CA2723024A1 - Polyol derived anti-microbial agents and compositions - Google Patents
Polyol derived anti-microbial agents and compositions Download PDFInfo
- Publication number
- CA2723024A1 CA2723024A1 CA2723024A CA2723024A CA2723024A1 CA 2723024 A1 CA2723024 A1 CA 2723024A1 CA 2723024 A CA2723024 A CA 2723024A CA 2723024 A CA2723024 A CA 2723024A CA 2723024 A1 CA2723024 A1 CA 2723024A1
- Authority
- CA
- Canada
- Prior art keywords
- alkyl
- substituted
- interrupted
- alkylcarbonyl
- con
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Abandoned
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- 239000000203 mixture Substances 0.000 title claims abstract description 125
- 239000004599 antimicrobial Substances 0.000 title claims abstract description 82
- 150000003077 polyols Chemical class 0.000 title abstract description 17
- 229920005862 polyol Polymers 0.000 title abstract description 16
- 150000001875 compounds Chemical class 0.000 claims abstract description 94
- 230000000845 anti-microbial effect Effects 0.000 claims abstract description 74
- 238000000576 coating method Methods 0.000 claims abstract description 45
- 239000000463 material Substances 0.000 claims abstract description 29
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 23
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- 238000010276 construction Methods 0.000 claims abstract description 8
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- 125000000217 alkyl group Chemical group 0.000 claims description 126
- 238000002360 preparation method Methods 0.000 claims description 54
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims description 42
- 150000003863 ammonium salts Chemical class 0.000 claims description 34
- 238000000034 method Methods 0.000 claims description 34
- 238000009472 formulation Methods 0.000 claims description 33
- 229910052736 halogen Inorganic materials 0.000 claims description 29
- 150000002367 halogens Chemical class 0.000 claims description 29
- 239000011248 coating agent Substances 0.000 claims description 27
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 23
- ABLZXFCXXLZCGV-UHFFFAOYSA-N Phosphorous acid Chemical compound OP(O)=O ABLZXFCXXLZCGV-UHFFFAOYSA-N 0.000 claims description 20
- 125000001624 naphthyl group Chemical group 0.000 claims description 18
- 125000003342 alkenyl group Chemical group 0.000 claims description 17
- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 14
- 229910052739 hydrogen Inorganic materials 0.000 claims description 13
- 229910052757 nitrogen Inorganic materials 0.000 claims description 13
- 125000004430 oxygen atom Chemical group O* 0.000 claims description 13
- 239000000047 product Substances 0.000 claims description 10
- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
- 229910052751 metal Inorganic materials 0.000 claims description 9
- 239000002184 metal Substances 0.000 claims description 9
- 229920006395 saturated elastomer Polymers 0.000 claims description 9
- 125000003545 alkoxy group Chemical group 0.000 claims description 8
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 8
- 238000004140 cleaning Methods 0.000 claims description 8
- 239000001257 hydrogen Substances 0.000 claims description 8
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 8
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- 125000003118 aryl group Chemical group 0.000 claims description 7
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- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 6
- 239000008199 coating composition Substances 0.000 claims description 6
- 239000010985 leather Substances 0.000 claims description 6
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- 125000001424 substituent group Chemical group 0.000 claims description 5
- 208000001840 Dandruff Diseases 0.000 claims description 4
- 229910006069 SO3H Inorganic materials 0.000 claims description 4
- 125000005090 alkenylcarbonyl group Chemical group 0.000 claims description 4
- 150000001768 cations Chemical group 0.000 claims description 4
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 4
- 230000000249 desinfective effect Effects 0.000 claims description 4
- 229920001059 synthetic polymer Polymers 0.000 claims description 4
- 210000004877 mucosa Anatomy 0.000 claims description 3
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- 125000005157 alkyl carboxy group Chemical group 0.000 claims description 2
- 125000002947 alkylene group Chemical group 0.000 claims description 2
- MTHSVFCYNBDYFN-UHFFFAOYSA-N diethylene glycol Chemical group OCCOCCO MTHSVFCYNBDYFN-UHFFFAOYSA-N 0.000 claims description 2
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims description 2
- 125000000020 sulfo group Chemical group O=S(=O)([*])O[H] 0.000 claims description 2
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 12
- 125000004400 (C1-C12) alkyl group Chemical group 0.000 claims 4
