ME02432B - Antiparazitska jedinjenja dihidroazola i kompozicije koje ih sadrže - Google Patents
Antiparazitska jedinjenja dihidroazola i kompozicije koje ih sadržeInfo
- Publication number
- ME02432B ME02432B MEP-2016-77A MEP7716A ME02432B ME 02432 B ME02432 B ME 02432B ME P7716 A MEP7716 A ME P7716A ME 02432 B ME02432 B ME 02432B
- Authority
- ME
- Montenegro
- Prior art keywords
- alkyl
- haloalkyl
- hydrogen
- compound according
- independently hydrogen
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title claims 27
- 239000000203 mixture Substances 0.000 title claims 3
- 230000002141 anti-parasite Effects 0.000 title 1
- 239000003096 antiparasitic agent Substances 0.000 title 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 37
- 239000001257 hydrogen Substances 0.000 claims 37
- 150000002431 hydrogen Chemical group 0.000 claims 25
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 22
- 125000000217 alkyl group Chemical group 0.000 claims 15
- 125000001188 haloalkyl group Chemical group 0.000 claims 15
- 125000004206 2,2,2-trifluoroethyl group Chemical group [H]C([H])(*)C(F)(F)F 0.000 claims 13
- 229910052736 halogen Inorganic materials 0.000 claims 13
- 150000002367 halogens Chemical group 0.000 claims 13
- 125000004372 methylthioethyl group Chemical group [H]C([H])([H])SC([H])([H])C([H])([H])* 0.000 claims 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 12
- 125000003342 alkenyl group Chemical group 0.000 claims 12
- 125000000262 haloalkenyl group Chemical group 0.000 claims 11
- 125000000232 haloalkynyl group Chemical group 0.000 claims 11
- 125000000304 alkynyl group Chemical group 0.000 claims 10
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 10
- 229910052760 oxygen Inorganic materials 0.000 claims 10
- 239000001301 oxygen Substances 0.000 claims 10
- 125000000753 cycloalkyl group Chemical group 0.000 claims 9
- 125000004093 cyano group Chemical group *C#N 0.000 claims 7
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 5
- 206010061217 Infestation Diseases 0.000 claims 5
- 125000006350 alkyl thio alkyl group Chemical group 0.000 claims 5
- 125000004001 thioalkyl group Chemical group 0.000 claims 5
- SHENXRCDBJGWNU-GOSISDBHSA-N 6-(1,3-benzothiazol-6-ylamino)-4-(cyclopropylamino)-n-[(2r)-2-fluoro-3-hydroxy-3-methylbutyl]pyridine-3-carboxamide Chemical compound CC(C)(O)[C@H](F)CNC(=O)C1=CN=C(NC=2C=C3SC=NC3=CC=2)C=C1NC1CC1 SHENXRCDBJGWNU-GOSISDBHSA-N 0.000 claims 4
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 4
- 125000003545 alkoxy group Chemical group 0.000 claims 4
- 125000004414 alkyl thio group Chemical group 0.000 claims 4
- 125000003118 aryl group Chemical group 0.000 claims 4
- 125000004438 haloalkoxy group Chemical group 0.000 claims 4
- 125000004995 haloalkylthio group Chemical group 0.000 claims 4
- -1 hydroxy, amino Chemical group 0.000 claims 4
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 4
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 4
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 4
- 125000003107 substituted aryl group Chemical group 0.000 claims 4
- 208000030852 Parasitic disease Diseases 0.000 claims 3
- 241000607479 Yersinia pestis Species 0.000 claims 3
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 claims 3
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 3
- 125000001072 heteroaryl group Chemical group 0.000 claims 3
- 125000005347 halocycloalkyl group Chemical group 0.000 claims 2
- 239000000463 material Substances 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 102220315634 rs1196125127 Human genes 0.000 claims 2
- 102200160920 rs35304565 Human genes 0.000 claims 2
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000000623 heterocyclic group Chemical group 0.000 claims 1
- 125000003226 pyrazolyl group Chemical group 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 239000002689 soil Substances 0.000 claims 1
- 125000001425 triazolyl group Chemical group 0.000 claims 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims 1
- 239000002023 wood Substances 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
- C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
- C07D471/04—Ortho-condensed systems
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/72—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms
- A01N43/80—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with nitrogen atoms and oxygen or sulfur atoms as ring hetero atoms five-membered rings with one nitrogen atom and either one oxygen atom or one sulfur atom in positions 1,2
-
- 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
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
- A61K31/365—Lactones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic 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
- A61K31/4353—Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems
- A61K31/437—Heterocyclic 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 ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system containing a five-membered ring having nitrogen as a ring hetero atom, e.g. indolizine, beta-carboline
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K38/00—Medicinal preparations containing peptides
- A61K38/04—Peptides having up to 20 amino acids in a fully defined sequence; Derivatives thereof
- A61K38/05—Dipeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07K—PEPTIDES
- C07K5/00—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof
- C07K5/04—Peptides containing up to four amino acids in a fully defined sequence; Derivatives thereof containing only normal peptide links
- C07K5/06—Dipeptides
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2300/00—Mixtures or combinations of active ingredients, wherein at least one active ingredient is fully defined in groups A61K31/00 - A61K41/00
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Epidemiology (AREA)
- Engineering & Computer Science (AREA)
- Plant Pathology (AREA)
- Proteomics, Peptides & Aminoacids (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Dentistry (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Immunology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Gastroenterology & Hepatology (AREA)
- Biochemistry (AREA)
- Biophysics (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Claims (28)
1. Jedinjenje dihidroazola formule (I), ili njegovafarmaceutski ili poljoprivredno prihvatljiva so:u kome:R1je vodonik, halogen, -CN, ili alkil, haloalkil, alkenil, haloalkenil, alkinil,haloalkinil, cikloalkil, halocikloalkil, alkilcikloalkil ili cikloalkilalkil,od kojih je svaki nesupstituisan ili supstituisan sa jednim ili više odhalogena, hidroksi, amino, alkil- ili di(alkil)amino, alkil, cikloalkil,haloalkil, alkenil, haloalkenil, alkinil, haloalkinil, alkoksi, haloalkoksi,alkiltio, haloalkiltio, R7S(O)-, R7S(O)2-, R7C(O)-,R7R8NC(O)-, R7OC(O)-, R7C(O)O-, R7C(O)NR8-,-CN ili NO2;X jearil ili heteroaril, koji mogu biti nesupstituisani ili supstituisani sa jednimili više od halogen, hidroksi, amino, alkil- ili di(alkil)amino, alkil,cikloalkil, haloalkil, alkenil, haloalkenil, alkinil, haloalkinil, alkoksi,haloalkoksi, alkiltio, haloalkiltio, R7S(O)-, R7S(O)2-,R7C(O)-, R7R8NC(O)-, R7OC(O)-, R7C(O)O-,R7C(O)NR8-, -CN ili NO2;A1i A2 su nezavisno kiseonik, NR2 ili CR7R8;G jeG-1 ili G-2;B1,B2, B3, B4 i B5 su nezavisno N iliC-R9;Y je vodonik,halogen, -CN; ili Y je alkil, haloalkil, alkenil, haloalkenil, alkinil,haloalkinil, cikloalkil, alkilcikloalkil, cikloalkilalkil, aril iliheterociklil ili heteroaril od kojih je svaki nesupstituisan ili supstituisansa jednim ili više od halogena, hidroksi, amino, alkil- ili di(alkil)amino,alkil, cikloalkil, haloalkil, alkenil, haloalkenil, alkinil, haloalkinil,alkoksi, haloalkoksi, alkiltio, haloalkiltio, R7S(O)-, R7S(O)2-,R7C(O)-, R7R8NC(O)-, R7OC(O)-, R7C(O)O-,R7C(O)NR8-, -CN ili -NO2; ili Y je Y-1, Y-2,Y-3, Y-4, Y-5, Y-6, Y-7, Y-8, Y-9, Y-10, Y-11, Y-12 ili Y-13;ili R2,R3 su nezavisno vodonik, alkil, haloalkil, tioalkil, alkiltioalkil,hidroksialkil, alkoksialkil, alkenil, haloalkenil, alkenil, haloalkinil,cikloalkil, R10S(O)-, R10S(O)2-, R10C(O)-,R10C(S)-, R10R11NC(O)-, R10R11NC(S)-,R10OC(O)-;R4,R5 i R6 su nezavisno vodonik, alkil, haloalkil, tioalkil,alkiltioalkil, hidroksialkil, alkoksialkil, alkenil, haloalkenil, alkinil,haloalkinil, cikloalkil, aril ili heteroaril;R7i R8 su nezavisno vodonik, alkil, haloalkil, tioalkil,alkiltioalkil, hidroksialkil, alkoksialkil, alkenil, haloalkenil, alkinil ilihaloalkinil;R9je vodonik, halogen, -CN ili alkil, haloalkil, alkenil, haloalkenil, alkinil,haloalkinil, cikloalkil, halocikloalkil, alkilcikloalkil ili cikloalkilalkil,od kojih je svaki nesupstituisan ili supstituisan sa jednim ili više odhalogena, hidroksi, amino, alkil- ili di(alkil)amino, alkil, cikloalkil,haloalkil, alkenil, haloalkenil, alkinil, haloalkinil, alkoksi, haloalkoksi,alkiltio, haloalkiltio, R7S(O)-, R7S(O)2-, R7C(O)-,R7R8NC(O)-, R7OC(O)-, R7C(O)O-, R7C(O)NR8-,-CN ili -NO2;R10,R11, R12 i R13 su svaki nezavisno vodonik,alkil, haloalkil, tioalkil, alkiltioalkil, hidroksialkil, alkoksialkil,alkenil, haloalkenil, alkinil ili haloalkinil; iliR10zajedno sa R11 formiraju =O, =S ili =NR2; iliR12zajedno sa R13 formiraju =O, =S ili =NR2;W je 0,S ili NR2;n je1-4; im je0,1 ili 2.
