent;Glass/mirror cleaning agent;Lavatory care product, including solid toilet
Institute's cleaning agent, such as wheel rim device and being designed to be positioned in water tank;Liquid detergent for toilet, do not include including secondary chlorine
Those of hydrochlorate bleaching agent;Wash dishes product, prepared such as wash liquid and by dishwashing machine, such as wash dishes solid
(in powder or tablet form) and liquid;Laundry product, such as solid detergent (in powder or tablet form);Liquid detergent;
Fabric regulator and the " 2-in-1 1 " product comprising detergent and fabric regulator;It is intended to for the cleaning products in outdoor application,
As being used to clean timber, stone, concrete or plastics, such as courtyard cleaning agent, garden furniture cleaning agent/inorganic agent,
BBQ cleaning agents, metope and fence cleaning agent/inorganic agent;Plant spray is such as intended to that of the removal insect such as aphid from plant
A bit;Food is sprayed, as being suitable in food antiseptic.
In order to avoid suspecting, anticipated in this manual when using term " including (comprising or comprises) "
The one or more compositions listed must be contained by referring to the composition described or formulation or component, but optionally containing additional
Composition.When using term " substantially by ... form (consisting essentially of or consists
Essentially of) " when mean that the composition of description or formulation or component must contain the one or more compositions listed
And it can also contain other compositions of a small amount of (such as up to 5 weight %, or up to 1 weight % or 0.1 weight %), its condition is
Any supplementary element does not influence the fundamental characteristics of composition, formulation or component.When using term " by ... form " when mean
The composition or formulation or component of description must be only containing the one or more compositions listed.These terms can be in a similar manner
It is applied to technique, method and purposes.
" being generally free of " means the composition of description or formulation or component contain less than 3 weight %, and preferably less than 1
Weight %, more preferably 0.1 weight % or less statement composition.For example, the generally not combination of the invention of containing alcohol
Thing contains the alcohol of the alcohol less than 3 weight %, preferably less than 1 weight %, more preferably 0.1% or less alcohol.
Term " antimicrobial " means to kill and/or suppresses microorganism (microbes, microorganisms) growth
Compound or composition.Term " killing microorganism " is used to refer to the compound or composition for killing microorganism.The combination of the present invention
Thing is antimicrobial and/or kill microorganism.
Term " sterilisation " or " disinfectant " mean to reduce the sum of microorganism on the surface.
Term " sterilizing " means to eliminate the biology of microorganism to realize sterile (microbial environment of sterilizing).
Microorganism (microbes or microorganisms) is small (too small so that human eye can't see)
Biology.The example of microorganism includes bacterium, fungi, saccharomycete, mould, mycobacteria, algae spores, archeobacteria and primary life
Thing.Microorganism generally unicellular (singlecelled or unicellular) biology.However, as used herein, term is " micro-
Biology " also includes virus.
The composition of the present invention can antibacterium, antimycotic, algae-resistant, anti-spore, antiviral antiyeast and/or anti-mildew
Bacterium.
The composition of the present invention is specifically suitable for resisting bacterium, such as Escherichia coli.
As used herein, term antibacterium, antimycotic, algae-resistant, antiviral, antiyeast and antifungi reagent are intended to
Refer to the growth for suppressing corresponding microorganism but the reagent of microorganism need not be killed and kill the reagent of corresponding microorganism.Cause
This, such as include suppressing the reagent for growing but can need not killing bacterium of bacterium in term antibacterium and kill bacterium really
Bactericidal reagent.
The example of antibacterial agent includes myobactericides and tuberculocide (tuberculocides).Preferably,
The composition of the present invention includes and is selected from antibacterium, antimycotic, algae-resistant, anti-spore, antiviral, antiyeast and antifungi reagent
And its at least one of mixture reagent.It is highly preferred that the present invention composition include at least one antibacterium, it is antiviral,
Antimycotic and/or antifungi reagent.
The composition of the present invention is effective against various biologies, including Gram-negative and gram-positive bacterium, fungi,
Saccharomycete, virus and some spores for forming bacterium
The advantage of the invention is that be possible to prevent broad range of microorganism adhering and be attached to surface, and therefore,
Prevent from forming biomembrane.In addition formed substantially prevented from a large amount of bacterium colonies.Therefore, generally reduce or even prevent colony growth
Ability.The present invention thus typically in the control of microorganism.
