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KR870006008A - 신규의 벤즈아미드와 그것의 제법 및 제약학적 조성물 - Google Patents

신규의 벤즈아미드와 그것의 제법 및 제약학적 조성물 Download PDF

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KR870006008A
KR870006008A KR860010868A KR860010868A KR870006008A KR 870006008 A KR870006008 A KR 870006008A KR 860010868 A KR860010868 A KR 860010868A KR 860010868 A KR860010868 A KR 860010868A KR 870006008 A KR870006008 A KR 870006008A
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아체르 잭끄스
클라우드 모니에 쟝
폴 스케미트 쟝
캬아르덱스-뤼떼로 레네
코스탈 브렌다
나이로르 로버트
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아랑갈로샤
쏘시에떼 데뛰드 시앙띠휘끄 에 앵뒤스트리엘 드 일-드-프랑스
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Abstract

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Description

신규의 벤즈아미드와 그것의 제법 및 제약학적 조성물
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (31)

  1. 구조식 (1)의 신규 치환된 벤즈아미드와 광학 이성체 및 그것의 생리학적으로 허용 가능한 부가염.
    식 중, A는 알킬, 알케닐 또는 디에틸아미노에틸 그룹 또는
    R7은 수소원자 또는 알킬, 알케닐, 아릴, 아랄킬, 사이크롤알킬, 사이클로알킬알킬, 사이클로알케닐, 또는 사이클로알케닐알킬그룹, R1및 R2는 수소원자 또는 알킬 또는 알케닐 그룹, R,R4,R5및 R6은 수소원자 또는 알킬 그룹, X은 염소 또는 브롬같은 할로겐원자, Y는 수소원자 또는 염소 또는 브롬같은 할로겐원자, Z는 NH 그룹 또는 산소 또는 황원자이고 알킬 및 알케닐(환식 또는 지방족) 잔사는 C6까지 포함할 수 있다.
  2. 제1항에 있어서, 다음 구조의 화합물
    [식 중, X,Y,Z,R2,R3,R4,R5,R6은 제1항의 정의와 동일]
  3. 제1항 및 제2항에 있어서, N-[2-(디에틸아미노)에틸] 2-메톡시 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 5-클로로 벤즈아미드.
  4. 제1항 및 제2항에 있어서, N-[2-(디에틸아미노)에틸] 2-메톡시 4-[N-에틸, N-(1-H 4,5-디하이드로 2-이미다졸일)]아미노 5-클로로 벤즈아미드.
  5. 제1항 및 제2항에 있어서, N-[2-(디에틸아미노)에틸] 2-메톡시 3,5-디클로로 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 벤즈아미드.
  6. 제1항 및 제2항에 있어서, N-[2-(디에틸아미노)에틸] 2-메톡시 4-[(1-H 4,5-디하이드로 4-디메틸 2-이미다졸일)아미노] 5-클로로 벤즈아미드.
  7. 제1항 및 제2항에 있어서, N-[2-(디에틸아미노)에틸]2-메톡시 4-[(4,5-디하이드로, 1,3-디아졸 2-일)아미노] 5-클로로 벤즈아미드.
  8. 제1항 및 제2항에 있어서, N-[2-(디에틸아미노)에틸] 2-메톡시 4-[(4,5-디하이드로 2-옥시졸일)아미노] 5-클로로 벤즈아미드.
  9. 제1항에 있어서, 다음 구조의 화합물
    [식 중, X,Y,Z,R2,R3,R4,R5,R6,R7은 제1항의 정의와 동일]
  10. 제1항 및 제9항에 있어서, N-[(1-에틸 2-피롤리디닐)메틸] 2-메톡시 3,5-디브로모 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 벤즈아미드.
  11. 제1항 및 제9항에 있어서, N-[1-(1-사이클로헥세닐메틸 2-피롤리디닐)메틸] 2-메톡시 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 5-클로로 벤즈아미드.
  12. 제1항 및 제9항에 있어서, N-[(1-사이클로프로필메틸 2-피롤리디닐)메틸] 2-메톡시 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 5-클로로 벤즈아미드.
  13. 제1항 및 제9항에 있어서, N-(1-알릴 2-피롤리디닐메틸) 2-메톡시 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 5-클로로 벤즈아미드.
  14. 제1항 및 제9항에 있어서, N-(1-에틸 2-피롤리디닐메틸) 2-메톡시 4-[ 4,5-디하이드로 1,3 티아졸 2-일)아미노] 5-클로로 벤즈아미드.