2. Jedinjenje prema patentnom zahtevu 1, naznačeno time što G je G-1.
3. Jedinjenje prema patentnom zahtevu 1, naznačeno time što G je G-2.
4. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: G je G-1; A1 je kiseonik; i X je izborno supstituisani aril.
5. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: G je G-2; A1 je kiseonik; i X je izborno supstituisani aril.
6. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: A1 je kiseonik; X je izborno supstituisani aril; R1 je vodonik, halogen, alkil ili haloalkil; i Y je Y-1, Y-2, Y-3, Y-4, Y-5, Y-6, Y-7, Y-8, Y-9, Y-10, Y-11, Y-12 ili Y-13.
7. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: A1 je kiseonik; X je aril; R1 je vodonik, alkil ili haloalkil; Y je Y-1, Y-2 Y-3, Y-4, Y-5 ili Y-6; i R2, R3 su nezavisno vodonik, alkil, haloalkil, tioalkil, alkiltioalkil.
8. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: A1 je kiseonik; X je izborno supstituisani aril; R1 je vodonik, halogen, alkil ili haloalkil; i Y je pirazolil ili triazolil.
9. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: G je G-1; B1, B2, B3, B4 i B5 su svaki C-R9; R1 je C1-C4alkil ili C1-C4haloalkil; X je fenil, koji može biti nesupstituisan ili supstituisan sa jednim ili više halogena, C1-C4alkil ili C1-C4haloalkil; A1 je kiseonik; A2 je CR7R8; Y je Y-1, Y-4, Y-5, Y-6; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil, C1-C4lalkoksi-C1-C4alkil ili C1-C4alkiltio-C4-C4alkil; i R3 i R9 su nezavisno vodonik, C1-C4alkil ili C1-C4haloalkil.
10. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: G je G-2; B1 B2, B3, B4 i B5 su svaki C-R9; R1 je C1-C4alkil ili C1-C4haloalkil; X je fenil, koji može biti nesupstituisan ili supstituisan sa jednim ili više halogena, C1-C4alkil ili C1-C4haloalkil; A1 je kiseonik; A2 je CR7R8; Y je Y-1, Y-4, Y-5, Y-6; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil, C1-C4 alkoksi-C1-C4alkil ili C1-C4alkiltio-C1-C4alkil; i R3 i R9 su nezavisno vodonik, C1-C4alkil ili C1-C4haloalkil.
11. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: G je G-1; B1, B2, B4 i B5 su svaki C-R9; B3 je N; R1 je C1-C4alkil ili C1-C4haloalkil; X je fenil, koji može biti nesupstituisan ili supstituisan sa jednim ili više halogena, C1-C4alkil ili C1-C4haloalkil; A1 je kiseonik; A2 je CR7R8; Y je Y-1, Y-4, Y-5, Y-6; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil, C1-C4 alkoksi-C1-C4alkil ili C1-C4alkiltio-C1-C4alkil; i R3 i R9 su nezavisno vodonik, C1-C4alkil ili C1-C4haloalkil.
12. Jedinjenje prema patentnom zahtevu 1, naznačeno time što: G je G-2; B2, B3, B4 i B5 su svaki C-R9; B1 je N; R1 je C1-C4alkil ili C1-C4haloalkil; X je fenil, koji može biti nesupstituisan ili supstituisan sa jednim ili više halogena, C1-C4alkil ili C1-C4haloalkil; A1 je kiseonik; A2 je CR7R8; Y je Y-1, Y-4, Y-5, Y-6; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil, C1-C4 alkoksi-C1-C4alkil ili C1-C4alkiltio-C1-C4alkil; i R3 i R9 su nezavisno vodonik, C1-C4alkil ili C1-C4haloalkil.
13. Jedinjenje prema patentnom zahtevu 9 ili patentnom zahtevu 10, naznačeno time što: A2 je CH2; R9 je vodonik; R12 zajedno sa R13 formiraju =O, =S ili =NR2; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil; i R3, R7 i R8 su svaki vodonik.
14. Jedinjenje prema patentnom zahtevu 1 naznačeno time što R10 zajedno sa R11 formiraju =O.
15. Jedinjenje prema patentnom zahtevu 1 naznačeno time što R12 zajedno sa R13 formiraju =O.
16. Jedinjenje prema patentnom zahtevu 9 ili patentnom zahtevu 10, naznačeno time što: A2 je CH2; R9 je vodonik; R10 zajedno sa R11 formiraju =O, =S ili NR2; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil; i R3, R7 i R8 su svaki vodonik.
17. Jedinjenje prema patentnom zahtevu 9, naznačeno time što: A2 je CH2; R9 je vodonik; R10 zajedno sa R11 formiraju =O, =S ili =NR2; R12 zajedno sa R13 formiraju =O, =S ili =NR2; R2 i R4 su nezavisno vodonik, C1-C4alkil ili C1-C4haloalkil; i R3, R7 i R8 su vodonik.
18. Jedinjenje prema patentnom zahtevu 11 ili patentnom zahtevu 12, naznačeno time što: A2 je CH2; R9 je vodonik; R12 zajedno sa R13 formiraju =O, =S ili =NR2; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil; i R3, R7 i R8 su svaki vodonik.
19. Jedinjenje prema patentnom zahtevu 11 ili patentnom zahtevu 12, naznačeno time što: A2 je CH2; R9 je vodonik; R10 zajedno sa R11 formiraju =O, =S ili =NR2; R2 i R4 su nezavisno vodonik, C1-C4alkil, C1-C4haloalkil; i R3, R7 i R8 su svaki vodonik.
20. Jedinjenje prema patentnom zahtevu 11 ili patentnom zahtevu 12, naznačeno time što: A2 je CH2; R9 je vodonik; R10 zajedno sa R11 formiraju =O, =S ili =NR2; R12 zajedno sa R13 formiraju =O, =S ili =NR2; R2 i R4 su nezavisno vodonik, C1-C4alkil ili C1-C4haloalkil; i R3, R7 i R8 su vodonik.
