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CHA KUNA TA VE US010029986B2KATLAMAT DITUTTON (12 ) United States Patent ( 10 ) Patent No. : US 10 , 029 ,986 B2 Mita et al. (45 ) Date of Patent : Jul . 24 , 2018 ( 54 ) ALKYNYL PYRIDINE - SUBSTITUTED AMIDE FOREIGN PATENT DOCUMENTS COMPOUND AND PESTICIDE EP 2 218 717 AL 8 /2010 JP 2006 - 528613 A 12 / 2006 @( 71 ) Applicant: NISSAN CHEMICAL INDUSTRIES , JP LTD ., Chiyoda - ku ( JP ) (Continued ) @( 72 ) Inventors : Takeshi Mita , Funabashi ( JP ) ; OTHER PUBLICATIONS Motoyoshi Iwasa , Funabashi ( JP ) ; Yusuke Nanjo , Funabashi ( JP ) ; Taichi International Search Report dated Apr . 28 , 2015 in PCT/ JP2015 / Shimomiya , Funabashi ( JP ) ; Hidehito 054439 Filed Feb . 18 , 2015 . Kuwahara , Shiraoka ( JP ) ; Hotaka Primary Examiner - Daniel R Carcanague Imanaka , Shiraoka ( JP ) ( 74 ) Attorney , Agent, or Firm — Oblon , McClelland , @( 73 ) Assignee : Nissan Chemical Industries , Ltd ., Maier & Neustadt, L . L . P . Chiyoda - ku ( JP ) ( 57 ) ABSTRACT @ Subject to any disclaimer, the term of this Provided is a novel pesticide, particularly a fungicide and a ( * ) Notice : nematicide . An alkynyl pyridine - substituted amide com patent is extended or adjusted under 35 pound represented by formula ( I ) , its N -oxide or a salt U . S . C . 154 ( b ) by 0 days . thereof , and a pesticide containing it . [ In the formula , Gl is a structure represented by G ? - 1a , G -3a , G²- 27a , etc . ; Xl is ( 21 ) Appl. No .: 15 /119 ,660 a halogen atom , difluoromethyl, trifluoromethyl , etc . ; Yl is @ a halogen atom , etc .; Y , Yº, R4 and R independently ( 22 ) PCT Filed : Feb . 18 , 2015 represent a hydrogen atom , etc . ; R ' is a hydrogen atom , a halogen atom , methyl, methoxy , etc . ; R2 is a hydrogen atom , PCT / JP2015 / 054439 a halogen atom , etc . , or R and R2 together form an alkylene ( 86 ) PCT No. : chain thereby to form a cyclopropyl group together with the § 371 (c )( 1 ), carbon atom to which R and R2 are bonded , or R and R2 ( 2 ) Date : Aug . 17 , 2016 together form C , -C2 alkylidene or C , -C2 haloalkylidene ; R3 is a hydrogen atom , methyl, etc . , and Rº is C1 - C4 alkyl, (87 ) PCT Pub . No .: W02015 /125824 Cz -Co cycloalkyl, C , -C4 alkoxy (C1 - C4) alkyl, etc . ] PCT Pub . Date : Aug . 27 , 2015 Gl- la (65 ) Prior Publication Data US 2017 /0008847 A1 Jan . 12 , 2017 ( 30 ) Foreign Application Priority Data Feb . 18 , 2014 ( JP ) .. .. .. 2014 -028087 Apr. 11, 2014 ( JP ) .. .. .. .. .. 2014 - 082159 G !- 3a (Continued ) pa (51 ) Int. CI. CO7D 213 /61 ( 2006 .01 ) CO7D 401 / 12 ( 2006 .01 ) G1- 27a ( Continued ) (52 ) U . S . CI. CPC . .. .. .. .. CO7D 213 /61 ( 2013 .01 ) ; A01N 43 / 40 ( 2013 .01 ) ; A01N 43 /56 ( 2013 .01 ) ; A01N 43760 (2013 . 01 ) ; (Continued ) ( 58 ) Field of Classification Search (1) ??? . .. .. CO7D 231/ 14 R6 (Continued ) O R3 R4 Y ERO ( 56 ) References Cited U . S . PATENT DOCUMENTS NXX My R1 R2 2006 /0246102 AL 11/ 2006 Mansfield et al. ogR5 2007 /0167491 A1 7 / 2007 Mansfield et al . ( Continued ) 12 Claims, No Drawings US 10 ,029 , 986 B2 Page 2 ( 30 ) Foreign Application Priority Data 2014 / 0088157 A1 3 / 2014 Kita et al . 2015 /0259322 AL 9 /2015 Kita et al . Apr. 22 , 2014 ( JP ) .. 2014 - 088408 2015 / 0266853 AL 9 /2015 Kita et al . Jun . 25 , 2014 ( JP ) .. .. .. .. 