ZA200602965B - 6-halogeno-[1,2,4]triazolo[1,5-A]pyrimidines for combating animal pests - Google Patents

6-halogeno-[1,2,4]triazolo[1,5-A]pyrimidines for combating animal pests Download PDF

Info

Publication number: ZA200602965B
Authority: ZA; South Africa
Prior art keywords: alkyl; alkoxy; formula; cio; group
Prior art date: 2003-09-12

Application number

ZA200602965A

Other languages

English (en)

Inventor

Bauman Ernst

Grote Thomas

Shieweck Frank

Von Deyn Wolfgang

Goetz Norbert

Hofmann Michael

Kordes Markus

Puhl Michael

Rack Michael

Schmidt Thomas

Bucci Toni

Deborah L Culbertson

Oloumi-Sadeghi Hassan

Cotter Henry Van Tuyl

Original Assignee

Basf Ag

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.)

2003-09-12

Filing date

2006-04-10

Publication date

2007-07-25

2006-04-10 Application filed by Basf Ag filed Critical Basf Ag

2007-07-25 Publication of ZA200602965B publication Critical patent/ZA200602965B/en

Links

241000607479 Yersinia pestis Species 0.000 title claims description 45
241001465754 Metazoa Species 0.000 title claims description 33
150000003230 pyrimidines Chemical class 0.000 title description 18
-1 area Substances 0.000 claims description 345
150000001875 compounds Chemical class 0.000 claims description 92
239000000203 mixture Substances 0.000 claims description 45
125000001424 substituent group Chemical group 0.000 claims description 41
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 40
229910052736 halogen Inorganic materials 0.000 claims description 37
150000002367 halogens Chemical group 0.000 claims description 37
239000000460 chlorine Substances 0.000 claims description 29
229910052799 carbon Inorganic materials 0.000 claims description 27
238000000034 method Methods 0.000 claims description 27
125000000623 heterocyclic group Chemical group 0.000 claims description 26
229910052739 hydrogen Inorganic materials 0.000 claims description 20
239000001257 hydrogen Substances 0.000 claims description 19
150000003839 salts Chemical class 0.000 claims description 19
229910052717 sulfur Inorganic materials 0.000 claims description 16
125000005842 heteroatom Chemical group 0.000 claims description 14
125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims description 14
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims description 13
125000004432 carbon atom Chemical group C* 0.000 claims description 13
229920006395 saturated elastomer Polymers 0.000 claims description 13
239000011593 sulfur Substances 0.000 claims description 13
125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 11
239000000463 material Substances 0.000 claims description 11
125000001624 naphthyl group Chemical group 0.000 claims description 11
QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 10
229910052801 chlorine Inorganic materials 0.000 claims description 10
229940060038 chlorine Drugs 0.000 claims description 10
229910052757 nitrogen Inorganic materials 0.000 claims description 10
229910052760 oxygen Inorganic materials 0.000 claims description 10
239000001301 oxygen Substances 0.000 claims description 10
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 9
206010061217 Infestation Diseases 0.000 claims description 9
230000000361 pesticidal effect Effects 0.000 claims description 9
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims description 7
125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims description 7
239000007787 solid Substances 0.000 claims description 7
