KR900018042A - 부텐산 유도체 - Google Patents

부텐산 유도체 Download PDF

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KR900018042A
KR900018042A KR1019900007226A KR900007226A KR900018042A KR 900018042 A KR900018042 A KR 900018042A KR 1019900007226 A KR1019900007226 A KR 1019900007226A KR 900007226 A KR900007226 A KR 900007226A KR 900018042 A KR900018042 A KR 900018042A
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South Korea
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methyl
amino
ethyl
butenamide
phenyl
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KR1019900007226A
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KR920006823B1 (ko
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노리오 미나미
후미히로 오자끼
게이지 이시바시
야스히로 가바사와
도시아끼 오가와
히데유끼 아다찌
다까노리 가와무라
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나이또오 하루오
에자이 가부시끼가이샤
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Publication of KR900018042A publication Critical patent/KR900018042A/ko
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Abstract

내용 없음

Description

부텐산 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (19)

  1. 일반식(I)의 부텐산 화합물 또는 약리학적으로 허용되는 그의 염;
    R상기 식에서, R1은 ①헤테로아릴기, ②식{식중, R2와 R2'는 같거나 서로 다르고 각각은 수소 원자, 저급알킬, 시킬로알킬 또는 알릴기를 나타내거나, 또는 달리 R2와 R2'는 함께 하나의 고리를 형성하고, X는 산소 또는 황 원자, 식: =N-R3(식중, R3은 시아노, 저급 알카노일, 저급 알콕시카르보닐, 카르바모일, 술파모일, 알킬술포닐, 아릴술포닐 또는 니트로기를 나타낸다)으로 나타내는 기 또는 식:
    (식중 R'와 R″는 같거나 서로 다르고 각각 수소원자 또는 알킬술포닐, 아릴술포닐 또는 니트로기를 나타낸다)으로 나타내는 기이다)으로 나타내는 기, ③식;{식중 R4은 수소원자 또는 저급알킬, 시클로알킬 또는 알릴기를 나타내고, R5는 시아노, 저급 알콕시카르보닐, 저급 알콕시카르보닐, 카르바 모일 또는 술파모일기를 나타낸다)으로 나타내는 기 또는 ④식;E-NH-(식중 E는 치환될수도 있는 헤테르아릴기를 나타낸다.)으로 나타내는 기를 나타내고, Z는 산소 또는 황 원자 또는 비닐렌(-CH=CH-)또는 아조메틴 (-N=CH-)기를 나타내고, R6과 R7은 같거나 서로 다르고, 각각 수소원자 또는 저급알킬, 시클로알킬 또는 알릴기이고, A는 기중의 어떤 탄소에도 결합되는 저급 알킬 또는 히드록시-치환 저급 알킬 치환기를 가진 C1~6알킬렌 기를 나타내고, J는 식:{식중, R8, R9, R10은 같거나 서로 다르고 각각 수소 또는 할로겐 원자, 저급 알킬, 저급 알콕시, 히드록실, 니트로, 시아노 또는 트리플루오로메틸기, 식;(식중 R11과 R12는 같거나 서로 다르고 각각 수소 원자 또는 저급 알킬기를 나타낸다)으로 나타내는 기 또는 알카노일 아미노기를 나타내거나 또는 달리 R8, R9와 R10중 어느 두 요소가 인접한 탄소원자와 함께 알킬렌디옥시기를 형성할 수 있다.}으로 나타내는 기를 나타내고, n은 1내지 6인 정수를 나타낸다.
  2. 제1항에 있어서, 화합물이 일반식 (A):
    (식(A)에서, Ra 와 Rb는 서로 별개로 수소, 니트로, 시아노, 트리플루오로메틸, 알킬술포닐, 아릴술포닐, 할로겐 또는 저급 알킬카르보닐이고, Z는 비닐렌, 산소, 황 또는 아조메틴이고, R6과 R7과 J는 식(Ⅰ)에서 정의한 것과 같고, A'는 탄소수가 4내지 6인 알킬렌 이고 n은 1내지 6인 정수이다)인것을 특징으로 하는 화합물 또는 염.