2014 - 130395 FOREIGN PATENT DOCUMENTS Int. CI. (51 ) 2007 -526279 A 9 /2007 CO7D 409 / 12 ( 2006 .01 ) ese 2009 - 539791 A 11 /2009 C07D 411 / 12 ( 2006 . 01 ) 2010 - 529971 A 9 /2010 CO7D 417 / 12 ( 2006 .01 ) 2013 - 528613 A 7 / 2013 AOIN 43 /40 ( 2006 . 01 ) 2017039722 * 2 / 2017 AOIN 43 / 56 WO 2004 /016088 A2 2 / 2004 ( 2006 .01 ) WO 2004 /074280 All 9 / 2004 A01N 43 /60 ( 2006 . 01) WO 2005 / 014545 A2 2 / 2005 AOIN 43 / 78 ( 2006 .01 ) WO 2005 /016876 A2 2 / 2005 A61K 45 / 06 ( 2006 . 01 ) WO 2005 /058828 A1 6 / 2005 C07D 401/ 06 ( 2006 .01 ) wo 2005 /058833 A1 6 / 2005 WO 2005 /085238 Al 9 / 2005 AOIN 43 / 84 ( 2006 . 01 ) WO WO 2006 / 122952 AL 11 / 2006 A01N 55 / 00 ( 2006 .01 ) WO WO 2006 / 122955 AL 11 / 2006 ( 52 ) U . S . CI. WO 2007 / 108483 AL 9 / 2007 ??? . .. .. .. .. AOIN 43 / 78 ( 2013 . 01 ) ; AOIN 43 / 84 WO 2007 / 141009 A1 12 / 2007 WO WO 2007 / 141473 Al 12 / 2007 ( 2013. 01 ) ; A01N 55 / 00 ( 2013 .01 ) ; A61K 45/ 06 WO WO 2008 /093065 AL 8 / 2008 (2013 .01 ) ; C07D 401 / 06 ( 2013 .01 ) ; C07D WO 2008 / 151828 A2 12 / 2008 401/ 12 (2013 .01 ) ; C07D 409 / 12 (2013 .01 ) ; wo 2011 / 151369 Al 12 / 2011 C07D 411/ 12 ( 2013 .01 ) ; C07D 417 / 12 WO WO 2011 / 151370 AL 12 / 2011 WO 2012 / 028676 A1 3 /2012 (2013 .01 ) WO WO 2012 /052489 A1 4 /2012 (58 ) Field of Classification Search WO WO 2012 /052491 A2 4 /2012 USPC . .. .. 546 /275 . 4 WO WO 2012 / 118139 A1 9 / 2012 See application file for complete search history . WO WO 2013 /064460 Al 5 / 2013 WO WO 2013 / 064461 A2 5 / 2013 ( 56 ) References Cited Wo WO 2013 / 120940 A2 8 / 2013 WO 2014 /010737 A1 1 /2014 U . S . PATENT DOCUMENTS WO WO 2014 /034750 A13 /2014 WO WO 2014 / 034751 A13 / 2014 2010 / 0222389 AL 9 /2010 Walter et al . WO 2014 / 173921 A1 10 / 2014 2011/ 0136831 A1 6 / 2011 Oda et al . WO W O 2018003924 * 1 /2018 2011/ 0207771 AL 8 /2011 Stierli et al . 2013/ 0131119 Al 5 / 2013 Benting et al. * cited by examiner US 10 ,029 , 986 B2 ALKYNYL PYRIDINE - SUBSTITUTED AMIDE Patent Document 6 : WO2005 /014545 COMPOUND AND PESTICIDE Patent Document 7 : WO2005 /058828 Patent Document 8 : WO2005 /058833 TECHNICAL FIELD Patent Document 9 : WO2005 /085238 5 Patent Document 10 : WO2007 / 108483 The present invention relates to a novel alkynyl pyridine Patent Document 11 : EP2218717 substituted amide compound, its N - oxide or a salt thereof, Patent Document 12 : WO2011/ 151369 and a pesticide containing it as an active ingredient. DISCLOSURE OF INVENTION BACKGROUND ART 10 Technical Problem Heretofore, with respect to alkynyl pyridine -substituted amide compounds, for example , N - [ [ 1 - [ 3 -chloro - 5 - ( 3 , 3 , 3 Infection or parasitism of pests such as pathogens and trifluoro - 1 -propynyl ) pyridin - 2 - yl] cyclopropyl] methyl ] - 3 - parasites causes, in a case where the hosts are plants such as fluoropyridine- 2 - carboxamide , N - [[ 1 - [ 3 -chloro - 5 - ( 3 , 3 , 3 - tri- 15 grain , fruits , vegetables or ornamental plants , a decrease in fluoro - 1 -propynyl ) pyridin - 2 - yl] cyclopropyl ]methyl ] - 3 the quality of agricultural crops and a remarkable decrease chloropyridine - 2 - carboxamide , N - [ [ 1 - [ 3 - chloro - 5 - ( 3 , 3 , 3 - in the yield , and in some cases , serious damages such as trifluoro - 1 -propynyl ) pyridin - 2 - yl ] cyclopropyl ]methyl ] - 3 - death of the plants , and