AU2017357503B2 - New anthelmintic quinoline-3-carboxamide derivatives - Google Patents

New anthelmintic quinoline-3-carboxamide derivatives Download PDF

Info

Publication number
AU2017357503B2
AU2017357503B2 AU2017357503A AU2017357503A AU2017357503B2 AU 2017357503 B2 AU2017357503 B2 AU 2017357503B2 AU 2017357503 A AU2017357503 A AU 2017357503A AU 2017357503 A AU2017357503 A AU 2017357503A AU 2017357503 B2 AU2017357503 B2 AU 2017357503B2
Authority
AU
Australia
Prior art keywords
alkyl
halogen atoms
group
halogenoalkyl
alkoxy
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.)
Active
Application number
AU2017357503A
Other languages
English (en)
Other versions
AU2017357503A1 (en
Inventor
Claudia BÖHM
Kirsten BÖRNGEN
Nils Griebenow
Ulrich Görgens
Maike HINK
Walter Hübsch
Thomas Ilg
Daniel Kulke
Johannes KÖBBERLING
Adeline KÖHLER
Niels Lindner
Hans-Georg Schwarz
Claudia WELZ
Wei Zhuang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Elanco Animal Health GmbH
Original Assignee
Elanco Animal Health GmbH
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Elanco Animal Health GmbH filed Critical Elanco Animal Health GmbH
Publication of AU2017357503A1 publication Critical patent/AU2017357503A1/en
Application granted granted Critical
Publication of AU2017357503B2 publication Critical patent/AU2017357503B2/en
Assigned to ELANCO ANIMAL HEALTH GMBH reassignment ELANCO ANIMAL HEALTH GMBH Request to Amend Deed and Register Assignors: BAYER ANIMAL HEALTH GMBH
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47Quinolines; Isoquinolines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/53751,4-Oxazines, e.g. morpholine
    • A61K31/53771,4-Oxazines, e.g. morpholine not condensed and containing further heterocyclic rings, e.g. timolol
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P33/00Antiparasitic agents
    • A61P33/10Anthelmintics
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D215/00Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/02Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
    • C07D405/12Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D405/00Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
    • C07D405/14Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D413/00Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Animal Behavior & Ethology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Tropical Medicine & Parasitology (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
AU2017357503A 2016-11-11 2017-11-06 New anthelmintic quinoline-3-carboxamide derivatives Active AU2017357503B2 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP16198550.2 2016-11-11
EP16198550 2016-11-11
PCT/EP2017/078319 WO2018087036A1 (en) 2016-11-11 2017-11-06 New anthelmintic quinoline-3-carboxamide derivatives

Publications (2)

Publication Number Publication Date
AU2017357503A1 AU2017357503A1 (en) 2019-05-02
AU2017357503B2 true AU2017357503B2 (en) 2022-02-17

Family

ID=57321155

Family Applications (1)

Application Number Title Priority Date Filing Date
AU2017357503A Active AU2017357503B2 (en) 2016-11-11 2017-11-06 New anthelmintic quinoline-3-carboxamide derivatives

Country Status (26)

Country Link
US (2) US10889573B2 (enExample)
EP (1) EP3538512B1 (enExample)
JP (1) JP7165129B2 (enExample)
KR (1) KR102595730B1 (enExample)
CN (1) CN109890793B (enExample)
AU (1) AU2017357503B2 (enExample)
CA (1) CA3043298A1 (enExample)
CL (1) CL2019001292A1 (enExample)
CO (1) CO2019004776A2 (enExample)
DK (1) DK3538512T3 (enExample)
DO (1) DOP2019000117A (enExample)
ES (1) ES2884073T3 (enExample)
IL (1) IL266407B (enExample)
MX (1) MX2019005569A (enExample)
MY (1) MY196327A (enExample)
NZ (1) NZ752550A (enExample)
PH (1) PH12019501034A1 (enExample)
PL (1) PL3538512T3 (enExample)
PT (1) PT3538512T (enExample)
SG (1) SG11201903059SA (enExample)
SI (1) SI3538512T1 (enExample)
TW (1) TWI821165B (enExample)
UA (1) UA126119C2 (enExample)
UY (1) UY37480A (enExample)
WO (1) WO2018087036A1 (enExample)
ZA (1) ZA201903708B (enExample)

