AU2007245897B2 - Antiseptic-containing silicone elastomers - Google Patents
Antiseptic-containing silicone elastomers Download PDFInfo
- Publication number
- AU2007245897B2 AU2007245897B2 AU2007245897A AU2007245897A AU2007245897B2 AU 2007245897 B2 AU2007245897 B2 AU 2007245897B2 AU 2007245897 A AU2007245897 A AU 2007245897A AU 2007245897 A AU2007245897 A AU 2007245897A AU 2007245897 B2 AU2007245897 B2 AU 2007245897B2
- Authority
- AU
- Australia
- Prior art keywords
- polysiloxane
- formula
- optionally substituted
- group
- alkyl
- 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.)
- Ceased
Links
- 229920002379 silicone rubber Polymers 0.000 title claims abstract description 125
- 230000002421 anti-septic effect Effects 0.000 title claims abstract description 66
- 239000000203 mixture Substances 0.000 claims abstract description 25
- 238000009826 distribution Methods 0.000 claims abstract description 24
- 238000000034 method Methods 0.000 claims abstract description 17
- 238000004519 manufacturing process Methods 0.000 claims abstract description 9
- -1 polysiloxane Polymers 0.000 claims description 161
- 229920001296 polysiloxane Polymers 0.000 claims description 115
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 77
- 125000001624 naphthyl group Chemical group 0.000 claims description 71
- 239000000725 suspension Substances 0.000 claims description 64
- 239000004945 silicone rubber Substances 0.000 claims description 54
- 229920000642 polymer Polymers 0.000 claims description 48
- 239000002245 particle Substances 0.000 claims description 43
- 238000010058 rubber compounding Methods 0.000 claims description 38
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical group [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 claims description 37
- 238000004132 cross linking Methods 0.000 claims description 34
- 150000001875 compounds Chemical class 0.000 claims description 31
- 229910004283 SiO 4 Inorganic materials 0.000 claims description 28
- 239000001257 hydrogen Substances 0.000 claims description 26
- 229910052739 hydrogen Inorganic materials 0.000 claims description 26
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 26
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 23
- 239000003054 catalyst Substances 0.000 claims description 22
- 150000003839 salts Chemical class 0.000 claims description 21
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 18
- 229920001971 elastomer Polymers 0.000 claims description 17
- 150000001335 aliphatic alkanes Chemical class 0.000 claims description 14
- 238000006243 chemical reaction Methods 0.000 claims description 14
- 239000000806 elastomer Substances 0.000 claims description 14
- 239000000945 filler Substances 0.000 claims description 14
- 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 13
- 229940027983 antiseptic and disinfectant quaternary ammonium compound Drugs 0.000 claims description 12
- 229910052751 metal Inorganic materials 0.000 claims description 12
- 239000002184 metal Substances 0.000 claims description 12
- 150000003856 quaternary ammonium compounds Chemical class 0.000 claims description 12
- 229920002413 Polyhexanide Polymers 0.000 claims description 9
- 229920002554 vinyl polymer Polymers 0.000 claims description 9
- 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 description 8
- 229910052782 aluminium Inorganic materials 0.000 claims description 8
- 229960003260 chlorhexidine Drugs 0.000 claims description 8
- 150000002431 hydrogen Chemical group 0.000 claims description 8
- 229910052742 iron Inorganic materials 0.000 claims description 8
- 229910052747 lanthanoid Inorganic materials 0.000 claims description 8
- 150000002602 lanthanoids Chemical class 0.000 claims description 8
- 150000002736 metal compounds Chemical class 0.000 claims description 8
- 150000002739 metals Chemical class 0.000 claims description 8
- 229910052719 titanium Inorganic materials 0.000 claims description 8
- 229910052725 zinc Inorganic materials 0.000 claims description 8
- 229910052726 zirconium Inorganic materials 0.000 claims description 8
- 229910052684 Cerium Inorganic materials 0.000 claims description 7
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 claims description 7