21. Jedinjenje prema patentnom zahtevu 1 izabrano od sledećih: (Z)p B5 B4 B3 B2 B1 R15 R16 3,5-Cl2 C-H C-H C-H C-H N H CH2C(O)NHCH2CF3 3,5-Cl2 C-H C-H C-H C-H N H CH2CF3 3,5-(CF3)2 C-H C-H C-H C-H N CH3 CH2CO2CH3 3,5-(CF3)2 C-H C-H C-H C-H N CH3 CH2CO2H 3,5-(CF3)2 C-H C-H C-H C-H N CH3 CH2C(O)NHCH2CF3 3,5-(CF3)2 C-H C-H C-H C-H N H CH2C(O)NHCH2CF3 3,5-(CH3)2 C-H C-H C-H C-H N H CH2CH2SCH3 3,5-(CF3)2 C-H C-H C-H C-H C-H H CH2C(O)NHCH2CF3 3,5-(CF3)2 C-H C-H C-H C-H C-H H CH2CH2SCH3 3,5-(CH3)2 C-H C-H C-H C-H C-H H CH2CF3 3,5-Cl2 C-H C-H C-H C-H C-H H CH2C(O)NHCH2CF3 3,5-Cl2 C-H C-H C-H C-H C-H H CH2CF3 3,5-Cl2 C-H C-H C-H C-H C-H H CH2CH2SCH3 3-Cl,5-CF3 C-H C-H C-H C-H C-H H CH2C(O)NHCH2CF3 3-Cl, 5-CF3 C-H C-H C-H C-H C-H H CH2CF3 3-Cl, 5-CF3 C-H C-H C-H C-H C-H H CH2CH2SCH3 3,5-Cl2 C-H C-H C-Me C-H C-Me H CH2C(O)NHCH2CF3 3,5-Cl2 C-H C-H C-Me C-H C-Me H CH2CF3 3,5-Cl2 C-H C-H C-Me C-H C-Me H CH2CH2SCH3 3,5-(CH3)2 C-H C-H C-Me C-H C-Me H CH2C(O)NHCH2CF3 3,5-(CF3)2 C-H C-H C-Me C-H C-Me H CH2CF3 3,5-(CH3)2 C-H C-H C-Me C-H C-Me H CH2CH2SCH3 3-Cl,5-CF3 C-H C-H C-Me C-H C-Me H CH2C(O)NHCH2CF3 3-Cl,5-CF3 C-H C-H C-Me C-H C-Me H CH2CF3 3-Cl,5-CF3 C-H C-H C-Me C-H C-Me H CH2CH2SCH3
22. Jedinjenje prema patentnom zahtevu 1 izabrano od sledećih: <!--[if gte vml 1]><v:shapetype id="_x0000_t75" coordsize="21600,21600" o:spt="75" o:preferrelative="t" path="m@4@5l@4@11@9@11@9@5xe" filled="f" stroked="f"> <v:stroke joinstyle="miter"/> <v:formulas> <v:f eqn="if lineDrawn pixelLineWidth 0"/> <v:f eqn="sum @0 1 0"/> <v:f eqn="sum 0 0 @1"/> <v:f eqn="prod @2 1 2"/> <v:f eqn="prod @3 21600 pixelWidth"/> <v:f eqn="prod @3 21600 pixelHeight"/> <v:f eqn="sum @0 0 1"/> <v:f eqn="prod @6 1 2"/> <v:f eqn="prod @7 21600 pixelWidth"/> <v:f eqn="sum @8 21600 0"/> <v:f eqn="prod @7 21600 pixelHeight"/> <v:f eqn="sum @10 21600 0"/> </v:formulas> <v:path o:extrusionok="f" gradientshapeok="t" o:connecttype="rect"/> <o:lock v:ext="edit" aspectratio="t"/> </v:shapetype><v:shape id="Picture_x0020_8" o:spid="_x0000_i1025" type="#_x0000_t75" style='width:166.5pt;height:191.25pt;visibility:visible;mso-wrap-style:square'> <v:imagedata src="file:///C:\Users\User\AppData\Local\Temp\msohtmlclip1\01\clip_image001.emz" o:title=""/> </v:shape><![endif]--><!--[if !vml]--><!--[endif]--> (Z)p B5 B4 B3 B2 B1 R15 R16 3,5-Cl2 C-H C-H N C-H C-H H CH2C(O)NHCH2CF3 3,5-Cl2 C-H C-H N C-H C-H H CH2CF3 3,5-Cl2 C-H C-H N C-H C-H H CH2CH2SCH3 3,5-(CF3)2 C-H C-H N C-H C-H H CH2C(O)NHCH2CF3 3,5-(CF3)2 C-H C-H N C-H C-H H CH2CF3 3,5-(CF3)2 C-H C-H N C-H C-H H CH2CH2SCH3 3-Cl,5-CF3 C-H C-H N C-H C-H H CH2C(O)NHCH2CF3 3-Cl,5-CF3 C-H C-H N C-H C-H H CH2CF3 3-Cl,5-CF3 C-H C-H N C-H C-H H CH2CH2SCH3 3,5-Cl2 C-H C-H C-H C-H C-H H CH2C(O)NHCH2CF3 3,5-Cl2 C-H C-H C-H C-H C-H H CH2CF3 3,5-Cl2 C-H C-H C-H C-H C-H H CH2CH2SCH3 3,5-(CF3)2 C-H C-H C-H C-H C-H H CH2C(O)NHCH2CF3 3,5-(CF3)2 C-H C-H C-H C-H C-H H CH2CF3 3,5-(CH3)2 C-H C-H C-H C-H C-H H CH2CH2SCH3 3-Cl,5-CF3 C-H C-H C-H C-H C-H H CH2C(O)NHCH2CF3 3-Cl,5-CF3 C-H C-H C-H C-H C-H H CH2CF3 3-Cl,5-CF3 C-H C-H C-H C-H C-H H CH2CH2SCH3
23. Kompozicija za upotrebu u tretmanu ili prevenciji parazitske infekcije ili infestacije kod životinje koja sadrži efikasnu količinu jedinjenja formule (I) prema patentnom zahtevu 1 u kombinaciji sa farmaceutski prihvatljivim nosačem.
24. Kompozicija za zaštitu kulturnih biljaka, biljaka, materijala za razmnožavanje biljaka ili materijala napravljenog od drveta, od štetočina, koja sadrži pesticidno efikasnu količinu jedinjenja formule (I) prema patentnom zahtevu 1 u kombinaciji sa poljoprivredno prihvatljivim nosačem ili razblaživačem.
25. Postupak za zaštitu kulturnih biljaka i rastućih biljaka od napada ili infestacije štetočinama životinja, koji sadrži dovođenje u kontakt biljke, ili zemljišta ili vode u kome/kojoj biljka raste, sa jedinjenjem formule (I) prema patrntnom zahtevu 1.
26. Postupak za prevenciju ili kontrolu infestacije štetočina životinja na lokusu, koji sadrži primenu pesticidno efikasne količine ili paraziticidno efikasne količine jedinjenja formule (I) prema patentnom zahtevu 1 na lokus; pri čemu lokus obuhvata ljudsko ili životinjsko telo.
27. Jedinjenje prema patentnom zahtevu 1 za upotrebu u tretmanu ili prevenciji parazitske infekcije ili infestacije kod životinje.
