JPH09510951A - 新規な活性化合物 - Google Patents
新規な活性化合物Info
- Publication number
- JPH09510951A JPH09510951A JP7501675A JP50167595A JPH09510951A JP H09510951 A JPH09510951 A JP H09510951A JP 7501675 A JP7501675 A JP 7501675A JP 50167595 A JP50167595 A JP 50167595A JP H09510951 A JPH09510951 A JP H09510951A
- Authority
- JP
- Japan
- Prior art keywords
- quinoline
- compound
- mmol
- compound according
- butyryl
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/20—Oxygen atoms
- C07D215/24—Oxygen atoms attached in position 8
- C07D215/26—Alcohols; Ethers thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
- C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
- C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms 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
- C07D215/38—Nitrogen atoms
- C07D215/42—Nitrogen atoms attached in position 4
- C07D215/44—Nitrogen atoms attached in position 4 with aryl radicals attached to said nitrogen atoms
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (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)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
Description
Claims (1)
- 【特許請求の範囲】 1.一般式I 〔式中、 R1は(a)C1〜C6アルキル、 (b)C3〜C6シクロアルキルまたは (c)C3〜C6、C1〜C6シクロアルキルアルキルであり、 R2は(a)H、 (b)C1〜C6アルキル、 (c)C1〜C6アルコキシまたは (d)ハロゲンであり、 R3はC1〜C6アルキルであり、 R4は(a)H、 (b)C1〜C4アルキル、 (c)ハロゲンまたは (d)OHであり、 mは2または3の整数であり、そして nは0、1または2の整数である〕 の化合物またはその薬学的に許容しうる塩。 2.R1がCH3、CH2CH3、CH2CH2CH3、CH(CH3)2、シクロプロピルまたはシクロプロ ピルメチルであり、R2がCH3、CH2CH3、CH2CH2CH3、CH(CH3)2、CH(CH3)CH2CH3、O CH3、OCH2CH3またはハロゲンであり、R3がCH3、CH2CH3、CH(CH3)2またはCH2CH2C H3であり、そしてR4がH、CH3、CH2CH3、ハロゲンまたはOHである請求項1記載 の化合物またはその薬学的に許容しうる塩。 3.R1がCH2CH3またはCH2CH2CH3であり、R2がCH3、CH2CH3、CH(CH3)2、OCH3また はClであり、R3がCH3、CH2CH3またはCH2CH2CH3であり、そしてR4がH、CH3、F 、ClまたはOHである請求項2記載の化合物またはその薬学的に許容しうる塩。 4.下表に記載の化合物の1つである請求項3記載の化合物またはその薬学的に 許容しうる塩。 5.化合物3−ブチリル−4−(2−メチルフェニルアミノ)−8−(2−メチ ルスルフィニルエトキシ)キノリンまたはその薬学的に許容しうる塩。 6.(a)一般式II (式中、R2およびR4は請求項1で定義された通りである)の化合物を一般式II I (式中、R1、R3、mおよびnは請求項1で定義された通りであり、そしてXは 脱離基、例えばハライド、トシルオキシまたはメシルオキシである)の化合物と 反応させること、または (b)式I(式中、R1、R2、R3、R4およびmは請求項1で定義された通りで あり、そしてnは0である)の化合物を酸化することにより式I(式中、R1、R2 、R3、R4およびmは請求項1で定義された通りであり、そしてnは1または2で ある)の化合物を製造する ことからなる請求項1〜5の何れかの項記載の化合物の製造法。 7.前記酸化工程は(i)酸化剤を使用し、それにより酸化をハロゲン化炭化水素 、アルコール、エーテルまたはケトンのような溶媒中で行うことにより;(ii)酸 化酵素を使用して酸化を酵素的に行うことにより;または(iii)適当な微生物を 使用して酸化を微生物学的に行うことにより達成される請求項6記載の方法。 8.治療に使用される請求項1〜5の何れかの項記載の化合物。 9.胃酸分泌の阻害および/または胃腸の炎症性疾患の治療に使用される請求項 1〜5の何れかの項記載の化合物。 10.活性成分として請求項1〜5の何れかの項記載の化合物を含有する医薬製剤 。 11.胃酸分泌を抑制するための医薬の製造において使用される請求項1〜5の何 れかの項記載の化合物。 12.胃腸の炎症性疾患を治療するための医薬の製造において使用される請求項1 〜5の何れかの項記載の化合物。 13.人間の胃粘膜のヘリコバクターピロリ菌による感染などの症状を治療または 予防するための医薬の製造において使用され、抗微生物剤と組合わせて投与され るように適合される請求項1〜5の何れかの項記載の化合物。 14.胃酸分泌の抑制を必要とする哺乳動物、例えば人間に有効量の請求項1〜5 の何れかの項記載の化合物を投与することからなる胃酸分泌を抑制する方法。 15.胃腸の炎症性疾患の治療を必要とする哺乳動物、例えば人間に有効量の請求 項1〜5の何れかの項記載の化合物を投与することからなる胃腸の炎症性疾患を 治療する方法。 16.人間の胃粘膜のヘリコバクターピロリ菌による感染などの症状を治療または 予防する方法であって、このような治療を必要とする哺乳動物、例えば人間に有 効量の請求項1〜5の何れかの項記載の化合物を投与することからなり、前記化 合物が抗微生物剤と組合わせて投与される前記方法。 17.活性成分が請求項1〜5の何れかの項記載の化合物である、胃酸分泌の抑制 において使用される医薬製剤。 18.活性成分が請求項1〜5の何れかの項記載の化合物である、胃腸の炎症性疾 患の治療において使用される医薬製剤。 19.活性成分が抗微生物剤と組合わされた請求項1〜5の何れかの項記載の化合 物である、人間の胃粘膜のヘリコバクターピロリ菌 による感染などの症状の治療または予防において使用される医薬製剤。 20.一般式III (式中、R1はC1〜C6アルキルであり、R3はC1〜C6アルキルであり、mは2また は3であり、nは0、1または2であり、そしてXは脱離基、例えばハライド、 トシルオキシまたはメシルオキシである)の化合物。
Applications Claiming Priority (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
SE9302005A SE9302005D0 (sv) | 1993-06-11 | 1993-06-11 | New active compounds |
SE9302005-5 | 1993-06-11 | ||
SE9303970-9 | 1993-11-30 | ||
SE9303970A SE9303970D0 (sv) | 1993-11-30 | 1993-11-30 | New active compounds |
PCT/SE1994/000552 WO1994029274A1 (en) | 1993-06-11 | 1994-06-08 | New active compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH09510951A true JPH09510951A (ja) | 1997-11-04 |