  15. 제1항 및 제9항에 있어서, N-(1-사이클로프로필메틸 2-피롤리디닐메틸) 2-메톡시 4-[(4,5-디하이드로 2-옥사졸일)아미노] 5-클로로 벤즈아미드.
  16. 제1항에 있어서,N-(알릴) 2-메톡시 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 5-클로로 벤즈아미드.
  17. 구조식 (2)의 산 또는 그것의 한 반응성 유도체를
    [식 중, R1,R2,R3,R4,R5,R6,X,Y 및 Z는 제1항의 정의와 동일]
    구조식 (3)의 아민 또는 그것의 한 반응성 유도체로
    A-NH2(3)
    [식 중, A는 제1항의 정의와 동일] 처리하는 것으로 구성되는, 제1항에서 제16항까지의 화합물을 제조하는 방법.
  18. 제17항에 있어서, 다음 구조의 알킬 4-아미노 5 (또는 3,5)-할로 벤조에이트를
    [식 중, R은 알킬그룹;R1, X 및 Y는 제1항의 정의와 동일] 구조식 (4)의 알킬 4-이소티오시아네이로 벤조에이트로,
    다음에는 구조식 (5)의 4-(N′-아미노(또는 하이드록시)알킬)티오우레이도 유도체로,
    [식 중, B는 아미노 또는 하이드록시 그룹]
    다음에는 구조식 (6)의 4-[4,5-디하이드로 2-이미다졸일 (또는 2-티아졸일 또는 2-옥사졸일)아미노] 유도체로 전환시키고,
    구조식 (6) 화합물을 아미드화하여 상응하는 구조식 (1) 화합물을 얻거나, 또는 구조식 (6) 화합물을 아미드화하여 R4가 수소원자인 구조식 (1) 화합물을 얻고, 이것을 R2가 알킬 또는 알케닐 그룹인 구조식 (1) 화합물로 전환시키는 것으로 구성되는, 제1항에서 제16항까지의 구조식 (1) 화합물을 제조하는 방법.
  19. 제18항에 있어서, 구조식 (6)의 4[(4,5-디하이드로 2-이미다졸일 (또는 2-티아졸일 또는 2-옥사졸일)아미노] 유도체를
    구조식 (6a) 유도체로 전환시키고
    [식 중, R2는 알킬 또는 알케닐] 상응하는 구조식 (1) 화합물로 아미드화하는 것으로 구성되는, 제1항에서 제16항까지의 구조식 (1)화합물을 제조하는 방법.
  20. 제18항에 따르는 합성시 신규한 중간 생성물로서, 구조식 (4)의 알킬 4-이소티오시아네이토 벤조에이트.
  21. 제18항에 따르는 합성시 신규한 중간 생성물로서, 구조식 (5)의 알킬 4-(N′-아미노 (또는 하이드록시)알킬)티오우레이도 벤조에이트.
  22. 제18항에 따르는 합성시 신규한 중간 생성물로서, 구조식 (6)의 알킬 4-[4,5-디하이드로 2-티아졸일 (또는 2-옥사졸일)아미노]벤조에이트.
  23. 제19항에 따르는 합성시 신규한 중간 생성물로서, 구조식 (6a)의 알킬 4-[4,5-디하이드로 2-티아졸일 (또는 2-옥사질일)아미노]벤조에이트.
  24. 제17항 있어서, 다음 구조의 알킬 4-아미노 5(또는 3,5)-할로 벤조에이트를
    [식 중, R는 알킬 그룹, R1, X, 및 Y는 제1항의 정의와 동일] 구조식 (7)의 알킬 4-포밀아미노 벤조에이트로,
    다음에는 구조식 (8)의 알킬 4-디클로로포밀이미노 벤조에이트로,
    다음에는 Z가 NH 그룹인 (6)의 알킬 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 벤조에이트로 전환시키고, 구조식 (6) 화합물을 아미드화하여 상응하는 구조식 (1) 화합물을 얻거나 또는 구조식 (6) 화합물을 아미드화하여 R2가 수소원자인 구조식 (1) 화합물을 얻고, 그것을 R2가 알킬 또는 알케닐 그룹인 구조식 (1) 화합물로 전환시키는 것으로 구성되는, Z가 NH 그룹인 구조식 (1) 화합물을 제조하는방법.
  25. 제24항에 있어서, 구조식 (6) 화합물을 Z가 NH 그룹으로 R2가 알킬 또는 알케닐 그룹인 구조식 (6a) 유도체로 전환하고, 구조식 (6a) 화합물을 아미드화하여 구조식 (1) 화합물을 제조하는 방법.
  26. 제24항에 따르는 합성시 신규한 중간 생성물로서, 구조식 (7)의 알킬 4-포밀아미노 벤조에이트.
  27. 제24항에 따르는 합성시 신규한 중간 생성물로서, 구조식 (8)의 알킬 4-디클로로포밀이미노 벤조에이트.
  28. 제18항, 제19항, 제24항 및 제25항에 따르는 합성시 신규한 중간 생성물로서, Z가 NH 그룹인 구조식 (6)의 알킬 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 벤조에이트.
  29. 제19항 및 제25항에 따르는 합성시 신규한 중간 생성물로서, Z가 NH 그룹인 구조식 (6a)의 알킬 4-[(1-H 4,5-디하이드로 2-이미다졸일)아미노] 벤조에이트.
  30. 신규의 약제로서 제1항에서 제16항까지의 화합물.
  31. 활성 원리에 따라 최소한 하나의 제1항에서 제16항까지의 화합물과 제약학적으로 허용 가능한 부형제를 포함하는 것을 특징으로 하는 제약학적 조성물.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860010868A 1985-12-09 1986-12-18 신규의 벤즈아미드 및 그것의 제법 Expired - Fee Related KR930004653B1 (ko)

