JP2012532095A5 - - Google Patents
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- JP2012532095A5 JP2012532095A5 JP2012516972A JP2012516972A JP2012532095A5 JP 2012532095 A5 JP2012532095 A5 JP 2012532095A5 JP 2012516972 A JP2012516972 A JP 2012516972A JP 2012516972 A JP2012516972 A JP 2012516972A JP 2012532095 A5 JP2012532095 A5 JP 2012532095A5
- Authority
- JP
- Japan
- Prior art keywords
- substituted
- group
- compound
- reactive
- compounds
- 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.)
- Granted
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- 150000001875 compounds Chemical class 0.000 claims description 37
- -1 substituted isoalkyl Chemical group 0.000 claims description 15
- 125000000623 heterocyclic group Chemical group 0.000 claims description 9
- 229910052736 halogen Inorganic materials 0.000 claims description 8
- 150000002367 halogens Chemical class 0.000 claims description 8
- 125000005017 substituted alkenyl group Chemical group 0.000 claims description 7
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 6
- 150000008052 alkyl sulfonates Chemical class 0.000 claims description 6
- 125000003118 aryl group Chemical group 0.000 claims description 6
- 239000012948 isocyanate Substances 0.000 claims description 6
- 150000002513 isocyanates Chemical class 0.000 claims description 6
- 125000005750 substituted cyclic group Chemical group 0.000 claims description 6
- 150000001408 amides Chemical group 0.000 claims description 5
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 5
- 125000000168 pyrrolyl group Chemical group 0.000 claims description 5
- 125000001424 substituent group Chemical group 0.000 claims description 5
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 claims description 5
- 125000000392 cycloalkenyl group Chemical group 0.000 claims description 4
- 125000002883 imidazolyl group Chemical group 0.000 claims description 4
- 125000004076 pyridyl group Chemical group 0.000 claims description 4
- 125000003396 thiol group Chemical group [H]S* 0.000 claims description 4
- 125000002941 2-furyl group Chemical group O1C([*])=C([H])C([H])=C1[H] 0.000 claims description 3
- GQKSJBOBUIUXGZ-UHFFFAOYSA-N 2-methylidenecyclopentan-1-ol Chemical compound OC1CCCC1=C GQKSJBOBUIUXGZ-UHFFFAOYSA-N 0.000 claims description 2
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 claims description 2
- IAQRGUVFOMOMEM-UHFFFAOYSA-N butene Natural products CC=CC IAQRGUVFOMOMEM-UHFFFAOYSA-N 0.000 claims description 2
- 125000000524 functional group Chemical group 0.000 claims description 2
- BITXABIVVURDNX-UHFFFAOYSA-N isoselenocyanic acid Chemical compound N=C=[Se] BITXABIVVURDNX-UHFFFAOYSA-N 0.000 claims description 2
- 125000000547 substituted alkyl group Chemical group 0.000 claims description 2
- 241000894006 Bacteria Species 0.000 claims 2
- 241001465754 Metazoa Species 0.000 claims 2
- 229940045714 alkyl sulfonate alkylating agent Drugs 0.000 claims 2
- 230000003416 augmentation Effects 0.000 claims 2
- 239000007788 liquid Substances 0.000 claims 2
- 230000000399 orthopedic effect Effects 0.000 claims 2
- JEXYCADTAFPULN-UHFFFAOYSA-N 1-propylsulfonylpropane Chemical compound CCCS(=O)(=O)CCC JEXYCADTAFPULN-UHFFFAOYSA-N 0.000 claims 1
- JUIKUQOUMZUFQT-UHFFFAOYSA-N 2-bromoacetamide Chemical compound NC(=O)CBr JUIKUQOUMZUFQT-UHFFFAOYSA-N 0.000 claims 1
- 241000589291 Acinetobacter Species 0.000 claims 1
- 241000606750 Actinobacillus Species 0.000 claims 1
