KR100591606B1 - 2-[2-(1-클로로사이클로프로필)-3-(2-클로로페닐)-2-하이드록시프로필]-2,4-디하이드로-[1,2,4]-트리아졸-3-티온의(-)-에난티오머 - Google Patents
2-[2-(1-클로로사이클로프로필)-3-(2-클로로페닐)-2-하이드록시프로필]-2,4-디하이드로-[1,2,4]-트리아졸-3-티온의(-)-에난티오머 Download PDFInfo
- Publication number
- KR100591606B1 KR100591606B1 KR1020017012017A KR20017012017A KR100591606B1 KR 100591606 B1 KR100591606 B1 KR 100591606B1 KR 1020017012017 A KR1020017012017 A KR 1020017012017A KR 20017012017 A KR20017012017 A KR 20017012017A KR 100591606 B1 KR100591606 B1 KR 100591606B1
- Authority
- KR
- South Korea
- Prior art keywords
- enantiomer
- active compound
- dihydro
- methyl
- chlorophenyl
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D249/00—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms
- C07D249/02—Heterocyclic compounds containing five-membered rings having three nitrogen atoms as the only ring hetero atoms not condensed with other rings
- C07D249/08—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
- C07D249/10—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles 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
- C07D249/12—Oxygen or sulfur atoms
-
- 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
- A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
- A01N43/647—Triazoles; Hydrogenated triazoles
- A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
Abstract
Description
Claims (6)
- a) 하기 화학식 (Ia)의 2-[2-(1-클로로사이클로프로필)-3-(2-클로로페닐)-2-하이드록시프로필]-2,4-디하이드로-[1,2,4]-트리아졸-3-티온의 라세미체를 20℃ 내지 25℃의 온도에서 이동상으로서 에틸 아세테이트를 사용하여 광학 활성 모노머 N-메타크릴로일-L-류신-3-(2,4-디메틸펜틸)-아미드 기재의 키랄 정지상 실리카 겔 상에서 크로마토그래피하고,b) 수득된 용출액을 감압하에 농축한 다음,c) 수득된 생성물을 톨루엔으로부터 재결정화시킴을 특징으로 하여 제 1 항에 따른 화학식 (I)의 활성 화합물의 (-)-에난티오머를 제조하는 방법:
- 제 1 항에 따른 화학식 (Ⅰ)의 활성 화합물의 (-)-에난티오머를 증량제 및 계면활성제로 구성된 그룹 중에서 선택된 하나 이상의 물질과 함께 함유함을 특징으로 하는 살진균 또는 살균 조성물.
- 삭제
- 제 1 항에 따른 화학식 (Ⅰ)의 활성 화합물의 (-)-에난티오머를 진균, 박테리아 또는 이들의 서식지에 적용시킴을 특징으로 하여 진균 및 박테리아를 구제하는 방법.
- 제 1 항에 따른 화학식 (Ⅰ)의 활성 화합물의 (-)-에난티오머를 증량제 및 계면활성제로 구성된 그룹 중에서 선택된 하나 이상의 물질과 혼합시킴을 특징으로 하여 살진균 또는 살균 조성물을 제조하는 방법.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE19917617A DE19917617A1 (de) | 1999-04-19 | 1999-04-19 | -(-)Enantiomeres des 2-[2-(1-Chlor-cyclopropyl)-3-(2-chlorphenyl) 2-hydroxy-propyl]-2,4-dihydro-[1,2,4]-triazol-3-thions |
DE19917617.5 | 1999-04-19 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR20020002485A KR20020002485A (ko) | 2002-01-09 |
KR100591606B1 true KR100591606B1 (ko) | 2006-06-20 |
Family
ID=7905066
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1020017012017A KR100591606B1 (ko) | 1999-04-19 | 2000-04-06 | 2-[2-(1-클로로사이클로프로필)-3-(2-클로로페닐)-2-하이드록시프로필]-2,4-디하이드로-[1,2,4]-트리아졸-3-티온의(-)-에난티오머 |
Country Status (23)
Country | Link |
---|---|
US (1) | US8188129B2 (ko) |
EP (1) | EP1173425B1 (ko) |
JP (1) | JP4790128B2 (ko) |
KR (1) | KR100591606B1 (ko) |
CN (1) | CN1214015C (ko) |
AR (1) | AR023483A1 (ko) |
AT (1) | ATE299869T1 (ko) |
AU (1) | AU768630B2 (ko) |
BR (1) | BR0009844A (ko) |
CA (1) | CA2367361C (ko) |
DE (2) | DE19917617A1 (ko) |
DK (1) | DK1173425T3 (ko) |
ES (1) | ES2243262T3 (ko) |
HU (1) | HU228755B1 (ko) |
IL (2) | IL145436A0 (ko) |
MX (1) | MXPA01010548A (ko) |
NZ (1) | NZ514859A (ko) |
