KR920007987A - 니트로구아니딘 유도체의 제조 방법 - Google Patents
니트로구아니딘 유도체의 제조 방법 Download PDFInfo
- Publication number
- KR920007987A KR920007987A KR1019910018678A KR910018678A KR920007987A KR 920007987 A KR920007987 A KR 920007987A KR 1019910018678 A KR1019910018678 A KR 1019910018678A KR 910018678 A KR910018678 A KR 910018678A KR 920007987 A KR920007987 A KR 920007987A
- Authority
- KR
- South Korea
- Prior art keywords
- alkyl
- halogen atoms
- halogen
- group
- compound
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/30—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to nitro or nitroso groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/24—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D213/36—Radicals substituted by singly-bound nitrogen atoms
- C07D213/40—Acylated substituent nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C279/00—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups
- C07C279/30—Derivatives of guanidine, i.e. compounds containing the group, the singly-bound nitrogen atoms not being part of nitro or nitroso groups having nitrogen atoms of guanidine groups bound to nitro or nitroso groups
- C07C279/32—N-nitroguanidines
- C07C279/36—Substituted N-nitroguanidines
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom 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
- C07D213/61—Halogen atoms or nitro radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/89—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members with hetero atoms directly attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D251/00—Heterocyclic compounds containing 1,3,5-triazine rings
- C07D251/02—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings
- C07D251/08—Heterocyclic compounds containing 1,3,5-triazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/06—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Plural Heterocyclic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pyridine Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Heterocyclic Compounds Containing Sulfur Atoms (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Furan Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Heat Sensitive Colour Forming Recording (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (15)
- 하기 일반식(Ⅱ)의 화합물을 가수분해시켜 하기 일반식(Ⅰ)의 니트로구아니딘 유도체를 제조하는 방법 :상기식에서, R1은 수소 또는 C1-C4알킬이고, R2는 수소, C1-C6알킬, C3-C6시클로알킬 또는 -CH2B의 라디칼이며, R3는 비치환되거나 또는 치환된 C1-C10알킬, C3-C6시클로알킬, 페닐 또는 벤질이고, A는 1내지 7개 할로겐 원자를 갖는 C1-C3할로알킬, 시클로프로필, 1내지 3개의 할로겐 원자를 갖는 할로시클로프로필, C2-C2알켄일, C2-C3알킨일, 1내지 4개의 할로겐 원자를 갖는 C2-C3할로알켄일 및 C2-C3할로알킨일, 1내지 7개 할로겐 원자를 갖는 C1-C3할로알콕시, C1-C3알킬티오, 1내지 7개를 할로겐 원자를 갖는 C1-C3할로알킬티오, 알릴옥시, 프로파르길옥시, 알릴티오, 프로파르길티오, 할로알릴옥시, 할로알릴티오, 시아노 및 니트로로 구성된 군으로 부터 선정된 1또는 2개의 치환기 및 C1-C3알킬, C1-C3알콕시 및 할로겐으로 구성된 군으로 부터 선정된 1내지 4개의 치환기를 함유할 수 있는 일-내지 사치환되거나 또는 비치환된 방향족 또는 비-방향족, 일환식 또는 이환식 헤테로고리형 라디칼이고, 또 B는 페닐, 시아노페닐, 니트로페닐, 1내지 3개의 할로겐 원자를 갖는 할로페닐, C1-C3알킬, 1내지 7개의 할로겐 원자를 갖는 C1-C3할로알킬, C1-C3알콕시 또는 1내지 7개의 할로겐 원자를 갖는 C1-C3-할로알킬, 시클로프로필, 할로시클로플고필, C2-C3알켄일, C2-C3알킨일, C1-C3알콕시, 1내지 4개의 할로겐 원자를 갖는 C2-C3할로알켄일 및 C2-C3할로알킨일, 1내지 7개의 할로겐 원자를 갖는 C1-C3할로알콕시, C1-C3알킬티오, 1내지 7개의 할로겐 원자를 갖는 C1-C3할로알킬티오, 알릴옥시, 프로파르길옥시, 알릴티오, 프로파르길티오, 할로알릴옥시, 할로알릴티오, 할로겐, 시아노 및 니트로로 구성된 군으로부터 선정된 1 또는 2개의 치환기에 의해 치환된 5-티아졸릴, 또는 1내지 7개의 할로겐 원자를 갖는 C1-C3할로알킬, 시클로프로필, 할로시클로프로필, C2-C3알켄일, C2-C3알킨일, 1내지 4개의 할로겐 원자를 갖는 C2-C3할로알켄일 및 C2-C3할로알킨일, 1내지 7개의 할로겐 원자를 갖는 C1-C3할로알콕시, C1-C3알킬티오, 1내지 7개의 할로겐 원자를 갖는 C1-C3할로알킬티오, 알릴옥시, 프로파르길옥시, 아릴티오, 프로파르길티오, 할로알릴옥시, 할로알릴티오, 시아노 및 니트로로 구성된 군으로 부터 선정된 1 또는 2개의 라디칼에 의해 또는 C1-C3알킬, C1-C3알콕시 및 할로겐으로 구성된 군으로 부터 선정된 1내지 4개의 라디칼에 의해 치환된 3-피리딜임.