Families Citing this family (26)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP7210483B2 (ja) 2017-06-30 2023-01-23 バイエル・アニマル・ヘルス・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング 新規アザキノリン誘導体
MX2020001403A (es) * 2017-08-04 2020-03-09 Bayer Animal Health Gmbh Nuevos derivados de quinolina.
UY38009A (es) 2017-12-15 2019-07-31 Bayer Animal Health Gmbh Proceso para la preparación de derivados de quinolina
JP7403472B2 (ja) 2018-05-09 2023-12-22 バイエル・アニマル・ヘルス・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング 新規キノリン誘導体
MX2021000293A (es) 2018-07-09 2021-07-15 Boehringer Ingelheim Animal Health Usa Inc Compuestos heterociclicos antihelminticos.
EP3643711A1 (en) * 2018-10-24 2020-04-29 Bayer Animal Health GmbH New anthelmintic compounds
CN113490527B (zh) * 2018-12-18 2024-10-25 瑞士伊兰科动物保健有限公司 双环衍生物
AR116909A1 (es) * 2018-12-18 2021-06-23 Elanco Tiergesundheit Ag Derivados bicíclicos
JP7637630B2 (ja) 2019-03-19 2025-02-28 ベーリンガー インゲルハイム フェトメディカ ゲーエムベーハー 駆虫性アザベンゾチオフェンおよびアザベンゾフラン化合物
BR112021024726A2 (pt) 2019-06-07 2022-01-18 Elanco Tiergesundheit Ag Novos derivados bicíclicos
TWI865563B (zh) * 2019-07-30 2024-12-11 德商拜耳動物保健有限公司 新穎異喹啉衍生物
EP4077322A1 (en) 2019-12-18 2022-10-26 Intervet International B.V. Anthelmintic compounds comprising azaindoles structure
EP4077281A1 (en) * 2019-12-18 2022-10-26 Intervet International B.V. Anthelmintic compounds comprising a quinoline structure
JP2023521342A (ja) * 2020-04-09 2023-05-24 バイエル・アニマル・ヘルス・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング 駆虫性化合物としての置換縮合アジン類
PH12022553222A1 (en) 2020-05-29 2024-02-12 Boehringer Ingelheim Animal Health Usa Inc Anthelmintic heterocyclic compounds
CA3202092A1 (en) 2020-11-18 2022-05-27 Elanco Tiergesundheit Ag Bicyclic derivatives
CN116685584A (zh) * 2020-11-18 2023-09-01 礼蓝动物保健有限公司 用于治疗心丝虫感染的n-(2,3-二氢-1,4-苯并噁嗪-4-基)-3-异丙基-7-(2,3,5-三氟苯基)苯并噻吩-2-甲酰胺衍生物和类似化合物
CN116888124A (zh) * 2020-12-04 2023-10-13 礼蓝动物保健有限公司 二环衍生物
TW202237600A (zh) 2020-12-04 2022-10-01 瑞士商禮藍動物保健股份有限公司 雙環衍生物
CN116600807A (zh) 2020-12-11 2023-08-15 英特维特国际股份有限公司 包含噻吩并吡啶结构的驱虫化合物
EP4259606A1 (en) 2020-12-11 2023-10-18 Intervet International B.V. Anthelmintic compounds comprising a pyridine structure
EP4148052A1 (en) 2021-09-09 2023-03-15 Bayer Animal Health GmbH New quinoline derivatives
AR127495A1 (es) 2021-11-01 2024-01-31 Boehringer Ingelheim Vetmedica Gmbh Compuestos de pirrolopiridazina como antihelmínticos
EP4694887A1 (en) 2023-04-14 2026-02-18 Elanco Animal Health GmbH Long-term prevention and/or treatment of a disease by slo-1 inhibitors
IL326231A (en) 2023-08-02 2026-03-01 Intervet Int Bv Carboxamide-4-quinoline compounds with anthelmintic activity
WO2026078157A2 (en) 2024-10-10 2026-04-16 Elanco Animal Health Gmbh Slo-1 modulators for prevention and/or treatment of a disease

