UA76486C2 - 7-amino triazolopyrimidines, a process of praparation, a fungicidal preparations based thereon and a method to control phytopathogenic fungi - Google Patents

7-amino triazolopyrimidines, a process of praparation, a fungicidal preparations based thereon and a method to control phytopathogenic fungi Download PDF

Info

Publication number: UA76486C2
Authority: UA; Ukraine
Prior art keywords: denotes; formula; residues; compounds; phenyl
Prior art date: 2001-07-26

Application number

UA2004021341A

Other languages

English (en)

Ukrainian (uk)

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.)

2001-07-26

Filing date

2002-07-16

Publication date

2006-08-15

2002-07-16 Application filed by Basf Ag filed Critical Basf Ag

2006-08-15 Publication of UA76486C2 publication Critical patent/UA76486C2/uk

Links

HRYKDUPGBWLLHO-UHFFFAOYSA-N 8-azaadenine Chemical class NC1=NC=NC2=NNN=C12 HRYKDUPGBWLLHO-UHFFFAOYSA-N 0.000 title claims abstract description 15
238000000034 method Methods 0.000 title claims abstract description 9
241000233866 Fungi Species 0.000 title claims description 13
230000003032 phytopathogenic effect Effects 0.000 title claims description 11
238000002360 preparation method Methods 0.000 title description 22
230000000855 fungicidal effect Effects 0.000 title description 4
150000001875 compounds Chemical class 0.000 claims abstract description 260
125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 35
125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 30
125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 15
229910052717 sulfur Inorganic materials 0.000 claims abstract description 15
229910052736 halogen Inorganic materials 0.000 claims abstract description 12
229910052739 hydrogen Inorganic materials 0.000 claims abstract description 11
239000001257 hydrogen Substances 0.000 claims abstract description 11
239000011593 sulfur Substances 0.000 claims abstract description 10
NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract description 9
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125000001072 heteroaryl group Chemical group 0.000 claims abstract description 6
229910052757 nitrogen Inorganic materials 0.000 claims abstract description 5
125000001624 naphthyl group Chemical group 0.000 claims abstract description 3
-1 nitro, hydroxy Chemical group 0.000 claims description 166
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OEEYCNOOAHGFHL-UHFFFAOYSA-N 8-azahypoxanthine Chemical compound O=C1N=CN=C2NNN=C12 OEEYCNOOAHGFHL-UHFFFAOYSA-N 0.000 claims description 3
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125000002206 pyridazin-3-yl group Chemical group [H]C1=C([H])C([H])=C(*)N=N1 0.000 description 1
125000004940 pyridazin-4-yl group Chemical group N1=NC=C(C=C1)* 0.000 description 1
150000003222 pyridines Chemical class 0.000 description 1
MCJGNVYPOGVAJF-UHFFFAOYSA-N quinolin-8-ol Chemical compound C1=CN=C2C(O)=CC=CC2=C1 MCJGNVYPOGVAJF-UHFFFAOYSA-N 0.000 description 1
MKWQJYNEKZKCSA-UHFFFAOYSA-N quinoxaline Chemical compound N1=C=C=NC2=CC=CC=C21 MKWQJYNEKZKCSA-UHFFFAOYSA-N 0.000 description 1
238000001953 recrystallisation Methods 0.000 description 1
229930195734 saturated hydrocarbon Chemical group 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
150000004760 silicates Chemical class 0.000 description 1
RMAQACBXLXPBSY-UHFFFAOYSA-N silicic acid Chemical compound O[Si](O)(O)O RMAQACBXLXPBSY-UHFFFAOYSA-N 0.000 description 1
125000005624 silicic acid group Chemical class 0.000 description 1
229910052708 sodium Inorganic materials 0.000 description 1
239000011734 sodium Substances 0.000 description 1
ODZPKZBBUMBTMG-UHFFFAOYSA-N sodium amide Chemical compound [NH2-].[Na+] ODZPKZBBUMBTMG-UHFFFAOYSA-N 0.000 description 1
229910000030 sodium bicarbonate Inorganic materials 0.000 description 1
235000017557 sodium bicarbonate Nutrition 0.000 description 1
229910000029 sodium carbonate Inorganic materials 0.000 description 1
QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
239000012312 sodium hydride Substances 0.000 description 1
229910000104 sodium hydride Inorganic materials 0.000 description 1
KKCBUQHMOMHUOY-UHFFFAOYSA-N sodium oxide Chemical compound [O-2].[Na+].[Na+] KKCBUQHMOMHUOY-UHFFFAOYSA-N 0.000 description 1
229910001948 sodium oxide Inorganic materials 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000000600 sorbitol Substances 0.000 description 1
239000007921 spray Substances 0.000 description 1
150000003460 sulfonic acids Chemical class 0.000 description 1
125000005537 sulfoxonium group Chemical group 0.000 description 1
150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
GFYHSKONPJXCDE-UHFFFAOYSA-N sym-collidine Natural products CC1=CN=C(C)C(C)=C1 GFYHSKONPJXCDE-UHFFFAOYSA-N 0.000 description 1
239000002641 tar oil Substances 0.000 description 1
125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 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
DZLFLBLQUQXARW-UHFFFAOYSA-N tetrabutylammonium Chemical compound CCCC[N+](CCCC)(CCCC)CCCC DZLFLBLQUQXARW-UHFFFAOYSA-N 0.000 description 1
PCZOZSATUTWXIC-UHFFFAOYSA-N tetraethylazanium;cyanide Chemical compound N#[C-].CC[N+](CC)(CC)CC PCZOZSATUTWXIC-UHFFFAOYSA-N 0.000 description 1
CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 1
QEMXHQIAXOOASZ-UHFFFAOYSA-N tetramethylammonium Chemical compound C[N+](C)(C)C QEMXHQIAXOOASZ-UHFFFAOYSA-N 0.000 description 1
150000003568 thioethers Chemical class 0.000 description 1
YFNCATAIYKQPOO-UHFFFAOYSA-N thiophanate Chemical compound CCOC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OCC YFNCATAIYKQPOO-UHFFFAOYSA-N 0.000 description 1
QGHREAKMXXNCOA-UHFFFAOYSA-N thiophanate-methyl Chemical compound COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC QGHREAKMXXNCOA-UHFFFAOYSA-N 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
YWBFPKPWMSWWEA-UHFFFAOYSA-O triazolopyrimidine Chemical group BrC1=CC=CC(C=2N=C3N=CN[N+]3=C(NCC=3C=CN=CC=3)C=2)=C1 YWBFPKPWMSWWEA-UHFFFAOYSA-O 0.000 description 1
125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 description 1
238000009827 uniform distribution Methods 0.000 description 1
150000003672 ureas Chemical class 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
238000005406 washing Methods 0.000 description 1
239000002023 wood Substances 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
AMHNZOICSMBGDH-UHFFFAOYSA-L zineb Chemical compound [Zn+2].[S-]C(=S)NCCNC([S-])=S AMHNZOICSMBGDH-UHFFFAOYSA-L 0.000 description 1
DUBNHZYBDBBJHD-UHFFFAOYSA-L ziram Chemical compound [Zn+2].CN(C)C([S-])=S.CN(C)C([S-])=S DUBNHZYBDBBJHD-UHFFFAOYSA-L 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