125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 claims description 6
125000004093 cyano group Chemical group *C#N 0.000 claims description 6
239000002689 soil Substances 0.000 claims description 6
125000003341 7 membered heterocyclic group Chemical group 0.000 claims description 5
125000002947 alkylene group Chemical group 0.000 claims description 5
125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims description 5
125000004433 nitrogen atom Chemical group N* 0.000 claims description 5
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DGEZNRSVGBDHLK-UHFFFAOYSA-N [1,10]phenanthroline Chemical compound C1=CN=C2C3=NC=CC=C3C=CC2=C1 DGEZNRSVGBDHLK-UHFFFAOYSA-N 0.000 claims 1
125000000304 alkynyl group Chemical group 0.000 claims 1
125000005129 aryl carbonyl group Chemical group 0.000 claims 1
229940000425 combination drug Drugs 0.000 claims 1
125000001475 halogen functional group Chemical group 0.000 claims 1
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MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 claims 1
235000013350 formula milk Nutrition 0.000 description 55
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239000002904 solvent Substances 0.000 description 19
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 18
238000012360 testing method Methods 0.000 description 18
239000004480 active ingredient Substances 0.000 description 17
239000003921 oil Substances 0.000 description 17
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XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 16
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 15
150000003254 radicals Chemical class 0.000 description 15
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125000004106 butoxy group Chemical group [*]OC([H])([H])C([H])([H])C(C([H])([H])[H])([H])[H] 0.000 description 12
241000132121 Acaridae Species 0.000 description 11
125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 11
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238000006243 chemical reaction Methods 0.000 description 10
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JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 6
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239000008187 granular material Substances 0.000 description 5
239000000575 pesticide Substances 0.000 description 5
238000005160 1H NMR spectroscopy Methods 0.000 description 4
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WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 4
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BULVZWIRKLYCBC-UHFFFAOYSA-N phorate Chemical compound CCOP(=S)(OCC)SCSCC BULVZWIRKLYCBC-UHFFFAOYSA-N 0.000 description 1
IOUNQDKNJZEDEP-UHFFFAOYSA-N phosalone Chemical compound C1=C(Cl)C=C2OC(=O)N(CSP(=S)(OCC)OCC)C2=C1 IOUNQDKNJZEDEP-UHFFFAOYSA-N 0.000 description 1
LMNZTLDVJIUSHT-UHFFFAOYSA-N phosmet Chemical compound C1=CC=C2C(=O)N(CSP(=S)(OC)OC)C(=O)C2=C1 LMNZTLDVJIUSHT-UHFFFAOYSA-N 0.000 description 1
239000010452 phosphate Substances 0.000 description 1
NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 1
235000021317 phosphate Nutrition 0.000 description 1
229910052698 phosphorus Inorganic materials 0.000 description 1
239000011574 phosphorus Substances 0.000 description 1
FAIAAWCVCHQXDN-UHFFFAOYSA-N phosphorus trichloride Chemical compound ClP(Cl)Cl FAIAAWCVCHQXDN-UHFFFAOYSA-N 0.000 description 1
ATROHALUCMTWTB-OWBHPGMISA-N phoxim Chemical compound CCOP(=S)(OCC)O\N=C(\C#N)C1=CC=CC=C1 ATROHALUCMTWTB-OWBHPGMISA-N 0.000 description 1