In in one aspect of the invention, composition can be used for the formation for reducing or controlling biomembrane.
As described previously, composition of the invention advantageously provides residual antimicrobial effect, thus in composition
Anti-microbial effect continues quite a long period of time after initial application.
Generally, composition of the invention need not contain the material highly toxic to mammal.For antimicrobial group
The antimicrobial of compound be usually it is known that and extensively understand and test antimicrobial.Known antimicrobial agents
Effect is amplified in the formulation of the present invention.Therefore, the antimicrobial with hypotoxicity can be used in antimicrobial compositions.
By contrast, many " new " antimicrobial for known disinfection technology uses " stronger ", more poisonous and/or few test
Material.
The antimicrobial compositions of the present invention do not contain generate highly lasting residue or flushing liquor or containing heavy metal and
The material of the product of its salt.Therefore, the risk of long-term hazards substantially reduces.
The antimicrobial compositions of the present invention do not disturb the biochemistry breeding path of its microorganism controlled.Therefore, it is resistance to
Medicine gathers low with the risk for producing resistant strain.
The antimicrobial compositions of the present invention can have double action, because it not only provides antimicrobial work when in use
With, but also can have antisepsis to composition.This means to be typically without including additional anti-corrosion in the formulation of the present invention
Agent.
The composition of the present invention does not make generally its surface applied produce cunning sensation.
According to another aspect of the present invention, there is provided the purposes of composition of the invention is being provided with controlling, reducing or prevent
The bacterium colony of microorganism is formed on its surface.
The present invention is provided to the method for residual antimicrobial benefit, the side are provided for the surface of such as crust or skin
Method includes is administered to surface or skin by composition as herein defined.Composition can for example by by composition sprayed in table
On face or composition is wiped and surface or skin are applied on surface or skin.In the method for the present invention, for side
Method need not include any step in addition to composition simply is administered into surface.Therefore it provides substantially by or by general
The method that composition is administered to surface or skin composition composition.
In in one aspect of the invention, surface that composition of the invention is administered to is the surface of body, such as skin.
The antimicrobial compositions of the present invention are generally degradable when submerged in water, with provide the flushing liquor of hypotoxicity/
Leachate and its there is the short holdup time in the environment.
According to another aspect of the present invention, there is provided the purposes of antimicrobial compositions of the invention, to reduce or prevent
The bacterium colony of microorganism is provided on its surface (such as skin) provided.
The antimicrobial compositions of the present invention are generally prepared by method as described below.
Method for preparing antimicrobial compositions as described herein includes:
(i) component (iii) and component (ii) are combined under agitation;With
(ii) component (i) is added to component (iii) and (ii).
In certain aspects, it may be desired to adjust the pH of the solution obtained after step (ii).Therefore, the present invention retouches in addition
The method for stating the pH that solution wherein (iii) is adjusted after step (ii).
Unless context dictates otherwise, otherwise should for given aspect, the preference of feature or parameter and the option of the present invention
Any and all preference and option combination for being considered as all other aspect with the present invention, feature and parameter disclose.
Now illustrate the present invention by following non-limiting examples.
Example 1- prepares test sample and tester
The composition being such as described in Table 1 is prepared using the method for example 1.Commercially available compound for composition exists
It is listed herein below.
Aminat G are 20% solution of the N- lauroyls-L-arginine ethyl ester monohydrochloride in glycerine, by match ratio
Gram (Seppic) supply.Its key component is the salt of the derivative of amino acid L-arginine.
AH Care L65 are the both sexes hydroxo complex containing amino acid, arginine and lactic acid.It is by BASF (BASF)
Supply.Aminat G and AH Care L65 are the commercial examples of the component (i) containing the present invention.
The Acticide DDQ 40 supplied by Sol contain 40% 2-positive decyl alkyl dimethyl ammonium chloride (DDAC).This is this
The example of the component (ii) of invention, there is formula A types.
The Acticide BAC 50M supplied by Sol contain 50% benzalkonium chloride (BAC), are also the component of the present invention
(ii) example, there is formula Type B.
By the component that the CHG (CHDG) for 20% solution for winning wound (Evonik) supply is the present invention
(ii) another example.
For benzalkonium derivatives and contain 100% diisobutyl by the Lonzagard benzethonium chlorides USP of imperial husky supply
Phenoxy group ethyl-dimethylamino benzophenone ammonium chloride (BENZ), otherwise referred to as benzethonium chloride.It is component of the invention
(ii) another example.