Organic Chemistry (AREA)
Chemical & Material Sciences (AREA)
Life Sciences & Earth Sciences (AREA)
Health & Medical Sciences (AREA)
Plant Pathology (AREA)
Engineering & Computer Science (AREA)
Dentistry (AREA)
General Health & Medical Sciences (AREA)
Wood Science & Technology (AREA)
Zoology (AREA)
Environmental Sciences (AREA)
Pest Control & Pesticides (AREA)
Agronomy & Crop Science (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Agricultural Chemicals And Associated Chemicals (AREA)
Plural Heterocyclic Compounds (AREA)

UA2004021341A 2001-07-26 2002-07-16 7-amino triazolopyrimidines, a process of praparation, a fungicidal preparations based thereon and a method to control phytopathogenic fungi UA76486C2 (en)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
DE10136118		2001-07-26
PCT/EP2002/007893 WO2003009687A1 (de)	2001-07-26	2002-07-16	7-aminotriazolopyrimidine zur bekämpfung von schadpilzen

Publications (1)

Publication Number	Publication Date
UA76486C2 true UA76486C2 (en)	2006-08-15

Family

ID=7692972

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
UA2004021341A UA76486C2 (en)	2001-07-26	2002-07-16	7-amino triazolopyrimidines, a process of praparation, a fungicidal preparations based thereon and a method to control phytopathogenic fungi

Country Status (24)

Country	Link
US (1)	US7307172B2 (pl)
EP (1)	EP1414302B1 (pl)
JP (1)	JP4421893B2 (pl)
KR (1)	KR20040017347A (pl)
CN (1)	CN1318423C (pl)
AT (1)	ATE357142T1 (pl)
AU (1)	AU2002355178B2 (pl)
BR (1)	BR0211427A (pl)
CA (1)	CA2454542A1 (pl)
CO (1)	CO5550398A2 (pl)
DE (1)	DE50209786D1 (pl)
DK (1)	DK1414302T3 (pl)
EA (1)	EA006133B1 (pl)
ES (1)	ES2283626T3 (pl)
HU (1)	HUP0401488A2 (pl)
IL (1)	IL159607A0 (pl)
MX (1)	MXPA04000403A (pl)
NZ (1)	NZ531169A (pl)
PL (1)	PL368677A1 (pl)
PT (1)	PT1414302E (pl)
SI (1)	SI1414302T1 (pl)
UA (1)	UA76486C2 (pl)
WO (1)	WO2003009687A1 (pl)
ZA (1)	ZA200401516B (pl)