inflicts heavy economic losses not methylpyridine - 2 - carboxamide and N - [ [ 1 - [ 3 - chloro - 5 - ( 3 , 3 , only on the producers but also on the consumers . Thus, to 3 - trifluoro - 1 -propynyl ) pyridin - 2 -yl ] cyclopropyl ] methyl ] - 3 - 20 effectively control such pests is a very important object to ( trifluoromethyl) pyridine - 2 - carboxamide are known to achieve efficient and stable production of agricultural crops . show nematicidal activities (see Patent Document 1 ) ; N - [ 2 - Further , in a case where the hosts are animals such as [ 5 - (4 - ethoxyphenylethynyl) pyridin - 2 - yl ] ethyl ] acetamide is companion creatures /pets or livestock /poultry , to effectively known to have an acetyl COA carboxylase inhibitory activity control such pests is an important object also for the purpose ( see Patent Document 2 ) ; and as an intermediate for pro - 25 ofmaintaining health of the target animals and further , in a ducing BACE - 1 inhibitors , N - [ 1 - ( S ) - [ ( 3 , 5 - difluorophenyl) case where the target animals are livestock or poultry , for the methyl] - 2 - [ 5 - ( 3 - fluorophenylethynyl) pyridin - 2 -yl ) - 2 - (hy - purpose of stably producing safe food or high quality droxylethyl ) - 3 - ( N , N - di ( normal propyl ) carbamoyl) - 5 - general merchandise such as wool, feathers or leathers . methylbenzamide is known (see Patent Document 3 ) . From such a viewpoint , heretofore , development of pesti Further with respect to pyridine - substituted amide com - 30 cides targeted at pathogens or parasites has advanced , and pounds, for example , N - [ 2 - [ 3 - chloro - 5 - ( trifluoromethyl) various effective pesticides have been put into practical use . pyridin - 2 - yllethyl) - 2 - ( trifluoromethyl) benzamide ( see Pat- However , recently , control of pests with conventional ent Document 4 ), N - [ 2 - [ 3 - chloro - 5 - ( trifluoromethyl) pesticides has become difficult in more and more cases , as pyridin - 2 - yl] ethyl] - 3 - difluoromethyl - 1 -methyl - 1H pathogens or parasites acquire resistance to them over many pyrazole - 4 - carboxamide ( see Patent Document 5 ) , N - [ 2 - ( 3 , 35 years of their use . Problems of the high toxicity of some 5 - dichloropyridin - 2 - yl ) ethyl) - 2 - ( trifluoromethyl) benzamide conventional pesticides and of the disturbance of the eco (see Patent Document 6 ) , N - [ 2 - [ 3 - chloro - 5 - ( trifluorom system by some conventional pesticides which remain in the ethyl )pyridin - 2 -yl ] - 1 -methylethyl ] - 2 - ( trifluoromethyl ) benz - environment for a long period are becoming apparent. Under amide ( see Patent Document 7 ) , N - [ 2 - 13 - chloro - 6 - ( trifluo - these circumstances , development of novel pesticides not romethyl) pyridin - 2 - yl] butyl ] - 3 -difluoromethyl - 1 -methyl - 40 only having excellent pesticidal activity on pathogens and 1H -pyrazole - 4 -carboxamide (see Patent Document 8 ) , N - [ 2 - parasites but also having high
