TW201002203A - Novel imidazole derivatives - Google Patents

Novel imidazole derivatives Download PDF

Info

Publication number: TW201002203A
Authority: TW; Taiwan
Prior art keywords: phenyl; compound; formula; chloro; alkyl
Prior art date: 2008-04-14

Application number

TW098112158A

Other languages

English (en)

Chinese (zh)

Inventor

Raphael Dumeunier

Clemens Lamberth

Stephan Trah

Original Assignee

Syngenta Participations 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.)

2008-04-14

Filing date

2009-04-13

Publication date

2010-01-16

2009-04-13 Application filed by Syngenta Participations Ag filed Critical Syngenta Participations Ag

2010-01-16 Publication of TW201002203A publication Critical patent/TW201002203A/zh

Links

150000002460 imidazoles Chemical class 0.000 title abstract 2
229940079865 intestinal antiinfectives imidazole derivative Drugs 0.000 title abstract 2
-1 C3-C7cycloalkenyl Chemical group 0.000 claims abstract description 76
150000003839 salts Chemical group 0.000 claims abstract description 18
229910052736 halogen Inorganic materials 0.000 claims abstract description 16
150000002367 halogens Chemical group 0.000 claims abstract description 16
239000004480 active ingredient Substances 0.000 claims abstract description 15
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 13
239000001257 hydrogen Substances 0.000 claims abstract description 13
230000000855 fungicidal effect Effects 0.000 claims abstract description 9
125000003107 substituted aryl group Chemical group 0.000 claims abstract description 4
125000004415 heterocyclylalkyl group Chemical group 0.000 claims abstract description 3
150000002431 hydrogen Chemical class 0.000 claims abstract 6
125000003601 C2-C6 alkynyl group Chemical group 0.000 claims abstract 2
150000001875 compounds Chemical class 0.000 claims description 174
241000196324 Embryophyta Species 0.000 claims description 81
239000000203 mixture Substances 0.000 claims description 58
125000000217 alkyl group Chemical group 0.000 claims description 29
239000000460 chlorine Substances 0.000 claims description 28
239000000463 material Substances 0.000 claims description 22
238000002360 preparation method Methods 0.000 claims description 22
239000007789 gas Substances 0.000 claims description 21
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 19
RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Substances C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 claims description 18
238000000034 method Methods 0.000 claims description 18
230000003032 phytopathogenic effect Effects 0.000 claims description 14
239000011737 fluorine Substances 0.000 claims description 13
229910052731 fluorine Inorganic materials 0.000 claims description 13
239000000126 substance Substances 0.000 claims description 13
244000038559 crop plants Species 0.000 claims description 12
244000005700 microbiome Species 0.000 claims description 11
230000002265 prevention Effects 0.000 claims description 11
206010028980 Neoplasm Diseases 0.000 claims description 10
201000011510 cancer Diseases 0.000 claims description 10
125000001153 fluoro group Chemical group F* 0.000 claims description 10
239000002671 adjuvant Substances 0.000 claims description 9
125000001188 haloalkyl group Chemical group 0.000 claims description 9
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims description 8
150000001412 amines Chemical class 0.000 claims description 8
125000001309 chloro group Chemical group Cl* 0.000 claims description 8
OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims description 7
JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 claims description 7
125000003342 alkenyl group Chemical group 0.000 claims description 7
125000000304 alkynyl group Chemical group 0.000 claims description 7
239000003153 chemical reaction reagent Substances 0.000 claims description 7
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 7
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 7
229910052801 chlorine Inorganic materials 0.000 claims description 6
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 6
235000013305 food Nutrition 0.000 claims description 6
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims description 5
125000004183 alkoxy alkyl group Chemical group 0.000 claims description 5
125000001316 cycloalkyl alkyl group Chemical group 0.000 claims description 5
125000004985 dialkyl amino alkyl group Chemical group 0.000 claims description 5
239000000796 flavoring agent Substances 0.000 claims description 5
125000000623 heterocyclic group Chemical group 0.000 claims description 5
125000004198 2-fluorophenyl group Chemical group [H]C1=C([H])C(F)=C(*)C([H])=C1[H] 0.000 claims description 4
125000006275 3-bromophenyl group Chemical group [H]C1=C([H])C(Br)=C([H])C(*)=C1[H] 0.000 claims description 4
