DE1642057A1 - Verwendung von substituierten Phenylaethern als Potenzierungsmittel in antimikrobiellen Mitteln - Google Patents
Verwendung von substituierten Phenylaethern als Potenzierungsmittel in antimikrobiellen MittelnInfo
- Publication number
- DE1642057A1 DE1642057A1 DE19671642057 DE1642057A DE1642057A1 DE 1642057 A1 DE1642057 A1 DE 1642057A1 DE 19671642057 DE19671642057 DE 19671642057 DE 1642057 A DE1642057 A DE 1642057A DE 1642057 A1 DE1642057 A1 DE 1642057A1
- Authority
- DE
- Germany
- Prior art keywords
- methyl
- ethan
- phenoxy
- substituted
- ethane
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000003795 chemical substances by application Substances 0.000 title claims description 16
- USIUVYZYUHIAEV-UHFFFAOYSA-N diphenyl ether Chemical class C=1C=CC=CC=1OC1=CC=CC=C1 USIUVYZYUHIAEV-UHFFFAOYSA-N 0.000 title claims description 15
- 239000004599 antimicrobial Substances 0.000 title claims description 7
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 16
- 150000002989 phenols Chemical class 0.000 claims description 14
- 239000000645 desinfectant Substances 0.000 claims description 11
- -1 phenyl nucleus Phenyl ethers Chemical class 0.000 claims description 11
- 230000000844 anti-bacterial effect Effects 0.000 claims description 10
- 230000003389 potentiating effect Effects 0.000 claims description 10
- 125000001931 aliphatic group Chemical group 0.000 claims description 8
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 7
- 239000000460 chlorine Substances 0.000 claims description 6
- 229910052801 chlorine Inorganic materials 0.000 claims description 6
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 4
- 125000004432 carbon atom Chemical group C* 0.000 claims description 4
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 4
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 3
- 229910052794 bromium Inorganic materials 0.000 claims description 3
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 3
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims description 2
- 125000005843 halogen group Chemical group 0.000 claims description 2
- 239000001257 hydrogen Substances 0.000 claims description 2
- 229910052739 hydrogen Inorganic materials 0.000 claims description 2
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 2
- XJVSFSKGXUVVHX-UHFFFAOYSA-N 1-(4-bromo-5-methyl-2-propan-2-ylphenoxy)propan-2-ol Chemical compound CC(COC1=C(C=C(C(=C1)C)Br)C(C)C)O XJVSFSKGXUVVHX-UHFFFAOYSA-N 0.000 claims 1
- PCCMNBRZMKANQD-UHFFFAOYSA-N 2-(2,4-dichlorophenoxy)ethanol Chemical compound OCCOC1=CC=C(Cl)C=C1Cl PCCMNBRZMKANQD-UHFFFAOYSA-N 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 239000003921 oil Substances 0.000 description 33
- 238000012360 testing method Methods 0.000 description 13
- 230000000845 anti-microbial effect Effects 0.000 description 12
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 description 12
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 description 9
- 239000002609 medium Substances 0.000 description 7
- 239000000126 substance Substances 0.000 description 7