- 제1항에 있어서, 일반식(Ⅱ)의 화합물이 산에 의해 가수분해되는 방법.
- 제1항에 있어서, R3이 C1-C10알킬, C3-C6시클로알킬, 할로겐, 히드록시, C1-C4알콕시, 1내지 9개 할로겐 원자를 갖는 C1-C4할로알콕시, 디-(C1-C4알킬)아미노 및 C1-C5알콕시카르보닐로 구성된 군으로 부터 선정된 1내지 12개의 라디칼에 의해 치환된 C1-C10알킬, 1내지 4개의 C1-C4알킬 라디칼 또는 할로겐에 의해 치환된 C3-C6시클로알킬, 페닐, 벤질, 또는 할로겐, C1-C4알킬, 1내지 9개의 할로겐 원자를 갖는 C1-C4할로알킬, C1-C4알콕시, 1내지 9개의 할로겐 원자를 갖는 C1-C4할로알콕시, C1-C4알킬티오, 니트로 및 시아노로 구성된 군으로부터 선정된 1내지 3개의 고리 치환기에 의해 치환된 페닐 또는 벤질인 일반식(Ⅱ)의 화합물이 사용되는 방법.
- 제1항 내지 제3항중 어느하나에 있어서, 헤테로고리형 라디칼 A가 탄소원자를 통하여 일반식(Ⅰ)의 화합물의 분자 나머지에 결합되고 또 불포화되거나 또는 고리 계의 치환 가능성에 따라서 제1항에 정의된 치환기를 4개까지 함유하는 하기의 군으로 부터 선정된 헤테로고리형 어미 구조인 일반식(Ⅰ)의 화합물을 제조하는 방법 ;상기식에서, E는 C1-C3알킬이고 또 Y는 수소, C1-C3알킬 또는 시클로프로필임.
- 제4항에 있어서, 헤테로고리형 라디칼A가 불포화되거나 또는 할로겐 C1-C3알킬, 1내지 7개 할로겐 원자를 갖는 C1-C3할로알킬 및 C1-C3할로알콕시, 및 C1-C3알콕시로 구성된 군으로 부터 선정된 1내지 3개의 치환기를 갖는 방법.
- 제5항에 있어서, A가 피리딜 또는 티아졸릴인 방법.
- 제1항에 있어서, 라디칼 B가 불포화되거나 또는 할로겐, C1-C3알킬, 1내지 7개 할로겐 원자를 갖는 C1-C7할로알킬 및 C1-C3할로알콕시 및 C1-C3알콕시로 구성된 군으로 부터 선정된 1 또는 2개의 라디칼로 치환된 페닐, 3-피리딜 또는 5-티아졸릴 라디칼인 방법.
- 제6항에 있어서, 라디칼 A가 3-피리딜, 2-할로피리드-5-일, 2,3-디할로피리드-5-일 또는 2-할로티아졸-4-일, 1-옥소피리드-3-일, 1-옥소-2-할로피리드-5-일 또는 1-옥소-2,3-디할로피리드-5-일인 방법.