Polar solvent (component (iii)) is positioned in appropriately sized container (usual 1 liter of capacity).Retain a small amount of pole
Property solvent is to allow final weight to adjust.One or more biocides (component (ii)) of necessary amounts are then added to appearance
Device, wherein container stirs 5 minutes after every kind of biocide is added before a kind of biocide under addition.Then addition must
Amino acid, derivative or the salt (component (i)) and container of requirement are stirred for 5 minutes.Check pH and if necessary to so make
Adjusted with lactic acid or sodium hydroxide solution.The polar solvent that subsequent solution is retained by adding forms 100 weight % and stirred
Last 10 minutes.
Control sample is prepared by the same way, but be to leave out the components (i) of one or more present invention, (ii) or
(iii)。
In table 1, combination partner (i) of the invention, Aminat G and AH Care L65 weight % refer to commercially available
The weight % of the amount of material and component (ii) of the invention refers to activity chemistry component, i.e. bis--positive decyls of DDAC- dimethyl chloride
Change ammonium, CHDG- CHGs;BEHZ- benzethonium chlorides;Or the amount of BAC- benzalkonium chlorides.
Table 1
Example 2- assesses the residual antimicrobial efficacy of test sample
2cm × 2cm parts that the test sample of 25 microlitres (0.025ml) is administered to live body outer skin (are such as supplied by IMS companies
Should), it is repeated twice in petri diss.Test sample existsSpread on surface, wherein the oese to sterilize
Pipe ensures to keep untreated away from edge about 0.5cm peripheries.Test sample is set to exist in an oven at 20 DEG C
*2Upper drying, wherein petri diss lid remain turned-off one hour.Petri diss then is taken out from baking oven, and makes one
Tryptone/saline solution saturation of the internally placed sterilizing of polypropylene wipe paper.Close lid and then put back to baking oven
In maintained 4 hours at 20 DEG C.Hereafter, petri diss is taken out from baking oven, and will be prepared in tryptone/saline solution
E. coli k12 *110ul 1 to 1.5 × 10^8cfu/ml suspension be added to containing test sample and spreadSurface, wherein the inoculation endless tube to sterilize ensures that suspension is kept in vitro in the processing region of skin.
Bacterial suspension is kept and in vitro skin contact 5 minutes.Hereafter, taken out from petri dissAnd put
It is placed in the test tube of the neutralization solution containing 10ml.Leniently shaking test tube and 5 are kept again after 1 minute in pipe vortex mixing
Minute with from the surface of live body outer skin reclaim bacterium.Then use tryptose soya agar plating 1ml this suspension sample
And cultivated 48 hours at 37 DEG C.Hereafter, compared with the tester of water process, the logarithm for calculating e. coli k12 declines
Value.
*1NB. e. coli k12 suspension at 37 DEG C on tryptose soya agar by growing ' 2a ' of 24 hours
Prepared by nutrient solution, be such as described in such as EN1276 in BSEN Microbiological standardizations:2009)*2 To imitate the mankind
The testing substrates of the surface characteristic of skin.It is prepared with similar to the pattern of human skin, pH, critical surfaces tension force and
The abiotic product of synthesis of ionic strength.For in the art it is housebroken those its to be well-known and using base material,
To assess the benefit that skin nursing products are applied to the topology of skin, it includes the sterilization work(for assessing the activating agent for being administered to skin
Effect.The example of the peer review of announcement of being worked to live body outer skin includes US 20090202463A1, and it describes to be used to assess
The method improved to the instant and residual anti-viral on the surface of skin and the antimicrobial compositions of efficacy against bacteria is provided;Such as retouch
It is set forth in《Antimicrobial and chemotherapy magazine (Journal of Antimicrobial Agents and
Chemotherapy)》;48(7);In July, 2004;Assessment in 2595-2598 is clear in the hand for preventing rhinovirus infection
The effect of organic acid in clean dose;The A1 of US 20120141396, it is anti-for a long time micro- that it is described as a variety of surfaces (including skin) offer
Biological nature microbicide compositions, assessed using live body outer skin.
The result of example 2
Formulation 1
Formulation 1 and control sample 1,2,3,6,8 and 9 are prepared described in table 1 according to method described in example 1
Composition.The sample and control sample of formulation 1 are subsequently used in the method test antimicrobial efficacy described in example 2.This
The result tested a bit is shown in table 2 below.