- 239000003899 bactericide agent Substances 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- 150000001875 compounds Chemical class 0.000 description 5
- 230000000694 effects Effects 0.000 description 5
- 230000002401 inhibitory effect Effects 0.000 description 5
- 230000005764 inhibitory process Effects 0.000 description 5
- 235000013162 Cocos nucifera Nutrition 0.000 description 4
- 244000060011 Cocos nucifera Species 0.000 description 4
- QCDWFXQBSFUVSP-UHFFFAOYSA-N 2-phenoxyethanol Chemical compound OCCOC1=CC=CC=C1 QCDWFXQBSFUVSP-UHFFFAOYSA-N 0.000 description 3
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
- 230000002421 anti-septic effect Effects 0.000 description 3
- YMKDRGPMQRFJGP-UHFFFAOYSA-M cetylpyridinium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCC[N+]1=CC=CC=C1 YMKDRGPMQRFJGP-UHFFFAOYSA-M 0.000 description 3
- 235000014113 dietary fatty acids Nutrition 0.000 description 3
- 239000000194 fatty acid Substances 0.000 description 3
- 229930195729 fatty acid Natural products 0.000 description 3
- 150000004665 fatty acids Chemical class 0.000 description 3
- 238000004508 fractional distillation Methods 0.000 description 3
- 208000015181 infectious disease Diseases 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 235000015097 nutrients Nutrition 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
- ZQGKWFAIEHHYGU-UHFFFAOYSA-N 2-(4-chloro-3-methylphenoxy)ethanol Chemical compound CC1=CC(OCCO)=CC=C1Cl ZQGKWFAIEHHYGU-UHFFFAOYSA-N 0.000 description 2
- JWAZRIHNYRIHIV-UHFFFAOYSA-N 2-naphthol Chemical compound C1=CC=CC2=CC(O)=CC=C21 JWAZRIHNYRIHIV-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 2
- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 2
- WQDUMFSSJAZKTM-UHFFFAOYSA-N Sodium methoxide Chemical compound [Na+].[O-]C WQDUMFSSJAZKTM-UHFFFAOYSA-N 0.000 description 2
- 230000002411 adverse Effects 0.000 description 2
- 229960001927 cetylpyridinium chloride Drugs 0.000 description 2
- 125000001309 chloro group Chemical group Cl* 0.000 description 2
- 239000012459 cleaning agent Substances 0.000 description 2
- 230000000249 desinfective effect Effects 0.000 description 2
- ACGUYXCXAPNIKK-UHFFFAOYSA-N hexachlorophene Chemical compound OC1=C(Cl)C=C(Cl)C(Cl)=C1CC1=C(O)C(Cl)=CC(Cl)=C1Cl ACGUYXCXAPNIKK-UHFFFAOYSA-N 0.000 description 2
- 238000011534 incubation Methods 0.000 description 2
- 238000002156 mixing Methods 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- GLDOVTGHNKAZLK-UHFFFAOYSA-N octadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCCCO GLDOVTGHNKAZLK-UHFFFAOYSA-N 0.000 description 2
- 239000002674 ointment Substances 0.000 description 2
- IZUPBVBPLAPZRR-UHFFFAOYSA-N pentachlorophenol Chemical compound OC1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl IZUPBVBPLAPZRR-UHFFFAOYSA-N 0.000 description 2
- 239000002304 perfume Substances 0.000 description 2
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 2