PL (1) | PL198924B1 (ko) |
PT (1) | PT1173425E (ko) |
RU (1) | RU2238270C2 (ko) |
TW (1) | TWI254709B (ko) |
WO (1) | WO2000063188A1 (ko) |
ZA (1) | ZA200107519B (ko) |
Families Citing this family (7)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE50309843D1 (de) | 2002-03-01 | 2008-06-26 | Basf Se | Fungizide mischungen auf der basis von prothioconazol |
UA78550C2 (en) * | 2002-03-01 | 2007-04-10 | Basf Ag | Fungicidal mixture on the base of prothioconazole, method for controlling phytopathogenic fungi |
CA2778803C (en) | 2002-03-07 | 2014-06-10 | Basf Aktiengesellschaft | Fungicidal mixtures based on triazoles |
AU2003218790B2 (en) * | 2002-03-21 | 2010-03-25 | Basf Se | Fungicidal mixtures |
DE10233171A1 (de) * | 2002-07-22 | 2004-02-12 | Bayer Cropscience Ag | Kristallmodifikation II des 2-[2-(Chlor-cyclopropyl)-3-(2-chlorphenyl)-2-hydroxy-propyl]-2,4dihydro-3H-1,2,4-triazol-3-thions |
DE102005023835A1 (de) * | 2005-05-24 | 2006-12-07 | Bayer Cropscience Ag | Fungizide Wirkstoffkombination |
US9290461B2 (en) * | 2008-06-17 | 2016-03-22 | Adama Makhteshim Ltd | Crystalline modifications of prothioconazole |
Family Cites Families (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4927839A (en) * | 1979-03-07 | 1990-05-22 | Imperial Chemical Industries Plc | Method of preventing fungal attack on wood, hides, leather or paint films using a triazole |
DK0379917T3 (da) | 1989-01-26 | 1995-12-11 | Bayer Ag | Optisk aktive (meth)acrylsyre-drivater, deres fremstilling, deres polymerisation til optisk aktive polymere og disses anvendelse |
US5274167A (en) | 1989-01-26 | 1993-12-28 | Bayer Aktiengesellschaft | Polymeriable optically active (meth) acrylic acid derivatives |
BG94957A (bg) * | 1990-08-10 | 1993-12-24 | Ciba - Geigy Ag | Пиримидинови производни и средство за борба срещу вредители по растенията |
JPH04202190A (ja) * | 1990-11-30 | 1992-07-22 | Kureha Chem Ind Co Ltd | 光学活性トリアゾール誘導体及び殺菌剤 |
FR2706456B1 (fr) * | 1993-06-18 | 1996-06-28 | Rhone Poulenc Agrochimie | Dérivés optiquement actifs de 2-imidazoline-5-ones et 2-imidazoline-5-thiones fongicides. |
JPH07149769A (ja) * | 1993-10-07 | 1995-06-13 | Sankyo Co Ltd | 光学活性な含ケイ素アゾール化合物 |
DE19528046A1 (de) * | 1994-11-21 | 1996-05-23 | Bayer Ag | Triazolyl-Derivate |
DE19535243A1 (de) * | 1995-09-22 | 1997-03-27 | Bayer Ag | Neue Zwischenprodukte für die Synthese von Bisphosphinverbindungen |
DE19546136A1 (de) * | 1995-12-11 | 1997-06-12 | Bayer Ag | Chirale stationäre Phasen für die chromatographische Trennung von optischen Isomeren |
DE19652239A1 (de) * | 1996-12-16 | 1998-06-18 | Bayer Ag | Verwendung von 7-(2-Oxa-5,8-diazabicyclo[4.3.0]non-8-yl)-chinolon- und -naphthyridoncarbonsäure-Derivaten zur Therapie von Helicobacter-pylori-Infektionen und den damit assoziierten gastroduodenalen Erkrankungen |
DE19839688A1 (de) * | 1997-10-08 | 1999-04-15 | Bayer Ag | Verfahren zur Herstellung von Triazolinthion-Derivaten |
DE19744400A1 (de) * | 1997-10-08 | 1999-04-15 | Bayer Ag | Verfahren zur Herstellung von Triazolinthion-Derivaten |
DE19744401A1 (de) * | 1997-10-08 | 1999-04-15 | Bayer Ag | Verfahren zur Herstellung von Triazolinthion-Derivaten |
