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KR850008166A - 인돌린 및 2-인돌리논 유도체의 제조방법 - Google Patents

인돌린 및 2-인돌리논 유도체의 제조방법 Download PDF

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KR850008166A
KR850008166A KR1019850003271A KR850003271A KR850008166A KR 850008166 A KR850008166 A KR 850008166A KR 1019850003271 A KR1019850003271 A KR 1019850003271A KR 850003271 A KR850003271 A KR 850003271A KR 850008166 A KR850008166 A KR 850008166A
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hydrogen
methyl
alkyl
formula
compound
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KR870000274B1 (ko
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웨인 로버트손 데이비드
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메리 앤 턱커
일라이 릴리 앤드 캄파니
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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
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
    • C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
    • C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
    • C07D209/32—Oxygen atoms
    • C07D209/34—Oxygen atoms in position 2

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Cardiology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Indole Compounds (AREA)

Abstract

내용 없음

Description

인돌린 및 2-인돌리논 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (4)

  1. 하기 일반식(Ⅳ)의 화합물을 일반식 R2NHNH2의 화합물과 반응시키거나, 또는 일반식(Ⅰ) (여기서 R2는 수소이다)의 화합물을 일반식 R2Y(여기서 Y는 이탈기이다)의 알킬화제로 알킬화시키거나 또는 일반식(Ⅰ)(여기서 R3와 R4및 R5중의 하나는 수소이다)의 화합물을 수소 이탈반응시키고, 임의로는 생성물을 염화시킴을 특징으로 하여, 하기 일반식(Ⅰ)의 인돌린 또는 2-인돌리논 유도체 또는 이의 약리학적으로 허용되는 염을 제조하는 방법.
    상기식에서, Ra는 수소 또는 메틸이고; B=C<는 O=C<또는 H2C< 이고; R1은 수소, C1-C4알킬, C2-C4알카노일, 메틸-또는 에틸-술포닐, 또는 할로, C1-C4알킬, 메톡시 또는 에톡시로부터 선택된 1 내지 3개의 치환분으로 페닐환에 임의로 치환된 벤조일이며; R2는 수소, C2-C22알킬, 히드록시-치환된 C1-C3알킬, 카르바모일-치환된 C1-C11알킬, 나프틸옥시-메틸 또는-에틸, 옥소-치환된 C1-C11알킬기, 또는 R6R7N-(CH2)n-(여기서 각각의 R6및 R7은 각각 수소 또는 C1-C4알킬이며, 부착되는 질소원자와 함께 취할 때 피롤리디노, 피페리디노, 모르폴리노, 피페라지노, 또는 N-메틸피페라지노 환을 형성하고, n은 2 또는 3이다)이며; R3는 수소이고; R4는 수소, C1-C4알킬, 히드록시메틸, 또는 C2-C4알카노일옥시메틸이고; R5는 수소 또는 C1-C4알킬이거나; 또는 R3와 R4및 R5중의 하나는 함께 결합되며; R6는 수소 또는 메틸이다.
  2. 제1항에 있어서, 일반식(Ⅳ)의 화합물(여기서 Ra는 메틸이고, R6는 수소이다)을 히드라진 또는 히드라진 수화물과 반응시키는 방법.
  3. 제1항에 있어서, 일반식(Ⅳ)의 화합물(여기서 B=C<는 O=C<이고, Ra는 메틸이며, R1, R3, R4및 R6는 수소이며, R5는 메틸이다)을 히드라진 또는 히드라진 수화물과 반응시키는 방법.
  4. 제1항에 있어서, 일반식(Ⅳ)의 화합물(여기서 B=C<는 O=C<이고, Ra는 메틸이고, R1, R3및 R6는 수소이며 R4및 R5는 메틸이다)을 히드라진 또는 히드라진 수화물과 반응시키는 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019850003271A 1984-05-14 1985-05-14 인돌린 및 2-인돌리논 유도체의 제조방법 Expired KR870000274B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US61021084A 1984-05-14 1984-05-14
US610210 1984-05-14
US610,210 1984-05-14

Publications (2)

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KR850008166A true KR850008166A (ko) 1985-12-13
KR870000274B1 KR870000274B1 (ko) 1987-02-23

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KR1019850003271A Expired KR870000274B1 (ko) 1984-05-14 1985-05-14 인돌린 및 2-인돌리논 유도체의 제조방법

Country Status (20)

Country Link
EP (1) EP0161918B1 (ko)
JP (1) JPH0643417B2 (ko)
KR (1) KR870000274B1 (ko)
AR (1) AR241531A1 (ko)
AT (1) ATE54915T1 (ko)
AU (1) AU577372B2 (ko)
CA (1) CA1248099A (ko)
DE (1) DE3578822D1 (ko)
DK (1) DK207785A (ko)
EG (1) EG17342A (ko)
ES (1) ES8609308A1 (ko)
GR (1) GR851121B (ko)
HU (1) HU194873B (ko)
IL (1) IL75122A (ko)
MY (1) MY101520A (ko)
NZ (1) NZ212023A (ko)
PH (1) PH21862A (ko)
PT (1) PT80414B (ko)
SU (1) SU1486060A3 (ko)
ZA (1) ZA853440B (ko)