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 239000002453 shampoo Substances 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- HCJLVWUMMKIQIM-UHFFFAOYSA-M sodium;2,3,4,5,6-pentachlorophenolate Chemical compound [Na+].[O-]C1=C(Cl)C(Cl)=C(Cl)C(Cl)=C1Cl HCJLVWUMMKIQIM-UHFFFAOYSA-M 0.000 description 2
- 239000000243 solution Substances 0.000 description 2
- 238000004659 sterilization and disinfection Methods 0.000 description 2
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 description 2
- KVSKGMLNBAPGKH-UHFFFAOYSA-N tribromosalicylanilide Chemical compound OC1=C(Br)C=C(Br)C=C1C(=O)NC1=CC=C(Br)C=C1 KVSKGMLNBAPGKH-UHFFFAOYSA-N 0.000 description 2
- 238000010626 work up procedure Methods 0.000 description 2
- 125000002256 xylenyl group Chemical class C1(C(C=CC=C1)C)(C)* 0.000 description 2
- GYDFVBYBCDOBFE-UHFFFAOYSA-N 1,3,5-trichloro-2-ethoxybenzene Chemical compound CCOC1=C(Cl)C=C(Cl)C=C1Cl GYDFVBYBCDOBFE-UHFFFAOYSA-N 0.000 description 1
- VULUPRKDRIRLLH-UHFFFAOYSA-N 1-(2-chloroethoxy)-2-methylbenzene Chemical compound CC1=CC=CC=C1OCCCl VULUPRKDRIRLLH-UHFFFAOYSA-N 0.000 description 1
- CGVSPABEGAOUOK-UHFFFAOYSA-N 1-(2-chloroethoxy)-2-phenylbenzene Chemical compound ClCCOC1=CC=CC=C1C1=CC=CC=C1 CGVSPABEGAOUOK-UHFFFAOYSA-N 0.000 description 1
- ILGGYGDTPZIYSW-UHFFFAOYSA-N 1-(4-bromo-2-methylphenoxy)propan-2-ol Chemical compound CC(O)COC1=CC=C(Br)C=C1C ILGGYGDTPZIYSW-UHFFFAOYSA-N 0.000 description 1
- WOQUJSGMGLANAE-UHFFFAOYSA-M 1-[(2-dodecoxyphenyl)methyl]quinolin-1-ium;chloride Chemical compound [Cl-].CCCCCCCCCCCCOC1=CC=CC=C1C[N+]1=CC=CC2=CC=CC=C12 WOQUJSGMGLANAE-UHFFFAOYSA-M 0.000 description 1
- IRYSAAMKXPLGAM-UHFFFAOYSA-N 1-chloro-2-ethoxybenzene Chemical compound CCOC1=CC=CC=C1Cl IRYSAAMKXPLGAM-UHFFFAOYSA-N 0.000 description 1
- VFNGAZDNWPLBRA-UHFFFAOYSA-N 1-chloro-2-propoxybenzene Chemical compound CCCOC1=CC=CC=C1Cl VFNGAZDNWPLBRA-UHFFFAOYSA-N 0.000 description 1
- WGUCBRKEKIJTSN-UHFFFAOYSA-N 1-methyl-3-[2-[2-(3-methylphenoxy)propan-2-yloxy]propan-2-yloxy]benzene Chemical compound CC=1C=C(OC(C)(C)OC(C)(OC2=CC(=CC=C2)C)C)C=CC1 WGUCBRKEKIJTSN-UHFFFAOYSA-N 0.000 description 1
- HSQFVBWFPBKHEB-UHFFFAOYSA-N 2,3,4-trichlorophenol Chemical compound OC1=CC=C(Cl)C(Cl)=C1Cl HSQFVBWFPBKHEB-UHFFFAOYSA-N 0.000 description 1
- LINPIYWFGCPVIE-UHFFFAOYSA-N 2,4,6-trichlorophenol Chemical compound OC1=C(Cl)C=C(Cl)C=C1Cl LINPIYWFGCPVIE-UHFFFAOYSA-N 0.000 description 1
- UWEZBKLLMKVIPI-UHFFFAOYSA-N 2,5-dinitrophenol Chemical compound OC1=CC([N+]([O-])=O)=CC=C1[N+]([O-])=O UWEZBKLLMKVIPI-UHFFFAOYSA-N 0.000 description 1
- LZTZSANFAWWCRW-UHFFFAOYSA-N 2-(2,4,6-trichlorophenoxy)ethanol Chemical compound OCCOC1=C(Cl)C=C(Cl)C=C1Cl LZTZSANFAWWCRW-UHFFFAOYSA-N 0.000 description 1
- PPDFKJFJYCJAHE-UHFFFAOYSA-N 2-(2,5-dimethylphenoxy)ethanol Chemical compound CC1=CC=C(C)C(OCCO)=C1 PPDFKJFJYCJAHE-UHFFFAOYSA-N 0.000 description 1
- FDQGMCQSIVZGHW-UHFFFAOYSA-N 2-(2-chlorophenoxy)ethanol Chemical compound OCCOC1=CC=CC=C1Cl FDQGMCQSIVZGHW-UHFFFAOYSA-N 0.000 description 1
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- NANFKPXADIOTRP-UHFFFAOYSA-N 2-(4-iodophenoxy)ethanol Chemical compound OCCOC1=CC=C(I)C=C1 NANFKPXADIOTRP-UHFFFAOYSA-N 0.000 description 1