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- -1 coatings Substances 0.000 abstract description 61
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- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 abstract description 5
- KXDHJXZQYSOELW-UHFFFAOYSA-N Carbamic acid Chemical group NC(O)=O KXDHJXZQYSOELW-UHFFFAOYSA-N 0.000 abstract description 3
- 231100000419 toxicity Toxicity 0.000 abstract description 3
- 230000001988 toxicity Effects 0.000 abstract description 3
- 241000192125 Firmicutes Species 0.000 abstract description 2
- 244000052769 pathogen Species 0.000 abstract description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 24
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- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 9
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- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 5
- 230000003373 anti-fouling effect Effects 0.000 description 5
- 238000004061 bleaching Methods 0.000 description 5
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- LNEPOXFFQSENCJ-UHFFFAOYSA-N haloperidol Chemical compound C1CC(O)(C=2C=CC(Cl)=CC=2)CCN1CCCC(=O)C1=CC=C(F)C=C1 LNEPOXFFQSENCJ-UHFFFAOYSA-N 0.000 description 4
- 239000011159 matrix material Substances 0.000 description 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 4
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- 239000001993 wax Substances 0.000 description 4
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 3
- 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 3
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 3
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 3
- 239000004480 active ingredient Substances 0.000 description 3
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- 235000014113 dietary fatty acids Nutrition 0.000 description 3
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- JRBPAEWTRLWTQC-UHFFFAOYSA-N dodecylamine Chemical compound CCCCCCCCCCCCN JRBPAEWTRLWTQC-UHFFFAOYSA-N 0.000 description 3
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- 150000004820 halides Chemical class 0.000 description 3
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 3
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- QWHOIFRYXGBPRO-UHFFFAOYSA-N 11-bromoundecanoyl chloride Chemical compound ClC(=O)CCCCCCCCCCBr QWHOIFRYXGBPRO-UHFFFAOYSA-N 0.000 description 2
- IQHSSYROJYPFDV-UHFFFAOYSA-N 2-bromo-1,3-dichloro-5-(trifluoromethyl)benzene Chemical group FC(F)(F)C1=CC(Cl)=C(Br)C(Cl)=C1 IQHSSYROJYPFDV-UHFFFAOYSA-N 0.000 description 2
- SVTBMSDMJJWYQN-UHFFFAOYSA-N 2-methylpentane-2,4-diol Chemical compound CC(O)CC(C)(C)O SVTBMSDMJJWYQN-UHFFFAOYSA-N 0.000 description 2
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- 125000001425 triazolyl group Chemical group 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- GPRLSGONYQIRFK-MNYXATJNSA-N triton Chemical compound [3H+] GPRLSGONYQIRFK-MNYXATJNSA-N 0.000 description 1
- 239000004555 ultra-low volume (ULV) suspension Substances 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- XSQUKJJJFZCRTK-UHFFFAOYSA-N urea group Chemical group NC(=O)N XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 1
- 150000003673 urethanes Chemical class 0.000 description 1
- 235000013311 vegetables Nutrition 0.000 description 1
- 229920001567 vinyl ester resin Polymers 0.000 description 1
- 238000009369 viticulture Methods 0.000 description 1
- 238000004078 waterproofing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
- 210000002268 wool Anatomy 0.000 description 1
- 239000002759 woven fabric Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 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
- 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
- A01N37/36—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 singly bound oxygen or sulfur atom attached to the same carbon skeleton, this oxygen or sulfur atom not being a member of a carboxylic group or of a thio analogue, or of a derivative thereof, e.g. hydroxy-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
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C229/00—Compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C229/02—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton
- C07C229/04—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated
- C07C229/06—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton
- C07C229/10—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings
- C07C229/12—Compounds containing amino and carboxyl groups bound to the same carbon skeleton having amino and carboxyl groups bound to acyclic carbon atoms of the same carbon skeleton the carbon skeleton being acyclic and saturated having only one amino and one carboxyl group bound to the carbon skeleton the nitrogen atom of the amino group being further bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings to carbon atoms of acyclic carbon skeletons
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Pest Control & Pesticides (AREA)
- Agronomy & Crop Science (AREA)