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EP1720879A2 (de) *	2004-02-25	2006-11-15	Basf Aktiengesellschaft	Azolopyrimidin-verbindungen und ihre verwendung zur bekämpfung von schadpilzen
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KR20060130719A (ko) *	2004-03-10	2006-12-19	바스프 악티엔게젤샤프트	5,6-디히드로카르빌-7-아미노-트리아졸로피리미딘, 그의제조 방법, 그의 병원성 진균류 방제를 위한 용도 및 상기화합물을 포함하는 제제
DE502005009862D1 (de) *	2004-03-10	2010-08-19	Basf Se	5,6-dialkyl-7-aminotriazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel
DE102005007534A1 (de)	2005-02-17	2006-08-31	Bayer Cropscience Ag	Pyrazolopyrimidine
US20080139581A1 (en) *	2005-03-02	2008-06-12	Basf Aktiengesellschaft	2-Substituted 7-Aminoazolopyrimidines, Processes For Their Preparation And Their Use For Controlling Harmful Fungi, And Compositions Comprising These Compounds
US20080146839A1 (en) *	2005-03-18	2008-06-19	Basf Aktiengesellschaft	Method for Producing 5-Halo-2,4,6-Trifluoroisophthalic Acid
WO2007006724A1 (de) *	2005-07-13	2007-01-18	Basf Aktiengesellschaft	5-alkyl-7-amino-6-heteroaryl-1 , 2 , 4-triazolo (1 , 5-a) pyrimidin-vξrbindungen und ihre? verwendung zur bekämpfung von schadpilzen
AU2006274070C1 (en) *	2005-07-27	2012-03-29	Basf Se	Fungicidal mixtures based on azolopyrimidinylamines
WO2007113136A1 (de) *	2006-03-30	2007-10-11	Basf Aktiengesellschaft	Verwendung von substituierten riazolopyrimidinen zur bekämpfung von phyto pathogenen schadpilzen
WO2007116011A2 (de) *	2006-04-10	2007-10-18	Basf Se	Substituierte triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel
US20080027079A1 (en) *	2006-06-22	2008-01-31	Board Of Regents, University Of Texas System	Dihydroorotate dehydrogenase inhibitors with selective anti-malarial activity
WO2008034787A2 (en)	2006-09-18	2008-03-27	Basf Se	Pesticidal mixtures comprising an anthranilamide insecticide and a fungicide
US8791046B2 (en)	2006-11-10	2014-07-29	Basf Se	Crystalline modification of fipronil
JP5931322B2 (ja)	2006-11-10	2016-06-08	ビーエーエスエフソシエタス・ヨーロピアＢａｓｆＳｅ	フィプロニルの結晶変態
UA110598C2 (uk)	2006-11-10	2016-01-25	Басф Се	Спосіб одержання кристалічної модифікації фіпронілу
BRPI0718717A2 (pt)	2006-11-10	2013-11-26	Basf Se	Modificação cristalina ii de fipronil, fipronil sólido, processo para preparar a modificação cristalina ii, mistura pesticida ou parasiticida sinergística, composição pesticida ou parasiticida, uso da modificação cristalina ii, ou do fipronil sólido, ou da mistura, ou da composição, métodos para controlar pragas, para proteger uma planta da infestação e ataque por pragas, para proteger semente, e para tratar, controlar, prevenir ou proteger animais contra infestação ou infecção por parasitas, semente, uso da modificação cristalina ii, ou do fipronil sólido, ou da mistura, ou da composição, e, processo para a preparação de uma composição para trtar, controlar, prevenir ou proteger animais contra infestação ou infecção por parasitas