- 241000251468 Actinopterygii Species 0.000 claims 1
- 241000271566 Aves Species 0.000 claims 1
- 241000588807 Bordetella Species 0.000 claims 1
- 241000589562 Brucella Species 0.000 claims 1
- 241000589876 Campylobacter Species 0.000 claims 1
- CKDWPUIZGOQOOM-UHFFFAOYSA-N Carbamyl chloride Chemical compound NC(Cl)=O CKDWPUIZGOQOOM-UHFFFAOYSA-N 0.000 claims 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 1
- 241000938605 Crocodylia Species 0.000 claims 1
- 241000192700 Cyanobacteria Species 0.000 claims 1
- 241000588914 Enterobacter Species 0.000 claims 1
- 241000588698 Erwinia Species 0.000 claims 1
- 241000588724 Escherichia coli Species 0.000 claims 1
- 241000589601 Francisella Species 0.000 claims 1
- 241000606790 Haemophilus Species 0.000 claims 1
- 241000589989 Helicobacter Species 0.000 claims 1
- 241000282412 Homo Species 0.000 claims 1
- 241000588748 Klebsiella Species 0.000 claims 1
- 241000589248 Legionella Species 0.000 claims 1
- 208000007764 Legionnaires' Disease Diseases 0.000 claims 1
- 241000124008 Mammalia Species 0.000 claims 1
- AFVFQIVMOAPDHO-UHFFFAOYSA-M Methanesulfonate Chemical group CS([O-])(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-M 0.000 claims 1
- 241000588621 Moraxella Species 0.000 claims 1
- 241000588653 Neisseria Species 0.000 claims 1
- 241000606860 Pasteurella Species 0.000 claims 1
- 241000588769 Proteus <enterobacteria> Species 0.000 claims 1
- 241000589516 Pseudomonas Species 0.000 claims 1
- 241000607142 Salmonella Species 0.000 claims 1
- 241000607720 Serratia Species 0.000 claims 1
- 241000607768 Shigella Species 0.000 claims 1
- 241000589886 Treponema Species 0.000 claims 1
- 241000607598 Vibrio Species 0.000 claims 1
- 241000607734 Yersinia <bacteria> Species 0.000 claims 1
- 239000000853 adhesive Substances 0.000 claims 1
- 230000001070 adhesive effect Effects 0.000 claims 1
- 230000015572 biosynthetic process Effects 0.000 claims 1
- 210000000988 bone and bone Anatomy 0.000 claims 1
- QDHFHIQKOVNCNC-UHFFFAOYSA-N butane-1-sulfonic acid Chemical compound CCCCS(O)(=O)=O QDHFHIQKOVNCNC-UHFFFAOYSA-N 0.000 claims 1
- RTTSQSBCRXBLAU-UHFFFAOYSA-N carbamoyl bromide Chemical compound NC(Br)=O RTTSQSBCRXBLAU-UHFFFAOYSA-N 0.000 claims 1
- 229910052799 carbon Inorganic materials 0.000 claims 1
- VXIVSQZSERGHQP-UHFFFAOYSA-N chloroacetamide Chemical compound NC(=O)CCl VXIVSQZSERGHQP-UHFFFAOYSA-N 0.000 claims 1
- 239000011248 coating agent Substances 0.000 claims 1
- 238000000576 coating method Methods 0.000 claims 1
- 239000004053 dental implant Substances 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 claims 1
- 239000002657 fibrous material Substances 0.000 claims 1
- 239000010408 film Substances 0.000 claims 1
- 210000003709 heart valve Anatomy 0.000 claims 1
- 239000007943 implant Substances 0.000 claims 1
- 238000001802 infusion Methods 0.000 claims 1
- 150000002540 isothiocyanates Chemical class 0.000 claims 1
- 239000005022 packaging material Substances 0.000 claims 1
- 125000005936 piperidyl group Chemical group 0.000 claims 1
- KCXFHTAICRTXLI-UHFFFAOYSA-N propane-1-sulfonic acid Chemical group CCCS(O)(=O)=O KCXFHTAICRTXLI-UHFFFAOYSA-N 0.000 claims 1
- 230000018612 quorum sensing Effects 0.000 claims 1
- 239000000565 sealant Substances 0.000 claims 1
- 210000004872 soft tissue Anatomy 0.000 claims 1
- 125000000383 tetramethylene group Chemical class [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 claims 1
- 210000001519 tissue Anatomy 0.000 claims 1