- 제1항에 있어서, R1이 수소이고, R2가 수소, 메틸, 에틸 또는 시클로프로필이며, 또 A가 피리딜, 1-옥소피리딜, 티아졸릴이거나 또는 할로겐, C1-C3알킬, 1내지 7개 할로겐 원자를 갖는 C1-C3할로알킬 및 C1-C3할로알콕시, 및 C1-C3알콕시로 구성된 군으로부터 선정된 1내지 3개의 치환기에 의해 치환된 피리딜, 1-옥소피리딜 또는 티아졸릴인 방법.
- 제1항에 있어서, R1이 수소인 방법.
- 제1항 내지 제10항중 어느 하나에 있어서, R2가 수소, C1-C3알킬 또는 시클로프로필인 방법.
- 제1항 또는 제9항 내지 제11항중 어느 하나에 있어서, A가 2-클로로피리드-5-일 또는 클로로트리아졸-5-일인 방법.
- 제1항 또는 제12항에 있어서, R2가 메틸인 방법.
- 제3항에 있어서, R3이 C1-C3알킬, 시클로프로필, 시클로헥실, 페닐 또는 벤질인 방법.
- a)하기 일반식(Ⅲ)의 화합물을 포름알데히드 또는 파라포름알데히드 및 하기 일반식(Ⅳ)의 화합물과 반응시키고 또 b)생성한 하기 일반식(Ⅴ)의 화합물을 하기 일반식(Ⅵ)의 화합물과 반응시키는 것을 포함하는 제1항에 따른 하기 일반식(Ⅱ)의 화합물을 제조하는 방법 :상기식에서, 라디칼 R1, R2, R3및 A는 제1항에서 주어진 의미를 가지며 또 X는 이탈기임.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
CH3395/90-5 | 1990-10-24 | ||
CH339590 | 1990-10-24 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR920007987A true KR920007987A (ko) | 1992-05-27 |
KR100210257B1 KR100210257B1 (ko) | 1999-07-15 |
Family
ID=4255053
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019910018678A KR100210257B1 (ko) | 1990-10-24 | 1991-10-23 | 니트로구아니딘 유도체의 제조 방법 |
Country Status (11)
Country | Link |
---|---|
US (1) | US5245040A (ko) |
EP (1) | EP0483062B1 (ko) |
JP (1) | JP3268461B2 (ko) |
KR (1) | KR100210257B1 (ko) |
CA (1) | CA2053954C (ko) |
DE (1) | DE59108200D1 (ko) |
ES (1) | ES2091899T3 (ko) |
GR (1) | GR3021081T3 (ko) |
IE (1) | IE74712B1 (ko) |
IL (1) | IL99801A (ko) |
TW (1) | TW198724B (ko) |
Families Citing this family (17)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DK0946531T3 (da) * | 1996-12-19 | 2006-02-13 | Syngenta Participations Ag | Fremgangsmåde til fremstilling af thiazol-derivater |
DE19712411A1 (de) | 1997-03-25 | 1998-10-01 | Bayer Ag | Verfahren zur Herstellung von 1,3-disubstituierten 2-Nitroguanidinen |
US6118007A (en) * | 1997-03-31 | 2000-09-12 | Mitsui Chemicals, Inc. | Preparation process of nitroguanidine derivatives |
US6252072B1 (en) * | 1997-06-09 | 2001-06-26 | Syngenta Crop Protection, Inc. | Method for producing nitroguanidine derivatives |
HUP0003497A3 (en) * | 1997-08-18 | 2002-11-28 | Syngenta Participations Ag | Method for producing substituted-2-nitroguanidine derivatives and their intermediates |
ID24319A (id) * | 1997-08-20 | 2000-07-13 | Novartis Ag | Metode pembuatan turunan2-nitroguanidin tersubstitusi |
DE19806469A1 (de) * | 1998-02-17 | 1999-08-19 | Bayer Ag | Verfahren zur Herstellung von 1,3-disubstituierten 2-Nitroguanidinen |
US6518433B1 (en) * | 1998-03-19 | 2003-02-11 | Syngenta Crop Protection, Inc. | Process for the preparation of nitroguanidine derivatives |
DE19961604A1 (de) * | 1999-12-21 | 2001-07-05 | Bayer Ag | Verfahren zur Herstellung von 1,3-disubstituierten 2-Nitroguanidinen |
DE10003834A1 (de) * | 2000-01-28 | 2001-08-02 | Nigu Chemie Gmbh | Verfahren zur Herstellung von 1-Methyl-3-nitroguanidin |
JP2001328983A (ja) * | 2000-05-19 | 2001-11-27 | Mitsui Chemicals Inc | 二置換ニトログアニジンの製造方法 |
