KR870002121A - 디하이드로 피리딘 유도체의 제조방법 - Google Patents

디하이드로 피리딘 유도체의 제조방법 Download PDF

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KR870002121A
KR870002121A KR1019860006866A KR860006866A KR870002121A KR 870002121 A KR870002121 A KR 870002121A KR 1019860006866 A KR1019860006866 A KR 1019860006866A KR 860006866 A KR860006866 A KR 860006866A KR 870002121 A KR870002121 A KR 870002121A
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hydrogen
formula
methyl
halo
alkyl
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KR870000904B1 (ko
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하워드 위켈 제임스
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메리 앤 터커
알라이 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D409/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms
    • C07D409/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms containing two hetero rings
    • C07D409/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having sulfur atoms as the only ring hetero atoms 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
    • A61P11/00—Drugs for disorders of the respiratory system
    • A61P11/08—Bronchodilators
    • 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
    • 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
    • A61P9/08—Vasodilators for multiple indications
    • 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
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
    • 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
    • A61P9/12—Antihypertensives
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/80—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
    • C07D211/84—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen directly attached to ring carbon atoms
    • C07D211/90—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • General Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Vascular Medicine (AREA)
  • Diabetes (AREA)
  • Hematology (AREA)
  • Obesity (AREA)
  • Pulmonology (AREA)
  • Urology & Nephrology (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pyridine Compounds (AREA)
  • Saccharide Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Dental Preparations (AREA)
  • Hydrogenated Pyridines (AREA)

Abstract

내용 없음

Description

디하이드로 피리딘 유도체의 제조방법
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (7)

  1. 하기 일반식(II)의 중간물질 또는 그의 아세탈 또는 케탈 유도체를
    (A) 하기 일반식(III)의 중간물질 및 일반식R1-NH2의 화합물 또는 그들의 공급원과 반응시키거나,
    (B) 일반식(III)의 중간물질 및 하기 일반식(IV)의 중간 물질과 반응시킨 다음, 임의로
    (C) 이렇게 하여 생성된 R3중 하나 또는 둘다가 -CO3R7인 일반식(I)의 화합물을 가수분해 및 탈카복실화시켜 R3중 하나 또는 둘다가 수소인 일반식(I)의 화합물을 생성시킴을 특징으로 하여, 하기 일반식(I)의 디하이드로피리딘 유도체 또는 그의 약제학적으로 허용되는 염을 제조하는 방법.
    R2COCH2R3(III)
    R2C(NHR1)=CHR3(IV)
    상기식에서 R1은 수소, C1-C4알킬 또는
    이고; 각 R2는 독립적으로 수소, 메틸 또는 아미노이며; 각 R3는 독립적으로 수소, -COR7, -CO2R7또는 -S(O)nR7이고, 단 일반식(III)에서, R3는 -COR7, -CO2R7또는 -S(O)nR7이고; R4는 수소, 메틸, 메톡시, 할로, 니트로 또는 아미노이며; R5는 수소, 메틸, 메톡시, 할로 또는 C1-C4알킬티오이고; R6는 수소, 할로, C1-C4알콕시, C1-C4알킬 또는 니트로이며; m은 0.1.2.3 또는 4이고; z는 O,S 또는 NH이며; A1,A2,A3및 A4중 3개 또는 4개는 CH이고, A1,A2,A3,A4중 나머지는 존재하는경우, N이며; R7은 -alk-(Y-alk)t-R8, 알릴, 프로파길, C3-C6사이클로 알킬 또는 페닐이거나, C1-C4알킬, C1-C4알콕시, 니트로 또는 할로중에서 선택된 치환체 1개 내지 3개로 치환된 페닐이고; 각“alk”는 C1-C6지방족 탄화수소로부터 유도된 2가 유기 라디칼이며; Y는 -O-, -NH- 또는 하나의 결합이고; t는 0 또는 1이며; R8은 수소, 페닐, 피리딜, -CN 또는 -NR6R10이고; n 은 0,1 또는 2이며; Q는 CHO 또는 -CHX2이고; X는 할로이며; R9및 R10은 독립적으로 C1-C3알킬 또는 벤질이거나, 그들이 결합된 질소원자와 함께 피롤리디노, 피페리디노 또는 호모피페리디노환을 형성하며, 단 A1,A2,A3및 A4가 모두 CH 이고, R1, R4및 R5가 모두 수소이며, R2가 둘다 메틸이고, Z가 NH 또는 S인 경우, R3그룹 둘다는 CO2C2H5가 될 수 없다.
  2. 제1항에 있어서, A1,A2,A3또는 A4중 하나가 N인 일반식(I)의 화합물을 제조하는 방법.
  3. 제2항에 있어서, Z가 S인 방법.
  4. 제1항에 있어서, 1,4-디하이드로-2,6-디메틸-4-티에노[3,2-c]피리딘-3일-3,5-피리딘디카복실 산, 3-메틸 5-(1-메틸에틸)에스테르, 또는 그의 약제학적으로 허용되는 산 부가염을 제조하는 방법.
  5. 제1항에 있어서, 1,4-디하이드로-2,5-디메틸-4-티에노[3,2-c]피리딘-3-일-3,5-피리딘디카복실 산, 메틸(S)-1-메틸프로필 에스테르, 또는 그의 약제학적으로 허용되는 산 부가염을 제조하는 방법.
  6. 제1항에 있어서, 1,4-디하이드로-2,6-디메틸-4-티에노[3,2-c]피리딘-3-일-3,5-피리딘디카복실 산, 에틸메틸 에스테르, 또는 그의 약제학적으로 허용되는 산 부가염을 제조하는 방법.
  7. 제1,2또는 3항에 있어서, R1이 수소이고 공급원이 수성 수산화 암모늄인 방법.
    ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
KR1019860006866A 1985-08-21 1986-08-20 디하이드로피리딘 유도체의 제조방법 KR870000904B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US768071 1985-08-21
US768,071 1985-08-21
US06/768,071 US4659717A (en) 1985-08-21 1985-08-21 Dihydropyridines useful in the treatment of angina and stroke