- 238000006459 hydrosilylation reaction Methods 0.000 claims description 7
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 7
- AJKIRUJIDFJUKJ-UHFFFAOYSA-N taurolidine Chemical compound C1NS(=O)(=O)CCN1CN1CNS(=O)(=O)CC1 AJKIRUJIDFJUKJ-UHFFFAOYSA-N 0.000 claims description 7
- 229960004267 taurolidine Drugs 0.000 claims description 7
- 229960003500 triclosan Drugs 0.000 claims description 7
- 229910020489 SiO3 Inorganic materials 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 6
- 229960000686 benzalkonium chloride Drugs 0.000 claims description 6
- CADWTSSKOVRVJC-UHFFFAOYSA-N benzyl(dimethyl)azanium;chloride Chemical compound [Cl-].C[NH+](C)CC1=CC=CC=C1 CADWTSSKOVRVJC-UHFFFAOYSA-N 0.000 claims description 6
- 150000004649 carbonic acid derivatives Chemical class 0.000 claims description 6
- 244000005700 microbiome Species 0.000 claims description 6
- 102100028572 Disabled homolog 2 Human genes 0.000 claims description 5
- 101710197163 Disabled homolog 2 Proteins 0.000 claims description 5
- 229960001774 octenidine Drugs 0.000 claims description 4
- 229920005573 silicon-containing polymer Polymers 0.000 claims description 4
- 125000001424 substituent group Chemical group 0.000 claims description 4
- 230000000379 polymerizing effect Effects 0.000 claims description 3
- 125000004429 atom Chemical group 0.000 claims description 2
- 238000009877 rendering Methods 0.000 claims description 2
- 229910052909 inorganic silicate Inorganic materials 0.000 claims 1
- 229940064004 antiseptic throat preparations Drugs 0.000 abstract description 6
- 239000004480 active ingredient Substances 0.000 description 51
- 239000002609 medium Substances 0.000 description 39
- 238000012360 testing method Methods 0.000 description 24
- KPUWHANPEXNPJT-UHFFFAOYSA-N disiloxane Chemical group [SiH3]O[SiH3] KPUWHANPEXNPJT-UHFFFAOYSA-N 0.000 description 22
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 14
- 239000005871 repellent Substances 0.000 description 13
- 239000000284 extract Substances 0.000 description 11
- 208000015181 infectious disease Diseases 0.000 description 11
- 239000000463 material Substances 0.000 description 11
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- 238000010828 elution Methods 0.000 description 9
- 239000011324 bead Substances 0.000 description 8
- 238000000605 extraction Methods 0.000 description 7
- 238000009472 formulation Methods 0.000 description 7
- 241000894006 Bacteria Species 0.000 description 6
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- 239000003242 anti bacterial agent Substances 0.000 description 6
- 230000000694 effects Effects 0.000 description 6
- 239000004615 ingredient Substances 0.000 description 6
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- 208000015688 methicillin-resistant staphylococcus aureus infectious disease Diseases 0.000 description 6
- 239000013642 negative control Substances 0.000 description 6
- 229910052697 platinum Inorganic materials 0.000 description 6
- 230000002940 repellent Effects 0.000 description 6
- 241000222122 Candida albicans Species 0.000 description 5
- 102000003855 L-lactate dehydrogenase Human genes 0.000 description 5
- 108700023483 L-lactate dehydrogenases Proteins 0.000 description 5
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- 229940088710 antibiotic agent Drugs 0.000 description 5
- 239000003112 inhibitor Substances 0.000 description 5
- 229920003023 plastic Polymers 0.000 description 5
- 239000004033 plastic Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 5
- 229920001817 Agar Polymers 0.000 description 4
- 208000032840 Catheter-Related Infections Diseases 0.000 description 4
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 4
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
- 239000008272 agar Substances 0.000 description 4
- 229940045985 antineoplastic platinum compound Drugs 0.000 description 4
- 230000001580 bacterial effect Effects 0.000 description 4
- 229940095731 candida albicans Drugs 0.000 description 4
- 239000003795 chemical substances by application Substances 0.000 description 4
- 239000000460 chlorine Substances 0.000 description 4
