KR870001205A - 이속사졸 및 푸란의 제조방법 - Google Patents
이속사졸 및 푸란의 제조방법 Download PDFInfo
- Publication number
- KR870001205A KR870001205A KR1019860005307A KR860005307A KR870001205A KR 870001205 A KR870001205 A KR 870001205A KR 1019860005307 A KR1019860005307 A KR 1019860005307A KR 860005307 A KR860005307 A KR 860005307A KR 870001205 A KR870001205 A KR 870001205A
- Authority
- KR
- South Korea
- Prior art keywords
- compound
- formula
- alkyl
- hydrogen
- halogen
- Prior art date
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/10—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a carbon chain containing aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D261/00—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings
- C07D261/02—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings
- C07D261/06—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members
- C07D261/08—Heterocyclic compounds containing 1,2-oxazole or hydrogenated 1,2-oxazole rings not condensed with other rings having two or more double bonds between ring members or between ring members and non-ring members with only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
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- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Oncology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Virology (AREA)
- Communicable Diseases (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Furan Compounds (AREA)
Abstract
내용 없음.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- a) 하기 구조식III)의 화합물을 산-수용체 존재하에 불활성 용매 중에서 가열하여 고리화해줌으로써 Y가 올레핀 결합이 개재된 알킬렌 다리를 나타내는 화합물들을 제외한, 옥사졸 또는 옥사진 고리의 4,5-위치에 이중 결합을 갖고 있지 않으며 R이 수소 또는 C1-3저급 알킬의 화합물을 제조하거나,(상기 식에서 Hal′은 염소 또는 브롬임) b) 하기 구조식(IV)의 화합물을 하기 구조식(V)의 화합물의 알칼리 금속염과 반응시켜 R1과 R2가 저급 알콕시 카보닐인 화합물을 제외한 X=O인 화합물을 얻은 다음(상기 식들에서 Hal은 염소, 브롬 또는 요드임) 소망에 따라; R이 하이드록시 알킬인 구조식(I)의 화합물을 산 할로겐화물 또는 산수물과 반응시켜 에스테르화하여 R이 저급-아실옥시인 화합물을 얻고; 소망에 따라; R이 하이드록시 알킬인 구조식(I)의 화합물을 강염기 존재하에 저급-알킬할로겐화물 또는 저급 알콕시 알킬 할로겐화물과 반응시켜 에테르화하여 R이 각기 저급-알콕시 또는 저급알콕시알콕시인 화합물을 얻고; 소망에 따라; 구조식(I)의 화합물을 지방족 하이드록시기를 할로겐으로 치환해 줄 수 있는 시약과 반응시켜 R이 할로겐에 의해 치환된 저급 알킬인 화합물을 얻고; 소망에 따라, R이 할로겐에 의해 치환된 저급 알킬인 화합물을 암모니아 또는 아민 NH=Z′와 반응시켜 N=Z1인 화합물을 제조하고; 소망에 따라, R이 아미노에 의해 치환된 저급알킬인 화합물을 저급-알카노일 할로겐화물 또는 무수물로 아실화하여 R이 저급 알카노일-아미노에 의해 치환된 알킬인 화합물을 얻고; 소망에 따라, 얻어진 염기 화합물을 그의 산부가염으로 전환시키는 것으로 구성된 하기 구조식(I)의 화합물의 제조 방법.상기 식에서 X는 O 또는 CH2이며; Y는 올레핀 결합이 임의로 개재된 C3-9알킬렌 다리이며, Z은 N 또는 R5C이며 R5는 수소 또는 저급알카노일이며, 단 Z이 N인 경우 R은 저급-알킬이며; m은 0 또는 1이며; R은 수소 또는 하이드록시, 저급-알콕시, 저급-알콕시알콕시, 저급-아실옥시, 할로, 또는 N=Z′에 의해 임의로 치환된 C1-3알킬이며 여기서 N=Z′는 아미노, 저급-알카노일아미노, 저급-알킬아미노, 디-저급알킬아미노, 1-피롤리딜, 1-피페리디닐, 4-모르폴리닐이며, R1및 R2는 할로겐, 메틸, 니트로, 저급-알콕시카보닐 또는 트리플루오로메틸이며; R3및 R4는 수소 또는 C1-3저급알킬이다.