229950001664 phoxim Drugs 0.000 description 1
125000003386 piperidinyl group Chemical group 0.000 description 1
YFGYUFNIOHWBOB-UHFFFAOYSA-N pirimicarb Chemical compound CN(C)C(=O)OC1=NC(N(C)C)=NC(C)=C1C YFGYUFNIOHWBOB-UHFFFAOYSA-N 0.000 description 1
239000005648 plant growth regulator Substances 0.000 description 1
239000002798 polar solvent Substances 0.000 description 1
229920000570 polyether Polymers 0.000 description 1
229940072033 potash Drugs 0.000 description 1
239000011591 potassium Substances 0.000 description 1
229910052700 potassium Inorganic materials 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
235000015320 potassium carbonate Nutrition 0.000 description 1
235000011181 potassium carbonates Nutrition 0.000 description 1
QYMMJNLHFKGANY-UHFFFAOYSA-N profenofos Chemical compound CCCSP(=O)(OCC)OC1=CC=C(Br)C=C1Cl QYMMJNLHFKGANY-UHFFFAOYSA-N 0.000 description 1
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
229960005335 propanol Drugs 0.000 description 1
FITIWKDOCAUBQD-UHFFFAOYSA-N prothiofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(Cl)C=C1Cl FITIWKDOCAUBQD-UHFFFAOYSA-N 0.000 description 1
238000000746 purification Methods 0.000 description 1
QHMTXANCGGJZRX-WUXMJOGZSA-N pymetrozine Chemical compound C1C(C)=NNC(=O)N1\N=C\C1=CC=CN=C1 QHMTXANCGGJZRX-WUXMJOGZSA-N 0.000 description 1
125000004309 pyranyl group Chemical group O1C(C=CC=C1)* 0.000 description 1
125000003226 pyrazolyl group Chemical group 0.000 description 1
DWFZBUWUXWZWKD-UHFFFAOYSA-N pyridaben Chemical compound C1=CC(C(C)(C)C)=CC=C1CSC1=C(Cl)C(=O)N(C(C)(C)C)N=C1 DWFZBUWUXWZWKD-UHFFFAOYSA-N 0.000 description 1
BBFCIBZLAVOLCF-UHFFFAOYSA-N pyridin-1-ium;bromide Chemical compound Br.C1=CC=NC=C1 BBFCIBZLAVOLCF-UHFFFAOYSA-N 0.000 description 1
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
125000004076 pyridyl group Chemical group 0.000 description 1
125000000714 pyrimidinyl group Chemical group 0.000 description 1
NHDHVHZZCFYRSB-UHFFFAOYSA-N pyriproxyfen Chemical compound C=1C=CC=NC=1OC(C)COC(C=C1)=CC=C1OC1=CC=CC=C1 NHDHVHZZCFYRSB-UHFFFAOYSA-N 0.000 description 1
125000000719 pyrrolidinyl group Chemical group 0.000 description 1
125000000168 pyrrolyl group Chemical group 0.000 description 1
125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
238000006268 reductive amination reaction Methods 0.000 description 1
229930195734 saturated hydrocarbon Natural products 0.000 description 1
230000007017 scission Effects 0.000 description 1
125000003548 sec-pentyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
239000011343 solid material Substances 0.000 description 1
238000001228 spectrum Methods 0.000 description 1
229940014213 spinosad Drugs 0.000 description 1
DTDSAWVUFPGDMX-UHFFFAOYSA-N spirodiclofen Chemical compound CCC(C)(C)C(=O)OC1=C(C=2C(=CC(Cl)=CC=2)Cl)C(=O)OC11CCCCC1 DTDSAWVUFPGDMX-UHFFFAOYSA-N 0.000 description 1
239000007921 spray Substances 0.000 description 1
238000005507 spraying Methods 0.000 description 1
230000007480 spreading Effects 0.000 description 1
239000007858 starting material Substances 0.000 description 1
125000000475 sulfinyl group Chemical group [*:2]S([*:1])=O 0.000 description 1
RWSOTUBLDIXVET-UHFFFAOYSA-O sulfonium Chemical compound [SH3+] RWSOTUBLDIXVET-UHFFFAOYSA-O 0.000 description 1
150000003462 sulfoxides Chemical class 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
YBBRCQOCSYXUOC-UHFFFAOYSA-N sulfuryl dichloride Chemical compound ClS(Cl)(=O)=O YBBRCQOCSYXUOC-UHFFFAOYSA-N 0.000 description 1