Table 2
Composition | Logarithm R e. coli k12s | Standard error |
Formulation 1 | 4.58 | 0.26 |
Tester 1 | 2.98 | 0.06 |
Tester 2 | Tntc* | - |
Tester 3 | 2.64 | 0.04 |
Tester 6 | 3.54 | 0.00 |
Tester 8 | Tntc* | - |
Tester 9 | Tntc* |
* Tntc=can not be counted too much
Compared to the tester 3 without Aminat G (component (i) of the invention), the result in table 2 shows this hair
Bright composition, i.e., there are excellent antimicrobial properties with CHDG the and Aminat G DDAC combined.
Compared in the case of with Aminat G individually using DDAC and CHDG tester 6 and 9 and in nothing
DDAC and CHDG tester 1 and 8 is individually used in the case of Aminat G, formulation 1 also has excellent antimicrobial
Performance.
Tester 2 shows Aminat G non-antimicrobials activity.
Formulation 2
Formulation 2 and control sample 1,2,4,6 and 7 prepare the group described in table 1 according to method described in example 1
Compound.The sample and control sample of formulation 2 then test antimicrobial efficacy according to the method described in example 2.These
The result of test is shown in table 3 below.
Table 3
Composition | Logarithm R e. coli k12s | Standard error |
Formulation 2 | 3.88 | 0.04 |
Tester 1 | 2,98 | 0.06 |
Tester 2 | Tntc* | - |
Tester 4 | 1.88 | 0.02 |
Tester 6 | 3.54 | 0.00 |
Tester 7 | 2.42 | 0.12 |
* Tntc=can not be counted too much
Compared to the tester 4 without Aminat G (component (i) of the invention), the result in table 3 shows this hair
Bright composition, i.e., there are excellent antimicrobial properties with BAC the and Aminat G DDAC combined.
Compared in the case of with Aminat G individually using DDAC and BAC tester 6 and 7 and in nothing
DDAC tester 1 is used alone in the case of Aminat G, formulation 2 also has excellent antimicrobial properties.
Tester 2 shows Aminat G non-antimicrobials activity.
Formulation 3
Formulation 3 and control sample 5,10,11 and 12 are prepared described in table 1 according to method described in example 1
Composition.The sample and control sample of formulation 3 then test antimicrobial efficacy according to the method described in example 2.This
The result tested a bit is shown in table 4 below.
Table 4
Composition | Logarithm R e. coli k12s | Standard error |
Formulation 3 | >5.22 | 0.00 |
Tester 12 | 2.48 | 0.03 |
Tester 5 | Tntc* | - |
Tester 10 | 2.75 | 0.25 |
Tester 11 | Tntc* | - |
* Tntc=can not be counted too much
Compared to the tester 12 without AH Care L65 (component (i) of the invention), the result in table 4 is shown
The composition of the present invention, i.e., have excellent antimicrobial properties with CHDG the and AH Care L65 DDAC combined.
Compared in the case of with AH Care L65 individually use DDAC and CHDG tester 10 and 11,
Formulation 3 also has excellent antimicrobial properties.
Tester 5 shows AH Care L65 non-antimicrobials activity.
Claims (41)
1. a kind of antimicrobial compositions, comprising:
(i) amino acid, the derivative of amino acid, the salt of amino acid, or the salt of the derivative of amino acid or its mixture;
(ii) comprising two or more antimicrobial quaternary ammonium compounds or at least one antimicrobial quaternary ammonium compound and chlorine oneself
Fixed or chlorhexidine salt antimicrobial components;With
(iii) polar solvent.
2. composition according to claim 1, wherein component (i) are the salt of hydrophilic amino acid or this amino acid or spread out
Biology or the salt of this analog derivative or the salt of the hydrophilic derivatives of the hydrophilic derivatives of amino acid or amino acid or its mixing
Thing.
3. composition according to claim 1 or 2, wherein component (i) are that water-based index is 2 or smaller at least one ammonia
Base acid or the salt or derivative of this amino acid or the salt of this analog derivative.
4. composition according to any one of the preceding claims, wherein component (i) are isoelectric point (pl) for 8 or bigger,
10 or bigger at least one amino acid or this amino acid salt or the salt of derivative or this analog derivative.