DE10121652A1 (de) * | 2001-05-03 | 2002-11-07 | Bayer Ag | Verfahren zur Herstellung von 1,3-disubstituierten 2-Nitroguanidinen |
DE102004056626A1 (de) | 2004-11-24 | 2006-06-01 | Bayer Cropscience Ag | Substituierte Oxyguanidine |
CA2751724A1 (en) | 2009-02-19 | 2010-08-26 | Pioneer Hi-Bred International, Inc. | Blended refuge deployment via manipulation during hybrid seed production |
MX336396B (es) | 2009-05-03 | 2016-01-15 | Monsanto Technology Llc | Sistemas y procesos para combinar diferentes tipos de semillas. |
EP2422619A1 (en) | 2010-08-31 | 2012-02-29 | Cheminova A/S | Neonicotinyl formulations |
EP3495379A1 (en) | 2012-04-06 | 2019-06-12 | Monsanto Technology LLC | Proteins toxic to hemipteran insect species |
Family Cites Families (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2779403B2 (ja) * | 1988-11-29 | 1998-07-23 | 日本バイエルアグロケム株式会社 | 殺虫性ニトロ化合物 |
IE71183B1 (en) * | 1988-12-27 | 1997-01-29 | Takeda Chemical Industries Ltd | Guanidine derivatives their production and insecticides |
DK0383091T3 (da) * | 1989-02-13 | 1994-02-07 | Bayer Agrochem Kk | Insecticidt virksomme nitroforbindelser |
US4937340A (en) * | 1989-03-07 | 1990-06-26 | Aerojet-General Corporation | High energy insensitive cyclic nitramines |
JP2610988B2 (ja) * | 1989-03-09 | 1997-05-14 | 日本バイエルアグロケム 株式会社 | 新規ヘテロ環式化合物及び殺虫剤 |
WO1991001978A1 (en) * | 1989-07-28 | 1991-02-21 | Nippon Soda Co., Ltd. | Triazine derivatives |
US6187773B1 (en) * | 1989-11-10 | 2001-02-13 | Agro-Kanesho Co., Ltd. | Hexahydrotriazine compounds and insecticides |
JPH0674249B2 (ja) * | 1990-04-05 | 1994-09-21 | アグロカネショウ株式会社 | 置換ニトログアニジン類の製造法 |
IL99576A0 (en) * | 1990-10-05 | 1992-08-18 | Ciba Geigy Ag | Triazacyclohexane derivatives |
JPH09101978A (ja) * | 1995-10-06 | 1997-04-15 | Matsushita Electric Ind Co Ltd | レイアウト検証方法 |
-
1991
- 1991-10-11 TW TW080108018A patent/TW198724B/zh active
- 1991-10-15 DE DE59108200T patent/DE59108200D1/de not_active Expired - Lifetime
- 1991-10-15 ES ES91810795T patent/ES2091899T3/es not_active Expired - Lifetime
- 1991-10-15 EP EP91810795A patent/EP0483062B1/de not_active Expired - Lifetime
- 1991-10-16 US US07/777,856 patent/US5245040A/en not_active Expired - Lifetime
- 1991-10-18 IL IL9980191A patent/IL99801A/en not_active IP Right Cessation
- 1991-10-22 CA CA002053954A patent/CA2053954C/en not_active Expired - Lifetime
- 1991-10-23 KR KR1019910018678A patent/KR100210257B1/ko not_active IP Right Cessation
- 1991-10-23 JP JP30396091A patent/JP3268461B2/ja not_active Expired - Lifetime
- 1991-10-23 IE IE371891A patent/IE74712B1/en not_active IP Right Cessation
-
1996
- 1996-09-19 GR GR960402341T patent/GR3021081T3/el unknown
Also Published As
Publication number | Publication date |
---|---|
IL99801A (en) | 1996-07-23 |
EP0483062A2 (de) | 1992-04-29 |
ES2091899T3 (es) | 1996-11-16 |
EP0483062A3 (en) | 1992-10-28 |
US5245040A (en) | 1993-09-14 |
KR100210257B1 (ko) | 1999-07-15 |