- 229910052801 chlorine Inorganic materials 0.000 description 4
- 231100000433 cytotoxic Toxicity 0.000 description 4
- 230000001472 cytotoxic effect Effects 0.000 description 4
- 229910052731 fluorine Inorganic materials 0.000 description 4
- 239000011521 glass Substances 0.000 description 4
- 238000000227 grinding Methods 0.000 description 4
- 238000011534 incubation Methods 0.000 description 4
- 238000006116 polymerization reaction Methods 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- 230000035755 proliferation Effects 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000011282 treatment Methods 0.000 description 4
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 241000222120 Candida <Saccharomycetales> Species 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 description 3
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- 240000004808 Saccharomyces cerevisiae Species 0.000 description 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical group [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000000576 coating method Methods 0.000 description 3
- 238000013329 compounding Methods 0.000 description 3
- 231100000263 cytotoxicity test Toxicity 0.000 description 3
- 238000009792 diffusion process Methods 0.000 description 3
- 235000013870 dimethyl polysiloxane Nutrition 0.000 description 3
- AIPVRBGBHQDAPX-UHFFFAOYSA-N hydroxy(methyl)silane Chemical class C[SiH2]O AIPVRBGBHQDAPX-UHFFFAOYSA-N 0.000 description 3
- 238000011835 investigation Methods 0.000 description 3
- 238000012986 modification Methods 0.000 description 3
- 230000004048 modification Effects 0.000 description 3
- 244000052769 pathogen Species 0.000 description 3
- 150000003058 platinum compounds Chemical class 0.000 description 3
- 229920000435 poly(dimethylsiloxane) Polymers 0.000 description 3
- 239000013641 positive control Substances 0.000 description 3
- 238000002360 preparation method Methods 0.000 description 3
- 239000000047 product Substances 0.000 description 3
- 108090000623 proteins and genes Proteins 0.000 description 3
- 102000004169 proteins and genes Human genes 0.000 description 3
- 239000012763 reinforcing filler Substances 0.000 description 3
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- 229920006395 saturated elastomer Polymers 0.000 description 3
- 150000004819 silanols Chemical class 0.000 description 3
- 239000003381 stabilizer Substances 0.000 description 3
- 238000002560 therapeutic procedure Methods 0.000 description 3
- 210000001635 urinary tract Anatomy 0.000 description 3
- 208000019206 urinary tract infection Diseases 0.000 description 3
- 210000002700 urine Anatomy 0.000 description 3
- 238000004073 vulcanization Methods 0.000 description 3
- 229910052845 zircon Inorganic materials 0.000 description 3
- GFQYVLUOOAAOGM-UHFFFAOYSA-N zirconium(iv) silicate Chemical compound [Zr+4].[O-][Si]([O-])([O-])[O-] GFQYVLUOOAAOGM-UHFFFAOYSA-N 0.000 description 3
- DBGSRZSKGVSXRK-UHFFFAOYSA-N 1-[2-[5-[2-(2,3-dihydro-1H-inden-2-ylamino)pyrimidin-5-yl]-1,3,4-oxadiazol-2-yl]acetyl]-3,6-dihydro-2H-pyridine-4-carboxylic acid Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C1=NN=C(O1)CC(=O)N1CCC(=CC1)C(=O)O DBGSRZSKGVSXRK-UHFFFAOYSA-N 0.000 description 2
- XKFDVLUHBRJZQF-UHFFFAOYSA-N 2-(3-aminopropyl)-1-(diaminomethylidene)guanidine Chemical class NCCCNC(=N)NC(N)=N XKFDVLUHBRJZQF-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
- 239000005046 Chlorosilane Substances 0.000 description 2
- 229920000742 Cotton Polymers 0.000 description 2
- 241000588724 Escherichia coli Species 0.000 description 2
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 description 2
- 206010070245 Foreign body Diseases 0.000 description 2
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- 150000001298 alcohols Chemical class 0.000 description 2
- 125000005024 alkenyl aryl group Chemical group 0.000 description 2
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- KOPOQZFJUQMUML-UHFFFAOYSA-N chlorosilane Chemical class Cl[SiH3] KOPOQZFJUQMUML-UHFFFAOYSA-N 0.000 description 2
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- CXKWCBBOMKCUKX-UHFFFAOYSA-M methylene blue Chemical compound [Cl-].C1=CC(N(C)C)=CC2=[S+]C3=CC(N(C)C)=CC=C3N=C21 CXKWCBBOMKCUKX-UHFFFAOYSA-M 0.000 description 2
