HRP20192191T1 - Uporaba aril i hetaril karboksamida kao endoparaziticida - Google Patents

Uporaba aril i hetaril karboksamida kao endoparaziticida Download PDF

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HRP20192191T1
HRP20192191T1 HRP20192191TT HRP20192191T HRP20192191T1 HR P20192191 T1 HRP20192191 T1 HR P20192191T1 HR P20192191T T HRP20192191T T HR P20192191TT HR P20192191 T HRP20192191 T HR P20192191T HR P20192191 T1 HRP20192191 T1 HR P20192191T1
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alkyl
thienyl
cycloalkyl
substituted
poly
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HRP20192191TT
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Hans-Georg Schwarz
Axel Trautwein
Lothar Willms
Maike HINK
Peter LĂĽmmen
Ulrich Görgens
Pierre-Yves Coqueron
Achim Harder
Claudia WELZ
Jörg Greul
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Bayer Intellectual Property Gmbh
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Claims (5)

1. Spojevi s formulom (I) u kojima X predstavlja mono- ili poli-M1-supstituirani fenil, tienil ili furanil; Q predstavlja mono- ili poli-M1-supstituirani piridil, tienil, furanil ili izotiazolil; Y predstavlja vodik ili predstavlja po izboru mono- ili poli-M2-supstituirani (C1-C10) -alkil, (C2-C10) -alkenil, (C2-C10) -alkinil, (C1-C10)-haloalkil, (C2-C10) -haloalkenil, (C2-C10)-haloalkinil, (C1-C10) -alkoksi, (C2-C10)-alkeniloksi, (C3-C10) -alkiniloksi, (C3-C14) -cikloalkil- (C1-C10)-alkil ili predstavlja po izboru mono- ili poli-M2-supstituiranu 3- do 14-članu cikličku skupinu; W predstavlja kisik ili sumpor; L1 predstavlja -C(R11, R12)-, kisik, sumpor ili -N(R1)-; L2 predstavlja -C(R21, R22)-; L3 predstavlja -C(R31, R32)- ili izravnu vezu; M1 predstavlja vodik, halogen, cijano, nitro, OH, (C1-C10) -alkil, (C1-C10) -haloalkil, (C1-C10)-alkoksi, (C1-C10) -haloalkoksi, (C1-C10) -alkiltio, (C1-C10)-haloalkiltio, (C1-C10)-alkilsulfonil, (C1-C10)-haloalkilsulfonil, (C1-C10)-alkilsulfanil, (C1-C10)-haloalkilsulfanil, (3- do 14-člana ciklička skupina)-O-; R1 predstavlja vodik ili po izboru mono- ili poli-M2-supstituirani (C1-C10)-alkil, (C2-C10)-alkenil, (C2-C10)-alkinil, (C1-C10)-haloalkil, (C2-C10)-haloalkenil, (C2-C10)-haloalkinil, (C3-C10)-cikloalkil- (C1-C10)-alkil ili predstavlja po izboru mono- ili poli-M2-supstituiranu 3- do 14-članu cikličku skupinu; R11, R12 svaki međusobno neovisno predstavljaju vodik, halogen ili po izboru mono-ili poli-M2-supstituirani (C1-C10)-alkil, (C2-C10)-alkenil, (C2-C10)-alkinil, (C1-C10)-haloalkil, (C2-C10)-haloalkenil, (C2-C10)-haloalkinil, (C1-C10)-alkoksi, (C2-C10)-alkeniloksi, (C3-C10)-alkiniloksi, (C3-C14)-cikloalkil-(C1-C10)-alkil ili predstavljaju po izboru mono- ili poli-M2-supstituiranu 3- do 14-članu cikličku