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4343804A (en) * 1979-03-26 1982-08-10 A. H. Robins Company, Inc. 4-Amino-3-quinolinecarboxylic acids and esters-antisecretory anti-ulcer compounds
WO2006103120A2 (en) * 2005-04-01 2006-10-05 Insa Rouen New heterocyclic compounds, their preparation and their use as medicaments, in particular as anti-alzheimer agents
WO2015078800A1 (en) * 2013-11-26 2015-06-04 Bayer Cropscience Ag New pesticidal compounds and uses
WO2015144001A1 (zh) * 2014-03-24 2015-10-01 南京明德新药研发股份有限公司 作为smo抑制剂的喹啉衍生物

Family Cites Families (46)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR840000768A (ko) * 1982-07-23 1984-02-27 박이은 무연통의 무연탄 난로
DE3639877A1 (de) 1986-11-21 1988-05-26 Bayer Ag Hetarylalkyl substituierte 5- und 6-ringheterocyclen
US6559145B2 (en) 2000-07-12 2003-05-06 Pharmacia & Upjohn Company Heterocycle carboxamides as antiviral agents
GB0213715D0 (en) 2002-06-14 2002-07-24 Syngenta Ltd Chemical compounds
TWI312272B (en) 2003-05-12 2009-07-21 Sumitomo Chemical Co Pyrimidine compound and pests controlling composition containing the same
GB0414438D0 (en) 2004-06-28 2004-07-28 Syngenta Participations Ag Chemical compounds
CA2581725C (en) 2004-10-20 2013-01-08 Kumiai Chemical Industry Co., Ltd. 3-triazolylphenyl sulfide derivative, and insecticide, miticide and nematicide containing it as an active ingredient
NZ567127A (en) 2005-10-06 2010-04-30 Nippon Soda Co Bridged cyclic amine compound and pest control agent
JP2008214323A (ja) 2007-03-08 2008-09-18 Kyowa Hakko Kogyo Co Ltd 皮膚疾患の治療及び/または予防剤
US7863266B2 (en) 2007-06-08 2011-01-04 Helicon Therapeutics, Inc. Therapeutic pyrazoloquinoline urea derivatives
JP5268461B2 (ja) 2008-07-14 2013-08-21 Meiji Seikaファルマ株式会社 Pf1364物質、その製造方法、生産菌株、及び、それを有効成分とする農園芸用殺虫剤
CN101337940B (zh) 2008-08-12 2012-05-02 国家农药创制工程技术研究中心 具杀虫活性的含氮杂环二氯烯丙醚类化合物
CN101337937B (zh) 2008-08-12 2010-12-22 国家农药创制工程技术研究中心 具有杀虫活性的n-苯基-5-取代氨基吡唑类化合物
CN101715774A (zh) 2008-10-09 2010-06-02 浙江化工科技集团有限公司 一个具有杀虫活性化合物制备及用途
EP2184273A1 (de) 2008-11-05 2010-05-12 Bayer CropScience AG Halogen-substituierte Verbindungen als Pestizide
GB0820344D0 (en) 2008-11-06 2008-12-17 Syngenta Ltd Herbicidal compositions
TWI466634B (zh) 2008-12-12 2015-01-01 Syngenta Participations Ag 化合物
JP2013505909A (ja) * 2009-09-24 2013-02-21 ビーエーエスエフ ソシエタス・ヨーロピア 無脊椎動物害虫を駆除するためのアミノキナゾリン化合物
WO2011085575A1 (zh) 2010-01-15 2011-07-21 江苏省农药研究所股份有限公司 邻杂环甲酰苯胺类化合物及其合成方法和应用
AR081721A1 (es) 2010-02-25 2012-10-17 Nippon Soda Co Compuesto de amina ciclica y acaricida
