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KR860009007A - 피페리딜리덴 디하이드로-디벤조[a,d]-사이클로헵텐의 제조방법 - Google Patents

피페리딜리덴 디하이드로-디벤조[a,d]-사이클로헵텐의 제조방법 Download PDF

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KR860009007A
KR860009007A KR1019860003716A KR860003716A KR860009007A KR 860009007 A KR860009007 A KR 860009007A KR 1019860003716 A KR1019860003716 A KR 1019860003716A KR 860003716 A KR860003716 A KR 860003716A KR 860009007 A KR860009007 A KR 860009007A
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substituted
hydrogen
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피클 슈마허 도리스
슈마허 도리스피클
제이. 빌라니 프랭크
곽-귱왕 제시
곽ㅡ궁 왕 제시
리 머피 브루스
에드워드 클라크 존
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쉐링 코포레이션
스타이너 브이. 칸스타드
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    • 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
    • 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
    • C07D213/81—Amides; Imides
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P37/00—Drugs for immunological or allergic disorders
    • A61P37/08—Antiallergic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
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    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/16—Ring systems of three rings containing carbocyclic rings other than six-membered
    • 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
    • C07D401/04—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 directly linked by a ring-member-to-ring-member bond

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Abstract

내용 없음

Description

피페리딜리덴 디하이드로-디벤조[a, d]-사이클로헵텐의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 일반식(Ⅱ)의 화합물을 분자내 축합시킨 다음, 경우에 따라서는 R5로 표시되는 N-보호그룹을 제거하거나; R5가 저급알킬 또는 -COOR7인 화합물을 R5가 수소인 화합물로 전환시키거나; R5가 수소인 화합물을 R5가 -COOR7또는 저급알킬인 화합물로 전환시키거나; R5가 저급알킬인 화합물을 R5가 -COOR7인 화합물로 전환시키거나, 수득된 일반식(Ⅰ)의 화합물을 약제학적으로 허용가능한 이의 염으로전환시켜 일반식(Ⅰ)의 화합물 또는 약제학적으로 허용가능한 이의 염을 제조하는 방법에 있어서, 일반식(Ⅱ)의 화합물을 하멧(Hammett) 산성도가-12이하인 산으로 처리하여 분자내 축합시킴을 특징으로하는 방법.
    상기식에서 a,b,c 및 d는 모두 CH이거나, 이중의 하나가 N이고 나머지가 CH 이며; R1, R2, R3및 동일하거나 상이하며, 각각 독립적으로 수소, 탄소수 1 내지 6의 알킬, 플루오로, 클로로, 브로모, 요오도, 니트로, 탄소수 1 내지 6의 알콕시 또는 트리플르오로메틸이고; R5는 저급알킬, 수소 또는 -COOR7[여기서, R7은 치환괴거나 비치환된 C1-C12알킬, 치환되거나 비치환된 C2-C12알케닐, 치환되거나 비치환된 페닐, 페닐 잔기상에 치환되거나 비치환된 C7-C10페일날킬이거나, 2-, 3- 또는 4-피페리딜, 또는 N-치한된 피페리딜이고; 상기한 치환된 C1-C12알킬 및 치환된 C2-C12알케닐상의 치환체는 아미노 또는 치환된 아미노(여기서, 아미노그룹상의 치환체는 C1-C6알킬이다)이고, 상기한 치환된 체닐 및 C7-C10페닐알킬의 치환된 페닐 잔기상의 치환체는 C1-C4알킬 또는 할로겐이며, 상기한 N-치환된 페페리딜상의 치환체는 C1-C4알킬이다]이며; R5’는 R5에 대하여 정의한 바와 같거나 N-보호그룹이다.
  2. 제1항에 있어서, 산의 하멧 산성도가 -13 또는 -14인 방법.
  3. 제1항 또는 제2항에 있어서, HF/BF3, CF3SO3HCH3SO3H/BF|3및 FSO3H로부터 선택된 산을 이용하는 방법.
  4. 일반식(Ⅱ')의 화합물을 분자내 축합시키거나; 일반식(Ⅹ)의 화합물을 탈수시켜 트리사이큭릭 핵의 11-위치와 피에리딘 잔기 사이에 이중결합을 도입시키고; 경우에 따라서는 R로 표시된는 N-보호그룹을 제거하거나, 경우에 따라서는 산부가염으로 전환시켜 일반식(Ⅷ)의 하합물 또는 약제학적으로 혀용 가능한 이의 염을 제조하는 방법.
    상기식에서 R2는 수소 또는 클로로이고, R3는 트리플르오로메틸, 플르오로, 브로모 또는 오오드이거나; R2는 트리플르오로메틸, 플루오로, 브로모 또는 요오드이고, R3는 수소, 트리플루오로메틸, 클로로, 브로모 또는 요오드이며; R는 수소 또는 N-보호그룹이다.
  5. 제4항에 있어서, 산을 사용하여 분자내 축합시키는 방법.
  6. 제5항에 있어서, 사용하는 산이 황산인 방법.
  7. 제5항에 있어서, 사용하는 산이 하멧 산성도가 -12이하인 과도산인 방법.
  8. 제1항 내지 제7항중 어느한항에 있어서, R로 표시되는 N-보호그룹이 저급알킬, 바람직하게는 메틸인 방법.
  9. 제4항에 있어서, R2및 R3가 각각 독립적으로 크리플루오로메틸, 클로로 또는 플루오로인 화합물을 제조하는 방법.
  10. 제9항에 있어서 R2와 R3가 동일하며, 클로로 또는 플루오로인 화합물을 제조하는 방법.
  11. 제4항에 있어서, R2가 플루오로이고 R2가 수소이거나; R2가 수소이고 R3가 플루오로이거나; R2가 트리플루오로메틸이고 R3가 수소이거나; R2가트리플루오로메틸이고 R3도 트리플루오로메틸인 화합물을 제조하는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860003716A 1985-05-13 1986-05-13 피페리딜리덴 디하이드로-디벤조[a,d]사이클로헵텐 및 이의 제조방법 KR900001853B1 (ko)

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Application Number Priority Date Filing Date Title
US73342885A 1985-05-13 1985-05-13
US733,428 1985-05-13
US839,016 1986-03-12
US838974 1986-03-12
US06/839,016 US4731447A (en) 1985-05-13 1986-03-12 Process for preparing piperidylidene dihydro-dibenzo(a,d)-cycloheptenes or aza-derivatives thereof
US839016 1986-03-12
US838,974 1986-03-12
US733428 1986-03-12
US06/838,974 US4659716A (en) 1984-02-15 1986-03-12 Antihistaminic 8-(halo)-substituted 6,11-dihydro-11-(4-piperidylidene)-5H-benzo[5,6]cyclohepta[1,2-b]pyridines

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KR860009007A true KR860009007A (ko) 1986-12-19
KR900001853B1 KR900001853B1 (ko) 1990-03-24

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