28. Upotreba jedinjenja prema patentnom zahtevu 1 u proizvodnji leka za tretman ili prevenciju parazitske infekcije ili infestacije kod životinje.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US28754509P | 2009-12-17 | 2009-12-17 | |
| PCT/US2010/060833 WO2011075591A1 (en) | 2009-12-17 | 2010-12-16 | Anti parasitic dihydroazole compounds and compositions comprising same |
| EP10796566.7A EP2513104B1 (en) | 2009-12-17 | 2010-12-16 | Antiparasitic dihydroazole compounds and compositions comprising same |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ME02432B true ME02432B (me) | 2016-09-20 |
Family
ID=43501207
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MEP-2019-141A ME03475B (me) | 2009-12-17 | 2010-12-16 | Antiparazitske kompozicije dihidroazola |
| MEP-2016-77A ME02432B (me) | 2009-12-17 | 2010-12-16 | Antiparazitska jedinjenja dihidroazola i kompozicije koje ih sadrže |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MEP-2019-141A ME03475B (me) | 2009-12-17 | 2010-12-16 | Antiparazitske kompozicije dihidroazola |
Country Status (36)
| Country | Link |
|---|---|
| US (4) | US8618126B2 (me) |
| EP (3) | EP3560923B1 (me) |
| JP (1) | JP5844275B2 (me) |
| KR (2) | KR101920201B1 (me) |
| CN (1) | CN102741247B (me) |
| AP (1) | AP3106A (me) |
| AU (1) | AU2010330843B2 (me) |
| BR (1) | BR112012014921B1 (me) |
| CA (1) | CA2784122C (me) |
| CL (1) | CL2012001655A1 (me) |
| CO (1) | CO6640203A2 (me) |
| CR (1) | CR20120328A (me) |
| CY (1) | CY1122240T1 (me) |
| DK (2) | DK2513104T3 (me) |
| EA (2) | EA021522B9 (me) |
| ES (3) | ES2569486T3 (me) |
| HR (2) | HRP20160677T1 (me) |
| HU (2) | HUE029006T2 (me) |
| IL (2) | IL220281A (me) |
| LT (1) | LT3078664T (me) |
| ME (2) | ME03475B (me) |
| MX (2) | MX336189B (me) |
| MY (1) | MY162636A (me) |
| NZ (1) | NZ600922A (me) |
| PH (1) | PH12012501220A1 (me) |
| PL (3) | PL2513104T3 (me) |
| PT (2) | PT3078664T (me) |
| RS (2) | RS54772B1 (me) |
| RU (1) | RU2549900C9 (me) |
| SG (1) | SG181679A1 (me) |
| SI (2) | SI3078664T1 (me) |
| SM (2) | SMT201900263T1 (me) |
| TR (1) | TR201907244T4 (me) |
| UA (1) | UA108219C2 (me) |
| WO (1) | WO2011075591A1 (me) |
| ZA (1) | ZA201204370B (me) |
Families Citing this family (59)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| MA33372B1 (fr) | 2009-06-22 | 2012-06-01 | Syngenta Participations Ag | Composés insecticides |
| TWI487486B (zh) | 2009-12-01 | 2015-06-11 | Syngenta Participations Ag | 以異唑啉衍生物為主之殺蟲化合物 |
| TW201200518A (en) | 2010-03-10 | 2012-01-01 | Kalypsys Inc | Heterocyclic inhibitors of histamine receptors for the treatment of disease |
| JP2014028758A (ja) | 2010-11-19 | 2014-02-13 | Nissan Chem Ind Ltd | 寄生虫及び衛生害虫防除剤 |
| BR112013015503A2 (pt) | 2010-12-27 | 2017-06-27 | Intervet Int Bv | formulação localizada tópica, uso de uma formulação, e, método para tratamento ou profilaxia de infestação de parasita de um animal |
| HUE058290T2 (hu) | 2010-12-27 | 2022-07-28 | Intervet Int Bv | Topikális lokalizált izoxazolin formuláció, amely tartalmaz glikofurolt |
| MY198581A (en) | 2011-09-12 | 2023-09-06 | Boehringer Ingelheim Animal Health Usa Inc | Parasiticidal compositions comprising an isoxazoline active agent, methods and uses thereof |
| WO2013039785A2 (en) | 2011-09-12 | 2013-03-21 | Kalypsys, Inc. | Heterocyclic inhibitors of histamine receptors for the treatment of disease |
| CN110251509A (zh) | 2012-02-06 | 2019-09-20 | 勃林格殷格翰动物保健美国公司 | 包含全身性地起作用的活性剂的杀寄生虫口服兽用组合物、方法及其用途 |
| JO3626B1 (ar) | 2012-02-23 | 2020-08-27 | Merial Inc | تركيبات موضعية تحتوي على فيبرونيل و بيرميثرين و طرق استخدامها |
| CN104203214B (zh) | 2012-04-04 | 2018-05-25 | 英特维特国际股份有限公司 | 软咀嚼药用产品 |
| AU2013245478A1 (en) | 2012-11-01 | 2014-05-15 | Sumitomo Chemical Company, Limited | Method for administering agent for controlling ectoparasite to dog |
| PT2922845T (pt) | 2012-11-20 | 2018-10-23 | Merial Inc | Compostos e composições anti-helmínticos e métodos de utilização dos mesmos |
| US9532946B2 (en) | 2012-11-20 | 2017-01-03 | Intervet Inc. | Manufacturing of semi-plastic pharmaceutical dosage units |
| DK2953942T3 (en) | 2013-02-06 | 2018-01-22 | Bayer Cropscience Ag | HALOGEN-SUBSTITUTED PYRAZOLD DERIVATIVES AS PESTICIDES. |
| US9371293B2 (en) | 2013-10-25 | 2016-06-21 | Sumitomo Chemical Company, Limited | Isoxazoline compound composition |
| US9447084B2 (en) | 2013-11-01 | 2016-09-20 | Merial, Inc. | Antiparisitic and pesticidal isoxazoline compounds |
| RU2016131792A (ru) | 2014-01-03 | 2018-02-06 | Байер Энимэл Хельс ГмбХ | Новые пиразолил-гетероариламиды в качестве средств для борьбы с вредителями |
| AU2015247463B2 (en) | 2014-04-17 | 2018-03-29 | Basf, Se | Use of malononitrile compounds for protecting animals from parasites |
| JP6616786B2 (ja) | 2014-05-19 | 2019-12-04 | メリアル インコーポレイテッド | 駆虫性化合物 |
| CA2955153A1 (en) | 2014-07-15 | 2016-01-21 | Bayer Animal Health Gmbh | Aryl-triazolyl pyridines as pest control agents |
| NZ731446A (en) | 2014-10-31 | 2018-09-28 | Boehringer Ingelheim Animal Health Usa Inc | Parasiticidal composition comprising fipronil |
| UY36570A (es) | 2015-02-26 | 2016-10-31 | Merial Inc | Formulaciones inyectables de acción prolongada que comprenden un agente activo isoxazolina, métodos y usos de las mismas |
| SG10201912724SA (en) * | 2015-04-08 | 2020-02-27 | Boehringer Ingelheim Animal Health Usa Inc | Extended release injectable formulations comprising an isoxazoline active agent, methods and uses thereof |
| BR112017024773A2 (pt) | 2015-05-20 | 2018-11-06 | Merial, Inc. | compostos depsipeptídeos anti-helmínticos |
| CN104880428B (zh) * | 2015-06-23 | 2016-07-06 | 山西振东安特生物制药有限公司 | 一种胶体果胶铋或含胶体果胶铋制剂中铋含量的测定方法 |
| HUE059228T2 (hu) | 2015-06-23 | 2022-10-28 | Intervet Int Bv | E vitamint tartalmazó izoxazolin oldat, fertõtlenített ivóvízzel való felhasználásra |
| UY37137A (es) | 2016-02-24 | 2017-09-29 | Merial Inc | Compuestos antiparasitarios de isoxazolina, formulaciones inyectables de acción prolongada que los comprenden, métodos y usos de los mismos |