- 239000002407 tissue scaffold Substances 0.000 claims 1
- 125000003282 alkyl amino group Chemical group 0.000 description 5
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 4
- 229910052794 bromium Inorganic materials 0.000 description 4
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 3
- 125000003342 alkenyl group Chemical group 0.000 description 2
- 125000000217 alkyl group Chemical group 0.000 description 2
- 125000002947 alkylene group Chemical group 0.000 description 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 2
- CIQJWKNJDQKPPO-UHFFFAOYSA-N 1-chloropiperidine Chemical compound ClN1CCCCC1 CIQJWKNJDQKPPO-UHFFFAOYSA-N 0.000 description 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 125000005227 alkyl sulfonate group Chemical group 0.000 description 1
- 125000001246 bromo group Chemical group Br* 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 239000000460 chlorine Substances 0.000 description 1
- 125000004965 chloroalkyl group Chemical group 0.000 description 1
- 125000004122 cyclic group Chemical group 0.000 description 1
- HPXRVTGHNJAIIH-UHFFFAOYSA-N cyclohexanol Chemical compound OC1CCCCC1 HPXRVTGHNJAIIH-UHFFFAOYSA-N 0.000 description 1
- LPIQUOYDBNQMRZ-UHFFFAOYSA-N cyclopentenylidene Natural products C1CC=CC1 LPIQUOYDBNQMRZ-UHFFFAOYSA-N 0.000 description 1
- 125000004663 dialkyl amino group Chemical group 0.000 description 1
- 150000002148 esters Chemical class 0.000 description 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 description 1
- RGSFGYAAUTVSQA-UHFFFAOYSA-N pentamethylene Natural products C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 1
- YWAKXRMUMFPDSH-UHFFFAOYSA-N pentene Chemical compound CCCC=C YWAKXRMUMFPDSH-UHFFFAOYSA-N 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US22294409P | 2009-07-03 | 2009-07-03 | |
| US61/222,944 | 2009-07-03 | ||
| PCT/IB2010/053061 WO2011001419A1 (en) | 2009-07-03 | 2010-07-04 | Covalent inhibition of bacterial quorum sensing |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2012532095A JP2012532095A (ja) | 2012-12-13 |
| JP2012532095A5 true JP2012532095A5 (enExample) | 2013-08-22 |
| JP5816618B2 JP5816618B2 (ja) | 2015-11-18 |
Family
ID=42711946
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2012516972A Expired - Fee Related JP5816618B2 (ja) | 2009-07-03 | 2010-07-04 | 細菌のクオラムセンシングの共有結合阻害 |
Country Status (8)
| Country | Link |
|---|---|
| US (2) | US8501969B2 (enExample) |
| EP (1) | EP2448930B1 (enExample) |
| JP (1) | JP5816618B2 (enExample) |
| CN (1) | CN102482244B (enExample) |
| AU (1) | AU2010267596A1 (enExample) |
| CA (1) | CA2767183C (enExample) |
| IN (1) | IN2012DN00939A (enExample) |
| WO (1) | WO2011001419A1 (enExample) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US8513305B2 (en) | 2007-05-14 | 2013-08-20 | Research Foundation Of State University Of New York | Induction of a physiological dispersion response in bacterial cells in a biofilm |
| US10647668B2 (en) * | 2011-01-03 | 2020-05-12 | The William M. Yarbrough Foundation | Isothiocyanate functional surfactant and associated method of use |
| US9962361B2 (en) * | 2011-01-03 | 2018-05-08 | The William M. Yarbrough Foundation | Isothiocyanate functional surfactants, formulations incorporating the same, and associated methods of use |
| US10273205B2 (en) * | 2011-01-03 | 2019-04-30 | The William M. Yarbrough Foundation | Isothiocyanate functional surfactants, formulations incorporating isothiocyanate functional surfactants and associated methods for treating biofilms |