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- VAZJLPXFVQHDFB-UHFFFAOYSA-N 1-(diaminomethylidene)-2-hexylguanidine Chemical compound CCCCCCN=C(N)N=C(N)N VAZJLPXFVQHDFB-UHFFFAOYSA-N 0.000 description 1
- QYLFHLNFIHBCPR-UHFFFAOYSA-N 1-ethynylcyclohexan-1-ol Chemical compound C#CC1(O)CCCCC1 QYLFHLNFIHBCPR-UHFFFAOYSA-N 0.000 description 1
- VZSRBBMJRBPUNF-UHFFFAOYSA-N 2-(2,3-dihydro-1H-inden-2-ylamino)-N-[3-oxo-3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)propyl]pyrimidine-5-carboxamide Chemical compound C1C(CC2=CC=CC=C12)NC1=NC=C(C=N1)C(=O)NCCC(N1CC2=C(CC1)NN=N2)=O VZSRBBMJRBPUNF-UHFFFAOYSA-N 0.000 description 1
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- YLZOPXRUQYQQID-UHFFFAOYSA-N 3-(2,4,6,7-tetrahydrotriazolo[4,5-c]pyridin-5-yl)-1-[4-[2-[[3-(trifluoromethoxy)phenyl]methylamino]pyrimidin-5-yl]piperazin-1-yl]propan-1-one Chemical compound N1N=NC=2CN(CCC=21)CCC(=O)N1CCN(CC1)C=1C=NC(=NC=1)NCC1=CC(=CC=C1)OC(F)(F)F YLZOPXRUQYQQID-UHFFFAOYSA-N 0.000 description 1
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- 150000003840 hydrochlorides Chemical class 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
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- 238000011065 in-situ storage Methods 0.000 description 1
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- 238000009533 lab test Methods 0.000 description 1
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- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
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- 238000013008 moisture curing Methods 0.000 description 1
- 238000012544 monitoring process Methods 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000003136 n-heptyl 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])* 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- QGWFCGFCQNJOCQ-UHFFFAOYSA-N n-octyl-1-[10-[4-(octylamino)pyridin-1-ium-1-yl]decyl]pyridin-1-ium-4-amine;dichloride;dihydrochloride Chemical compound Cl.Cl.Cl.Cl.C1=CC(=NCCCCCCCC)C=CN1CCCCCCCCCCN1C=CC(=NCCCCCCCC)C=C1 QGWFCGFCQNJOCQ-UHFFFAOYSA-N 0.000 description 1
- 125000001971 neopentyl group Chemical group [H]C([*])([H])C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000006386 neutralization reaction Methods 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- 229910017464 nitrogen compound Inorganic materials 0.000 description 1
- 150000002830 nitrogen compounds Chemical class 0.000 description 1
- 231100000065 noncytotoxic Toxicity 0.000 description 1
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- 230000003000 nontoxic effect Effects 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
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- ZUOUZKKEUPVFJK-UHFFFAOYSA-N phenylbenzene Natural products C1=CC=CC=C1C1=CC=CC=C1 ZUOUZKKEUPVFJK-UHFFFAOYSA-N 0.000 description 1
- 150000003003 phosphines Chemical class 0.000 description 1
- AQSJGOWTSHOLKH-UHFFFAOYSA-N phosphite(3-) Chemical class [O-]P([O-])[O-] AQSJGOWTSHOLKH-UHFFFAOYSA-N 0.000 description 1
- 238000005375 photometry Methods 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 239000002861 polymer material Substances 0.000 description 1
- 239000004810 polytetrafluoroethylene Substances 0.000 description 1
- 229920001343 polytetrafluoroethylene Polymers 0.000 description 1
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- 239000004814 polyurethane Substances 0.000 description 1
- 229920003226 polyurethane urea Polymers 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
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- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 230000000069 prophylactic effect Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
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- 238000007086 side reaction Methods 0.000 description 1
- 150000004760 silicates Chemical class 0.000 description 1
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- 239000004332 silver Substances 0.000 description 1
- GGCZERPQGJTIQP-UHFFFAOYSA-N sodium;9,10-dioxoanthracene-2-sulfonic acid Chemical compound [Na+].C1=CC=C2C(=O)C3=CC(S(=O)(=O)O)=CC=C3C(=O)C2=C1 GGCZERPQGJTIQP-UHFFFAOYSA-N 0.000 description 1