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FR8518829A FR2592042B1 (fr) 1985-12-19 1985-12-19 Nouveaux ortho-anisamides, leur procede d'obtention, et leurs applications therapeutiques
FR8518829 1985-12-19

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EP0295350B1 (fr) * 1987-06-17 1992-11-11 Laboratoires DELAGRANGE Application du N-[2-(diethylamino)ethyl]2-methoxy 4-[(1-H 4,5-dihydro-2-imidazolyl) amino]5-chloro benzamide comme anxiolytique et anti-psychotique
FR2640139A1 (fr) * 1988-12-14 1990-06-15 Delagrange Laboratoires Application de benzamides substitues comme gastromoteurs
FR2640507A1 (fr) * 1988-12-20 1990-06-22 Delagrange Laboratoires Application de benzamides substitues comme anxiolytiques et anti-psychotiques
FR2645742A1 (fr) * 1989-04-12 1990-10-19 Delagrange Laboratoires Application de derives de 2-methoxy 4-(4,5-dihydro 2-imidazolyl (ou 2-oxazolyl) amino) 5-chloro benzamide dans le traitement des troubles de la fonction cognitive
US5401851A (en) * 1992-06-03 1995-03-28 Eli Lilly And Company Angiotensin II antagonists
US20050140688A1 (en) * 2003-12-29 2005-06-30 Kim Pallister Method and mechanism for programmable filtering of texture map data in 3D graphics subsystems