| US11384032B2 (en) | 2016-05-12 | 2022-07-12 | Verdesian Life Sciences, U.S., Llc | Compositions for controlling enzyme-induced urea decomposition |
| US10779537B2 (en) | 2016-10-13 | 2020-09-22 | Nihon Nohyaku Co., Ltd. | 1H-pyrrolopyridine compound, N-oxide thereof or salt thereof, agricultural and horticultural insecticide comprising the compound, and method for using the insecticide |
| WO2018071535A1 (en) | 2016-10-14 | 2018-04-19 | Merial, Inc. | Pesticidal and parasiticidal vinyl isoxazoline compounds |
| BR112019009977A2 (pt) | 2016-11-16 | 2019-08-27 | Boehringer Ingelheim Animal Health Usa Inc | compostos depsipeptídicos anti-helmínticos |
| WO2018183562A1 (en) | 2017-03-28 | 2018-10-04 | Verdesian Life Sciences, U.S., Llc | Triarylmethane compounds for controlling enzyme-induced urea decomposition |
| TWI683808B (zh) | 2017-07-18 | 2020-02-01 | 德商菲尼克斯 Fxr有限責任公司 | 含有胺或(硫)醯胺之lxr調節劑 |
| AU2018318945A1 (en) | 2017-08-14 | 2020-03-05 | Boehringer Ingelheim Animal Health USA Inc. | Pesticidal and parasiticidal pyrazole-isoxazoline compounds |
| PE20201150A1 (es) | 2017-11-07 | 2020-10-26 | Intervet Int Bv | Composiciones farmaceuticas inyectables de isoxazolina y usos de las mismas |
| AR113997A1 (es) | 2017-12-21 | 2020-07-08 | Intervet Int Bv | Composiciones antiparasitarias para unción dorsal continua |
| KR20250044476A (ko) | 2018-07-09 | 2025-03-31 | 베링거잉겔하임베트메디카게엠베하 | 구충성 헤테로시클릭 화합물 |
| CN113260419A (zh) | 2018-11-20 | 2021-08-13 | 勃林格殷格翰动物保健美国公司 | 吲唑基氰基乙基氨基化合物、其组合物、其制备方法和其使用方法 |
| KR20220002890A (ko) | 2019-03-19 | 2022-01-07 | 뵈링거 잉겔하임 애니멀 헬스 유에스에이 인코포레이티드 | 구충성 아자-벤조티오펜 및 아자-벤조푸란 화합물 |
| TWI696911B (zh) | 2019-04-15 | 2020-06-21 | 友達光電股份有限公司 | 顯示裝置 |
| BR112022011046A2 (pt) | 2019-12-16 | 2022-08-23 | Intervet Int Bv | Composição para controle de piolhos em avinos |
| CA3163644A1 (en) | 2019-12-16 | 2021-06-24 | Intervet International B.V. | Composition for lice control |
| BR112022010049A2 (pt) | 2019-12-16 | 2022-08-16 | Intervet Int Bv | Controle de parasita em ruminantes |
| WO2021242481A1 (en) | 2020-05-28 | 2021-12-02 | Boehringer Ingelheim Animal Health USA Inc. | Bi-modal release intra-ruminal capsule device and methods of use thereof |
| KR20230028268A (ko) | 2020-05-29 | 2023-02-28 | 뵈링거 잉겔하임 애니멀 헬스 유에스에이 인코포레이티드 | 구충성 헤테로시클릭 화합물 |
| CN111588698B (zh) * | 2020-06-23 | 2022-06-24 | 南京大方生物工程有限公司 | 一种提高水溶性的氟苯尼考粉剂及其制备方法和应用 |
| KR20230043904A (ko) | 2020-07-24 | 2023-03-31 | 엘랑코 유에스 인코포레이티드 | 이속사졸린 화합물 및 이의 중간체의 제조 공정 |
| CA3191671A1 (en) | 2020-09-04 | 2022-03-10 | Elanco Us Inc. | Palatable formulations |
| EP4262789A1 (en) | 2020-12-21 | 2023-10-25 | Boehringer Ingelheim Vetmedica GmbH | Parasiticidal collar comprising isoxazoline compounds |
| US20240116854A1 (en) | 2021-01-27 | 2024-04-11 | Intervet Inc. | Cyclopropylamide compounds against parasites in fish |
| JP2024511258A (ja) | 2021-01-27 | 2024-03-13 | コルテバ アグリサイエンス エルエルシー | 魚における寄生生物に対するシクロプロピルアミド化合物 |
| CN113040136B (zh) * | 2021-03-17 | 2022-05-06 | 湖南嘉诚农业科技有限公司 | 一种航空施药助剂及其制备方法和应用 |
| IL309139A (en) | 2021-06-11 | 2024-02-01 | Intervet Int Bv | Tick control methods |
| MX2023015205A (es) | 2021-06-25 | 2024-01-18 | Intervet Int Bv | Composiciones veterinarias agradables. |
| CN118339164A (zh) | 2021-11-01 | 2024-07-12 | 勃林格殷格翰动物保健有限公司 | 驱虫吡咯并哒嗪化合物 |
| JP2025507585A (ja) | 2022-02-17 | 2025-03-21 | 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 | 流体製品メーラーを提供する方法及びシステム |
| AU2023332216A1 (en) | 2022-09-02 | 2025-02-20 | Intervet International B.V. | Treatment of fasciolosis |
| NO20240925A1 (en) | 2023-09-15 | 2025-03-17 | Evah Atlantic Inc | Dihydroisoxazole compound for use in reducing ectoparasite infestations on fish |
Family Cites Families (115)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US6426333B1 (en) | 1996-09-19 | 2002-07-30 | Merial | Spot-on formulations for combating parasites |
| FR2753377B1 (fr) | 1996-09-19 | 1999-09-24 | Rhone Merieux | Nouvelle association parasiticide a base de 1-n-phenylpyra- zoles et de lactones macrocycliques endectocides |
| NL160809C (nl) | 1970-05-15 | 1979-12-17 | Duphar Int Res | Werkwijze ter bereiding van benzoylureumverbindingen, alsmede werkwijze ter bereiding van insekticide prepara- ten op basis van benzoylureumverbindingen. |
| US3950360A (en) | 1972-06-08 | 1976-04-13 | Sankyo Company Limited | Antibiotic substances |
| JPS4914624A (me) | 1972-06-08 | 1974-02-08 | ||
| US3818047A (en) | 1972-08-07 | 1974-06-18 | C Henrick | Substituted pyrones |
| SE434277B (sv) | 1976-04-19 | 1984-07-16 | Merck & Co Inc | Sett att framstella nya antihelmintiskt verkande foreningar genom odling av streptomyces avermitilis |
| US4166452A (en) | 1976-05-03 | 1979-09-04 | Generales Constantine D J Jr | Apparatus for testing human responses to stimuli |
| CH604517A5 (me) | 1976-08-19 | 1978-09-15 | Ciba Geigy Ag | |
| US4256108A (en) | 1977-04-07 | 1981-03-17 | Alza Corporation | Microporous-semipermeable laminated osmotic system |
| US4134973A (en) | 1977-04-11 | 1979-01-16 | Merck & Co., Inc. | Carbohydrate derivatives of milbemycin and processes therefor |
| US4199569A (en) | 1977-10-03 | 1980-04-22 | Merck & Co., Inc. | Selective hydrogenation products of C-076 compounds and derivatives thereof |
| US4144352A (en) | 1977-12-19 | 1979-03-13 | Merck & Co., Inc. | Milbemycin compounds as anthelmintic agents |
| US4203976A (en) | 1978-08-02 | 1980-05-20 | Merck & Co., Inc. | Sugar derivatives of C-076 compounds |
| US4265874A (en) | 1980-04-25 | 1981-05-05 | Alza Corporation | Method of delivering drug with aid of effervescent activity generated in environment of use |
| JPS57139012A (en) | 1981-02-23 | 1982-08-27 | Sankyo Co Ltd | Anthelmintic composition |
| US4427663A (en) | 1982-03-16 | 1984-01-24 | Merck & Co., Inc. | 4"-Keto-and 4"-amino-4"-deoxy avermectin compounds and substituted amino derivatives thereof |
| DE3235931A1 (de) | 1982-09-29 | 1984-03-29 | Bayer Ag, 5090 Leverkusen | Koeder zur bekaempfung von ungeziefer |