skupinu; R11, R12 zajedno predstavljaju svaki puta po izboru mono- ili poli-M2-supstituiranu spiro-vezanu 3- do 14-članu karbo- ili 3- do 10-članu heterocikličku skupinu; R21, R22 svaki međusobno neovisno predstavljaju vodik, halogen ili po izboru mono- ili poli-M2-supstituirani (C1-C10)-alkil, (C2-C10)-alkenil, (C2-C10)-alkinil, (C1-C10)-haloalkil, (C2-C10)-haloalkenil, (C2-C10)-haloalkinil, (C1-C10)-alkoksi, (C1-C10)-haloalkoksi, (C2-C10)-alkeniloksi, (C3-C10)-alkiniloksi, (C3-C14)-cikloalkil-(C1-C10)-alkil ili predstavljaju po izboru mono- ili poli-M2-supstituiranu 3- do 14-članu cikličku skupinu; R21, R22 zajedno predstavljaju svaki puta po izboru mono- ili poli-M2-supstituiranu spiro- vezanu 3- do 14-članu karbo- ili 3- do 10-članu heterocikličku skupinu; R31, R32 svaki međusobno neovisno predstavljaju vodik ili po izboru mono- ili poli-M2-supstituirani (C1-C10)-alkil, (C2-C10)-alkenil, (C2-C10)-alkinil, (C1-C10)-haloalkil, (C2-C10)-haloalkenil, (C2-C10)-haloalkinil, (C3-C14)-cikloalkil-(C1-C10)-alkil ili predstavljaju po izboru mono- ili poli-M2-supstituiranu 3- do 14-članu cikličku skupinu; R31, R32 zajedno predstavljaju svaki puta po izboru mono- ili poli-M2-supstituiranu spiro-vezanu 3- do 14-članu karbo- ili 3- do 10-članu heterocikličku skupinu; M2 svaki međusobno neovisno predstavljaju halogen, formil, cijano, nitro, (C1-C10)-alkil, (C1-C10)-haloalkil, (C2-C10)-alkenil, (C2-C10)-haloalkenil, (C2-C10)-alkinil, (C2-C10)-haloalkinil, (C1-C10)-alkoksi, (C1-C10)-haloalkoksi, (C2-C10)-alkeniloksi, (C2-C10)-haloalkeniloksi, (C3-C10)-alkiniloksi, (C3-C10)-haloalkiniloksi, (C1-C10)-alkiltio, (C1-C10)-haloalkiltio, (C2-C10)-alkeniltio, (C2-C10)-haloalkeniltio, (C3-C10)-alkiniltio, (C3-C10)-haloalkiniltio, (C1-C10)-alkilsulfonil, (C1-C10)-haloalkilsulfonil, (C2-C10)-alkenilsulfonil, (C2-C10)-haloalkenilsulfonil, (C3-C10)-alkinilsulfonil, (C3-C10)-haloalkinilsulfonil, (C1-C10)-alkilsulfanil, (C1-C10)-haloalkilsulfanil, (C2-C10)-alkenilsulfanil, (C2-C10)-haloalkenilsulfanil, (C3-C10)-alkinilsulfanil, (C3-C10)-haloalkinilsulfanil, (C1-C10)-alkilkarbonil, (C1-C10)-haloalkilkarbonil, (C2-C10)-alkenilkarbonil, (C2-C10)-haloalkenilkarbonil, (C2-C10)-alkinilkarbonil, (C2-C10)-haloalkinilkarbonil, (C1-C10)-alkoksikarbonil, (C1-C10)-haloalkoksikarbonil, (C2-C10)-alkeniloksikarbonil, (C2-C10)-haloalkeniloksikarbonil, (C3-C10)-alkiniloksikarbonil, (C3-C10)-haloalkiniloksikarbonil, (C1-C10)-alkilkarboniloksi, (C1-C10)-haloalkilkarboniloksi, (C2-C10)-alkenilkarboniloksi, (C2-C10)-haloalkenilkarboniloksi, (C2-C10)-alkinilkarboniloksi, (C2-C10)-haloalkinilkarboniloksi, 3- do 14-članu cikličku skupinu; i njihove soli, N-oksidi i tautomerni oblici; za uporabu kao lijekovi za kontrolu endoparazita kod životinja ili ljudi.