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    The PetFish.Net Guide To Catfish And Loaches Part of the PetFish.Net Guide Series Table Of Contents Corydoras Catfish Albino Bristlenose Plecos Botia kubotai Questions about Cories Yoyo Loach Whiptail Catfish The Upside-Down Catfish Tadpole Madtom Catfish Siamese Algea Eater Rubber-Lipped Pleco Royal Pleco Raising Corydoras Fry Porthole Catfish The Common Pleco Pictus Catfish In Pursuit of the Panda Corydoras Otocinclus Indepth Otocinclus Kuhli Loach - A.K.A. Coolie Loach Hoplo Catfish Glass Catfish Emerald Catfish Dojo Loach Breeding The Dojo Loach Keeping And Spawning Corydoras Catfish Clown Pleco Clown Loaches The Clown Loach Chinese Algae Eater Bronze Corydoras Keeping and Spawning Albino Bristle Nose Pleco Borneo Sucker or Hillstream Loach Corydoras Catfish By: Darren Common Name: Corys Latin Name: Corydoras Origin: South America-Brazil Temperature: 77-83 Ease Of Keeping: Easy Aggressivness: Peaceful Lighting: All lightings, although it prefers dimmer lightings. Adult Size: About 6 cm Minimum Tank Size: 18g Feeding: Flakes, Algae wafers and shrimp pellets, live food, frozen food, blanched vegetables. Spawning Method: Egg-layer Corydoras (AKA cory cats and cories) are very hardy and make good beginner fish for a community tank. For species tank, the dwarf cories do better. There are generally 2 types of cory, the dwarf cory and the normal cory. Brochis are not cories. The dwarf cory is great for nano tanks because it usually remains less than 3cm long ( about 1.3 inch). They do well in community tanks too and the only special care they require is not putting them together with aggressive fish like Cichlids. Dwarf Cichlids may do well with them occasionally but avoid them if you can.
  • Understanding the United Kingdom Marine Aquarium Trade

    Understanding the United Kingdom Marine Aquarium Trade

    Understanding the United Kingdom marine aquarium trade – a mystery shopper study of species on sale JOHN K. PINNEGAR1,2* | JOANNA M. MURRAY1 1Centre for Environment, Fisheries & Aquaculture Science, Lowestoft Laboratory, Pakefield Road, Lowestoft, Suffolk, UK 2School of Environmental Sciences, University of East Anglia, Norwich, UK Correspondence John K. Pinnegar, Centre for Environment, Fisheries & Aquaculture Science, Lowestoft Laboratory, Pakefield Road, Lowestoft, Suffolk, NR33 0HT, UK Email, [email protected] Funding information This contribution was supported through internal investment funds at the Centre for Environment, Fisheries and Aquaculture Science (Cefas), UK. ABSTRACT In this study, we conducted a unique survey of marine ornamental fishes appearing in UK retail stores, as well as a review of government trade statistics, with the aim to significantly strengthen the evidence-base in support of future management initiatives. Fifty marine Accepted Article aquarium retailers were visited. A total of 380 marine aquarium fish species (4926 This article has been accepted for publication in the Journal of Fish Biology and undergone full peer review but has not been through the copyediting, typesetting, pagination and proofreading process, which may lead to differences between this version and the Version of Record. Please cite this article as doi: 10.1111/jfb.13491 This article is protected by copyright. All rights reserved. individuals), from 48 families were recorded with the largest proportion of individuals belonging to the families Pomacentridae, Acanthuridae, Apogonidae, Labridae, Pomacanthidae, Gobiidae and Labridae. The majority of fishes for sale (91% of species) originated from the Indo-Pacific Ocean, with only a small number (9% of species) derived from the Atlantic Ocean.