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US3342826A (en) * 1964-01-13 1967-09-19 Ile De France Heterocyclic aminoalkyl benzamides
FR1539104A (fr) * 1967-07-31 1968-09-13 Ile De France Nouveaux benzamides et leur procédé de préparation
US3682968A (en) * 1969-06-25 1972-08-08 Merck & Co Inc Anti-inflammatory salicylic acid derivatives
DE1963193A1 (de) * 1969-12-17 1971-06-24 Bayer Ag N-substituierte 2-Arylimino-oxazolidine,Verfahren zu ihrer Herstellung und ihre Verwendung als Ektoparasiticide
FR2432513A1 (fr) * 1977-10-24 1980-02-29 Merieux Inst Nouveaux derives de la thiazoline et leur application comme medicaments
DE2905883A1 (de) * 1979-02-16 1980-08-28 Boehringer Sohn Ingelheim Radioimmuntest fuer clonidin
CA1201066A (en) * 1981-11-20 1986-02-25 Alcon Laboratories, Inc. N-¬3,5-dichloro-4-(2-imidazolidinylideneamino)- phenyl|-acetamide solutions for lowering intraocular pressure
US4461904A (en) * 1981-11-20 1984-07-24 Alcon Laboratories, Inc. 2-(Trisubstituted phenylimino)-imidazolines
DE3514351A1 (de) * 1985-04-20 1986-11-06 Boehringer Ingelheim KG, 6507 Ingelheim Neue substituierte 2-(n-alkinyl-n-phenyl)amino)-imidazolinderivate, deren saeureadditionssalze, diese enthaltende arzneimittel und verfahren zu deren herstellung
JPS6341471A (ja) * 1986-08-08 1988-02-22 Nippon Soda Co Ltd オキサ(チア)ゾリジン誘導体、その製造法及び殺ダニ剤
US4826990A (en) * 1987-09-30 1989-05-02 American Home Products Corporation 2-aryl substituted heterocyclic compounds as antiallergic and antiinflammatory agents

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GR3002524T3 (en) 1993-01-25
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KR930004653B1 (ko) 1993-06-02
AR242193A1 (es) 1993-03-31
GB2184723B (en) 1989-12-28
CN86108972A (zh) 1987-11-18
PT83982A (en) 1987-01-01
CA1298301C (fr) 1992-03-31
FR2592042A1 (fr) 1987-06-26
FR2592042B1 (fr) 1988-03-25
ZM10686A1 (en) 1987-11-27
IE863270L (en) 1987-06-19
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PH24365A (en) 1990-06-13
ZA869560B (en) 1987-11-25
CH671396A5 (ko) 1989-08-31
IS3178A7 (is) 1987-06-20
IS1448B6 (is) 1991-01-16
YU44796B (en) 1991-02-28
ZW24886A1 (en) 1987-05-13
AU6668786A (en) 1987-06-25
CA1299579C (fr) 1992-04-28
IE59212B1 (en) 1994-01-26
NO168176B (no) 1991-10-14
NO168176C (no) 1992-01-22
IL81010A (en) 1991-06-30
DK612886D0 (da) 1986-12-18
ES2036178T3 (es) 1993-05-16
OA08564A (fr) 1988-09-30
MA20835A1 (fr) 1987-07-01
AU586057B2 (en) 1989-06-29
NO865148L (no) 1987-06-22
EP0236646B1 (fr) 1990-10-10
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CS274285B2 (en) 1991-04-11
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FI865190A7 (fi) 1987-06-20
US4914117A (en) 1990-04-03
DD260495A5 (de) 1988-09-28
DE3643103A1 (de) 1987-06-25
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YU217986A (en) 1987-12-31
DK612886A (da) 1987-06-20
PH24469A (en) 1990-07-18
PT83982B (pt) 1989-01-17
SU1496632A3 (ru) 1989-07-23
PL263078A1 (en) 1988-04-14
NO865148D0 (no) 1986-12-18
IL81010A0 (en) 1987-03-31
EP0236646A1 (fr) 1987-09-16
CN1018454B (zh) 1992-09-30
IN163130B (ko) 1988-08-13
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