| JPS59199673A (ja) | 1983-04-25 | 1984-11-12 | Sumitomo Chem Co Ltd | 含窒素複素環化合物、その製造法およびそれを有効成分とする有害生物防除剤 |
| EP0179022B1 (de) | 1984-10-18 | 1990-11-07 | Ciba-Geigy Ag | Benzoylphenylharnstoffe |
| ATE67493T1 (de) | 1985-02-04 | 1991-10-15 | Bayer Agrochem Kk | Heterocyclische verbindungen. |
| EP0237482A1 (de) | 1986-03-06 | 1987-09-16 | Ciba-Geigy Ag | C(29)-Carbonyloxi-milbemycin-Derivate zur Bekämpfung von tier- und pflanzenparasitären Schädlingen |
| EP0342710B1 (en) | 1986-03-25 | 1993-05-19 | Sankyo Company Limited | Macrolide compounds, their preparation and their use |
| DE3778768D1 (de) | 1986-07-02 | 1992-06-11 | Ciba Geigy Ag | Pestizide. |
| US4855317A (en) | 1987-03-06 | 1989-08-08 | Ciba-Geigy Corporation | Insecticides and parasiticides |
| US4871719A (en) | 1987-03-24 | 1989-10-03 | Ciba-Geigy Corporation | Composition for controlling parasites in productive livestock |
| US4874749A (en) | 1987-07-31 | 1989-10-17 | Merck & Co., Inc. | 4"-Deoxy-4-N-methylamino avermectin Bla/Blb |
| DE3888936T2 (de) | 1987-11-03 | 1994-07-21 | Beecham Group Plc | Zwischenprodukte für die Herstellung makrolider Antibiotika mit anthelmintischer Wirkung. |
| NZ232422A (en) | 1989-02-16 | 1992-11-25 | Merck & Co Inc | 13-ketal milbemycin derivatives and parasiticides |
| IE904606A1 (en) | 1989-12-21 | 1991-07-03 | Beecham Group Plc | Novel products |
| NZ247278A (en) | 1991-02-12 | 1995-03-28 | Ancare Distributors | Veterinary anthelmintic drench comprising a suspension of praziquantel in a liquid carrier |
| WO1992022555A1 (en) | 1991-06-17 | 1992-12-23 | Beecham Group Plc | Paraherquamide derivatives, precursor thereof, processes for their preparation, microorganism used and their use as antiparasitic agents |
| US5345377A (en) | 1992-10-30 | 1994-09-06 | Electric Power Research Institute, Inc. | Harmonic controller for an active power line conditioner |
| JPH06247969A (ja) * | 1992-12-28 | 1994-09-06 | Takeda Chem Ind Ltd | 縮合複素環化合物及びそれを含む農園芸用殺虫剤 |
| GB9300883D0 (en) | 1993-01-18 | 1993-03-10 | Pfizer Ltd | Antiparasitic agents |
| US5399582A (en) | 1993-11-01 | 1995-03-21 | Merck & Co., Inc. | Antiparasitic agents |
| AUPM969994A0 (en) | 1994-11-28 | 1994-12-22 | Virbac S.A. | Equine anthelmintic formulations |
| US5962499A (en) | 1995-03-20 | 1999-10-05 | Merck & Co., Inc. | Nodulisporic acid derivatives |
| US6221894B1 (en) | 1995-03-20 | 2001-04-24 | Merck & Co., Inc. | Nodulisporic acid derivatives |
| DE19520613A1 (de) | 1995-06-06 | 1996-12-12 | Bayer Ag | Phenylpyridazinone |
| TW334436B (en) | 1995-07-21 | 1998-06-21 | Upjohn Co | Antiparasitic marcfortines and paraherquamides |
| FR2739255B1 (fr) | 1995-09-29 | 1998-09-04 | Rhone Merieux | Composition antiparasitaire pour le traitement et la protection des animaux de compagnie |
| US5885607A (en) | 1996-03-29 | 1999-03-23 | Rhone Merieux | N-phenylpyrazole-based anti-flea and anti-tick external device for cats and dogs |
| FR2752525B1 (fr) | 1996-08-20 | 2000-05-05 | Rhone Merieux | Procede de lutte contre les myiases des cheptels bovins et ovins et compositions pour la mise en oeuvre de ce procede |
| US6010710A (en) | 1996-03-29 | 2000-01-04 | Merial | Direct pour-on skin solution for antiparasitic use in cattle and sheep |
| IE80657B1 (en) | 1996-03-29 | 1998-11-04 | Merial Sas | Insecticidal combination to control mammal fleas in particular fleas on cats and dogs |
| US6998131B2 (en) | 1996-09-19 | 2006-02-14 | Merial Limited | Spot-on formulations for combating parasites |
| US6207647B1 (en) | 1997-07-18 | 2001-03-27 | Smithkline Beecham Corporation | RatA |
| DE19823396A1 (de) | 1998-05-26 | 1999-12-02 | Bayer Ag | Synergistische insektizide Mischungen |
| US6228868B1 (en) * | 1998-07-27 | 2001-05-08 | Abbott Laboratories | Oxazoline antiproliferative agents |
| WO2000006556A1 (en) * | 1998-07-27 | 2000-02-10 | Abbott Laboratories | Substituted oxazolines as antiproliferative agents |
| US6174540B1 (en) | 1998-09-14 | 2001-01-16 | Merck & Co., Inc. | Long acting injectable formulations containing hydrogenated caster oil |
| US6787342B2 (en) | 2000-02-16 | 2004-09-07 | Merial Limited | Paste formulations |
| PE20011289A1 (es) | 2000-04-07 | 2001-12-21 | Upjohn Co | Composiciones antihelminticas que comprenden lactonas macrociclicas y espirodioxepinoindoles |
| US6399786B1 (en) | 2000-07-14 | 2002-06-04 | Merck & Co., Inc. | Nonacyclic nodulisporic acid derivatives |
| US7001889B2 (en) | 2002-06-21 | 2006-02-21 | Merial Limited | Anthelmintic oral homogeneous veterinary pastes |
| AR042420A1 (es) | 2002-09-11 | 2005-06-22 | Novartis Ag | Benzotriazolil- aminoacetonitril compuestos, proceso para su preparacion, metodo y uso de los mismos en el control de endo- y ecto-parasitos dentro y sobre ganado productor de sangre caliente y animales domesticos y plantas, y en la preparacion de una composicion farmaceutica |
| WO2004060371A1 (en) | 2002-12-18 | 2004-07-22 | Fmc Corporation | N-(substituted arylmethyl)-4-(disubstituted methyl) piperidines and pyridines |
| WO2004103991A1 (en) * | 2003-05-20 | 2004-12-02 | 'chemical Diversity Research Institute', Ltd. | 2-substituted piperidines, focused library and a pharmaceutical compound |
| DE10331675A1 (de) | 2003-07-14 | 2005-02-10 | Bayer Cropscience Ag | Hetarylsubstituierte Pyrazolidindion-Derivate |
| WO2005041654A2 (de) | 2003-11-03 | 2005-05-12 | Bayer Cropscience Gmbh | Herbizid wirksames mittel |
| CN102558082B (zh) | 2004-03-05 | 2015-09-30 | 日产化学工业株式会社 | 异噁唑啉取代苯甲酰胺化合物的制备中间体 |
| CA2598489A1 (en) | 2005-02-16 | 2006-08-24 | Schering Corporation | Piperazine-piperidines with cxcr3 antagonist activity |
| CA2621228C (en) * | 2005-09-02 | 2014-05-27 | Nissan Chemical Industries, Ltd. | Isoxazoline-substituted benzamide compound and pesticide |
| DE102005053680A1 (de) | 2005-11-10 | 2007-05-16 | Bayer Cropscience Ag | Synergistische insektizide Mischungen zur Behandlung von Saatgut |
| JP2009519937A (ja) * | 2005-12-14 | 2009-05-21 | イー・アイ・デュポン・ドウ・ヌムール・アンド・カンパニー | 無脊椎有害生物防除用イソオキサゾリン |