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- 125000004079 stearyl group Chemical class [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
- 238000007920 subcutaneous administration Methods 0.000 description 1
- 125000001273 sulfonato group Chemical group [O-]S(*)(=O)=O 0.000 description 1
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- 239000011885 synergistic combination Substances 0.000 description 1
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- RSNQKPMXXVDJFG-UHFFFAOYSA-N tetrasiloxane Chemical class [SiH3]O[SiH2]O[SiH2]O[SiH3] RSNQKPMXXVDJFG-UHFFFAOYSA-N 0.000 description 1
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- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
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Classifications
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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
- A01N25/34—Shaped forms, e.g. sheets, not provided for in any other sub-group of this main group
-
- 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
- A01N25/08—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 containing solids as carriers or diluents
- A01N25/10—Macromolecular compounds
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
- A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/88—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms six-membered rings with three ring hetero atoms
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K13/00—Use of mixtures of ingredients not covered by one single of the preceding main groups, each of these compounds being essential
- C08K13/08—Ingredients of unknown constitution and ingredients covered by the main groups C08K3/00 - C08K9/00
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L83/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon only; Compositions of derivatives of such polymers
- C08L83/04—Polysiloxanes
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/12—Polysiloxanes containing silicon bound to hydrogen
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/04—Polysiloxanes
- C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
- C08G77/70—Siloxanes defined by use of the MDTQ nomenclature
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Environmental Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Dentistry (AREA)
- Plant Pathology (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Pest Control & Pesticides (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Toxicology (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Materials For Medical Uses (AREA)
- Medicinal Preparation (AREA)
Applications Claiming Priority (3)
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| DE102006020644.4 | 2006-04-28 | ||
| DE102006020644A DE102006020644A1 (de) | 2006-04-28 | 2006-04-28 | Antiseptikahaltige Silikonelastomere |
| PCT/EP2007/003344 WO2007124855A2 (de) | 2006-04-28 | 2007-04-17 | Antiseptikahaltige silikonelastomere |
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| EP (1) | EP2016126B1 (enExample) |
| JP (1) | JP5110609B2 (enExample) |
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| BR (1) | BRPI0711074A2 (enExample) |
| CA (1) | CA2646202C (enExample) |
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| TW (1) | TW200806747A (enExample) |
| WO (1) | WO2007124855A2 (enExample) |
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| US8961491B2 (en) | 2006-04-21 | 2015-02-24 | Bayer Medical Care Inc | Catheters and related equipment |
| US8071706B2 (en) * | 2008-02-13 | 2011-12-06 | Ndsu Research Foundation | Siloxane polymer containing tethered levofloxacin |
| FR2932648B1 (fr) * | 2008-06-24 | 2010-07-30 | Saint Gobain Performance Plast | Produit en elastomere de silicone presentant une activite biocide. |
| US9200112B2 (en) | 2009-08-10 | 2015-12-01 | Ethicon, Inc. | Semi-crystalline, fast absorbing polymer formulation |
| US8673388B2 (en) * | 2009-09-09 | 2014-03-18 | Cook Medical Technologies Llc | Methods of manufacturing drug-loaded substrates |
| US9044524B2 (en) | 2009-10-30 | 2015-06-02 | Ethicon, Inc. | Absorbable polyethylene diglycolate copolymers to reduce microbial adhesion to medical devices and implants |