JXHJNEJVUNHLKO-UHFFFAOYSA-N sulprofos Chemical compound CCCSP(=S)(OCC)OC1=CC=C(SC)C=C1 JXHJNEJVUNHLKO-UHFFFAOYSA-N 0.000 description 1
239000002426 superphosphate Substances 0.000 description 1
239000005936 tau-Fluvalinate Substances 0.000 description 1
INISTDXBRIBGOC-XMMISQBUSA-N tau-fluvalinate Chemical compound N([C@H](C(C)C)C(=O)OC(C#N)C=1C=C(OC=2C=CC=CC=2)C=CC=1)C1=CC=C(C(F)(F)F)C=C1Cl INISTDXBRIBGOC-XMMISQBUSA-N 0.000 description 1
125000001973 tert-pentyl group Chemical group [H]C([H])([H])C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
DPKBAXPHAYBPRL-UHFFFAOYSA-M tetrabutylazanium;iodide Chemical class [I-].CCCC[N+](CCCC)(CCCC)CCCC DPKBAXPHAYBPRL-UHFFFAOYSA-M 0.000 description 1
125000001412 tetrahydropyranyl group Chemical group 0.000 description 1
125000004632 tetrahydrothiopyranyl group Chemical group S1C(CCCC1)* 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
125000003831 tetrazolyl group Chemical group 0.000 description 1
125000001113 thiadiazolyl group Chemical group 0.000 description 1
NWWZPOKUUAIXIW-FLIBITNWSA-N thiamethoxam Chemical compound [O-][N+](=O)\N=C/1N(C)COCN\1CC1=CN=C(Cl)S1 NWWZPOKUUAIXIW-FLIBITNWSA-N 0.000 description 1
125000004305 thiazinyl group Chemical group S1NC(=CC=C1)* 0.000 description 1
125000001984 thiazolidinyl group Chemical group 0.000 description 1
125000002769 thiazolinyl group Chemical group 0.000 description 1
125000001544 thienyl group Chemical group 0.000 description 1
BAKXBZPQTXCKRR-UHFFFAOYSA-N thiodicarb Chemical compound CSC(C)=NOC(=O)NSNC(=O)ON=C(C)SC BAKXBZPQTXCKRR-UHFFFAOYSA-N 0.000 description 1
125000001166 thiolanyl group Chemical group 0.000 description 1
HFRXJVQOXRXOPP-UHFFFAOYSA-N thionyl bromide Chemical compound BrS(Br)=O HFRXJVQOXRXOPP-UHFFFAOYSA-N 0.000 description 1
125000005490 tosylate group Chemical group 0.000 description 1
YWSCPYYRJXKUDB-KAKFPZCNSA-N tralomethrin Chemical compound CC1(C)[C@@H](C(Br)C(Br)(Br)Br)[C@H]1C(=O)O[C@H](C#N)C1=CC=CC(OC=2C=CC=CC=2)=C1 YWSCPYYRJXKUDB-KAKFPZCNSA-N 0.000 description 1
229940055764 triaz Drugs 0.000 description 1
NKNFWVNSBIXGLL-UHFFFAOYSA-N triazamate Chemical compound CCOC(=O)CSC1=NC(C(C)(C)C)=NN1C(=O)N(C)C NKNFWVNSBIXGLL-UHFFFAOYSA-N 0.000 description 1
125000004306 triazinyl group Chemical group 0.000 description 1
125000001425 triazolyl group Chemical group 0.000 description 1
AMFGTOFWMRQMEM-UHFFFAOYSA-N triazophos Chemical compound N1=C(OP(=S)(OCC)OCC)N=CN1C1=CC=CC=C1 AMFGTOFWMRQMEM-UHFFFAOYSA-N 0.000 description 1
IMFACGCPASFAPR-UHFFFAOYSA-N tributylamine Chemical compound CCCCN(CCCC)CCCC IMFACGCPASFAPR-UHFFFAOYSA-N 0.000 description 1
125000004784 trichloromethoxy group Chemical group ClC(O*)(Cl)Cl 0.000 description 1
XAIPTRIXGHTTNT-UHFFFAOYSA-N triflumuron Chemical compound C1=CC(OC(F)(F)F)=CC=C1NC(=O)NC(=O)C1=CC=CC=C1Cl XAIPTRIXGHTTNT-UHFFFAOYSA-N 0.000 description 1
125000003258 trimethylene group Chemical group [H]C([H])([*:2])C([H])([H])C([H])([H])[*:1] 0.000 description 1
OOLLAFOLCSJHRE-ZHAKMVSLSA-N ulipristal acetate Chemical compound C1=CC(N(C)C)=CC=C1[C@@H]1C2=C3CCC(=O)C=C3CC[C@H]2[C@H](CC[C@]2(OC(C)=O)C(C)=O)[C@]2(C)C1 OOLLAFOLCSJHRE-ZHAKMVSLSA-N 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
239000002023 wood Substances 0.000 description 1
150000003738 xylenes Chemical class 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
- C07D487/04—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
- A01N43/90—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