Publications (2)

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KR870002121A true KR870002121A (ko) 1987-03-30
KR870000904B1 KR870000904B1 (ko) 1987-05-04

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KR1019860006866A KR870000904B1 (ko) 1985-08-21 1986-08-20 디하이드로피리딘 유도체의 제조방법

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US (1) US4659717A (ko)
EP (1) EP0217530B1 (ko)
JP (1) JPS6245586A (ko)
KR (1) KR870000904B1 (ko)
CN (1) CN86106294A (ko)
AT (1) ATE57930T1 (ko)
AU (1) AU6158486A (ko)
CA (1) CA1265795A (ko)
DE (1) DE3675316D1 (ko)
DK (1) DK393486A (ko)
ES (1) ES2001105A6 (ko)
GR (1) GR862150B (ko)
HU (1) HU195653B (ko)
IL (1) IL79764A0 (ko)
PT (1) PT83218A (ko)
ZA (1) ZA866222B (ko)

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DE4321030A1 (de) * 1993-06-24 1995-01-05 Bayer Ag 4-bicyclisch substituierte Dihydropyridine, Verfahren zu ihrer Herstellung und ihre Verwendung in Arzneimittel
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JP3791725B2 (ja) 1997-09-26 2006-06-28 旭精工株式会社 円板体放出装置
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JP5571800B2 (ja) 2009-11-18 2014-08-13 バイエル・インテレクチュアル・プロパティ・ゲゼルシャフト・ミット・ベシュレンクテル・ハフツング フロピリジニル置換１，４−ジヒドロピリジン誘導体およびその使用方法
EP2507241A1 (en) 2009-12-02 2012-10-10 The U.S.A. As Represented By The Secretary, Department Of Health And Human Services Methanocarba adenosine derivatives and dendrimer conjugates thereof
EP3480201A1 (en) * 2017-11-06 2019-05-08 Oncostellae, S.L. New analogs as androgen receptor and glucocorticoid receptor modulators
AR117472A1 (es) 2018-12-21 2021-08-11 Celgene Corp Inhibidores de tienopiridina de ripk2

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DK393486D0 (da) 1986-08-19
DK393486A (da) 1987-02-22
US4659717A (en) 1987-04-21
KR870000904B1 (ko) 1987-05-04
PT83218A (en) 1986-09-01
ATE57930T1 (de) 1990-11-15
DE3675316D1 (en) 1990-12-06
HUT44538A (en) 1988-03-28
EP0217530B1 (en) 1990-10-31
IL79764A0 (en) 1986-11-30
JPS6245586A (ja) 1987-02-27
CN86106294A (zh) 1987-02-25
CA1265795A (en) 1990-02-13
ES2001105A6 (es) 1988-04-16
HU195653B (en) 1988-06-28
AU6158486A (en) 1987-02-26
ZA866222B (en) 1988-04-27
GR862150B (en) 1986-12-23
EP0217530A1 (en) 1987-04-08

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