5. composition according to any one of the preceding claims, wherein component (i) are the amino acid or this kind of of positively charged
The salt or derivative or the salt of this analog derivative or its mixture of amino acid.
6. composition according to any one of the preceding claims, wherein component (i) are selected from arginine, lysine and group ammonia
The salt of acid and its salt, its derivative and its derivative, or its mixture.
7. composition according to claim 6, wherein component (i) are selected from arginine lactate and N- lauroyls-L- essences
Propylhomoserin ethyl ester monohydrochloride or its mixture.
8. composition according to any one of the preceding claims, wherein the Chlorhexidine is CHG.
9. composition according to any one of the preceding claims, include formula (A) antimicrobial quaternary ammonium compound
Wherein R1And R2It is each independently straight chain, be unsubstituted and continual C8-12Alkyl, and X-For halide anion,
Such as chlorion, bromide ion, fluorine ion, iodide ion or sulfonate radical, saccharin root, carbonate or bicarbonate radical and/or at least one formula
(B) benzalkonium compound
Wherein m is 8 to 18, and X-For halide anion, such as chlorion, bromide ion, fluorine ion, iodide ion or sulfonate radical, saccharin
Root, carbonate or bicarbonate radical;And/or benzethonium chloride.
10. the benzalkonium compound of composition according to claim 6, wherein formula (B) be benzyl dimethyl-
Positive tetradecyl-ammonium chloride, benzyl dimethyl-dodecyl-ammonium chloride, benzyl-C12-C16- alkyl-dimethyl-chlorination
Ammonium, diisobutyl phenoxy group ethyl-dimethylamino benzophenone ammonium chloride (otherwise referred to as benzethonium chloride) or benzyl-cocounut oil
The compound of alkyl-dimethyl-ammonium chloride and/or formula (A) is two-positive decyl alkyl dimethyl ammonium chloride, octyl decyl dimethyl
Ammonium chloride or Quaternium 24.
11. composition according to claim 6, wherein the antimicrobial quaternary ammonium compound is selected from what is consisted of
Group:Two-positive decyl alkyl dimethyl ammonium chloride (DDAC), benzalkonium chloride (BAC) and benzethonium chloride (BENZ).
12. composition according to any one of the preceding claims, wherein the antimicrobial components (ii) include (a) chlorine
Oneself determines or chlorhexidine salt and (b) two-positive decyl alkyl dimethyl ammonium chloride and/or the benzene of formula according to claim 9 (B) bundle chlorine
Ammonium.
13. composition according to claim 12, includes formula (B) benzalkonium chloride, wherein m is 8,10 or 12.
14. composition according to any one of the preceding claims, include CAS 7173-51-5 and/or 68424-85-1
Quaternary ammonium compound.
15. composition according to any one of the preceding claims, includes Additional anti-microbial component (b).
16. composition according to claim 15, wherein the Additional anti-microbial component (b) is selected from polymeric biguanide class
Compound, silver, Octenidine HCl, amphoteric compound, Povidone-iodine, phenolic compound, isothiazolone, nitro N-Propyl Bromide, nitrogen class jeterocyclic chemistry
Compound, alkyl betaine, alkyl amine oxide, anionic amino acids surfactant and amine antimicrobial and its mixing
Thing.
Arrived 17. the amount of composition according to any one of the preceding claims, wherein component (i) is about 0.0005 weight %
The 10 weight % composition.
18. composition according to claim 17, wherein the amount of the component (i) is about 0.005 weight % to about 5 weights
Measure the % composition.
19. composition according to claim 18, wherein the amount of the component (i) is about 0.01 weight % to about 1 weight
Measure the % composition.
20. composition according to any one of the preceding claims, wherein component (ii) and component (b) (if present)
Total amount is the compositions of the about 0.001 weight % to about 10 weight %.
21. composition according to claim 20, wherein the total amount of the component (ii) and component (b) (if present) is
The compositions of the about 0.005 weight % to about 5 weight %.
22. composition according to claim 21, wherein the total amount of the component (ii) and component (b) (if present) is
The compositions of the about 0.01 weight % to about 1 weight %.
23. composition according to any one of the preceding claims, wherein the pH of the composition is about 4.5 to about 8.
24. composition according to any one of the preceding claims, wherein the composition further includes complexing agent.