- 제1항에 있어서, m이 0 또는 1이며, R이 메틸 또는 하이드록시메틸이며, R1과 R2가 각기 할로겐, 메틸, 니트로, 저급알콕시 카보닐 또는 트리플루오로메틸이며 R3과 R4가 각기 수소, 또는 C1-3저급 알킬인 하기 구조식의 화합물 또는 그의 제약상 허용되는 산-부가염을 제조하는 방법.
- 제2항에 있어서, 5-{5-[2,6-디클로로-4-(4,5-디하이드로-2-옥사졸릴)펜옥시]펜틸}-3-메틸이속사졸 또는 그의 제약상 허용되는 산부가염을 제조하는 방법.
- 하기 구조식(XII)의 화합물을 구조식의 화합물과 반응시키는 것으로 구성된 하기 구조식(III)의 화합물의 제조 방법.상기 식에서, X은 0 또는 CH2이며; Y는 C3-9알킬렌 다리이며; Z은 N 또는 R5C이며 여기서 R5는 수소 또는 저급알카노일이며; m은 0 또는 1이며; R1과 R2는 할로겐, 메틸, 니트로, 저급알콕시카보닐 또는 트리플루오로메틸이며; R, R3및 R4는 수소 또는 C1-3저급알킬이며 단 Z이 N인 경우 R은 저급알킬이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US75134885A | 1985-07-02 | 1985-07-02 | |
US751.348 | 1985-07-02 | ||
US751348 | 1985-07-02 |
Publications (2)
Publication Number | Publication Date |
---|---|
KR870001205A true KR870001205A (ko) | 1987-03-12 |
KR900001314B1 KR900001314B1 (ko) | 1990-03-08 |
Family
ID=25021592
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860005308A KR900001315B1 (ko) | 1985-07-02 | 1986-07-01 | 치환된 페녹시알킬이속사졸 및 푸란 |
KR1019860005307A KR900001314B1 (ko) | 1985-07-02 | 1986-07-01 | 신규한 이속사졸 및 푸란 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019860005308A KR900001315B1 (ko) | 1985-07-02 | 1986-07-01 | 치환된 페녹시알킬이속사졸 및 푸란 |
Country Status (21)
Country | Link |
---|---|
EP (2) | EP0207453B1 (ko) |
JP (2) | JPH0819128B2 (ko) |
KR (2) | KR900001315B1 (ko) |
AR (4) | AR241705A1 (ko) |
AT (2) | ATE80397T1 (ko) |
AU (2) | AU587622B2 (ko) |
CA (2) | CA1280753C (ko) |
DE (3) | DE3689924T4 (ko) |
DK (2) | DK171275B1 (ko) |
ES (5) | ES8802518A1 (ko) |
FI (2) | FI862795A (ko) |
GR (2) | GR861695B (ko) |
IE (2) | IE66234B1 (ko) |
IL (2) | IL79308A (ko) |
MX (4) | MX2954A (ko) |
MY (1) | MY102908A (ko) |
NO (2) | NO164977C (ko) |
NZ (1) | NZ216678A (ko) |
PH (2) | PH22321A (ko) |
PT (2) | PT82892B (ko) |
ZA (2) | ZA864872B (ko) |
Families Citing this family (30)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
CA1280753C (en) * | 1985-07-02 | 1991-02-26 | Philip Michael Carabateas | Process for preparing heterocyclic substituted- phenoxyalkyl isoxazoles and-furans |
IE59813B1 (en) * | 1986-05-09 | 1994-04-06 | Warner Lambert Co | Styryl pyrazoles, isoxazoles and analogs thereof having activity as 5-lipoxy-genase inhibitors and pharmaceutical compositions containing them |
US5051437A (en) * | 1986-06-24 | 1991-09-24 | Sterling Drug Inc. | Thiazolylphenoxyalkylisoxazoles, related compounds, and their use as antiviral agents |
GB8807275D0 (en) * | 1988-03-26 | 1988-04-27 | Synphar Lab Inc | Chemical compounds |
ES2141076T3 (es) | 1988-09-01 | 2000-03-16 | Bayer Ag | Proteina del receptor de rinovirus humano que inhibe la infectividad del virus. |
US6051231A (en) * | 1988-09-01 | 2000-04-18 | Bayer Corporation | Antiviral methods and prepations |
US6143298A (en) * | 1988-09-01 | 2000-11-07 | Bayer Corporation | Soluble truncated forms of ICAM-1 |
ZA896668B (en) * | 1988-09-01 | 1990-06-27 | Molecular Therapeutics Inc | A human rhinovirus receptor protein that inhibits virus infectivity |
US6514936B1 (en) | 1988-09-01 | 2003-02-04 | Bayer Corporation | Antiviral methods using human rhinovirus receptor (ICAM-1) |
US5070090A (en) * | 1989-05-15 | 1991-12-03 | Janssen Pharmaceutica N.V. | Antipicorpaviral herterocyclic-substituted morpholinyl alkylphenol ethers |