Families Citing this family (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4591591A (en) * 1984-03-08 1986-05-27 Eli Lilly And Company Pyridazinone derivatives as inotropic agents
DE3631085A1 (de) * 1986-09-12 1988-03-24 Boehringer Mannheim Gmbh Heterocyclisch substituierte indolinone, verfahren zu ihrer herstellung, arzneimittel sowie zwischenprodukte
DE3706427A1 (de) * 1987-02-27 1988-09-08 Boehringer Mannheim Gmbh Neue substituierte 3h-indole, zwischenprodukte, verfahren zu ihrer herstellung sowie arzneimittel
US5196416A (en) * 1987-08-28 1993-03-23 Eli Lilly And Company Transdermal flux-enhancing pharmaceutical compositions comprising azone, ethanol and water
DE3871464D1 (de) * 1987-08-28 1992-07-02 Lilly Co Eli Die permeation verbessernde zusammensetzung.
DE68917485T2 (de) * 1988-01-23 1995-02-09 Kyowa Hakko Kogyo Kk Pyridazinon-Derivate und diese enthaltende pharmazeutische Zubereitungen.
GB8816944D0 (en) * 1988-07-15 1988-08-17 Sobio Lab Compounds
US7772188B2 (en) 2003-01-28 2010-08-10 Ironwood Pharmaceuticals, Inc. Methods and compositions for the treatment of gastrointestinal disorders
US8969514B2 (en) 2007-06-04 2015-03-03 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase useful for the treatment of hypercholesterolemia, atherosclerosis, coronary heart disease, gallstone, obesity and other cardiovascular diseases
WO2008151257A2 (en) 2007-06-04 2008-12-11 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
WO2009149279A2 (en) 2008-06-04 2009-12-10 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
CA2730603C (en) 2008-07-16 2019-09-24 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase useful for the treatment of gastrointestinal disorders, inflammation, cancer and other disorders
US9616097B2 (en) 2010-09-15 2017-04-11 Synergy Pharmaceuticals, Inc. Formulations of guanylate cyclase C agonists and methods of use
KR102034748B1 (ko) 2011-03-01 2019-10-21 시너지 파마슈티컬즈 인코포레이티드 구아닐레이트 사이클라제 c 작용제의 제조 방법
US9545446B2 (en) 2013-02-25 2017-01-17 Synergy Pharmaceuticals, Inc. Agonists of guanylate cyclase and their uses
EP2970384A1 (en) 2013-03-15 2016-01-20 Synergy Pharmaceuticals Inc. Agonists of guanylate cyclase and their uses
WO2014151200A2 (en) 2013-03-15 2014-09-25 Synergy Pharmaceuticals Inc. Compositions useful for the treatment of gastrointestinal disorders
AU2014274812B2 (en) 2013-06-05 2018-09-27 Bausch Health Ireland Limited Ultra-pure agonists of guanylate cyclase C, method of making and using same
WO2015021358A2 (en) 2013-08-09 2015-02-12 Dominique Charmot Compounds and methods for inhibiting phosphate transport
CN114340631A (zh) 2019-05-21 2022-04-12 阿德利克斯股份有限公司 用于降低患者的血清磷酸盐的组合
CN121013845A (zh) * 2023-03-10 2025-11-25 硕腾服务有限责任公司 磷酸二酯酶3(pde3)抑制剂

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ES482789A0 (es) * 1978-08-25 1980-12-01 Thomae Gmbh Dr K Procedimiento para la preparacion de nuevos bencimidazoles sustituidos en posicion 5 o 6 con un anillo de piridazinona
US4258185A (en) * 1978-10-17 1981-03-24 Yoshitomi Pharmaceutical Industries, Ltd. Pyridazinone compounds
DE3124699A1 (de) * 1981-06-24 1983-01-13 Basf Ag, 6700 Ludwigshafen Neue 2-aryl-3,4-diaza-bicyclo(4.n.0.)alken-(2)-one-(5),verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
JPS588016A (ja) * 1981-07-06 1983-01-18 Mitsubishi Chem Ind Ltd 強心剤

Also Published As

Publication number Publication date
IL75122A (en) 1989-02-28
KR870000274B1 (ko) 1987-02-23
JPS6122080A (ja) 1986-01-30
HU194873B (en) 1988-03-28
DK207785D0 (da) 1985-05-10
DK207785A (da) 1985-11-15
DE3578822D1 (de) 1990-08-30
PT80414A (en) 1985-06-01
IL75122A0 (en) 1985-09-29
SU1486060A3 (ru) 1989-06-07
AU577372B2 (en) 1988-09-22
HUT37783A (en) 1986-02-28
EP0161918B1 (en) 1990-07-25
CA1248099A (en) 1989-01-03
JPH0643417B2 (ja) 1994-06-08
ES543078A0 (es) 1986-09-01
MY101520A (en) 1991-11-30
EP0161918A2 (en) 1985-11-21
EP0161918A3 (en) 1986-11-20
NZ212023A (en) 1988-04-29
EG17342A (en) 1991-03-30
AR241531A1 (es) 1992-08-31
PT80414B (en) 1987-04-16
PH21862A (en) 1988-03-25
ES8609308A1 (es) 1986-09-01
ZA853440B (en) 1986-12-30
AU4240585A (en) 1985-11-21
ATE54915T1 (de) 1990-08-15
GR851121B (ko) 1985-11-25

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