| TW200803740A (en) | 2005-12-16 | 2008-01-16 | Du Pont | 5-aryl isoxazolines for controlling invertebrate pests |
| TWI412322B (zh) * | 2005-12-30 | 2013-10-21 | Du Pont | 控制無脊椎害蟲之異唑啉 |
| EP1997813B1 (en) | 2006-03-10 | 2010-05-05 | Nissan Chemical Industries, Ltd. | Substituted isoxazoline compound and pest control agent |
| BRPI0710403A2 (pt) * | 2006-04-20 | 2011-08-09 | Du Pont | composto composição, composição de controle, de pulverização, de isca, dispositivo de armadilha, métodos de controle, métodos de proteção, semente tratada, composição de proteção |
| JPWO2007125984A1 (ja) | 2006-04-28 | 2009-09-10 | 日本農薬株式会社 | イソキサゾリン誘導体及び有害生物防除剤並びにその使用方法 |
| JP2008044880A (ja) | 2006-08-15 | 2008-02-28 | Bayer Cropscience Ag | 殺虫性イソオキサゾリン類 |
| JP5164525B2 (ja) | 2006-11-01 | 2013-03-21 | 日本曹達株式会社 | 含窒素へテロ環化合物および有害生物防除剤 |
| EP2151437A4 (en) | 2007-03-07 | 2012-05-02 | Nissan Chemical Ind Ltd | ISOXAZOLINE SUBSTITUTED BENZAMIDE COMPOUND AND PEST CONTROL AGENT |
| JP5256753B2 (ja) | 2007-03-29 | 2013-08-07 | 住友化学株式会社 | イソオキサゾリン化合物とその有害生物防除用途 |
| CA2683180A1 (en) | 2007-04-10 | 2008-10-16 | Bayer Cropscience Ag | Insecticidal aryl isoxazoline derivatives |
| US20080262057A1 (en) | 2007-04-20 | 2008-10-23 | Dow Agrosciences Llc | Diarylisoxazolines |
| JP2008266230A (ja) | 2007-04-23 | 2008-11-06 | Bayer Cropscience Ag | 殺虫性アリールピロリジン類 |
| JP2010116389A (ja) | 2008-10-17 | 2010-05-27 | Bayer Cropscience Ag | 殺虫性アリールピロリジン類 |
| TW200900398A (en) | 2007-05-31 | 2009-01-01 | Du Pont | 3-cyano-4-triazolyl phenylisoxazoline invertebrate pest control agents |
| MX2009013469A (es) * | 2007-06-13 | 2010-01-20 | Du Pont | Insecticidas de isoxazolina. |
| ATE550648T1 (de) | 2007-06-22 | 2012-04-15 | Genera Istrazivanja D O O | Adamts4 als blut-biomarker und therapeutisches ziel bei chronischem nierenversagen |
| TWI430995B (zh) | 2007-06-26 | 2014-03-21 | Du Pont | 萘異唑啉無脊椎有害動物控制劑 |
| US8952175B2 (en) | 2007-06-27 | 2015-02-10 | Nissan Chemical Industries, Ltd. | Method for production of 3-hydroxypropan-1-one compound, method for production of 2-propen-1-one compound and method for production of isoxazoline compound |
| WO2009003075A1 (en) | 2007-06-27 | 2008-12-31 | E.I. Du Pont De Nemours And Company | Animal pest control method |
| US8440633B2 (en) | 2007-06-29 | 2013-05-14 | Ah Usa 42 Llc | Anthelmintic combination |
| JP4941133B2 (ja) | 2007-07-03 | 2012-05-30 | トヨタ自動車株式会社 | 車両用無段変速機の変速制御装置 |
| CA2700598C (en) * | 2007-08-10 | 2012-11-20 | Nippon Soda Co., Ltd. | Nitrogen-containing heterocyclic compound and pest control agent |
| TWI556741B (zh) | 2007-08-17 | 2016-11-11 | 英特威特國際股份有限公司 | 異唑啉組成物及其作為抗寄生蟲藥上的應用 |
| TWI600639B (zh) | 2007-08-17 | 2017-10-01 | 杜邦股份有限公司 | 製備5-鹵烷基-4,5-二氫異唑衍生物之化合物 |
| JP5365806B2 (ja) | 2007-09-10 | 2013-12-11 | 日産化学工業株式会社 | 置換イソキサゾリン化合物及び有害生物防除剤 |
| KR20100075996A (ko) | 2007-10-03 | 2010-07-05 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 무척추 해충의 방제를 위한 나프탈렌 이속사졸린 화합물 |
| WO2009051956A2 (en) | 2007-10-16 | 2009-04-23 | E. I. Du Pont De Nemours And Company | Pyrazole-substituted isoxazoline insecticides |
| GB0720232D0 (en) | 2007-10-16 | 2007-11-28 | Syngenta Participations Ag | Insecticidal compounds |
| GB0720320D0 (en) | 2007-10-17 | 2007-11-28 | Syngenta Participations Ag | Insecticidal compounds |
| JPWO2009072621A1 (ja) | 2007-12-07 | 2011-04-28 | 日産化学工業株式会社 | 置換ジヒドロアゾール化合物及び有害生物防除剤 |
| US8304371B2 (en) | 2008-02-07 | 2012-11-06 | Bayer Cropscience Ag | Insecticidal arylpyrrolines |
| JP2009286773A (ja) | 2008-03-14 | 2009-12-10 | Bayer Cropscience Ag | 殺虫性縮環式アリール類 |
| TWI518076B (zh) | 2008-04-09 | 2016-01-21 | 杜邦股份有限公司 | 製備雜環化合物之方法 |
| US8281537B2 (en) | 2008-05-23 | 2012-10-09 | Coughlan Engineering (Tullamore) Ltd. | Masonry support system and method |
| EP2308857B1 (en) | 2008-07-09 | 2016-04-27 | Nissan Chemical Industries, Ltd. | Process for production of isoxazoline-substituted benzoic acid amide compound |
| CN102131804B (zh) | 2008-08-22 | 2014-12-03 | 先正达参股股份有限公司 | 杀虫化合物 |
| KR20110044873A (ko) | 2008-08-22 | 2011-05-02 | 신젠타 파티서페이션즈 아게 | 살충성 화합물 |
| JP5488835B2 (ja) | 2008-09-04 | 2014-05-14 | 日産化学工業株式会社 | 置換アセトフェノン化合物、その製造方法及び用途 |
| JP2010083883A (ja) | 2008-09-08 | 2010-04-15 | Nissan Chem Ind Ltd | イソキサゾリン置換ベンズアミド化合物及び有害生物防除剤 |
| ES2442342T3 (es) | 2008-12-18 | 2014-02-11 | Novartis Ag | Derivados de las isoxazolinas y su uso como pesticida |
| EP2379537B9 (en) | 2008-12-19 | 2017-07-12 | Novartis AG | Isoxazoline derivatives and their use as pesticide |
| TW201029997A (en) | 2008-12-23 | 2010-08-16 | Basf Se | Imine compounds for combating invertebrate pests |
| JP2010168367A (ja) | 2008-12-25 | 2010-08-05 | Nissan Chem Ind Ltd | 置換イソキサゾリン化合物又は置換エノンオキシム化合物及び有害生物防除剤 |
| BRPI1007310A2 (pt) * | 2009-01-22 | 2015-08-25 | Syngenta Participations Ag | Compostos inseticidas. |
| US20110288131A1 (en) | 2009-01-29 | 2011-11-24 | Syngenta Crop Protection Llc | Insecticidal compounds |
| JP5747440B2 (ja) | 2009-02-06 | 2015-07-15 | 住友化学株式会社 | ヒドラジド化合物及びその有害生物防除用途 |
| JP2010235590A (ja) | 2009-03-09 | 2010-10-21 | Nissan Chem Ind Ltd | 置換イソキサゾリン化合物及び有害生物防除剤 |
| WO2010108733A1 (en) | 2009-03-26 | 2010-09-30 | Syngenta Participations Ag | Insecticidal compounds |
| EP2414353A1 (en) | 2009-04-01 | 2012-02-08 | Basf Se | Isoxazoline compounds for combating invertebrate pests |
-
2010
- 2010-12-16 NZ NZ600922A patent/NZ600922A/xx not_active IP Right Cessation
- 2010-12-16 MX MX2012006926A patent/MX336189B/es unknown
- 2010-12-16 SG SG2012043576A patent/SG181679A1/en unknown
- 2010-12-16 TR TR2019/07244T patent/TR201907244T4/tr unknown
- 2010-12-16 RS RS20160249A patent/RS54772B1/sr unknown
- 2010-12-16 EP EP19158131.3A patent/EP3560923B1/en active Active
- 2010-12-16 RS RS20190570A patent/RS58691B1/sr unknown
- 2010-12-16 SM SM20190263T patent/SMT201900263T1/it unknown
- 2010-12-16 PT PT15200600T patent/PT3078664T/pt unknown
- 2010-12-16 EP EP10796566.7A patent/EP2513104B1/en active Active
- 2010-12-16 MY MYPI2012002682A patent/MY162636A/en unknown