Landscapes

Life Sciences & Earth Sciences (AREA)
Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Dentistry (AREA)
Wood Science & Technology (AREA)
Plant Pathology (AREA)
Health & Medical Sciences (AREA)
Engineering & Computer Science (AREA)
Agronomy & Crop Science (AREA)
General Health & Medical Sciences (AREA)
Pest Control & Pesticides (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Pretreatment Of Seeds And Plants (AREA)
Catching Or Destruction (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

ZA200602965A 2003-09-12 2006-04-10 6-halogeno-[1,2,4]triazolo[1,5-A]pyrimidines for combating animal pests ZA200602965B (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
US50228103P	2003-09-12	2003-09-12

Publications (1)

Publication Number	Publication Date
ZA200602965B true ZA200602965B (en)	2007-07-25

Family

ID=34312369

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
ZA200602965A ZA200602965B (en)	2003-09-12	2006-04-10	6-halogeno-[1,2,4]triazolo[1,5-A]pyrimidines for combating animal pests

Country Status (24)

Country	Link
US (1)	US8664235B2 (fr)
EP (1)	EP1662877B1 (fr)
JP (1)	JP4520989B2 (fr)
KR (1)	KR101141562B1 (fr)
CN (1)	CN100567297C (fr)
AP (1)	AP2006003539A0 (fr)
AR (1)	AR045743A1 (fr)
AU (1)	AU2004271715B2 (fr)
BR (1)	BRPI0414257B8 (fr)
CA (1)	CA2538242A1 (fr)
CO (1)	CO5650200A2 (fr)
CR (1)	CR8262A (fr)
EA (1)	EA010091B1 (fr)
EC (1)	ECSP066389A (fr)
ES (1)	ES2528250T3 (fr)
IL (1)	IL174196A0 (fr)
MA (1)	MA28019A1 (fr)
MX (1)	MXPA06002237A (fr)
PE (1)	PE20050510A1 (fr)
TW (1)	TW200526666A (fr)
UA (1)	UA81976C2 (fr)
UY (1)	UY28506A1 (fr)
WO (1)	WO2005025315A1 (fr)
ZA (1)	ZA200602965B (fr)

Families Citing this family (11)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
JP4765627B2 (ja) *	2003-09-22	2011-09-07	Ｍｓｄ株式会社	新規ピペリジン誘導体
NZ586527A (en) *	2007-12-21	2011-11-25	Merial Ltd	The use of 6-halogeno-[1,2,4]-triazolo-[1,5-a]-pyrimidine compounds for combating pests in and on animals
JP2010065024A (ja) *	2008-08-14	2010-03-25	Ishihara Sangyo Kaisha Ltd	トリアゾロピリミジン誘導体又はその塩を含有する有害生物防除剤
CA2748132C (fr)	2008-12-26	2016-08-23	Dow Agrosciences Llc	Compositions d'insecticide stables et procedes de production associes
TW201029575A (en) *	2009-01-29	2010-08-16	Ishihara Sangyo Kaisha	Triazolopyrimidine derivative or its salt, process for producing the same and pesticide containing the same
US8937083B2 (en) *	2011-10-26	2015-01-20	DowAgroSciences, LLC	Pesticidal compositions and processes related thereto
AU2013281012B2 (en) *	2012-06-30	2017-02-16	Corteva Agriscience Llc	Insecticidal N-substituted sulfilimine and sulfoximine pyridine N-oxides
PL2922549T3 (pl)	2012-11-20	2017-11-30	Glaxosmithkline Llc	Nowe związki
WO2017000277A1 (fr)	2015-07-01	2017-01-05	Merck Sharp & Dohme Corp.	Bicyclo-composés de triazole substitués utilisés en tant qu'inhibiteurs de pde2
KR102020161B1 (ko)	2015-07-28	2019-09-09	닛뽕소다 가부시키가이샤	피리딘-2-일피리디늄 화합물 및 그 사용 방법
GB201518456D0 (en) *	2015-10-19	2015-12-02	Galapagos Nv	Novel compounds and pharmaceutical compositions thereof for the treatment of inflammatory, autoimmune and/or proliferative diseases