  3. 제2항에 있어서, Ra와 Rb는 수소이고 Z는 비닐렌이고 R6와 R7은 수소 또는 저급 알킬이고 A'는 탄소수가4인 알킬렌이고 n은 2이고 J는 R8, R9와 R10에 대해 탄소수가 1 내지 3인 저급 알콕시를 가진 것임을 특징으로 하는 화합물 또는 염.
  4. 제1항에 있어서, 화합물을 식(B):
    을 가지는 것을 특징으로하는 화합물 또는 염.
  5. 제1항에 있어서, 화합물은 식(C):
    (식중 R2와 R2'는 수소 또는 저급알킬이고, X는 황 또는 =N-R3이고, R3은 앞에서 정의한 것과 같고, Z는 비닐이고, A는 탄소수가 3또는 4인 알킬렌이고 m은 2이고, J는 페닐을 가지는 R8, R9및 R10 이다)을 가지는 것을 특징으로 하는 화합물 또는 염.
  6. 제1항에 있어서, 화합물을 일반식(D):
    를 가지는 것을 특징으로 하는 화합물 또는 염.
  7. 제1항에 있어서, 화합물은 일반식(E):
    (식중 K는 피리딜, N-옥시-4-피리딜,1,4-디히드로-4-옥소-1-피리딜,1,4-디히드로-4-옥소-2-피리딜 또는 1,4-디히드로 -4-옥소-3-피리딜이고 Z는 비닐 또는 황이고, A는 탄소수가 3또는4인 알킬렌이고 J는 페닐을 가진 R8, R9, 및 R10이다)을 가지는 것을 특징으로 하는 화합물 또는 염.
  8. 제1항에 있어서, 화합물이 일반식(F):
    (식중A"는 탄소수가 3내지 6인 알킬렌이고, A"가 n-C3H6인 경우를 제외하고는 R6은 수소이고, R7은 메틸이고, n은 2이고 페닐을 가지는 것을 특징으로 하는 화합물 또는 염.
  9. 제8항에 있어서, A는 탄소수가 3 또는 4인 알킬렌이고 n은 2이고 페닐은 3,5-디메톡시 또는 3,4-디메톡시인 것을 특징으로 하는 화합물 또는 염.
  10. 제1항에 있어서, 다음으로 이루어지는 군으로부터 선택되는 것을 특징으로하는 화합물 또는 염. (E)-N-[3-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(N3-메틸-N2-시아노구아디노)페닐)-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(N3-메틸-N2-시아노구아디노)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-{I,4-디히드로-4-옥소-1-피리딜)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-4-(1H-이미다졸-1-일)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-니트로-1H-이미다졸-1-일)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(2-(1H-이미다졸-1-일)티오펜-5-일)-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(1,4-디히드로-4-옥소-1-피리딜)페닐)-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(N2-메틸티오우레이드)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(1H-이미다졸-1-일)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(1,4-디히드로-4-옥소-1-피리딜)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N3-메틸-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N3-메틸-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,4-메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(1,4-디하드로-4-옥소-1-피리딜)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(4-메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(1H-이미다졸-1-일)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(4-메톡시-3-메틸에틸)-N'-메틸)아미노)부틸]-4-(4-(1H-이미다졸-1-일)페닐)-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(N2-메틸우레이도)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(-N2-메틸우레이도)페닐)-3-부텐아미드
    (E)-N-[3-((N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-((N2-메틸티오우레이도)페닐]-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디에톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-((1-메틸아미노-2-니트로에텐-1-일)아미노)페닐]-3-부텐아미도