- 2010-12-16 ME MEP-2019-141A patent/ME03475B/me unknown
- 2010-12-16 HU HUE10796566A patent/HUE029006T2/en unknown
- 2010-12-16 DK DK10796566.7T patent/DK2513104T3/en active
- 2010-12-16 DK DK15200600.3T patent/DK3078664T3/da active
- 2010-12-16 HU HUE15200600A patent/HUE043607T2/hu unknown
- 2010-12-16 PL PL10796566T patent/PL2513104T3/pl unknown
- 2010-12-16 EP EP15200600.3A patent/EP3078664B1/en active Active
- 2010-12-16 CN CN201080062396.2A patent/CN102741247B/zh active Active
- 2010-12-16 KR KR1020187003293A patent/KR101920201B1/ko not_active Expired - Fee Related
- 2010-12-16 LT LTEP15200600.3T patent/LT3078664T/lt unknown
- 2010-12-16 UA UAA201208806A patent/UA108219C2/ru unknown
- 2010-12-16 KR KR1020127018601A patent/KR101826977B1/ko not_active Expired - Fee Related
- 2010-12-16 ES ES10796566.7T patent/ES2569486T3/es active Active
- 2010-12-16 RU RU2012130140/04A patent/RU2549900C9/ru active
- 2010-12-16 PT PT107965667T patent/PT2513104E/pt unknown
- 2010-12-16 AU AU2010330843A patent/AU2010330843B2/en not_active Ceased
- 2010-12-16 PH PH1/2012/501220A patent/PH12012501220A1/en unknown
- 2010-12-16 CA CA2784122A patent/CA2784122C/en active Active
- 2010-12-16 ES ES19158131T patent/ES2894036T3/es active Active
- 2010-12-16 US US12/970,670 patent/US8618126B2/en active Active
- 2010-12-16 EA EA201200904A patent/EA021522B9/ru unknown
- 2010-12-16 EA EA201401222A patent/EA201401222A1/ru unknown
- 2010-12-16 WO PCT/US2010/060833 patent/WO2011075591A1/en not_active Ceased
- 2010-12-16 PL PL15200600T patent/PL3078664T3/pl unknown
- 2010-12-16 PL PL19158131T patent/PL3560923T3/pl unknown
- 2010-12-16 ES ES15200600T patent/ES2727588T3/es active Active
- 2010-12-16 HR HRP20160677TT patent/HRP20160677T1/hr unknown
- 2010-12-16 MX MX2020001453A patent/MX384937B/es unknown
- 2010-12-16 BR BR112012014921-0A patent/BR112012014921B1/pt not_active IP Right Cessation
- 2010-12-16 JP JP2012544848A patent/JP5844275B2/ja active Active
- 2010-12-16 SI SI201031887T patent/SI3078664T1/sl unknown
- 2010-12-16 SI SI201031192A patent/SI2513104T1/sl unknown
- 2010-12-16 ME MEP-2016-77A patent/ME02432B/me unknown
- 2010-12-16 AP AP2012006314A patent/AP3106A/xx active
-
2012
- 2012-06-10 IL IL220281A patent/IL220281A/en active IP Right Grant
- 2012-06-14 ZA ZA2012/04370A patent/ZA201204370B/en unknown
- 2012-06-15 CR CR20120328A patent/CR20120328A/es unknown
- 2012-06-18 CL CL2012001655A patent/CL2012001655A1/es unknown
- 2012-06-25 CO CO12105914A patent/CO6640203A2/es active IP Right Grant
-
2013
- 2013-11-21 US US14/086,712 patent/US8980893B2/en active Active
-
2015
- 2015-03-16 US US14/658,668 patent/US9376434B2/en active Active
- 2015-07-26 IL IL240140A patent/IL240140A0/en unknown
-
2016
- 2016-06-16 SM SM201600181T patent/SMT201600181B/it unknown
- 2016-06-23 US US15/191,163 patent/US9776999B2/en active Active
-
2019
- 2019-05-10 CY CY20191100505T patent/CY1122240T1/el unknown
- 2019-05-14 HR HRP20190892TT patent/HRP20190892T1/hr unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ME02432B (me) | Antiparazitska jedinjenja dihidroazola i kompozicije koje ih sadrže | |
| US6010710A (en) | Direct pour-on skin solution for antiparasitic use in cattle and sheep | |
| JP2013514978A5 (me) | ||
| HRP20250386T1 (hr) | Derivati piperidinil-indola za upotrebu u liječenju c3 glomerulopatije | |
| RU2014104501A (ru) | Фунгицидная композиция и способ борьбы с болезнями растений | |
| RU2018146743A (ru) | Замещенные оксадиазолы для борьбы с фитопатогенными грибами | |
| HRP20240535T1 (hr) | Fungicidno sredstvo za uporabu u poljoprivredi ili hortikulturi, postupak kontrole biljnih bolesti i proizvod za uporabu kontrole biljnih bolesti | |
| BRPI0516575A (pt) | composições fungicidas sinergìsticas | |
| RU2007128523A (ru) | Бензамиды и композиции на их основе для использования в качестве фунгицидов | |
| NZ599312A (en) | Plant disease controlling composition and method for controlling plant disease | |
| UA95796C2 (ru) | Производные n-циклопропил-бензиламида, способ их получения, фунгицидная композиция и способ борьбы с фитопатогенными грибами | |
| UA109421C2 (uk) | Фармацевтична композиція, яка містить ліганди сигма-рецептора | |
| MX2010001004A (es) | Derivados de n-cicloalquil-bencil-tiocarboxamida o n-cicloalquil-bencil-amidina-n´-sustituida como fungicidas. | |
| MX2009013262A (es) | Derivados de heterociclil-pirimidinil-amino fungicidas. | |
| UA95819C2 (ru) | Кристаллическая модификация iv фипронила, способ ее получения, применения, способы получения кристаллических модификаций v и i, пестицидная или паразитицидная композиция, способ контроля вредителей, способ защиты растения от заражения или нападения вредителей, способ защиты семян и способ лечения, контроля, предотвращения или защиты животных от заражения или инфекции паразитами | |
| BR112016023556A2 (pt) | composto, composição agroquímica, método para controlar vegetação indesejada e uso de um composto | |
| PT2026799E (pt) | Derivados de imidazolidina, utilizações para estes, preparação destes e composições compreendendo-os | |
| WO2009016218A3 (en) | Fungicide n-cycloalkyl-n-bicyclic-carboxamide derivatives | |
| ES2984588T3 (es) | Composición para controlar los ácaros Mesostigmata | |
| US6797724B2 (en) | Direct spot-on antiparasitic skin solution for domestic animals | |
| NO20091766L (no) | Spiro-piperidinderivater | |
| BR112012027387A2 (pt) | composição para controle de doenças de plantas e uso da mesma | |
| UA95991C2 (ru) | Кристаллическая модификация v фипронила, способ ее получения, применения, пестицидна или паразитицидная композиция, способ контроля вредителей, способ защиты растения от заражения или нападения вредителей, способ защиты семян и способ лечения, контроля, предотвращения или защиты животных от заражения или инфекции паразитами | |
| NO20092149L (no) | Spiro-piperidinderivater | |
| MY155967A (en) | Fungicide coposition for agriculture and horticulture and method for preventing plant diseases |