25. composition according to claim 24, wherein the complexing agent is selected from ethylenediamine tetra-acetic acid (EDTA), gluconic acid
Salt, glutamic acid diacetic acid (GLDA), the succinic acid (EDDS) of ethylenediamine-N, N'- bis-, diethylene-triamine pentaacetic acid (DPTA), hydroxyl
Base ethyl-ethylenediamine triacetic acid (HEDTA), MDGA (MGDA), PDTA (1,3- trimethylen-edinitrilo-tetraacetic acids) and second
Alcohol Diglycocol (EDG) and its mixture.
26. composition according to any one of the preceding claims, wherein the polar solvent is selected from water, ethanol, positive third
Alcohol, isopropanol, glycol ether, propylene glycol, butyldiglycol (BDG) and dipropylene glycol methyl ether (trade name Dowanol
) and its mixture DPM.
27. the composition according to claim 25 or 26, wherein the composition is generally free of ethanol.
28. composition according to any one of the preceding claims, it provides residual antimicrobial effect when in use.
29. the purposes of the composition according to any one of claim 1 to 28, generally reduce or control on the surface or
Microbe colony is formed at the surface.
30. purposes according to claim 29, reduce or control the formation of biomembrane.
31. a kind of generally reduce or control the method that microbe colony is formed on the surface or at the surface, the side
Method includes is administered to the surface by the composition according to any one of claim 1 to 28.
32. according to the method for claim 31, reduce or control the formation of biomembrane.
33. a kind of destroy, prevent or reduces microorganism and the method for the bonding on surface and/or attachment, methods described is comprising by root
The surface is administered to according to the composition any one of claim 1 to 28.
34. purposes according to claim 29, or the method according to claim 30 or 31, wherein the surface is
Skin.
35. a kind of hand sanitizer, include the antimicrobial compositions according to any one of claim 1 to 28.
36. a kind of Wound care products, include the antimicrobial compositions according to any one of claim 1 to 28.
37. a kind of antimicrobial wipe paper, the antimicrobial combination comprising base material and according to any one of claim 1 to 28
Thing.
38. the composition according to any one of claim 1 to 28, for manufacturing product to reduce or control in the skin
The formation of microbe colony on skin or wound.
39. the composition according to any one of claim 1 to 28, for reducing or controlling in the skin or wound
The formation of microbe colony.
40. a kind of composition, purposes or method are general as described herein.
41. a kind of composition, purposes or method referring generally to example as described herein.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
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GBGB1505701.1A GB201505701D0 (en) | 2015-04-02 | 2015-04-02 | Anti-microbial composition |
GB1505701.1 | 2015-04-02 | ||
PCT/GB2016/050932 WO2016156869A2 (en) | 2015-04-02 | 2016-04-01 | Anti-microbial composition |
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CN107466207A true CN107466207A (en) | 2017-12-12 |
Family
ID=53190097
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CN201680020804.5A Pending CN107466207A (en) | 2015-04-02 | 2016-04-01 | Antimicrobial compositions |
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EP (1) | EP3277086A2 (en) |
JP (1) | JP6785789B2 (en) |
CN (1) | CN107466207A (en) |
BR (1) | BR112017021002B8 (en) |
GB (2) | GB201505701D0 (en) |
HK (1) | HK1246088A1 (en) |
MY (1) | MY178425A (en) |
SG (1) | SG11201707755QA (en) |
TW (1) | TWI626006B (en) |
WO (1) | WO2016156869A2 (en) |
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Also Published As
Publication number | Publication date |
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JP6785789B2 (en) | 2020-11-18 |
WO2016156869A3 (en) | 2016-11-10 |
GB2533527A (en) | 2016-06-22 |
GB2533527B (en) | 2018-10-17 |
SG11201707755QA (en) | 2017-10-30 |
TW201709819A (en) | 2017-03-16 |
GB201505701D0 (en) | 2015-05-20 |
MY178425A (en) | 2020-10-13 |
EP3277086A2 (en) | 2018-02-07 |
WO2016156869A2 (en) | 2016-10-06 |
BR112017021002B1 (en) | 2020-05-26 |
BR112017021002A2 (en) | 2018-07-03 |
BR112017021002B8 (en) | 2020-06-16 |
HK1246088A1 (en) | 2018-09-07 |
JP2018511607A (en) | 2018-04-26 |
TWI626006B (en) | 2018-06-11 |
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