- KGPFHDDLZCYWAO-UHFFFAOYSA-N 2-(4-tert-butylphenoxy)ethanol Chemical compound CC(C)(C)C1=CC=C(OCCO)C=C1 KGPFHDDLZCYWAO-UHFFFAOYSA-N 0.000 description 1
- DNUYOWCKBJFOGS-UHFFFAOYSA-N 2-[[10-(2,2-dicarboxyethyl)anthracen-9-yl]methyl]propanedioic acid Chemical compound C1=CC=C2C(CC(C(=O)O)C(O)=O)=C(C=CC=C3)C3=C(CC(C(O)=O)C(O)=O)C2=C1 DNUYOWCKBJFOGS-UHFFFAOYSA-N 0.000 description 1
- WPMBXQJYQZTSGS-UHFFFAOYSA-N 2-benzyl-4-chlorobenzene-1,3-diol Chemical compound OC1=CC=C(Cl)C(O)=C1CC1=CC=CC=C1 WPMBXQJYQZTSGS-UHFFFAOYSA-N 0.000 description 1
- RKDMDAVSHRCXQZ-UHFFFAOYSA-N 2-benzylbenzene-1,3-diol Chemical compound OC1=CC=CC(O)=C1CC1=CC=CC=C1 RKDMDAVSHRCXQZ-UHFFFAOYSA-N 0.000 description 1
- XPKNQQCTKKHCHV-UHFFFAOYSA-N 2-chloro-5-methoxy-1,3-dimethylbenzene Chemical compound COC1=CC(C)=C(Cl)C(C)=C1 XPKNQQCTKKHCHV-UHFFFAOYSA-N 0.000 description 1
- VQUYNUJARXBNPK-UHFFFAOYSA-N 2-chloroethoxybenzene Chemical compound ClCCOC1=CC=CC=C1 VQUYNUJARXBNPK-UHFFFAOYSA-N 0.000 description 1
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- KWDRLJRZSFZCNT-UHFFFAOYSA-M 2-decoxyethyl-diethyl-methylazanium;bromide Chemical compound [Br-].CCCCCCCCCCOCC[N+](C)(CC)CC KWDRLJRZSFZCNT-UHFFFAOYSA-M 0.000 description 1
- QTDIEDOANJISNP-UHFFFAOYSA-N 2-dodecoxyethyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOCCOS(O)(=O)=O QTDIEDOANJISNP-UHFFFAOYSA-N 0.000 description 1
- MSJLMQTXVKCUCD-UHFFFAOYSA-M 2-dodecylisoquinolin-2-ium;bromide Chemical compound [Br-].C1=CC=CC2=C[N+](CCCCCCCCCCCC)=CC=C21 MSJLMQTXVKCUCD-UHFFFAOYSA-M 0.000 description 1
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- QTWJRLJHJPIABL-UHFFFAOYSA-N 2-methylphenol;3-methylphenol;4-methylphenol Chemical compound CC1=CC=C(O)C=C1.CC1=CC=CC(O)=C1.CC1=CC=CC=C1O QTWJRLJHJPIABL-UHFFFAOYSA-N 0.000 description 1
- IQUPABOKLQSFBK-UHFFFAOYSA-N 2-nitrophenol Chemical compound OC1=CC=CC=C1[N+]([O-])=O IQUPABOKLQSFBK-UHFFFAOYSA-N 0.000 description 1
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- 125000001246 bromo group Chemical group Br* 0.000 description 1
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- 125000002091 cationic group Chemical group 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- FCYRSDMGOLYDHL-UHFFFAOYSA-N chloromethoxyethane Chemical compound CCOCCl FCYRSDMGOLYDHL-UHFFFAOYSA-N 0.000 description 1
- 229930003836 cresol Natural products 0.000 description 1
- 235000013365 dairy product Nutrition 0.000 description 1
- 239000003599 detergent Substances 0.000 description 1
- 125000000950 dibromo group Chemical group Br* 0.000 description 1
- 125000003963 dichloro group Chemical group Cl* 0.000 description 1
- WLCFKPHMRNPAFZ-UHFFFAOYSA-M didodecyl(dimethyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCC[N+](C)(C)CCCCCCCCCCCC WLCFKPHMRNPAFZ-UHFFFAOYSA-M 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- YRIUSKIDOIARQF-UHFFFAOYSA-N dodecyl benzenesulfonate Chemical compound CCCCCCCCCCCCOS(=O)(=O)C1=CC=CC=C1 YRIUSKIDOIARQF-UHFFFAOYSA-N 0.000 description 1
- 229940071161 dodecylbenzenesulfonate Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000417 fungicide Substances 0.000 description 1
