KR900701741A - 0-(3-아미노-2-히드록시프로필)히드록심산 할라이드 및 그의 제조방법 - Google Patents

0-(3-아미노-2-히드록시프로필)히드록심산 할라이드 및 그의 제조방법

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KR900701741A
KR900701741A KR1019900701346A KR900701346A KR900701741A KR 900701741 A KR900701741 A KR 900701741A KR 1019900701346 A KR1019900701346 A KR 1019900701346A KR 900701346 A KR900701346 A KR 900701346A KR 900701741 A KR900701741 A KR 900701741A
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phenyl
hydrogen
halo
general formula
hydroxy
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내지 피터 리터아티
벨라 바라쯔
마리아 보로스
제노 스질베레키
지제러 즈실러
라조스 아브라함
저지 브라코스
벨라 가채리
아티라 아마시
가버 네메트
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원본미기재
바이오렉스 쿠타토-페레스즈토 케이에프티
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    • 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P3/00—Drugs for disorders of the metabolism
    • A61P3/08—Drugs for disorders of the metabolism for glucose homeostasis
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    • C07C259/00—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups
    • C07C259/04—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids
    • C07C259/08—Compounds containing carboxyl groups, an oxygen atom of a carboxyl group being replaced by a nitrogen atom, this nitrogen atom being further bound to an oxygen atom and not being part of nitro or nitroso groups without replacement of the other oxygen atom of the carboxyl group, e.g. hydroxamic acids having carbon atoms of hydroxamic groups bound to carbon atoms of rings other than six-membered aromatic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
    • C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
    • C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
    • C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
    • C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain

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Abstract

내용 없음

Description

0-(3-아미노-2-히드록시프로필)히드록심산 할라이드 및 그의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (8)

  1. 하기 일반식(I)의 히드록심산 유도체 및 그의 염.
    (상기 식중, x는 플루오로, 클로로, 브로모 및 요오드 등의 할로이고, R1은 수소 또는 C1-5알킬이며, R2는 각각 히드록시에 의해 임의로 치환된 C1-5알킬, C5-7시클로알킬 또는 페닐이고, 또는 R1및 R2는 인접한 질소 원자와 함께 임의로 부가적인 질소 및/또는 산소 원자를 함유하며, 벤젠고리와 함께 축합될 수 있는 5~8원 고리를 형성하며, R3은 수소, 또는 각각 하나 또는 2이상의 할로 또는 알콕시에 의해 임의로 치환된 페닐, 나프틸 또는 피리딜이고, R4및 R5는 각각 수소 또는 페닐이며, 및 m및 n은 각각 0,1또는 2의 정수이다.)을 함유하는 것을 특징으로 하는 0-(3-아미노-2-히드록시 프로필)히드록심산 할라이드.
  2. (a)하기 일반식(Ⅲ)의 알독심을 염기의 존재하에 하기 일반식(ⅣA) 또는 (ⅣB)의 아민과 반응시키거나, 또는,
    (b)상기 일반식(Ⅲ)의 알독심을 에피클로로히드린과 반응시키고, 이렇게 하여 얻어진 하기 일반식(Ⅵ)의 알독심 유도체를 하기 일반식(V)의 아민과 반응시키고,
    상기공정(a) 또는 (b)에 의해 수득한 일반식(Ⅶ)의 알독심 유도체를 분리한 후 또는 분리하지 않은 채로 무기산 클로라이드 또는 기카 할로겐화제와 반응시키고, 이렇게 하여 수득한 하기 일반식(Ⅷ)의 히드록심산 할라이드를 수성-알칼리성 매질중에서 직접 또는 에스테르 유도체를 거쳐 가수분해 시키거나, 또는
    (c)는 하기 일반식(Ⅱ)의 알독심 유도체를 NaNO 및 HX(식중, X는 할로이다)의 존재하에 디아조화 하고, 이렇게 하여 얻은 디아조늄염을 분리하지 않거나 또는 분리한 후에 “비둥제거(boiling away)”반응시키고, 및
    (상기 (Ⅱ),(Ⅲ),(ⅣA),(ⅣB),(Ⅴ),(Ⅵ),(Ⅶ),(Ⅷ)식중에서, X는 풀루오로, 클로로, 브로모 및 요오드 등의 할로이고, R1은 수소 또는 C1-5알킬이며, R2는 각각 히드록시에 의해 임의로 치환된 C1-5알킬, C5-7시클로알킬 또는 페닐이고, 또는 R1및 R2는 인접한 질소원자와 함께, 임의로 부가적인 질소 및/또는 산소원자를 함유하며, 벤젠고리와 함께 축합될 수 있는 5~8원 고리를 형성하며, R3은 수소, 또는 각각 하나 또는 그이상의 할로 또는 알콕시에 의해 임의로 치환된 페닐, 나프틸 또는 피리딜이고, R4및 R5는 각각 수소 또는 페닐이며, 및 m및 n은 각각 0,1또는 2의 정수이다.)필요하다면, 반응중에 얻어진 유리 염기를 무기산 또는 유기산과 반응시켜 산 부가염으로 전환시키거나, 또는 염의 형태로 얻어진 화합물로부터 유리 염기를 형성시킴을 특징으로하는 0-(3-아미노-2-히드록시프로필)히드록심산 할라이드.
  3. 제2항에 있어서, 반응은 용매중에서 행하는 것을 특징으로 하는 0-(3-아미노-2-히드록시프로필)히드록심산 할라이드 제조방법.
  4. 제3항에 있어서, 용매로서 물.물 및 유기용매의 혼합물 또는 수성 용매상과 유기 용매상을 함유하는 혼합물을 사용하는 것을 특징으로 하는 0-(3-아미노-2-히드록시프로필)히드록심산 할라이드 제조방법.
  5. 제2항 내지 제4항중 어느 한 항에 있어서, 상기 반응은 -10~140℃의 온도에서 행하는 것을 특징으로 하는 0-(3-아미노-2-히드록시프로필)히드록심산 할라이드 제조방법.
  6. 하기 일반식(Ⅷ)의 화합물.
    (상기 식중, X는 플루오로, 클로로, 브로모 및 요오드 등의 할로이고, R1은 수소 또는 C1-5알킬이며, R3은 수소, 또는 각각 하나 또는 그 이상의 할로 또는 알콕시에 의해 임의로 치환된 페닐, 나프틸 또는 피리딜이고, R4및 R5는 각각 수소 또는 페닐이며, 및 m및 n은 각각 0,1또는 2의 정수이다.)을 함유하는 것을 특징으로 하는 0-(3-아미노-2-히드록시 프로필)히드록심산 할라이드.
  7. 유효성분으로서 하기 일반식(I)
    (상기 식중, X는 플루오로, 클로로, 브로모 및 요오드 등의 할로이고, R1은 수소 또는 C1-5알킬이며, R2는 각각 히드록시에 의해 임의로 치환된 C1-5알킬, C5-7시클로알킬 또는 페닐이고, 또는 R1및 R2는 인접한 질소원자와 함께, 임의로 부가적인 질소 및/또는 산소원자를 함유하며, 벤젠 고리와 함께 축합될 수 있는 5~8원 고리를 형성하며, R3은 수소, 또는 각각 하나 또는 그 이상의 할로 또는 알콕시에 의해 임의로 치환된 페닐, 나프틸 또는 페닐이며, R4및 R5는 각각 수소 또는 페닐이며, 및 m 및 n은 각각 0,1또는 2의 정수이다.)을 적어도 1이상, 바람직하게는 당뇨병에 특이적 베타 차단효과를 가진 제약학적 조성물인 것을 특징으로 하는 0-(3-아미노-2-히드록시프로필)히드록심산 할라이드.
  8. 하기 일반식(I)의 화합물을
    (상기 식중, X는 플루오로, 클로로, 브로모 및 요오드 등의 할로이고, R1은 수소 또는 C1-5알킬이며, R2는 각각 히드록시에 의해 임의로 치환된 C1-5알킬, C5-7시클로알킬 또는 페닐이고, 또는 R1및 R2는 인접한 질소원자와 함께 임의로 부가적인 질소 및/또는 산소원자를 함유하며, 벤젠 고리와 함께 축합될 수 있는 5-8원 고리를 형성하며, R3은 수소, 또는 각각 하나 또는 그 이상의 할로 또는 알콕시에 의해 임의로 치환된 페닐, 나프틸 또는 피리딜이고, R4및 R5는 각각 수소 또는 페닐이며, 및 m 및 n은 각각 0,1또는 2의 정수이다.)
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019900701346A 1988-10-20 1989-10-19 0-(3-아미노-2-히드록시프로필) 히드록심산할라이드 및 그의 제조방법 KR0154117B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
HU885405A HU207988B (en) 1988-10-20 1988-10-20 Process for producing halogenides of o-/3-amino-2-hydroxy-propyl/hydroximic acid and pharmaceutical compositions containing them as active components
HU5405/88 1988-10-20
PCT/HU1989/000048 WO1990004584A1 (en) 1988-10-20 1989-10-19 Novel o-(3-amino-2-hydroxypropyl)-hydroximic acid halides and process for preparing the same