- Cosmetics (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Paints Or Removers (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12755808P | 2008-05-14 | 2008-05-14 | |
| US61/127,558 | 2008-05-14 | ||
| PCT/EP2009/055453 WO2009138341A2 (en) | 2008-05-14 | 2009-05-06 | Polyol derived anti-microbial agents and compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| CA2723024A1 true CA2723024A1 (en) | 2009-11-19 |
Family
ID=40937504
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CA2723024A Abandoned CA2723024A1 (en) | 2008-05-14 | 2009-05-06 | Polyol derived anti-microbial agents and compositions |
Country Status (10)
| Country | Link |
|---|---|
| US (1) | US20090286878A1 (enExample) |
| EP (1) | EP2315528A2 (enExample) |
| JP (1) | JP2011520825A (enExample) |
| KR (1) | KR20110006681A (enExample) |
| CN (1) | CN102131394A (enExample) |
| AU (1) | AU2009248234A1 (enExample) |
| BR (1) | BRPI0912640A2 (enExample) |
| CA (1) | CA2723024A1 (enExample) |
| MX (1) | MX2010012093A (enExample) |
| WO (1) | WO2009138341A2 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| PL2470171T3 (pl) | 2009-08-26 | 2017-01-31 | Basf Se | Przeciwdrobnoustrojowe pochodne kwasu aminosalicylowego |
| TW201138620A (en) | 2010-03-15 | 2011-11-16 | Du Pont | Antimicrobial compositions comprising trimethylene glycol oligomer and methods of using the compositions |
| CN102834435B (zh) * | 2010-03-30 | 2015-04-22 | 斯帕果图像有限公司 | 支化的紧凑型聚乙二醇衍生物 |
| WO2012122206A1 (en) * | 2011-03-10 | 2012-09-13 | Avery Dennison Corporation | Surface treated film and/or laminate |
| JP5936244B2 (ja) | 2011-04-26 | 2016-06-22 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニーＥ．Ｉ．Ｄｕ Ｐｏｎｔ Ｄｅ Ｎｅｍｏｕｒｓ Ａｎｄ Ｃｏｍｐａｎｙ | ポリトリメチレンエーテルグリコールを調製する方法 |
| MX363612B (es) * | 2012-05-10 | 2019-03-28 | Basf Se | Alcoholes alcoxilados y su uso en formulaciones para limpieza de superficies duras. |
| US20220305025A1 (en) * | 2019-08-15 | 2022-09-29 | The Research Foundation For The State University Of New York | Phosphatidylserine binding molecules block immune suppression of tumor associated exosomes |
| CN115960469B (zh) * | 2022-12-13 | 2024-03-15 | 赛轮集团股份有限公司 | 防护蜡缓释微胶囊的制备方法及其应用 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4105793A (en) * | 1976-07-28 | 1978-08-08 | Celanese Corporation | Multifunctional acrylates as foliar fungicides |
| BR8701454A (pt) * | 1986-04-02 | 1988-01-05 | Eisai Co Ltd | Composicao bactericida |
| US6071866A (en) * | 1994-06-01 | 2000-06-06 | Lever Brothers Company, Division Of Conopco, Inc. | Mild antimicrobial liquid cleansing formulations comprising hydroxy acid buffering compound or compounds as potentiator of antimicrobial effectiveness |
| US5635462A (en) * | 1994-07-08 | 1997-06-03 | Gojo Industries, Inc. | Antimicrobial cleansing compositions |
| EP0914085B1 (en) * | 1996-06-04 | 2002-09-11 | Ciba SC Holding AG | Concentrated liquid accumulations comprising a microbicidally active ingredient |
| DE69715444T2 (de) * | 1996-07-10 | 2003-04-30 | Steris Inc. (N.D.Ges.D. Staates Delaware), Temecula | Triclosan enthaltende hautreinigungsmittel mit verbesserter wirksamkeit |
| US6258368B1 (en) * | 1997-06-04 | 2001-07-10 | The Procter & Gamble Company | Antimicrobial wipes |
| US6861397B2 (en) * | 1999-06-23 | 2005-03-01 | The Dial Corporation | Compositions having enhanced deposition of a topically active compound on a surface |
| US6730292B1 (en) * | 1999-09-03 | 2004-05-04 | The Procter & Gamble Company | Hair care composition comprising a polypropylene glycol and an ester oil |
| GB0422401D0 (en) * | 2004-10-08 | 2004-11-10 | Syngenta Participations Ag | Fungicidal compositions |
-
2009
- 2009-05-06 CN CN2009801175301A patent/CN102131394A/zh active Pending
- 2009-05-06 WO PCT/EP2009/055453 patent/WO2009138341A2/en not_active Ceased
- 2009-05-06 BR BRPI0912640A patent/BRPI0912640A2/pt not_active IP Right Cessation
- 2009-05-06 EP EP09745674A patent/EP2315528A2/en not_active Withdrawn
- 2009-05-06 MX MX2010012093A patent/MX2010012093A/es not_active Application Discontinuation
- 2009-05-06 JP JP2011508867A patent/JP2011520825A/ja not_active Withdrawn
- 2009-05-06 AU AU2009248234A patent/AU2009248234A1/en not_active Abandoned
- 2009-05-06 CA CA2723024A patent/CA2723024A1/en not_active Abandoned
- 2009-05-06 KR KR1020107025477A patent/KR20110006681A/ko not_active Withdrawn
- 2009-05-14 US US12/465,799 patent/US20090286878A1/en not_active Abandoned
Also Published As
| Publication number | Publication date |
|---|---|
| KR20110006681A (ko) | 2011-01-20 |
| WO2009138341A3 (en) | 2010-04-22 |
| JP2011520825A (ja) | 2011-07-21 |
| MX2010012093A (es) | 2010-12-07 |
| WO2009138341A2 (en) | 2009-11-19 |
| AU2009248234A1 (en) | 2009-11-19 |
| US20090286878A1 (en) | 2009-11-19 |
| CN102131394A (zh) | 2011-07-20 |
| BRPI0912640A2 (pt) | 2017-05-23 |
| EP2315528A2 (en) | 2011-05-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FZDE | Discontinued |
Effective date: 20150506 |