- 230000002070 germicidal effect Effects 0.000 description 1
- 239000001963 growth medium Substances 0.000 description 1
- 150000008282 halocarbons Chemical class 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical group 0.000 description 1
- 229960004068 hexachlorophene Drugs 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- BLNWTAHYTCHDJH-UHFFFAOYSA-O hydroxy(oxo)azanium Chemical compound O[NH+]=O BLNWTAHYTCHDJH-UHFFFAOYSA-O 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 239000000865 liniment Substances 0.000 description 1
- 238000009630 liquid culture Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- IJFXRHURBJZNAO-UHFFFAOYSA-N meta--hydroxybenzoic acid Natural products OC(=O)C1=CC=CC(O)=C1 IJFXRHURBJZNAO-UHFFFAOYSA-N 0.000 description 1
- ASHGTJPOSUFTGB-UHFFFAOYSA-N methyl resorcinol Natural products COC1=CC=CC(O)=C1 ASHGTJPOSUFTGB-UHFFFAOYSA-N 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 230000003158 microbiostatic effect Effects 0.000 description 1
- VYQNWZOUAUKGHI-UHFFFAOYSA-N monobenzone Chemical compound C1=CC(O)=CC=C1OCC1=CC=CC=C1 VYQNWZOUAUKGHI-UHFFFAOYSA-N 0.000 description 1
- GOQYKNQRPGWPLP-UHFFFAOYSA-N n-heptadecyl alcohol Natural products CCCCCCCCCCCCCCCCCO GOQYKNQRPGWPLP-UHFFFAOYSA-N 0.000 description 1
- 125000004433 nitrogen atom Chemical group N* 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 229940070805 p-chloro-m-cresol Drugs 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229940031826 phenolate Drugs 0.000 description 1
- OXNIZHLAWKMVMX-UHFFFAOYSA-N picric acid Chemical compound OC1=C([N+]([O-])=O)C=C([N+]([O-])=O)C=C1[N+]([O-])=O OXNIZHLAWKMVMX-UHFFFAOYSA-N 0.000 description 1
- 229920000573 polyethylene Polymers 0.000 description 1
- 229940068886 polyethylene glycol 300 Drugs 0.000 description 1
- 229910000027 potassium carbonate Inorganic materials 0.000 description 1
- 239000003380 propellant Substances 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- 229960004063 propylene glycol Drugs 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 239000008262 pumice Substances 0.000 description 1
- MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
- 235000019812 sodium carboxymethyl cellulose Nutrition 0.000 description 1
- 229920001027 sodium carboxymethylcellulose Polymers 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 238000007711 solidification Methods 0.000 description 1
- 230000008023 solidification Effects 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 239000004575 stone Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 230000001960 triggered effect Effects 0.000 description 1
- CEYYIKYYFSTQRU-UHFFFAOYSA-M trimethyl(tetradecyl)azanium;chloride Chemical compound [Cl-].CCCCCCCCCCCCCC[N+](C)(C)C CEYYIKYYFSTQRU-UHFFFAOYSA-M 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
Classifications
-
- 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
- A01N31/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic oxygen or sulfur compounds