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KR900701741A true KR900701741A (ko) 1990-12-04
KR0154117B1 KR0154117B1 (ko) 1998-12-01

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NO902703D0 (no) 1990-06-18
PT92041B (pt) 1995-07-18
IE893364L (en) 1990-04-20
US5296606A (en) 1994-03-22
DK149790D0 (da) 1990-06-19
JPH0819078B2 (ja) 1996-02-28
EP0417210A1 (en) 1991-03-20
IE65113B1 (en) 1995-10-04
AU620460B2 (en) 1992-02-20
HUT54110A (en) 1991-01-28
FI93214C (fi) 1995-03-10
DK149790A (da) 1990-06-19
AU4418689A (en) 1990-05-14
US5147879A (en) 1992-09-15
GR890100669A (el) 1990-11-29
KR0154117B1 (ko) 1998-12-01
IL92000A (en) 1994-06-24
PL164547B1 (pl) 1994-08-31
IL92000A0 (en) 1990-07-12
CA2000830A1 (en) 1990-04-20
GR1002253B (en) 1996-04-23
DK175584B1 (da) 2004-12-13
NO902703L (no) 1990-06-18
DE68913737T2 (de) 1994-07-28
RU2093508C1 (ru) 1997-10-20
NO178148B (no) 1995-10-23
EP0417210B1 (en) 1994-03-09
FI903075A0 (fi) 1990-06-19
PT92041A (pt) 1990-04-30
ES2020030A6 (es) 1991-07-16
HU207988B (en) 1993-07-28
JPH03502931A (ja) 1991-07-04
US5328906A (en) 1994-07-12
DE68913737D1 (de) 1994-04-14
UA34412C2 (uk) 2001-03-15
NO178148C (no) 1996-01-31
FI93214B (fi) 1994-11-30
WO1990004584A1 (en) 1990-05-03
CA2000830C (en) 1997-09-16

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