WO2008084082A1 (de) *	2007-01-11	2008-07-17	Basf Se	Verfahren zur herstellung arylsubstituierter anellierter pyrimidine
AU2008206921B2 (en)	2007-01-19	2012-11-01	Basf Se	Fungicidal mixtures of 1-methylpyrazole-4-ylcarboxylic acid anilides and azolopyrimidinylamines
EP2131658A2 (en) *	2007-01-30	2009-12-16	Basf Se	Method for improving plant health
JP5351047B2 (ja) *	2007-01-30	2013-11-27	ビーエーエスエフソシエタス・ヨーロピア	アゾロピリミジニルアミン誘導体及び殺虫剤を主成分とする殺虫性混合物
EP2679094A1 (en)	2007-02-06	2014-01-01	Basf Se	Pesticidal mixtures
NZ600929A (en)	2007-09-20	2014-02-28	Basf Se	Combinations comprising a fungicidal strain and an active compound
CA2772147C (en)	2009-09-16	2018-02-27	Basf Se	Method for reducing nitrous oxide emission from soils
US20130023412A1 (en)	2010-03-26	2013-01-24	Basf Se	Fungicidal Mixtures Based on Azolopyrimidinylamines
WO2011131602A2 (en)	2010-04-20	2011-10-27	Basf Se	Fungicidal mixtures based on azolopyrimmidinylamines
WO2011138345A2 (en)	2010-05-06	2011-11-10	Basf Se	Fungicidal mixtures based on gallic acid esters
AU2011347752A1 (en)	2010-12-20	2013-07-11	Basf Se	Pesticidal active mixtures comprising pyrazole compounds
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2002
- 2002-07-16 HU HU0401488A patent/HUP0401488A2/hu unknown
- 2002-07-16 UA UA2004021341A patent/UA76486C2/uk unknown
- 2002-07-16 EP EP02790165A patent/EP1414302B1/de not_active Expired - Lifetime
- 2002-07-16 SI SI200230527T patent/SI1414302T1/sl unknown
- 2002-07-16 NZ NZ531169A patent/NZ531169A/en unknown
- 2002-07-16 PT PT02790165T patent/PT1414302E/pt unknown
- 2002-07-16 DE DE50209786T patent/DE50209786D1/de not_active Expired - Lifetime
- 2002-07-16 PL PL02368677A patent/PL368677A1/pl not_active Application Discontinuation
- 2002-07-16 DK DK02790165T patent/DK1414302T3/da active
- 2002-07-16 WO PCT/EP2002/007893 patent/WO2003009687A1/de not_active Ceased
- 2002-07-16 EA EA200400111A patent/EA006133B1/ru not_active IP Right Cessation
- 2002-07-16 KR KR10-2004-7001010A patent/KR20040017347A/ko not_active Abandoned
- 2002-07-16 BR BR0211427-5A patent/BR0211427A/pt not_active Application Discontinuation
- 2002-07-16 AT AT02790165T patent/ATE357142T1/de not_active IP Right Cessation
- 2002-07-16 MX MXPA04000403A patent/MXPA04000403A/es active IP Right Grant
- 2002-07-16 IL IL15960702A patent/IL159607A0/xx unknown
- 2002-07-16 CA CA002454542A patent/CA2454542A1/en not_active Abandoned
- 2002-07-16 CN CNB028147219A patent/CN1318423C/zh not_active Expired - Fee Related
- 2002-07-16 US US10/484,250 patent/US7307172B2/en not_active Expired - Fee Related
- 2002-07-16 JP JP2003515089A patent/JP4421893B2/ja not_active Expired - Fee Related
- 2002-07-16 AU AU2002355178A patent/AU2002355178B2/en not_active Expired - Fee Related
- 2002-07-16 ES ES02790165T patent/ES2283626T3/es not_active Expired - Lifetime
2004
- 2004-01-23 CO CO04005117A patent/CO5550398A2/es not_active Application Discontinuation
- 2004-02-25 ZA ZA200401516A patent/ZA200401516B/en unknown