- A01N31/08—Oxygen or sulfur directly attached to an aromatic ring system
- A01N31/14—Ethers
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DEH0063293 | 1967-07-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE1642057A1 true DE1642057A1 (de) | 1971-04-22 |
Family
ID=7162254
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19671642057 Pending DE1642057A1 (de) | 1967-07-15 | 1967-07-15 | Verwendung von substituierten Phenylaethern als Potenzierungsmittel in antimikrobiellen Mitteln |
Country Status (2)
| Country | Link |
|---|---|
| DE (1) | DE1642057A1 (enrdf_load_stackoverflow) |
| FR (1) | FR1583994A (enrdf_load_stackoverflow) |
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4921694A (en) * | 1987-06-24 | 1990-05-01 | Beiersdorf Aktiengesellschaft | Deodorizing and antimicrobial composition for use in cosmetic or topical formulations |
| DE3904099C1 (enrdf_load_stackoverflow) * | 1989-02-11 | 1990-07-12 | Schuelke & Mayr Gmbh, 2000 Norderstedt, De | |
| DE4005784A1 (de) * | 1990-02-23 | 1991-08-29 | Schuelke & Mayr Gmbh | Desinfektionsmittel-konzentrat und dessen verwendung als mykobakterizid und viruzid |
| DE102005019658A1 (de) * | 2005-04-26 | 2006-11-02 | Henkel Kgaa | Verbesserte bakterielle Suspensionsleistung |
| JP2014139253A (ja) * | 2012-11-02 | 2014-07-31 | Seiwa Kasei Co Ltd | プロピルフェニルエーテル誘導体、並びにそれを含むメラニン生成抑制剤、美白剤、抗菌剤及び化粧料 |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL55214A (en) * | 1978-07-25 | 1981-07-31 | Abic Ltd | Antibacterial compositions containing trimethoprim and other ingredients |
| DE4142319A1 (de) * | 1991-12-20 | 1993-06-24 | Henkel Kgaa | Wundantiseptikum |
| US7268165B2 (en) | 2004-08-20 | 2007-09-11 | Steris Inc. | Enhanced activity alcohol-based antimicrobial compositions |
-
1967
- 1967-07-15 DE DE19671642057 patent/DE1642057A1/de active Pending
-
1968
- 1968-07-03 FR FR1583994D patent/FR1583994A/fr not_active Expired
Cited By (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4921694A (en) * | 1987-06-24 | 1990-05-01 | Beiersdorf Aktiengesellschaft | Deodorizing and antimicrobial composition for use in cosmetic or topical formulations |
| DE3904099C1 (enrdf_load_stackoverflow) * | 1989-02-11 | 1990-07-12 | Schuelke & Mayr Gmbh, 2000 Norderstedt, De | |
| EP0383005A1 (de) * | 1989-02-11 | 1990-08-22 | SchàLke & Mayr Gmbh | Konservierungsmittel für Systeme oder Produkte mit einer wässrigen Phase |
| DE4005784A1 (de) * | 1990-02-23 | 1991-08-29 | Schuelke & Mayr Gmbh | Desinfektionsmittel-konzentrat und dessen verwendung als mykobakterizid und viruzid |
| DE102005019658A1 (de) * | 2005-04-26 | 2006-11-02 | Henkel Kgaa | Verbesserte bakterielle Suspensionsleistung |
| JP2014139253A (ja) * | 2012-11-02 | 2014-07-31 | Seiwa Kasei Co Ltd | プロピルフェニルエーテル誘導体、並びにそれを含むメラニン生成抑制剤、美白剤、抗菌剤及び化粧料 |
| JP5750773B2 (ja) * | 2012-11-02 | 2015-07-22 | 株式会社成和化成 | プロピルフェニルエーテル誘導体、並びにそれを含むメラニン生成抑制剤、美白剤、抗菌剤及び化粧料 |
Also Published As
| Publication number | Publication date |
|---|---|
| FR1583994A (enrdf_load_stackoverflow) | 1969-12-12 |
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