125000004180 3-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(F)=C1[H] 0.000 claims description 4
125000004207 3-methoxyphenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(OC([H])([H])[H])=C1[H] 0.000 claims description 4
125000004800 4-bromophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Br 0.000 claims description 4
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KAESVJOAVNADME-UHFFFAOYSA-N Pyrrole Chemical compound C=1C=CNC=1 KAESVJOAVNADME-UHFFFAOYSA-N 0.000 claims description 4
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims description 4
239000003937 drug carrier Substances 0.000 claims description 4
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125000000040 m-tolyl group Chemical group [H]C1=C([H])C(*)=C([H])C(=C1[H])C([H])([H])[H] 0.000 claims description 4
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125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims description 3
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229910052794 bromium Inorganic materials 0.000 claims description 3
125000000392 cycloalkenyl group Chemical group 0.000 claims description 3
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125000005282 allenyl group Chemical group 0.000 claims description 2
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150000003624 transition metals Chemical class 0.000 claims description 2
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125000006650 (C2-C4) alkynyl group Chemical group 0.000 claims 1
125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
125000006763 (C3-C9) cycloalkyl group Chemical group 0.000 claims 1
OWNDTEWCMBFNEN-UHFFFAOYSA-N 2-methyl-1h-imidazole Chemical compound CC1=N[C]=CN1 OWNDTEWCMBFNEN-UHFFFAOYSA-N 0.000 claims 1
CNPURSDMOWDNOQ-UHFFFAOYSA-N 4-methoxy-7h-pyrrolo[2,3-d]pyrimidin-2-amine Chemical compound COC1=NC(N)=NC2=C1C=CN2 CNPURSDMOWDNOQ-UHFFFAOYSA-N 0.000 claims 1
KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 claims 1
240000006394 Sorghum bicolor Species 0.000 claims 1
125000003785 benzimidazolyl group Chemical class N1=C(NC2=C1C=CC=C2)* 0.000 claims 1
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229940079593 drug Drugs 0.000 claims 1
150000002780 morpholines Chemical class 0.000 claims 1
VTHOTOFWYDBNID-UHFFFAOYSA-N n-decylaniline Chemical compound CCCCCCCCCCNC1=CC=CC=C1 VTHOTOFWYDBNID-UHFFFAOYSA-N 0.000 claims 1
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ONCZDRURRATYFI-TVJDWZFNSA-N trifloxystrobin Chemical compound CO\N=C(\C(=O)OC)C1=CC=CC=C1CO\N=C(/C)C1=CC=CC(C(F)(F)F)=C1 ONCZDRURRATYFI-TVJDWZFNSA-N 0.000 description 1
HSMVPDGQOIQYSR-KGENOOAVSA-N triflumizole Chemical compound C1=CN=CN1C(/COCCC)=N/C1=CC=C(Cl)C=C1C(F)(F)F HSMVPDGQOIQYSR-KGENOOAVSA-N 0.000 description 1
RROQIUMZODEXOR-UHFFFAOYSA-N triforine Chemical compound O=CNC(C(Cl)(Cl)Cl)N1CCN(C(NC=O)C(Cl)(Cl)Cl)CC1 RROQIUMZODEXOR-UHFFFAOYSA-N 0.000 description 1
JLTRXTDYQLMHGR-UHFFFAOYSA-N trimethylaluminium Chemical compound C[Al](C)C JLTRXTDYQLMHGR-UHFFFAOYSA-N 0.000 description 1
210000004881 tumor cell Anatomy 0.000 description 1
210000003932 urinary bladder Anatomy 0.000 description 1
235000015112 vegetable and seed oil Nutrition 0.000 description 1
239000008158 vegetable oil Substances 0.000 description 1
235000013311 vegetables Nutrition 0.000 description 1
230000017260 vegetative to reproductive phase transition of meristem Effects 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000004034 viscosity adjusting agent Substances 0.000 description 1
238000009333 weeding Methods 0.000 description 1
239000000080 wetting agent Substances 0.000 description 1
239000008433 xiaoji Substances 0.000 description 1
229910052727 yttrium Inorganic materials 0.000 description 1
VWQVUPCCIRVNHF-UHFFFAOYSA-N yttrium atom Chemical compound [Y] VWQVUPCCIRVNHF-UHFFFAOYSA-N 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/66—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D233/68—Halogen atoms
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D233/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings
- C07D233/54—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members
- C07D233/56—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms
- C07D233/60—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, not condensed with other rings having two double bonds between ring members or between ring members and non-ring members with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, attached to ring carbon atoms with hydrocarbon radicals, substituted by oxygen or sulfur atoms, attached to ring nitrogen atoms
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Chemical Kinetics & Catalysis (AREA)
Pharmacology & Pharmacy (AREA)
Life Sciences & Earth Sciences (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)