    (E)-N-[4-((N'-(2-(4-메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N3-메틸-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3-메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N3-메틸-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[3-((N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(1,4-디히드로-4-옥소피리미딘-2-일)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(1,4-디히드로-4-옥소피리미딘-2-일)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(2-(1H-이미다졸-1-일)티오펜-5-일)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(4-피리딜)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(3-피리딜)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(3-피리딜)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(4-니트로페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(1H-이미다졸-1-일)페닐)-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(1-메틸이미다졸린-4-온-2-일)아미노)페닐]-3-부텐아미드
    E)-N-[4-((N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(5-(1,4-디히드로-4-옥소-1-피리딜)티오펜-2-일]-3-부텐아미드
    (E)-N-[4-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(5-(1H-이미다졸-1-일)푸탄-2-일]-3-부텐아미드
    (E)-N-[4-((N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-[4-(N-옥시-4-피리딜)페닐]-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-[4-(N3-메틸-N2-시아노구아니디노)페닐]-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디메독시페닐)에틸)-N'-메틸)아미노)부틸]-4-[5-(3-피리딜)티오펜-2-일]-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메독시페닐)에틸)-N'-메틸)아미노)부틸]-4-[5-(3-피리딜)티오펜-2-일]-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(2-메톡시-5-피리딜)페닐]-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,4-디메독시페닐)에틸)-N'-메틸)아미노)부틸]-4-[4-(1,2-디히드로-1-메틸-2-옥소-5-피리딜)페닐]-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(N3-에틸-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[3-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)프로필]-4-(4-(N3-i-프로필-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N3-에틸-N2-시아노구아니디노)페닐)-3-부텐아미드
    (E)-N-[4-(N'-(2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N3-n-프로필-N2-시아노구아니디노)페닐]-3-부텐아미드
    (E)-N-[4-(N'-2-(3,5-디메톡시페닐)에틸)-N'-메틸)아미노)부틸]-4-(4-(N.3-i-프로필-N2-시아노구아니디노)페닐)-3-부텐아미드
  11. 제1항에 있어서, 일반식(Ⅰ'):
    R상기 식에서, R1은 ①헤테로아릴기, ②식{식중, R2와 R2'는 같거나 서로 다르고 각각은 수소 원자, 또는 저급알킬, 시킬로알킬 또는 알릴기를 나타내거나, 또는 달리 R2와 R2'는 함께 하나의 고리를 형성하고, X는 산소 또는 황 원자, 식: =N-R3(식중, R3은 시아노, 저급 알카노일, 저급 알콕시카르보닐, 카르바모일, 술파모일, 알킬술포닐, 아릴술포닐 또는 니트로기이다)으로 나타내는 기 또는 식:
    (식중 R'와 R"는 같거나 서로 다르고 각각 수소원자 또는 알킬술포닐, 아릴술포닐 또는 니트로기다)으로 나타내는 기}으로 나타내는 기, ③식;{식중 R4는 수소원자 또는 저급알킬, 시클로알킬 또는 알릴기를 나타내고, R5는 시아노, 저급 알킬카르보닐, 저급 알콕시카르보닐, 카르바 모일 또는 술파모일기를 나타낸다}으로 나타내는 기 또는 ④식;E-NH-(식중 E는 치환될수 있는 헤테르아릴기이다)으로 나타내는 기를 나타내고, R6과 R7은 같거나 서로 다르고, 각각 수소원자 또는 저급알킬, 시클로알킬 또는 알릴기이고, A는 기중의 어떤 탄소에도 결합되는 저급 알킬 또는 히드록시-치환 저급 알킬 치환기를 가진 C1~6알킬렌 기를 나타내고, J는 식:{식중, R8, R9, R10은 같거나 서로 다르고 각각 수소 또는 할로겐 원자, 저급 알킬, 저급 알콕시, 히드록실, 니트로, 시아노 또는 트리플루오로메틸기, 식;(식중 R11과 R12는 같거나 서로 다르고 각각 수소 원자 또는 저급 알킬기이다)로 나타내는 기 또는 알카노일 아미노기를 나타내거나 또는 달리 R8, R9와 R10중 어느 두 요소가 인접한 탄소원자와 함께 알킬렌디옥시기를 형성할 수 있다}로 나타내는 기이고, n은 1내지 6인 정수를 나타낸다.)을 가지는 것을 특징으로 하는 화합물 또는 염.