Family Cites Families (12)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE55956C (de)			CH. GROOMBRIDGE und W. A. SOUTH in London, 40 New Bond Street	Bremskurbel für Pferdebahn- und andere Wagen
DD55956A (fr) *
DE99794C (fr)
DE1620694C3 (de)	1966-10-03	1982-04-15	VEB Deutsches Hydrierwerk Rodleben, DDR 4501 Rodleben	Verfahren zur Herstellung von 5-Methyl-7-diäthylamino-s-triazolo [1,5-a] pyrimidin und seinen Salzen mit Säuren
FR1567021A (fr) *	1967-01-27	1969-05-16
NL7712098A (nl) *	1976-11-10	1978-05-12	Ciba Geigy	Werkwijze ter bereiding van fosforzuurderivaten, alsmede de toepassing ervan als gewasbescher- mingsmiddelen.
TW224044B (fr) *	1991-12-30	1994-05-21	Shell Internat Res Schappej B V
DE19629144A1 (de) *	1996-07-19	1998-01-22	Bayer Ag	Substituierte Triazoloazinsulfonamide
DE10063115A1 (de)	2000-12-18	2002-06-27	Bayer Ag	Triazolopyrimidine
DE10121102A1 (de) *	2001-04-27	2002-11-07	Bayer Ag	Triazolopyrimidine
DE10121162A1 (de) *	2001-04-30	2002-10-31	Bayer Ag	Triazolopyrimidine
GB0126914D0 (en) *	2001-11-08	2002-01-02	Syngenta Ltd	Fungicides

2004
- 2004-09-09 UY UY28506A patent/UY28506A1/es unknown
- 2004-09-10 CN CNB200480026209XA patent/CN100567297C/zh not_active Expired - Fee Related
- 2004-09-10 AU AU2004271715A patent/AU2004271715B2/en not_active Expired - Fee Related
- 2004-09-10 AR ARP040103254A patent/AR045743A1/es unknown
- 2004-09-10 US US10/570,854 patent/US8664235B2/en not_active Expired - Fee Related
- 2004-09-10 KR KR1020067005022A patent/KR101141562B1/ko not_active Expired - Fee Related
- 2004-09-10 CA CA002538242A patent/CA2538242A1/fr not_active Abandoned
- 2004-09-10 ES ES04765059.3T patent/ES2528250T3/es not_active Expired - Lifetime
- 2004-09-10 AP AP2006003539A patent/AP2006003539A0/xx unknown
- 2004-09-10 BR BRPI0414257A patent/BRPI0414257B8/pt not_active IP Right Cessation
- 2004-09-10 PE PE2004000881A patent/PE20050510A1/es not_active Application Discontinuation
- 2004-09-10 WO PCT/EP2004/010132 patent/WO2005025315A1/fr not_active Ceased
- 2004-09-10 JP JP2006525775A patent/JP4520989B2/ja not_active Expired - Fee Related
- 2004-09-10 EA EA200600492A patent/EA010091B1/ru not_active IP Right Cessation
- 2004-09-10 TW TW093127554A patent/TW200526666A/zh unknown
- 2004-09-10 EP EP04765059.3A patent/EP1662877B1/fr not_active Expired - Lifetime
- 2004-09-10 MX MXPA06002237A patent/MXPA06002237A/es active IP Right Grant
- 2004-10-09 UA UAA200603895A patent/UA81976C2/uk unknown
2006
- 2006-02-22 EC EC2006006389A patent/ECSP066389A/es unknown
- 2006-03-01 CR CR8262A patent/CR8262A/es not_active Application Discontinuation
- 2006-03-02 MA MA28849A patent/MA28019A1/fr unknown
- 2006-03-09 IL IL174196A patent/IL174196A0/en unknown
- 2006-03-10 CO CO06024511A patent/CO5650200A2/es not_active Application Discontinuation
- 2006-04-10 ZA ZA200602965A patent/ZA200602965B/en unknown