2. Spojevi prema patentnom zahtjevu 1 gdje X predstavlja mono- do poli-M1-supstituirani fenil, 2-tienil, 3-tienil, 2-furanil ili 3-furanil; Q predstavlja mono- ili poli-M1-supstituirani 2-tienil, 3-tienil, 2-furanil, 5-izotiazolil, 3-piridil ili 2-piridil; Y predstavlja vodik ili predstavlja po izboru mono- ili poli-M2-supstituirani (C1-C10) -alkil, (C2-C10)-alkenil, (C2-C10)-alkinil, (C1-C10)-haloalkil, (C2-C10)-haloalkenil, (C2-C10)-haloalkinil, (C1-C10)-alkoksi, (C2-C10)-alkeniloksi, (C3-C10)-alkiniloksi, (C3-C14)-cikloalkil-(C1-C10)-alkil ili predstavlja po izboru mono- ili poli-M2-supstituiranu 3- do 14-članu cikličku skupinu; L1 predstavlja -C(R11, R12)-, kisik ili -N(R1)-; M1 predstavlja vodik, halogen, cijano, nitro, OH, (C1-C6)-alkil, (C1-C6)-haloalkil, (C1-C6)-alkoksi, (C1-C6)-haloalkoksi, (C1-C6)-alkiltio, (C1-C6)-haloalkiltio, (C1-C6)-alkilsulfonil, (C1-C6)-haloalkilsulfonil, (C1-C6)-alkilsulfanil, (C1-C6)-haloalkilsulfanil, (C3-C14)-cikloalkil-O-, (C3-C14)-cikloalkenil-O-, (C6-C14)-aril-O-, halogenirani (C3-C14)-cikloalkil-O-, halogenirani (C3-C14)-cikloalkenil-O-, halogenirani (C6-C14)-aril-O-; R1 predstavlja vodik ili po izboru mono- ili poli-M2-supstituirani (C1-C4)-alkil, (C2-C4)-alkenil, (C2-C4)-alkinil, (C1-C4)-haloalkil, (C2-C4)-haloalkenil, (C2-C4)-haloalkinil, (C3-C4)-cikloalkil-(C1-C10)-alkil ili predstavlja po izboru mono- ili poli-M2-supstituirani (C3-C8)-cikloalkil ili halogenirani (C3-C8)-cikloalkil; R11, R12 svaki međusobno neovisno predstavljaju vodik, fluor ili po izboru mono- ili poli-M2-supstituirani (C1-C6)-alkil, (C1-C6)-haloalkil, (C1-C6)-alkoksi, (C3-C6)-cikloalkil-(C1-C6)-alkil, (C3-C8)-cikloalkil ili halogenirani (C3-C8)-cikloalkil; R11, R12 predstavljaju C(R11, R12) kao spiro-C (CH2-CH2); R21, R22 svaki međusobno neovisno predstavljaju vodik, fluor ili po izboru mono- ili poli-M2-supstituirani (C1-C4)-alkil, (C2-C4)-alkenil, (C2-C4)-alkinil, (C1-C4)-haloalkil, (C2-C4)-haloalkenil, (C2-C4)-haloalkinil, (C1-C6)-alkoksi, (C1-C4)-haloalkoksi, (C2-C4)-alkeniloksi, (C3-C4)-alkiniloksi, (C3-C4)-cikloalkil-(C1-C4)-alkil, (C3-C8)-cikloalkil ili halogenirani (C3-C8)-cikloalkil; R21, R22 predstavljaju C(R21, R22) kao spiro-C(CH2-CH2); R31, R32 svaki međusobno neovisno predstavljaju vodik ili po izboru mono- ili poli-M2-supstituirani (C1-C4)-alkil, (C2-C4)-alkenil, (C2-C4)-alkinil, (C1-C4)-haloalkil, (C2-C4)-haloalkenil, (C2-C4)-haloalkinil, (C1-C6)-alkoksi, (C1-C4)-haloalkoksi, (C2-C4)-alkeniloksi, (C3-C4)-alkiniloksi, (C3-C4)-cikloalkil-(C1-C4)-alkil ili predstavljaju po izboru mono- ili poli-M2-supstituirani (C3-C8)-cikloalkil ili halogenirani (C3-C8)-cikloalkil; R31, R32 predstavljaju C(R31, R32) kao spiro-C(CH2-CH2); M2 svaki međusobno neovisno predstavljaju halogen, formil, cijano, nitro, (C1-C4) -alkil, (C1-C4)-haloalkil, (C2-C4)-alkenil, (C2-C4)-haloalkenil, (C2-C4)-alkinil, (C2-C4)-haloalkinil, (C1-C4)-alkoksi, (C1-C4)-haloalkoksi, (C2-C4)-alkeniloksi, (C2-C4)-haloalkeniloksi, (C3-C4)-alkiniloksi, (C3-C4)-haloalkiniloksi, (C1-C4)-alkiltio, (C1-C4)-haloalkiltio, (C2-C4)-alkeniltio, (C2-C4)-haloalkeniltio, (C3-C4)-alkiniltio, (C3-C4)-haloalkiniltio, (C1-C4)-alkilsulfonil, (C1-C4)-haloalkilsulfonil, (C2-C4)-alkenilsulfonil, (C2-C4)-haloalkenilsulfonil, (C3-C4)-alkinilsulfonil, (C3-C4)-haloalkinilsulfonil, (C1-C4)-alkilsulfanil, (C1-C4)-haloalkilsulfanil, (C2-C4)-alkenilsulfanil, (C2-C4)-haloalkenilsulfanil, (C3-C4)-alkinilsulfanil, (C3-C4)-haloalkinilsulfanil, (C1-C4)-alkilkarbonil, (C1-C4)-haloalkilkarbonil, (C2-C4)-alkenilkarbonil, (C2-C4)-haloalkenilkarbonil, (C2-C4)-alkinilkarbonil, (C2-C4)-haloalkinilkarbonil, (C1-C4)-alkoksikarbonil, (C1-C4)-haloalkoksikarbonil, (C2-C4)-alkeniloksikarbonil, (C2-C4)-haloalkeniloksikarbonil, (C3-C4)-alkiniloksikarbonil, (C3-C4)-haloalkiniloksikarbonil, (C1-C4)-alkilkarboniloksi, (C1-C4)-haloalkilkarboniloksi, (C2-C4)-alkenilkarboniloksi, (C2-C4)-haloalkenilkarboniloksi, (C2-C4)-alkinilkarboniloksi, (C2-C4)-haloalkinilkarboniloksi ili (C3-C6)-cikloalkil; i njihove soli, N-oksidi i tautomerni oblici; za uporabu kao lijekovi za kontrolu endoparazita kod životinja ili ljudi.