TW098112158A 2008-04-14 2009-04-13 Novel imidazole derivatives TW201002203A (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
GBGB0806745.6A GB0806745D0 (en)	2008-04-14	2008-04-14	Novel imidazole derivatives

Publications (1)

Publication Number	Publication Date
TW201002203A true TW201002203A (en)	2010-01-16

Family

ID=39433609

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
TW098112158A TW201002203A (en)	2008-04-14	2009-04-13	Novel imidazole derivatives

Country Status (6)

Country	Link
EP (1)	EP2279176A1 (es)
AR (1)	AR071471A1 (es)
CL (1)	CL2009000885A1 (es)
GB (1)	GB0806745D0 (es)
TW (1)	TW201002203A (es)
WO (1)	WO2009127615A1 (es)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
TW201117722A (en) *	2009-11-04	2011-06-01	Du Pont	Fungicidal mixtures
BR112013007635A2 (pt)	2010-09-29	2016-07-26	Du Pont	''composto selecionados da fórmula 1, composição fungicida e método para controlar doenças de planta''
EP2841070B1 (en)	2012-04-24	2018-07-25	Board Of Trustees Of Northern Illinois University	Design and synthesis of novel inhibitors of isoprenoid biosynthesis
US10155766B2 (en)	2016-06-14	2018-12-18	Board Of Trustees Of Northern Illinois University	Pyrazolopyrimidine antibacterial agents
CN109810062B (zh) *	2019-01-24	2022-06-17	云南农业大学	一种苯基咪唑衍生物及其合成方法和在农药中的应用

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US5223525A (en) *	1989-05-05	1993-06-29	Rhone-Poulenc Ag Company	Pesticidal 1-arylimidazoles
EP0712847A4 (en) *	1993-08-11	1997-05-28	Nippon Soda Co	IMIDAZOLE DERIVATIVES, METHOD FOR THE PRODUCTION AND USE THEREOF AS A PEST CONTROL
AR024222A1 (es) *	1998-10-16	2002-09-25	Palau Pharma Sa	Imidazoles con actividad antiinflamatoria un procedimiento para su preparacion y composiciones farmaceuticas que lo contienen
JP2001163861A (ja) *	1999-12-07	2001-06-19	Nippon Soda Co Ltd	ジフェニルイミダゾール化合物および農園芸用殺菌剤
WO2004052280A2 (en) *	2002-12-10	2004-06-24	Imclone Systems Incorporated	Anti-angiogenic compounds and their use in cancer treatment
EP2053044A1 (en) *	2007-10-26	2009-04-29	Syngenta Participations AG	Novel imidazole derivatives

2008
- 2008-04-14 GB GBGB0806745.6A patent/GB0806745D0/en not_active Ceased
2009
- 2009-04-13 AR ARP090101293A patent/AR071471A1/es unknown
- 2009-04-13 TW TW098112158A patent/TW201002203A/zh unknown
- 2009-04-13 CL CL2009000885A patent/CL2009000885A1/es unknown
- 2009-04-14 WO PCT/EP2009/054389 patent/WO2009127615A1/en not_active Ceased
- 2009-04-14 EP EP09731840A patent/EP2279176A1/en not_active Withdrawn

Also Published As

Publication number	Publication date
GB0806745D0 (en)	2008-05-14
AR071471A1 (es)	2010-06-23
EP2279176A1 (en)	2011-02-02
WO2009127615A1 (en)	2009-10-22
CL2009000885A1 (es)	2009-10-09

Publication	Publication Date	Title
TW200926981A (en)	2009-07-01	Novel imidazole derivatives
AU2008315562A1 (en)	2009-04-30	Novel imidazole derivatives
JP2009543822A (ja)	2009-12-10	新規ピリダジン誘導体
BRPI0718180A2 (pt)	2013-12-17	Derivados de piridazina
JP2010516648A (ja)	2010-05-20	ピリダジン誘導体、それらの調製方法及び殺真菌剤としてのそれらの使用
CN101835772B (zh)	2013-11-06	新的咪唑衍生物
TW200932238A (en)	2009-08-01	Novel pyridazine derivatives
TW201002203A (en)	2010-01-16	Novel imidazole derivatives
US20100273804A1 (en)	2010-10-28	Pyridazine derivatives useful as fungicides and for the treatment of cancer
KR20090073252A (ko)	2009-07-02	신규한 피리다진 유도체
ES2371136T3 (es)	2011-12-27	Derivados novedosos de imidazol.
EP2274285A1 (en)	2011-01-19	Novel pyrazole derivatives
EP2406231A1 (en)	2012-01-18	Imidazole derivatives
JP2008524292A (ja)	2008-07-10	新規のトリアゾロピリミジン誘導体