  12. 제11항에 있어서, R1이 R2R2'N-CX-NH-이고 A는 탄소수가 3또는 4인 알킬인 것을 특징으로하는 화합물 또는 염.
  13. 제11항에 있어서, R1이이고 A는 탄소수가 4인 알킬인 것을 특징으로 하는 화합물 또는 염.
  14. 제11항에 있어서, R1이 아미다졸일이고 A는 탄소수가 4인 알킬인것을 특징으로 하는 화합물 또는 염.
  15. 제11항에 있어서, R1이 아미다졸이고 A는 탄소수가 4인 알킬이고, J는 3,4-디메톡시페닐 또는 3,5-디메톡시페닐인것을 특징으로 하는 화합물 또는 염.
  16. 제11항에 있어서, J는 3,4-디메톡시페닐 또는 3,5-디메톡시페닐인것을 특징으로 하는 화합물 또는 염.
  17. 제11항에 있어서, R1이인것을 특징으로하는 화합물 또는 염.
  18. 약리학적으로 효과적인 양의 제1항에서 정의한 화합물 또는 염과 약리학적으로 허용되는 담체로 이루어지는 것을 특징으로하는 약리학적 조성물.
  19. 제1항에서 정의한 화합물 또는 염을 사람에게 약리학적으로 효과적인 양의 투여함으로써 허혈성 심장질환을 치료, 예방, 완화 또는 호전시키는것을 특징으로 하는 방법.
    ※ 참고사항 : 최초출원내용에 의하여 공개하는 것임.
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US5292770A (en) * 1989-05-19 1994-03-08 Eisai Co., Ltd. Butenoic acid derivatives
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DE19956786A1 (de) * 1999-11-25 2001-05-31 Basf Ag Verfahren zur Herstellung optisch aktiver Amine
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TWI370130B (en) 2005-11-24 2012-08-11 Eisai R&D Man Co Ltd Two cyclic cinnamide compound
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DE951168C (de) * 1953-02-01 1956-10-25 Bayer Ag Verfahren zur Herstellung von hoehermolekularen Polyisocyanaten
FR1190065A (fr) * 1956-11-16 1959-10-09 Ici Ltd Isocyanates polymères et leur fabrication
FR1204697A (fr) * 1957-06-12 1960-01-27 Ici Ltd Polymérisation d'isocyanates organiques
FR1401513A (fr) * 1963-05-17 1965-06-04 Bayer Ag Procédé de préparation de dérivés de l'acide isocyanurique par polymérisation d'isocyanates
GB1166316A (en) * 1966-02-02 1969-10-08 Bayer Ag Polymerization of Aromatic Polyisocyanates
GB1200542A (en) * 1967-01-19 1970-07-29 Takeda Chemical Industries Ltd A method for producing isocyanate trimers
DE1954093C3 (de) * 1968-11-15 1978-12-21 Mobay Chemical Corp., Pittsburgh, Pa. (V.St.A.) Verfahren zur Herstellung von polymeren organischen Isocyanaten
DE2325826C3 (de) * 1973-05-22 1981-01-29 Chemische Werke Huels Ag, 4370 Marl Isocyanato-isocyanurate und Herstellung lagerstabiler Lösungen hiervon
DE2452532C3 (de) * 1974-11-06 1978-08-24 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von Polyisocyanaten mit Isocyanurat-Struktur
DE2551634C3 (de) * 1975-11-18 1980-07-17 Bayer Ag, 5090 Leverkusen Verfahren zur Herstellung von Isocyanuratgruppen aufweisenden Polyisocyanaten
DE2806731A1 (de) * 1978-02-17 1979-08-23 Bayer Ag Verfahren zur herstellung von isocyanuratgruppen aufweisenden polyisocyanaten
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