3. Spojevi prema patentnom zahtjevu 1 ili 2 gdje X predstavlja mono- do tri-M1-supstituirani fenil, 2-tienil, 3-tienil, 2-furanil ili 3-furanil; Q predstavlja mono- ili di-M1-supstituirani 2-tienil, 3-tienil, 2-furanil, 5-izotiazolil, 3-piridil ili 2-piridil; Y predstavlja vodik ili predstavlja po izboru mono- ili poli-M2-supstituirani (C1-C4)-alkil, (C2-C4)-alkenil, (C3-C4)-alkinil, (C1-C4)-haloalkil, (C2-C4) -haloalkenil, (C3-C4)-haloalkinil, (C1-C4)-alkoksi, (C2-C4)-alkeniloksi, (C3-C4)-alkiniloksi, (C3-C6)-cikloalkil-(C1-C4)-alkil ili predstavlja po izboru mono- ili poli-M2-supstituiranu C3- do C6-članu karbocikličku skupinu; W predstavlja kisik; M1 predstavlja vodik, halogen, cijano, nitro, OH, (C1-C4)-alkil, (C1-C4)-haloalkil, (C1-C4)-alkoksi, (C1-C4)-haloalkoksi, (C1-C4)-alkiltio, (C1-C4)-haloalkiltio, (C1-C4)-alkilsulfonil, (C1-C4)-haloalkilsulfonil, (C1-C4)-alkilsulfanil, (C1-C6)-haloalkilsulfanil, (C3-C14)-cikloalkil-O-, (C3-C14)-cikloalkenil-O-, (C6-C14)-aril-O-, halogenirani (C3-C14)-cikloalkil-O-, halogenirani (C3-C14)-cikloalkenil-O-, halogenirani (C6-C14)-aril)-O-; R1 predstavlja vodik ili metil, etil, n-propil, izopropil, alil, propargil, ciklopropilmetil ili ciklopropil; R11, R12 svaki međusobno neovisno predstavljaju vodik, fluor ili (C1-C6)-alkil, (C1-C6)-haloalkil, (C1-C6)-alkoksi, (C3-C6)-cikloalkil-(C1-C6)-alkil, (C3-C6)-cikloalkil; R11, R12 predstavljaju C(R11, R12) kao spiro-C (CH2-CH2); R21, R22 svaki međusobno neovisno predstavljaju vodik, fluor ili po izboru mono- ili poli-M2-supstituirani (C1-C4)-alkil, (C2-C4)-alkenil, (C2-C4)-alkinil, (C1-C4)-haloalkil, (C1-C6)-alkoksi, (C2-C4)-alkeniloksi, (C3-C4)-alkiniloksi, (C3-C4)-cikloalkil- (C1-C4)-alkil, (C3-C6)-cikloalkil; R21, R22 predstavljaju C(R21, R22) kao spiro-C (CH2-CH2) ; R31, R32 svaki međusobno neovisno predstavljaju vodik, metil, etil, n-propil, izopropil, tert-butil, alil, propargil, metoksi, etoksi, aliloksi, propargiloksi, ciklopropilmetil, ciklopropil; R31, R32 predstavljaju C(R31, R32) kao spiro-C (CH2-CH2) ; M2 svaki međusobno neovisno predstavljaju klor, fluor, formil, cijano, nitro, (C1-C4)-alkil, (C1-C4)-haloalkil, (C1-C4)-alkoksi, (C1-C4)-haloalkoksi, (C1-C4)-alkiltio, (C1-C4)-haloalkiltio, (C1-C4)-alkilsulfonil, (C1-C4)-haloalkilsulfonil, (C1-C4)-alkilsulfanil, (C1-C4)-haloalkilsulfanil, (C1-C4)-alkilkarbonil, (C1-C4)-haloalkilkarbonil ili (C3-C6)-cikloalkil; i njihove soli, N-oksidi i tautomerni oblici; za uporabu kao lijekovi za kontrolu endoparazita kod životinja ili ljudi.