Also Published As

Publication number	Publication date
ES2528250T3 (es)	2015-02-05
IL174196A0 (en)	2006-08-01
EP1662877A1 (fr)	2006-06-07
UY28506A1 (es)	2005-04-29
JP4520989B2 (ja)	2010-08-11
PE20050510A1 (es)	2005-07-19
AU2004271715B2 (en)	2010-08-26
CR8262A (es)	2006-07-14
US8664235B2 (en)	2014-03-04
WO2005025315A1 (fr)	2005-03-24
CO5650200A2 (es)	2006-06-30
BRPI0414257A (pt)	2006-11-07
UA81976C2 (uk)	2008-02-25
AU2004271715A1 (en)	2005-03-24
CA2538242A1 (fr)	2005-03-24
CN1849070A (zh)	2006-10-18
AR045743A1 (es)	2005-11-09
US20060264446A1 (en)	2006-11-23
BRPI0414257B8 (pt)	2022-07-05
EA200600492A1 (ru)	2006-08-25
ECSP066389A (es)	2006-10-31
KR20060123095A (ko)	2006-12-01
BRPI0414257B1 (pt)	2014-07-15
MXPA06002237A (es)	2006-06-20
EP1662877B1 (fr)	2014-12-17
CN100567297C (zh)	2009-12-09
JP2007505077A (ja)	2007-03-08
MA28019A1 (fr)	2006-07-03
AP2006003539A0 (en)	2006-04-30
EA010091B1 (ru)	2008-06-30
TW200526666A (en)	2005-08-16
KR101141562B1 (ko)	2012-05-22

Publication	Publication Date	Title
CN1189157A (zh)	1998-07-29	作为除草剂和杀虫剂的取代的氨基苯基尿嘧啶
EP1987002A1 (fr)	2008-11-05	Composes pyridin-4-ylmethylamide destines a lutter contre les organismes nuisibles
KR20060031612A (ko)	2006-04-12	살충제로서의 이소인돌리논 유도체의 용도
EP0407873B1 (fr)	1993-09-29	Procédé pour lutter contre les parasites par moyen de pyrimidines
JP4520989B2 (ja)	2010-08-11	動物害虫を駆除するために用いる６−ハロゲノ−［１，２，４］トリアゾロ［１，５−ａ］ピリミジン類
MX2007013917A (es)	2008-01-16	Compuestos con estructura de 1-(1,2-difenil-etil)-3-(2-hidroxietil )-tiourea para combatir plagas animales.
MX2007014138A (es)	2008-01-11	Compuestos con estructura de 1-(imidazolin-2-il)amino-1,2- difenile tano para combatir plagas animales.
JP2009517369A (ja)	2009-04-30	動物害虫を防除するためのシアノベンゼン化合物
US20040260097A1 (en)	2004-12-23	Insecticidal and acaricidal 3-substituted pyrazoles
US6372769B1 (en)	2002-04-16	5-carboxanilido-2,4-bis-trifluoromethylthiazoles and their use to control rice blast
CN110256404B (zh)	2025-05-27	具有杀虫活性的双烯化合物、其制备及用途
KR20070090898A (ko)	2007-09-06	동물 해충 방제를 위한 히드라지드 화합물
US20060166984A1 (en)	2006-07-27	Amino substituted benzo(hetero)cyclic derivatives
EP0469411B1 (fr)	1997-06-11	Dérivés acétyléniques, leur préparation et leur utilisation pour combattre des insectes et des acariens
CA2048050A1 (fr)	1992-02-01	2,2'-thienylbenzothiophenes, leur preparation et leur utilisation dans la lutte contre les organismes nuisibles
WO2006056462A1 (fr)	2006-06-01	Composes d'azine permettant de combattre les parasites des animaux
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WO2006097279A1 (fr)	2006-09-21	Composes de type amidrazone de lutte contre les parasites
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