Also Published As

Publication number	Publication date
JP2004535472A (ja)	2004-11-25
CN1318423C (zh)	2007-05-30
JP4421893B2 (ja)	2010-02-24
SI1414302T1 (sl)	2007-08-31
CO5550398A2 (es)	2005-08-31
DE50209786D1 (de)	2007-05-03
PL368677A1 (pl)	2005-04-04
EA200400111A1 (ru)	2004-06-24
IL159607A0 (en)	2004-06-01
DK1414302T3 (da)	2007-06-18
BR0211427A (pt)	2004-07-13
US20050261314A1 (en)	2005-11-24
KR20040017347A (ko)	2004-02-26
ES2283626T3 (es)	2007-11-01
WO2003009687A1 (de)	2003-02-06
ATE357142T1 (de)	2007-04-15
PT1414302E (pt)	2007-05-31
NZ531169A (en)	2005-09-30
US7307172B2 (en)	2007-12-11
MXPA04000403A (es)	2004-03-18
EP1414302B1 (de)	2007-03-21
ZA200401516B (en)	2005-03-10
CN1535113A (zh)	2004-10-06
EP1414302A1 (de)	2004-05-06
EA006133B1 (ru)	2005-10-27
CA2454542A1 (en)	2003-02-06
HUP0401488A2 (hu)	2004-12-28
AU2002355178B2 (en)	2007-08-02

Publication	Publication Date	Title
UA76486C2 (en)	2006-08-15	7-amino triazolopyrimidines, a process of praparation, a fungicidal preparations based thereon and a method to control phytopathogenic fungi
JP4361736B2 (ja)	2009-11-11	５−フェニルピリミジン、その製造方法、製造のための中間体および有害な菌類を防除するための使用
KR100619216B1 (ko)	2006-09-08	살진균성 트리아졸로피리미딘, 이의 제조방법 및 유해진균 방제를 위한 이의 용도 및 상기 화합물을 포함하는조성물
JP2013507334A (ja)	2013-03-04	フェニルピリ（ミ）ジニラゾール類
UA78255C2 (en)	2007-03-15	5-phenylpyrimidines, method of production thereof (variants), fungicidal agent containing thereof
JP2006528603A (ja)	2006-12-21	２−置換ピリミジン
EP1490372B1 (de)	2008-01-16	Fungizide triazolopyrimidine, verfahren zu ihrer herstellung und ihre verwendung zur bekämpfung von schadpilzen sowie sie enthaltende mittel
CN100453535C (zh)	2009-01-21	2-取代嘧啶
CN100425595C (zh)	2008-10-15	2-取代的嘧啶
EP1620436A1 (de)	2006-02-01	Heterobicyclische verbindungen als fungizide
JP2002526536A (ja)	2002-08-20	置換５−ヒドロキシピラゾールの使用、新規５−ヒドロキシピラゾール、それらの製造法、およびそれらを含有する組成物
KR20070024646A (ko)	2007-03-02	트리아졸로피리미딘 화합물 및 그의 병원성 진균류 방제를위한 용도
JP2006515845A (ja)	2006-06-08	殺真菌性トリアゾロピリミジン、それらの製造方法及び有害真菌を抑制するためのそれらの使用、並びにそれらを含む組成物
EP1758906A2 (de)	2007-03-07	1, 2, 4-triazolo[1,5a]pyrimidine und deren verwendung zur bekämpfung von pflanzen-pathogenen pilzen
WO2006034848A1 (de)	2006-04-06	7-AMINOMETHYL-1,2,4-TRIAZOLO[1,5-a]PYRIMIDIN-VERBINDUNGEN UND IHRE VERWENDUNG ZUR BEKÄMPFUNG VON SCHADPILZEN
UA76453C2 (en)	2006-08-15	5-phenylpyrimidines, methods for producing thereof, intermediary compounds, agent and a method for controlling phyto pathogenic fungi