4. Spojevi prema bilo kojem od patentnih zahtjeva 1 do 3 gdje Q predstavlja 2-tienil, 3-fluoro-2-tienil, 3-kloro-2-tienil, 3,4-dikloro-2-tienil, 3,4,5-trikloro-2-tienil, 3-bromo-2-tienil, 3-jodo-2-tienil, 3-cijano-2-tienil, 3-metil-2-tienil, 3-(trifluorometil)-2-tienil, 3-metoksi-2-tienil, 3-etoksi-2-tienil, 3-tienil, 2-fluoro-3-tienil, 2-kloro-3-tienil, 2-bromo-3-tienil, 2-jodo-3-tienil, 2-cijano-3-tienil, 2-metil-3-tienil, 2-(trifluorometil)-3-tienil, 2-metoksi-3-tienil, 2-etoksi-3-tienil, 2-furanil, 3-fluoro-2-furanil, 3-kloro-2-furanil, 3-bromo-2-furanil, 3-jodo-2-furanil, 3-cijano-2-furanil, 3-metil-2-furanil, 3-(trifluorometil)-2-furanil, 3-metoksi-2-furanil, 3-etoksi-2-furanil, 3-furanil, 2-kloro-3-furanil, 2-bromo-3-furanil, 2-jodo-3-furanil, 2-cijano-3-furanil, 2-metil-3-furanil, 2-(trifluorometil)-3-furanil, 2-metoksi-3-furanil, 2-etoksi-3-furanil, 4-kloro-5-izotiazolil, 3,4-dikloro-5-izotiazolil, 2-kloro-3-piridil, 3-kloro-2-piridil ili 2-(trifluorometil)-3-piridil; Y predstavlja vodik, metil, etil, n-propil, izopropil, n-butil, sec-butil, izobutil, tert-butil, cijanometil, 2,2-difluoroetil, 2,2,2-trifluoroetil, alil, butenil, propargil, butinil, 3,3-dikloroprop-2-enil, metoksi, etoksi, ciklopropilmetil, ciklopropil, ciklobutil, ciklopentil ili cikloheksil; M1 predstavlja vodik, halogen, cijano, nitro, OH, (C1-C4)-alkil, (C1-C4)-haloalkil, (C1-C4)-alkoksi, (C1-C4)-haloalkoksi, (C1-C4)-alkiltio, (C1-C4)-haloalkiltio, (C1-C4)-alkilsulfonil, (C1-C4)-haloalkilsulfonil, (C1-C4)-alkilsulfanil, (C1-C6)-haloalkilsulfanil, (C6-C14)-aril-O-, halogenirani (C6-C14)-aril)-O-; R1 predstavlja vodik ili (C1-C4)-alkil; R11, R12 svaki međusobno neovisno predstavljaju vodik, fluor, metil, etil, n-propil, izopropil, alil, propargil, metoksi, etoksi, aliloksi, propargiloksi, ciklopropilmetil, ciklopropil; R21, R22 svaki međusobno neovisno predstavljaju vodik, fluor, metil, etil, n-propil, izopropil, alil, propargil, metoksi, etoksi, aliloksi, propargiloksi, ciklopropilmetil, ciklopropil; R31, R32 svaki međusobno neovisno predstavljaju vodik ili (C1-C4)-alkil; M2 svaki međusobno neovisno predstavljaju fluor, brom, klor, jod, cijano, nitro, metil, etil, izopropil, tert-butil, trifluorometil, difluorometil, metoksi, etoksi, izopropoksi, trifluorometoksi, difluorometoksi, metiltio, trifluorometiltio, difluorometiltio, 2,2,2-trifluoroetiltio, metilsulfonil, etilsulfonil, trifluorometilsulfonil, 2,2,2-trifluoroetilsulfonil, metilsulfanil, etilsulfanil, trifluorometilsulfanil, 2,2,2-trifluoroetilsulfanil, ciklopropil, ciklobutil ili ciklopentil. i njihove soli, N-oksidi i tautomerni oblici; za uporabu kao lijekovi za kontrolu endoparazita kod životinja ili ljudi.
5. Spojevi prema bilo kojem od patentnih zahtjeva 1 do 4 za uporabu za kontrolu endoparazita kod životinja ili ljudi, naznačeni time što se spojevi prema bilo kojem od patentnih zahtjeva 1 do 4 i njihove soli, N-oksidi i tautomerni oblici primjenjuju profilaktički ili terapeutski na životinje ili ljude.
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