| US8940799B2 (en) * | 2010-03-25 | 2015-01-27 | Medtronic Xomed, Inc. | Adjusting drug loading in polymeric materials |
| US20110287074A1 (en) * | 2010-05-24 | 2011-11-24 | University Of Florida Research Foundation, Inc. | Antimicrobial Compositions, Methods of Manufacture Thereof and Articles Comprising the Same |
| JP6003518B2 (ja) * | 2012-02-23 | 2016-10-05 | 住友ベークライト株式会社 | バルーンカテーテル |
| US9687432B2 (en) | 2012-12-21 | 2017-06-27 | Lonza Inc. | Antimicrobial bispyridine amine compositions and uses |
| FR3006149B1 (fr) * | 2013-05-28 | 2016-05-27 | Univ Maine | Composition antimicrobienne a base de silicone |
| CA2928330C (en) | 2015-04-28 | 2021-08-17 | Frank Dicosmo | Antimicrobial silicone adhesive dressings comprising phmb and edta |
| WO2020228917A1 (en) | 2019-05-14 | 2020-11-19 | Coloplast A/S | Elastomeric silicone compositions comprising glycerol, cyclodextrin and octenidine |
| US11820890B2 (en) | 2021-04-01 | 2023-11-21 | Stratasys Inc | Pulverulent thermoplastic polymer blends |
| US11738120B1 (en) | 2022-04-14 | 2023-08-29 | Cormedix Inc. | Synthesis of taurolidine, purity profiles and polymorphs |
| CN115895276A (zh) * | 2022-12-10 | 2023-04-04 | 宁波韩太硅胶制品有限公司 | 一种食品级抗菌防霉合成高温硫化硅橡胶及其制备方法 |
| US20250325045A1 (en) * | 2024-04-23 | 2025-10-23 | Sally Nason | Catheter-Accessible Trousers with Integrated Fastener |
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| EP0640661A2 (en) * | 1993-08-27 | 1995-03-01 | Shin-Etsu Chemical Co., Ltd. | Antibacterial and antifungal silicone rubber compositions |
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- 2006-04-28 DE DE102006020644A patent/DE102006020644A1/de not_active Withdrawn
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- 2007-04-17 AU AU2007245897A patent/AU2007245897B2/en not_active Ceased
- 2007-04-17 RU RU2008146860/04A patent/RU2008146860A/ru unknown
- 2007-04-17 EP EP07724282.4A patent/EP2016126B1/de not_active Not-in-force
- 2007-04-17 CA CA2646202A patent/CA2646202C/en not_active Expired - Fee Related
- 2007-04-17 MX MX2008013714A patent/MX2008013714A/es unknown
- 2007-04-17 WO PCT/EP2007/003344 patent/WO2007124855A2/de not_active Ceased
- 2007-04-17 CN CN2007800155000A patent/CN101432353B/zh not_active Expired - Fee Related
- 2007-04-17 BR BRPI0711074-0A patent/BRPI0711074A2/pt not_active IP Right Cessation
- 2007-04-17 JP JP2009506949A patent/JP5110609B2/ja not_active Expired - Fee Related
- 2007-04-17 KR KR1020087029012A patent/KR20090012250A/ko not_active Ceased
- 2007-04-17 SG SG201102974-1A patent/SG171625A1/en unknown
- 2007-04-23 AR ARP070101741A patent/AR060580A1/es not_active Application Discontinuation
- 2007-04-27 TW TW096114877A patent/TW200806747A/zh unknown
- 2007-04-27 US US11/741,275 patent/US7977403B2/en not_active Expired - Fee Related
-
2008
- 2008-10-22 IL IL194756A patent/IL194756A0/en unknown
- 2008-11-13 NO NO20084798A patent/NO20084798L/no not_active Application Discontinuation
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Also Published As
| Publication number | Publication date |
|---|---|
| WO2007124855A2 (de) | 2007-11-08 |
| CN101432353B (zh) | 2012-12-05 |
| EP2016126A2 (de) | 2009-01-21 |
| WO2007124855A8 (de) | 2008-11-20 |
| US20070255004A1 (en) | 2007-11-01 |
| SG171625A1 (en) | 2011-06-29 |
| CA2646202A1 (en) | 2007-11-08 |
| NO20084798L (no) | 2008-10-17 |
| JP2009535434A (ja) | 2009-10-01 |
| IL194756A0 (en) | 2009-08-03 |
| MX2008013714A (es) | 2008-11-06 |
| CN101432353A (zh) | 2009-05-13 |
| AR060580A1 (es) | 2008-06-25 |
| KR20090012250A (ko) | 2009-02-02 |
| BRPI0711074A2 (pt) | 2011-08-23 |
| AU2007245897A1 (en) | 2007-11-08 |
| JP5110609B2 (ja) | 2012-12-26 |
| DE102006020644A1 (de) | 2007-10-31 |
| TW200806747A (en) | 2008-02-01 |
| WO2007124855A3 (de) | 2008-03-06 |
| RU2008146860A (ru) | 2010-06-20 |
| CA2646202C (en) | 2015-06-30 |
| US7977403B2 (en) | 2011-07-12 |
| EP2016126B1 (de) | 2017-08-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FGA | Letters patent sealed or granted (standard patent) | ||
| PC | Assignment registered |
Owner name: BAYER HEALTHCARE, LLC. Free format text: FORMER OWNER WAS: BAYER MEDICAL CARE INC. |
|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |