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KR870004978A - 항균 활성을 제공하는 아조릴 유도체 - Google Patents

항균 활성을 제공하는 아조릴 유도체 Download PDF

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KR870004978A
KR870004978A KR1019860007829A KR860007829A KR870004978A KR 870004978 A KR870004978 A KR 870004978A KR 1019860007829 A KR1019860007829 A KR 1019860007829A KR 860007829 A KR860007829 A KR 860007829A KR 870004978 A KR870004978 A KR 870004978A
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콜레 로버토
카마찌 지오바니
고쪼 프란코
라티 기우세피나
미레나 뤼지
가라바글리아 칼로
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루이지 꼬띠
몬테디손 에스. 페. 아.
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D407/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00
    • C07D407/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings
    • C07D407/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having oxygen atoms as the only ring hetero atoms, not provided for by group C07D405/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D231/00—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings
    • C07D231/02—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings
    • C07D231/10—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D231/12—Heterocyclic compounds containing 1,2-diazole or hydrogenated 1,2-diazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon 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
    • A01N43/48—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with two nitrogen atoms as the only ring hetero atoms
    • A01N43/50—1,3-Diazoles; Hydrogenated 1,3-diazoles
    • 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
    • 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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D317/00—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D317/08—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3
    • C07D317/10—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings
    • C07D317/14—Heterocyclic compounds containing five-membered rings having two oxygen atoms as the only ring hetero atoms having the hetero atoms in positions 1 and 3 not condensed with other rings with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D317/18—Radicals substituted by singly bound oxygen or sulfur atoms
    • C07D317/22—Radicals substituted by singly bound oxygen or sulfur atoms etherified

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  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
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Abstract

내용 없음

Description

항균 활성을 제공하는 아조릴 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (16)

  1. 입체화학적인 이성질체로 다음 일반식(I)을 갖는 것을 특징으로 하는 화합물:
    상기식에서,m=0,1,2이며,m=0, 또한n=0일때의 제약된 조건을 가질때,n=0,1이며,p=0,1이고,q=1,2이며, X는 산소 또는 황이며, A=N,CH이며, R은 H,CH3, F이며 R1은 염소, 브롬, 불소, CF3, 페닐, C1-C2-알콕시, 알킬티오, C1-C2-할로알킬, 할로알킬티오(여기서 할로겐은 Xl,Br,F)이며 R2는 수소, 염소, 브롬, 불소로부터 선택되어지며, Rf는 C2내지 C4가 포함된 알킬로형성된 기로부터 선택되어지는데, 할로겐의 적어도 4개의 원소는 F,Cl 및 Br로 부터 선택된 것이 포함되며 적어도 3개는 불소원자이거나, C4까지가 포함된 알켄일 및 알킨일인데 적어도 2개의 불소원자를 포함하고 임의로 다른 할로겐은 염소 및 불소에서 선택되어진다.
  2. 제1항에 있어서, 1-[2-(2,4-디클로로페닐)-4-(1,1,2,2-테트라플루오로에톡시)메틸-1,3-디옥소란-2-일-메틸]-1H-1,2,4-트리아졸 임을 특징으로 하는 화합물.
  3. 제1항에 있어서, 60℃ 내지 140℃까지의 범위의 온도에서, 산촉매의 존재하에 다음식(Ⅱ)의 케탈과 다음식(Ⅲ)을 갖는 α-브로모케톤과의 케탈전달반응을 시키고, 다음식(Ⅳ)를 갖는 얻어진 중간체와 다음식(V)를 갖는 아졸의 알칼리-금속염을 양극성비양자성용매내에서, 20℃내지 반응물의 환류온도범위 내에서 축합시켜 제공이 이루어지는 식(I)의 화합물 제조방법 :
    상기식에서(Ⅱ)에서m,n,p,q,X 및 Rf는 1항에서 제시한 바와같고, 상기식(Ⅲ)에서 R,R1,R2도 제1항에서 제시한 바와 같고, 상기식(V)에서 M은 알칼리-금속이며 A는 제1항에서 제시한 바와같다.
  4. 제1항에 있어서, 제3항의 식(Ⅱ)의 케탈을 20℃ 내지 끓는 온도까지의 범위내의 온도에서 수용성 금속산으로 가수 분해하여 다음식(Ⅵ)를 갖는 디올을 얻고, 이를 다음식(Ⅶ)를 갖는 α-아조릴케톤과 유기용매에서, 임의로 지방족 알코올의 존재에서나 강산의 존재에서, 혼합물의 환류온도에서 함께 끓여 물을 제거시키며 반응시켜 식(I)을 이루게하는 화합물 제조방법 :
  5. 제1항에 있어서, 다음 일반식(XV)를 갖는 알코올과 다음 일반식(Ⅸ)를 갖는 플루오로올레핀을 양극성 비양자성용매에서나 또는 알코올성 용매에서, 강산의 촉매적 또는 화학양론적 양의 존재하에서 0℃내지 100℃의 온도범위에서 반응시켜 이루어지는 n 및/또는 p가 1을 갖는 식(I)의 화합물 제조방법 :
    상기식에서(XV)에서m,n,p,q,X,A,R,R1및 R2는 제1항에서 제시한 바와같으며n및/또는p는 1이며 상기식(Ⅸ)에서 X1은 Cl,F,CF3이며 X2는 F,CF3이다.
  6. 다음(Ⅱ)임을 특징으로 하는 화합물 :
    상기식에서 m,n,p,q 및 Rf는 제1항에서 제시한 바와같다.
  7. 제6항에 있어서, 다음식(XⅢ)의 화합물과 다음식(Ⅸ)의 플루오로올레핀을 양극성비양자성용매에서나 또는 알코올성용매에서, 강염기의 촉매적 또는 화학양론적양의 존재하에서, 0℃ 내지 100℃의 온도범위내에서 반응시켜 다음식(Ⅱa)의 화합물을 생성시키는n이 1 또는p가 1을 갖는 식(Ⅱ)의 화합물 제조방법 :
    상기식(XⅢ)에서m,n,p및q는n또는p가 1이 제한되며 제1항에서 제시한 바와 같으며 상기식(Ⅸ)에서 X1은 Cl,F,CF3이며 X2는 F,CF3이다.
  8. 제6항에 있어서, 제7항의 식(Ⅱa)를 갖는 화합물을 탈수소할로겐화하여 다음식(Ⅱb)의 불포화 화합물을 생성시키는 것으로 구성되어진n이 1 또는p가 1을 갖는 식(Ⅱ)의 화합물 제조방법 :
  9. 제6항에 있어서, 다음식(X)를 갖는 알데히드와 다음식(XI)를 갖는 플리플루오로알칸을 비양자성 양극성용매에서, 아연 또는 마그네슘같은 2가의 금속이나 2가 금속염이나 그리그라드염의 존재하에서 축합시켜 다음식(XⅡ)을 갖는 카르비놀을 얻고, 이를 환원시켜 다음식(Ⅱc)의 불포화 화합물을 얻는n및p가 둘다가 0을 갖는 식(Ⅱ)의 화합물 제조방법 :
    상시식(XI)에서 X3,X4는 각기 같거나 또는 다르며, F,Cl 또는 Br이며 X5는 C1-C3-과플루오로알킬이고 Z는 Br, I 또는 X3및 X4가 F,Cl일때 또한 Cl이다.
  10. 제6항에 있어서, 제9항의 식(XⅡ)의 카르비놀을 아세틸과하여 다음식(XⅢ)의 아세틸화합물을 얻고, 이를 양극성 비양자성 용매내에서 Zn으로 처리하여 제9항의 식(Ⅱc)의 불포화화합물을 얻은n과p가 둘다 0을 갖는 식(Ⅱ)의 화합물 제조방법.
  11. 제6항에 있어서, 통상의 방법으로 제9항이 식(Ⅱc)의 화합물을 환원시켜 다음식(Ⅱd)의 화합물을 얻은n및p가 0을 갖는 식(Ⅱ)의 화합물 제조방법 :
  12. 제6항에 있어서, 제9항의 식(Ⅱc)화합물을 극성 비양자성용매에서 실온내지 끓는 온도의 범위내의 온도에서, 강염기로 탈수소할로겐화시켜 다음식(Ⅱe)의 화합물을 얻은n및p가 0을 갖는 식(Ⅱ)의 화합물 제조방법 :
  13. 제1항에 있어서, 식물, 씨앗, 땅주변으로 이루어진 유용한 식물에서, 곰팡이 만연이 예견되거나 또는 이미 진행되고 있을 때 화합물의 유효한 양이나 또는 적절한 조성물로서 곰팡이 만연을 퇴치시키는 방법.
  14. 제2항에 있어서, 식물, 씨앗, 땅주변으로 이루어진 유용한 식물에서, 곰팡이 만연이 예견되거나 또는 이미 진행되고 있을 때 1-[2-(2,4-디클로로페닐(-4-(1,1,2,2-테트라플루오로에틸옥시)메틸-1,3-디옥소란-2-일-메틸]-1H-1,2,4-트리아졸화합물의 유효한 양이나 또는 적절한 조성물로서 곰팡이의 만연을 퇴치시키는 방법.
  15. 제1항에 있어서, 고체 또는 액체 운반체와 임의로 다른 첨가제와 같이 하나 또는 그 이상의 화합물이 포함됨을 특징으로하는 항진균조성물.
  16. 제1항에 있어서, 고체 또는 액체운반체와 임의로 다른 첨가제와 같이 1-[2-(2,4-디클로로페닐)-4-(1,1,2,2-테트라플루오로에틸옥시)-메틸-1,3-디옥소란-2-일-메틸]-1H-1,2,4-트리아졸이 포함됨을 특징으로 하는 항진균 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860007829A 1985-11-04 1986-09-17 항균 활성을 제공하는 아졸릴-유도체의 제조방법 Expired - Fee Related KR950005741B1 (ko)

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IT22705/85A IT1186784B (it) 1985-11-04 1985-11-04 Azoliderivati ad attivita' antufungina
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IT1196528B (it) * 1986-07-21 1988-11-16 Donegani Guido Ist Azolilderivati ad attivita' antifungina
ATE490962T1 (de) * 2007-03-23 2010-12-15 Syngenta Ltd Co-kristalle von propiconazol

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DE3232737A1 (de) * 1982-09-03 1984-03-08 Bayer Ag, 5090 Leverkusen 2-aryl-2-azolylmethyl-1,3-dioxepine
IT1196528B (it) * 1986-07-21 1988-11-16 Donegani Guido Ist Azolilderivati ad attivita' antifungina

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DK164321B (da) 1992-06-09
DK417686A (da) 1987-05-05
GR862272B (en) 1986-12-31
NO167458C (no) 1991-11-06
AU595541B2 (en) 1990-04-05
EP0221295A2 (en) 1987-05-13
ES2001810A6 (es) 1988-06-16
NO863516D0 (no) 1986-09-02
CA1283114C (en) 1991-04-16
BR8605329A (pt) 1987-08-04
JPH0755947B2 (ja) 1995-06-14
AU6252686A (en) 1987-05-07
ZA866825B (en) 1987-04-29
DE3667174D1 (de) 1990-01-04
US5036094A (en) 1991-07-30
HU200765B (en) 1990-08-28
HUT43325A (en) 1987-10-28
IL79988A (en) 1990-09-17
NO863516L (no) 1987-05-05
NZ217496A (en) 1990-01-29
ES2006629A6 (es) 1989-05-01
KR950005741B1 (ko) 1995-05-30
IL79988A0 (en) 1986-12-31
ES2006630A6 (es) 1989-05-01
IT1186784B (it) 1987-12-16
DK164321C (da) 1992-11-23
EP0221295B1 (en) 1989-11-29
JPS62120383A (ja) 1987-06-01
ATE48274T1 (de) 1989-12-15
IT8522705A0 (it) 1985-11-04
DK417686D0 (da) 1986-09-02
SU1500159A3 (ru) 1989-08-07
NO167458B (no) 1991-07-29
EP0221295A3 (en) 1987-08-19
SU1741597A3 (ru) 1992-06-15

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