EP2575468A1 (en) 2010-05-31 2013-04-10 Syngenta Participations AG Method of crop enhancement
PL2984930T3 (pl) 2010-08-31 2019-03-29 Meiji Seika Pharma Co., Ltd. Środek do zwalczania szkodników
CN101967139B (zh) 2010-09-14 2013-06-05 中化蓝天集团有限公司 一种含一氟甲氧基吡唑的邻甲酰氨基苯甲酰胺类化合物、其合成方法及应用
WO2012112363A1 (en) 2011-02-14 2012-08-23 Merck Sharp & Dohme Corp. Cathepsin cysteine protease inhibitors
WO2013050317A1 (en) 2011-10-03 2013-04-11 Syngenta Limited Polymorphs of an isoxazoline derivative
CN102391261A (zh) 2011-10-14 2012-03-28 上海交通大学 一种n-取代噁二嗪类化合物及其制备方法和应用
TW201326128A (zh) * 2011-11-28 2013-07-01 Du Pont 磺醯胺驅蟲劑
WO2013096151A1 (en) 2011-12-22 2013-06-27 Glaxosmithkline Llc Chemical compounds
TWI566701B (zh) 2012-02-01 2017-01-21 日本農藥股份有限公司 芳烷氧基嘧啶衍生物及包含該衍生物作為有效成分的農園藝用殺蟲劑及其使用方法
US9006257B2 (en) 2012-02-09 2015-04-14 Glenmark Pharmaceuticals S.A. Bicyclic compounds as mPGES-1 inhibitors
ES2626360T3 (es) 2012-03-30 2017-07-24 Basf Se Compuestos de piridinilideno tiocarbonilo N-sustituidos y su uso para combatir plagas de animales
EP2647626A1 (en) 2012-04-03 2013-10-09 Syngenta Participations AG. 1-Aza-spiro[4.5]dec-3-ene and 1,8-diaza-spiro[4.5]dec-3-ene derivatives as pesticides
RU2627654C2 (ru) 2012-04-27 2017-08-09 ДАУ АГРОСАЙЕНСИЗ ЭлЭлСи Пестицидные композиции и относящиеся к ним способы
US9282739B2 (en) 2012-04-27 2016-03-15 Dow Agrosciences Llc Pesticidal compositions and processes related thereto
JP2016508972A (ja) * 2012-12-20 2016-03-24 バイエル・クロップサイエンス・アクチェンゲゼルシャフト 殺ダニ剤及び殺虫剤としてのアリールスルフィド誘導体及びアリールスルホキシド誘導体
CN103109816B (zh) 2013-01-25 2014-09-10 青岛科技大学 硫代苯甲酰胺类化合物及其应用
CN103232431B (zh) 2013-01-25 2014-11-05 青岛科技大学 一种二卤代吡唑酰胺类化合物及其应用
WO2014158644A1 (en) 2013-03-13 2014-10-02 Dow Agrosciences Llc Process for the preparation of triaryl rhamnose carbamates
US20160081342A1 (en) 2013-05-23 2016-03-24 Syngenta Participations Ag Tank-mix formulations
CN103265527B (zh) 2013-06-07 2014-08-13 江苏省农用激素工程技术研究中心有限公司 邻氨基苯甲酰胺化合物及其制备方法和应用
CN103524422B (zh) 2013-10-11 2015-05-27 中国农业科学院植物保护研究所 苯并咪唑衍生物及其制备方法和用途
EP3057430A4 (en) 2013-10-17 2017-09-13 Dow AgroSciences LLC Processes for the preparation of pesticidal compounds
CN105636440A (zh) 2013-10-17 2016-06-01 美国陶氏益农公司 制备杀虫化合物的方法
WO2016005276A1 (en) 2014-07-07 2016-01-14 Bayer Cropscience Aktiengesellschaft Process for preparing fluorinated iminopyridine compounds
MX2017010381A (es) 2015-02-17 2017-12-15 Nippon Soda Co Composicion agroquimica.
CN108430992A (zh) 2015-12-17 2018-08-21 阿斯特克斯医疗公司 作为h-pgds抑制剂的喹啉-3-甲酰胺