GB8911158D0 (en) * | 1989-05-16 | 1989-07-05 | Janssen Pharmaceutica Nv | Antiviral pyridazinamines |
US5110821A (en) * | 1989-08-18 | 1992-05-05 | Sterling Drug Inc. | 1,3,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
US4945164A (en) * | 1989-08-18 | 1990-07-31 | Sterling Drug Inc. | 1,3,4-Oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents and intermediates thereof |
US4942241A (en) * | 1989-08-21 | 1990-07-17 | Sterling Drug Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
NZ234760A (en) * | 1989-08-18 | 1991-09-25 | Sterling Drug Inc | Antiviral oxazole compounds and compositions |
US5175178A (en) * | 1989-08-21 | 1992-12-29 | Sterling Drug Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
US6107461A (en) * | 1990-07-20 | 2000-08-22 | Bayer Corporation | Multimeric forms of human rhinovirus receptor and fragments thereof, and method of use |
ES2134762T3 (es) * | 1990-07-20 | 1999-10-16 | Bayer Ag | Formas multimericas de proteinas receptoras de rinovirus humanos. |
US5686581A (en) * | 1990-07-20 | 1997-11-11 | Bayer Corporation | Multimeric form of human rhinovirus receptor protein |
US5686582A (en) * | 1990-07-20 | 1997-11-11 | Bayer Corporation | Multimeric forms of human rhinovirus receptor protein |
IT1247509B (it) * | 1991-04-19 | 1994-12-17 | Univ Cagliari | Composti di sintesi atti all'impiego nella terapia delle infezioni da rhinovirus |
US5175177A (en) * | 1991-07-17 | 1992-12-29 | Sterling Drug Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
US5349068A (en) * | 1992-04-15 | 1994-09-20 | Sterling Winthrop Inc. | 1,2,4-oxadiazolyl-phenoxyalkylisoxazoles and their use as antiviral agents |
US5514781A (en) * | 1994-04-11 | 1996-05-07 | Bayer Corporation | Use of azoles as virucidal agents in solutions of biologically active proteins |
US5453433A (en) * | 1994-05-13 | 1995-09-26 | Sterling Winthrop Inc. | Thiadiazoles and antipicornaviral compositions |
US5514679A (en) * | 1994-05-13 | 1996-05-07 | Sterling Winthrop Inc. | Therapeutic phenoxyalklpyridazines and intermediates therefor |
KR100796093B1 (ko) | 2003-07-02 | 2008-01-21 | 에프. 호프만-라 로슈 아게 | 티아졸 고리로 치환된 인돌릴 유도체 및 ppar조절제로서 그의 용도 |
US7790720B2 (en) | 2005-03-31 | 2010-09-07 | Ucb Pharma, S.A. | Compounds comprising an oxazole or thiazole moiety, processes for making them, and their uses |
US8993604B2 (en) | 2009-06-30 | 2015-03-31 | Siga Technologies, Inc. | Treatment and prevention of dengue virus infections |
BRPI1009034A2 (pt) * | 2009-06-30 | 2019-09-24 | Siga Tech Inc | composição farmacêutica e método para o tratamento ou profilaxia de uma infecção viral ou doença associada a mesma |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4451476A (en) * | 1982-12-13 | 1984-05-29 | Sterling Drug Inc. | Isoxazoles as antiviral agents |
NZ209209A (en) * | 1983-08-29 | 1988-02-12 | Sterling Drug Inc | Substituted phenyl-aliphatic isoxazole derivatives and pharmaceutical compositions |
CA1280753C (en) * | 1985-07-02 | 1991-02-26 | Philip Michael Carabateas | Process for preparing heterocyclic substituted- phenoxyalkyl isoxazoles and-furans |
-
1986
- 1986-06-24 CA CA000512258A patent/CA1280753C/en not_active Expired - Lifetime
- 1986-06-24 CA CA000512264A patent/CA1299176C/en not_active Expired - Lifetime