| US8933119B2 (en) * | 2011-01-03 | 2015-01-13 | The William M. Yarbrough Foundation | Method for treating phytophotodermatitis |
| CN102219753B (zh) * | 2011-04-21 | 2012-10-31 | 山东大学 | 一种三氮唑类化合物及其制备方法与应用 |
| EP2753177A1 (en) * | 2011-09-09 | 2014-07-16 | Bayer Intellectual Property GmbH | Acyl-homoserine lactone derivatives for improving plant yield |
| CN103980219B (zh) * | 2013-02-08 | 2016-12-28 | 中国人民解放军军事医学科学院毒物药物研究所 | 一种新型细菌群体感应调节剂及其医疗用途 |
| KR101819874B1 (ko) | 2013-03-19 | 2018-01-17 | 더 스크립스 리서치 인스티튜트 | 암 세포를 선택적으로 죽이는 trail 강화제 |
| WO2015042363A1 (en) * | 2013-09-20 | 2015-03-26 | The Trustees Of Princeton University | Molecules and compositions that inhibit gram negative bacteria and their uses |
| SG11201703588SA (en) * | 2014-11-03 | 2017-05-30 | Nicolai Vladimirovich Bovin | Antimicrobial surface treatment |
| IL255182B2 (en) * | 2015-04-23 | 2024-06-01 | Pavel Dibrov | History of Korormicn with use as an antibiotic |
| CN104909450B (zh) * | 2015-06-01 | 2017-03-08 | 东北电力大学 | 一种膜生物反应器膜污染抑制剂的制备及其应用方法 |
| CN106635446B (zh) * | 2016-09-26 | 2019-08-13 | 浙江工商大学 | 一种生物膜清洁剂及其制备和应用 |
| CN108130358A (zh) * | 2017-12-21 | 2018-06-08 | 广西医科大学 | 对铜绿假单胞菌-烟曲霉菌混合生物被膜抑制作用的研究方法 |
| US11541105B2 (en) | 2018-06-01 | 2023-01-03 | The Research Foundation For The State University Of New York | Compositions and methods for disrupting biofilm formation and maintenance |
| CN109608292B (zh) * | 2018-12-27 | 2021-11-30 | 中国科学院生态环境研究中心 | 一种氮肥组合物及其用途 |
| FR3112343B1 (fr) * | 2020-07-10 | 2022-12-23 | Arkema France | Procédé de fabrication d’acides et esters Ω-bromoalcanoïques |
| US20250136546A1 (en) * | 2021-09-20 | 2025-05-01 | 3M Innovative Properties Company | Thiol-based beta-diketone primers for adhesion to metal |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0007588D0 (en) | 2000-03-30 | 2000-05-17 | Univ Nottingham | N-Acyl homoserine lactones |
| US6703513B1 (en) * | 2000-06-02 | 2004-03-09 | K-Quay Enterprises Llc | Production and use of derivatized homoserine lactones |
| GB0116312D0 (en) * | 2001-07-04 | 2001-08-29 | Univ Nottingham | "Compositions containing N-acyl homoserine lactones" |
| GB0122026D0 (en) * | 2001-09-12 | 2001-10-31 | Univ Nottingham | Insulitis |
| GB0122914D0 (en) * | 2001-09-22 | 2001-11-14 | Univ Nottingham | Modulation of stat activity |
| US7498292B2 (en) * | 2002-08-15 | 2009-03-03 | The Research Foundation Of State University Of New York | Combinatorial libraries of autoinducer analogs, autoinducer agonists and antagonists, and methods of use thereof |
| JP5133067B2 (ja) * | 2005-02-04 | 2013-01-30 | ウイスコンシン アラムナイ リサーチ ファウンデーシヨン | クオラムセンシング細菌におけるコミュニケーション及び毒性を変更するための化合物及び方法 |
-
2010
- 2010-07-04 EP EP10742888.0A patent/EP2448930B1/en not_active Not-in-force
- 2010-07-04 US US13/381,952 patent/US8501969B2/en not_active Expired - Fee Related
- 2010-07-04 JP JP2012516972A patent/JP5816618B2/ja not_active Expired - Fee Related
- 2010-07-04 CN CN201080038367.2A patent/CN102482244B/zh not_active Expired - Fee Related
- 2010-07-04 CA CA2767183A patent/CA2767183C/en not_active Expired - Fee Related
- 2010-07-04 IN IN939DEN2012 patent/IN2012DN00939A/en unknown
- 2010-07-04 AU AU2010267596A patent/AU2010267596A1/en not_active Abandoned
- 2010-07-04 WO PCT/IB2010/053061 patent/WO2011001419A1/en not_active Ceased
-
2013
- 2013-06-26 US US13/927,162 patent/US9242951B2/en not_active Expired - Fee Related
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