JP3268461B2 (ja) | 2002-03-25 |
CA2053954A1 (en) | 1992-04-25 |
GR3021081T3 (en) | 1996-12-31 |
IE913718A1 (en) | 1992-05-22 |
CA2053954C (en) | 2003-06-03 |
IE74712B1 (en) | 1997-07-30 |
TW198724B (ko) | 1993-01-21 |
EP0483062B1 (de) | 1996-09-18 |
JPH04330049A (ja) | 1992-11-18 |
DE59108200D1 (de) | 1996-10-24 |
IL99801A0 (en) | 1992-08-18 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
KR920007987A (ko) | 니트로구아니딘 유도체의 제조 방법 | |
TW385309B (en) | Novel thiazolidinedione antidiabetic agents | |
LU90711I2 (fr) | 5-(4-/2-(N-m-thyl-n-(2-pyridyl)amino)-thoxy/benzyl)-2,4-thiazolidinedione ou ses sels et d-riv-s pharmaceutiquement acceptables en particulier son sel mal-ate ou ses solvates pharmaceutiquement acceptables | |
DE3881246D1 (de) | Durch benzhydryl n-substituierte heterocyclische derivate, ihre herstellung und ihre verwendung. | |
KR840008016A (ko) | 융합 이미다졸 화합물의 제조방법 | |
EP0356214A3 (en) | Thiazolidine dione derivatives | |
HUT53099A (en) | Process for producing new tetrahydrobenzimidazole derivatives and pharmaceutical compositions comprising such compounds | |
KR920008025A (ko) | 트리아자시클로헥산 유도체 및 그의 제조방법 | |
AR045791A1 (es) | Derivados de triazol sustituidos como antagonistas de oxitocina | |
ES2122991T3 (es) | Derivado de tiazolidina-2,4, sal de dicho derivado y su produccion. | |
KR910006256A (ko) | 신규의 티아졸 유도체와 그것의 제조방법 및 그것을 함유한 약제 조성물 | |
KR880006231A (ko) | 이미다졸리디논 화합물 및 그의 제조 방법 | |
GB1291675A (en) | 0-(1,3,4-thiadiazol-2-yl)-imidazolidinone(2) derivatives, process for their production and their use as herbicidal agents | |
DE3882277D1 (de) | Flavon-3-carbonsaeure-verbindungen sowie verfahren, zwischenprodukte zu ihrer herstellung und diese verbindungen enthaltende arzneimittel. | |
KR890002108A (ko) | 피페리디닐벤즈 아미드 유도체 | |
KR910006230A (ko) | 니트로구아디딘 유도체와 그의 제법, 조성물 및 용도 | |
EP0242070A3 (en) | Phenyl-acrylic acid ester derivatives, process for their preparation and their use as fungicides | |
ES359868A1 (es) | Un procedimiento para la preparacion de pirazinoilguanidi- nas. | |
DE3164667D1 (en) | Amino-alcoxy pyrazoles, process for their preparation and medicaments containing them | |
US3203954A (en) | Novel 3, 5-disubstituted-1, 2, 6-(2h)-thiadiazine-1, 1-dioxides | |
US3234219A (en) | 5-nitro-furyl-(2)-methylidene hydrazides | |
KR880001580A (ko) | N-(2-시아노-2-옥스이미노아세틸)-아미노니트릴 | |
KR930021619A (ko) | 복소환 형성 방법 | |
BR9809768A (pt) | Aplicação de sulfoniloxadiazolonas como microbicidas | |
KR910011839A (ko) | 이미다졸리딘 유도체, 그의 제조 방법 및 이를 함유하는 살충제 |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
A201 | Request for examination | ||
N231 | Notification of change of applicant | ||
E902 | Notification of reason for refusal | ||
E701 | Decision to grant or registration of patent right | ||
GRNT | Written decision to grant | ||
FPAY | Annual fee payment |
Payment date: 20110317 Year of fee payment: 13 |
|
EXPY | Expiration of term |