- 1986-06-25 ES ES556812A patent/ES8802518A1/es not_active Expired
- 1986-06-25 PH PH33948A patent/PH22321A/en unknown
- 1986-06-25 ES ES556811A patent/ES8802517A1/es not_active Expired
- 1986-06-25 PH PH33947A patent/PH23197A/en unknown
- 1986-06-26 DE DE3689924T patent/DE3689924T4/de not_active Expired - Lifetime
- 1986-06-26 DE DE8686108745T patent/DE3686677T2/de not_active Expired - Fee Related
- 1986-06-26 AT AT86108745T patent/ATE80397T1/de not_active IP Right Cessation
- 1986-06-26 IE IE172386A patent/IE66234B1/en not_active IP Right Cessation
- 1986-06-26 DE DE3689924A patent/DE3689924D1/de not_active Expired - Fee Related
- 1986-06-26 EP EP86108744A patent/EP0207453B1/en not_active Expired - Lifetime
- 1986-06-26 IE IE172486A patent/IE59755B1/en not_active IP Right Cessation
- 1986-06-26 EP EP86108745A patent/EP0207454B1/en not_active Expired - Lifetime
- 1986-06-26 NZ NZ216678A patent/NZ216678A/xx unknown
- 1986-06-26 AT AT86108744T patent/ATE107645T1/de not_active IP Right Cessation
- 1986-06-27 MX MX295486A patent/MX2954A/es unknown
- 1986-06-30 GR GR861695A patent/GR861695B/el unknown
- 1986-06-30 GR GR861697A patent/GR861697B/el unknown
- 1986-07-01 KR KR1019860005308A patent/KR900001315B1/ko not_active IP Right Cessation
- 1986-07-01 AU AU59456/86A patent/AU587622B2/en not_active Ceased
- 1986-07-01 IL IL79308A patent/IL79308A/xx not_active IP Right Cessation
- 1986-07-01 FI FI862795A patent/FI862795A/fi not_active Application Discontinuation
- 1986-07-01 PT PT82892A patent/PT82892B/pt active IP Right Grant
- 1986-07-01 NO NO862651A patent/NO164977C/no not_active IP Right Cessation
- 1986-07-01 ZA ZA864872A patent/ZA864872B/xx unknown
- 1986-07-01 ZA ZA864873A patent/ZA864873B/xx unknown
- 1986-07-01 NO NO862650A patent/NO165023C/no not_active IP Right Cessation
- 1986-07-01 PT PT82891A patent/PT82891B/pt not_active IP Right Cessation
- 1986-07-01 DK DK312986A patent/DK171275B1/da not_active IP Right Cessation
- 1986-07-01 FI FI862794A patent/FI85021C/fi not_active IP Right Cessation
- 1986-07-01 AU AU59457/86A patent/AU589190B2/en not_active Ceased
- 1986-07-01 DK DK198603130A patent/DK173467B1/da not_active IP Right Cessation
- 1986-07-01 IL IL79309A patent/IL79309A/xx not_active IP Right Cessation
- 1986-07-01 KR KR1019860005307A patent/KR900001314B1/ko not_active IP Right Cessation
- 1986-07-02 JP JP61155927A patent/JPH0819128B2/ja not_active Expired - Fee Related
- 1986-07-02 AR AR86304418A patent/AR241705A1/es active
- 1986-07-02 JP JP61155928A patent/JPH0768242B2/ja not_active Expired - Fee Related
-
1987
- 1987-09-28 MY MYPI87002033A patent/MY102908A/en unknown
- 1987-12-04 ES ES557778A patent/ES8802153A1/es not_active Expired
- 1987-12-07 ES ES557780A patent/ES8801651A1/es not_active Expired
- 1987-12-07 ES ES557779A patent/ES8801649A1/es not_active Expired
-
1990
- 1990-03-07 AR AR90316339A patent/AR242572A1/es active
- 1990-03-28 AR AR90316484A patent/AR242573A1/es active
- 1990-03-28 AR AR90316483A patent/AR244686A1/es active
-
1991
- 1991-06-28 MX MX9100032A patent/MX9100032A/es unknown
- 1991-06-28 MX MX9100033A patent/MX9100033A/es unknown
- 1991-06-28 MX MX9100029A patent/MX9100029A/es unknown
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