DE19744706A1 (de) * | 1997-10-10 | 1999-04-15 | Bayer Ag | Verfahren zur Herstellung von Triazolinthion-Derivaten |
-
1999
- 1999-04-19 DE DE19917617A patent/DE19917617A1/de not_active Withdrawn
-
2000
- 2000-04-06 CA CA002367361A patent/CA2367361C/en not_active Expired - Lifetime
- 2000-04-06 AT AT00926822T patent/ATE299869T1/de active
- 2000-04-06 KR KR1020017012017A patent/KR100591606B1/ko active IP Right Grant
- 2000-04-06 AU AU45441/00A patent/AU768630B2/en not_active Expired
- 2000-04-06 NZ NZ514859A patent/NZ514859A/xx not_active IP Right Cessation
- 2000-04-06 EP EP00926822A patent/EP1173425B1/de not_active Expired - Lifetime
- 2000-04-06 HU HU0201665A patent/HU228755B1/hu unknown
- 2000-04-06 RU RU2001131107A patent/RU2238270C2/ru active
- 2000-04-06 ES ES00926822T patent/ES2243262T3/es not_active Expired - Lifetime
- 2000-04-06 JP JP2000612280A patent/JP4790128B2/ja not_active Expired - Lifetime
- 2000-04-06 PT PT00926822T patent/PT1173425E/pt unknown
- 2000-04-06 PL PL351544A patent/PL198924B1/pl unknown
- 2000-04-06 DE DE50010756T patent/DE50010756D1/de not_active Expired - Lifetime
- 2000-04-06 CN CNB00806489XA patent/CN1214015C/zh not_active Expired - Lifetime
- 2000-04-06 WO PCT/EP2000/003066 patent/WO2000063188A1/de active IP Right Grant
- 2000-04-06 BR BR0009844-2A patent/BR0009844A/pt not_active Application Discontinuation
- 2000-04-06 IL IL14543600A patent/IL145436A0/xx active IP Right Grant
- 2000-04-06 DK DK00926822T patent/DK1173425T3/da active
- 2000-04-06 MX MXPA01010548A patent/MXPA01010548A/es active IP Right Grant
- 2000-04-13 AR ARP000101717A patent/AR023483A1/es active IP Right Grant
- 2000-04-18 TW TW089107647A patent/TWI254709B/zh not_active IP Right Cessation
-
2001
- 2001-09-12 ZA ZA200107519A patent/ZA200107519B/xx unknown
- 2001-09-13 IL IL145436A patent/IL145436A/en not_active IP Right Cessation
-
2007
- 2007-10-31 US US11/981,050 patent/US8188129B2/en not_active Expired - Fee Related
Also Published As
Publication number | Publication date |
---|---|
JP2002542236A (ja) | 2002-12-10 |
US8188129B2 (en) | 2012-05-29 |
BR0009844A (pt) | 2002-01-08 |
DE50010756D1 (de) | 2005-08-25 |
US20080113864A1 (en) | 2008-05-15 |
JP4790128B2 (ja) | 2011-10-12 |
CA2367361A1 (en) | 2000-10-26 |
ATE299869T1 (de) | 2005-08-15 |
CA2367361C (en) | 2007-07-31 |
NZ514859A (en) | 2003-01-31 |
HUP0201665A3 (en) | 2005-10-28 |
EP1173425B1 (de) | 2005-07-20 |
AR023483A1 (es) | 2002-09-04 |
PL351544A1 (en) | 2003-05-05 |
CN1347409A (zh) | 2002-05-01 |
HUP0201665A2 (en) | 2002-09-28 |
IL145436A (en) | 2006-08-20 |
KR20020002485A (ko) | 2002-01-09 |
DE19917617A1 (de) | 2000-10-26 |
AU4544100A (en) | 2000-11-02 |
IL145436A0 (en) | 2002-06-30 |
AU768630B2 (en) | 2003-12-18 |
RU2238270C2 (ru) | 2004-10-20 |
WO2000063188A1 (de) | 2000-10-26 |
PT1173425E (pt) | 2005-10-31 |
TWI254709B (en) | 2006-05-11 |
EP1173425A1 (de) | 2002-01-23 |
PL198924B1 (pl) | 2008-07-31 |
DK1173425T3 (da) | 2005-11-14 |
ZA200107519B (en) | 2002-11-27 |
CN1214015C (zh) | 2005-08-10 |
ES2243262T3 (es) | 2005-12-01 |
MXPA01010548A (es) | 2002-06-04 |
HU228755B1 (en) | 2013-05-28 |
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