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4343804A (en) * 1979-03-26 1982-08-10 A. H. Robins Company, Inc. 4-Amino-3-quinolinecarboxylic acids and esters-antisecretory anti-ulcer compounds
WO2006103120A2 (en) * 2005-04-01 2006-10-05 Insa Rouen New heterocyclic compounds, their preparation and their use as medicaments, in particular as anti-alzheimer agents
WO2015078800A1 (en) * 2013-11-26 2015-06-04 Bayer Cropscience Ag New pesticidal compounds and uses
WO2015144001A1 (zh) * 2014-03-24 2015-10-01 南京明德新药研发股份有限公司 作为smo抑制剂的喹啉衍生物

Non-Patent Citations (4)

* Cited by examiner, † Cited by third party
Title
A. ZASK ET AL, "Synthesis and SAR of bicyclic heteroaryl hydroxamic acid MMP and TACE inhibitors", BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2003, vol. 13, no. 8, pages 1487 - 1490 *
CYRUS J. OHNMACHT ET AL, "Antimalarials. 5. alpha-Dibutylaminomethyl- and alpha-(2-piperidyl)-3-quinolinemethanols", JOURNAL OF MEDICINAL CHEMISTRY, 1971, vol. 14, no. 1, pages 17 - 24 *
E. SCHRÖDER ET AL, "Nichtsteroidale Entzündungshemmer 4. (1) Substituierte Aza-naphthyl-essigsäuren mit anti-phlogistischer Wirkung", EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1979, vol. 14, no. 6, pages 499 - 506 *
J. H. WILKINSON, "92. Some meso-amino-acridines and -quinolines derived from 2-aminodiphenyl", JOURNAL OF THE CHEMICAL SOCIETY, 1950, pages 464 - 468 *

Also Published As

Publication number Publication date
PL3538512T3 (pl) 2021-11-22
JP7165129B2 (ja) 2022-11-02
CL2019001292A1 (es) 2019-09-27
KR20190076980A (ko) 2019-07-02
CN109890793A (zh) 2019-06-14
RU2019117917A (ru) 2020-12-11
TW201829384A (zh) 2018-08-16
NZ752550A (en) 2023-03-31
EP3538512B1 (en) 2021-06-16
KR102595730B1 (ko) 2023-10-27
MY196327A (en) 2023-03-24
IL266407A (en) 2019-06-30
CA3043298A1 (en) 2018-05-17
PH12019501034A1 (en) 2019-12-02
CO2019004776A2 (es) 2019-07-31
US20200024264A1 (en) 2020-01-23
TWI821165B (zh) 2023-11-11
ZA201903708B (en) 2022-11-30
BR112019009529A2 (pt) 2019-07-30
DOP2019000117A (es) 2019-05-31
CN109890793B (zh) 2022-11-18
US10889573B2 (en) 2021-01-12
EP3538512A1 (en) 2019-09-18
PT3538512T (pt) 2021-08-16
SG11201903059SA (en) 2019-05-30
RU2019117917A3 (enExample) 2021-03-05
AU2017357503A1 (en) 2019-05-02
UY37480A (es) 2018-06-29
JP2019535706A (ja) 2019-12-12
IL266407B (en) 2021-10-31
MX2019005569A (es) 2019-09-05
US20210115026A1 (en) 2021-04-22
WO2018087036A1 (en) 2018-05-17
UA126119C2 (uk) 2022-08-17
US11505545B2 (en) 2022-11-22
ES2884073T3 (es) 2021-12-10
DK3538512T3 (da) 2021-07-05
SI3538512T1 (sl) 2021-09-30

Similar Documents

Publication Publication Date Title
US11505545B2 (en) Anthelmintic quinoline-3-carboxamide derivatives
AU2019368661B2 (en) New anthelmintic compounds
US11001590B2 (en) Pyrazolopyrimidine derivatives
AU2018293627B2 (en) New azaquinoline derivatives
JP7455294B2 (ja) 蠕虫による感染を治療するためのキノリン誘導体
AU2018257582B2 (en) New bicyclic pyrazole derivatives
JP7669343B2 (ja) イソキノリン誘導体および寄生虫感染の治療のためのそれらの使用
JP2023521342A (ja) 駆虫性化合物としての置換縮合アジン類
JP2024535759A (ja) 新規キノリン誘導体
NZ793839A (en) New anthelmintic quinoline-3-carboxamide derivatives
BR112019028181B1 (pt) Novos derivados de azaquinolina
BR122025018421A2 (pt) Novos derivados de quinolina
BR112019009529B1 (pt) Novos derivados de quinolina

Legal Events

Date Code Title Description
FGA Letters patent sealed or granted (standard patent)
HB Alteration of name in register

Owner name: ELANCO ANIMAL HEALTH GMBH

Free format text: FORMER NAME(S): BAYER ANIMAL HEALTH GMBH