JP3623794B2 JP3623794B2 (ja) | 2005-02-23 |
Family
ID=26661770
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP50167595A Expired - Fee Related JP3623794B2 (ja) | 1993-06-11 | 1994-06-08 | 新規な活性化合物 |
Country Status (25)
Country | Link |
---|---|
US (1) | US5889021A (ja) |
EP (1) | EP0702672B1 (ja) |
JP (1) | JP3623794B2 (ja) |
CN (1) | CN1045955C (ja) |
AT (1) | ATE196134T1 (ja) |
AU (1) | AU680516B2 (ja) |
BR (1) | BR9406772A (ja) |
CA (1) | CA2164875A1 (ja) |
CZ (1) | CZ326095A3 (ja) |
DE (1) | DE69425823T2 (ja) |
EE (1) | EE03123B1 (ja) |
EG (1) | EG20435A (ja) |
ES (1) | ES2150494T3 (ja) |
FI (1) | FI955896A (ja) |
HU (1) | HUT75122A (ja) |
IL (1) | IL109685A (ja) |
IS (1) | IS4164A (ja) |
NO (1) | NO305799B1 (ja) |
NZ (1) | NZ267740A (ja) |
PL (1) | PL177766B1 (ja) |
RU (1) | RU2142454C1 (ja) |
SG (1) | SG47820A1 (ja) |
SK (1) | SK154995A3 (ja) |
TW (1) | TW261613B (ja) |
WO (1) | WO1994029274A1 (ja) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5556863A (en) * | 1993-06-11 | 1996-09-17 | Astra Aktiebolag | Compound for gastric acid secretion inhibition |
US6077850A (en) * | 1997-04-21 | 2000-06-20 | G.D. Searle & Co. | Substituted benzopyran analogs for the treatment of inflammation |
AU2002950217A0 (en) | 2002-07-16 | 2002-09-12 | Prana Biotechnology Limited | 8- Hydroxy Quinoline Derivatives |
ES2877799T3 (es) * | 2015-12-31 | 2021-11-17 | Shanghai Pharmaceuticals Holding Co Ltd | Sal de derivado de quinolina, formas polimórficas de la misma, métodos de preparación de la misma, composición y aplicaciones |
Family Cites Families (39)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US509804A (en) * | 1893-11-28 | Hoof-weight | ||
US3470186A (en) * | 1967-06-02 | 1969-09-30 | American Cyanamid Co | Substituted 4-anilino-3-quinolinecarboxylic acids and esters |
US4042702A (en) * | 1973-08-16 | 1977-08-16 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Halogen pyrazole derivatives, a method for producing these halogen pyrazole derivatives, medicaments containing and methods of using them |
LU69428A1 (ja) * | 1974-02-20 | 1975-12-09 | ||
US4120972A (en) * | 1975-02-03 | 1978-10-17 | Smith Kline & French Laboratories Limited | Imidazolylmethylthio-ethyl isothiourea compounds |
GB1507957A (en) * | 1975-03-25 | 1978-04-19 | Byk Gulden Lomberg Chem Fab | Nitrofuryl-pyrazole derivatives methods for producing them and medicaments comprising them |
FR2367750A1 (fr) * | 1976-10-14 | 1978-05-12 | Byk Gulden Lomberg Chem Fab | Acid |
LU78804A1 (de) * | 1977-12-30 | 1979-07-20 | Byk Gulden Lomberg Chem Fab | N-substituierte w-aminoalkanoyl-w-aminoalkansaeuren,ihre verwendung und verfahren zu ihrer herstellung sowie diese verbindungen enthaltende arzneimittel |
US4243678A (en) * | 1977-12-30 | 1981-01-06 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Acylhydrocarbylaminoalkanoic acids, compositions and uses |
YU118379A (en) * | 1978-05-24 | 1983-02-28 | Byk Gulden Lomberg Chemischefa | Process for preparing phenylaminothiophene acetic acid |
US4343804A (en) * | 1979-03-26 | 1982-08-10 | A. H. Robins Company, Inc. | 4-Amino-3-quinolinecarboxylic acids and esters-antisecretory anti-ulcer compounds |
FI68835C (fi) * | 1979-08-03 | 1985-11-11 | Byk Gulden Lomberg Chem Fab | Foerfarande foer framstaellning av terapeutiskt anvaendbara 4-minoacyl-1,4,9,10-tetrahydropyrazolo(4,3-b)(1,5)bensodiaz epn-10-oner |
EP0024638A1 (en) * | 1979-08-30 | 1981-03-11 | Byk Gulden Lomberg Chemische Fabrik GmbH | Substituted quinolinone-alkanecarboxylic acids, their preparation, and medicaments containing them |
EP0025192B1 (de) * | 1979-09-07 | 1983-05-11 | Byk Gulden Lomberg Chemische Fabrik GmbH | Substituierte Oxirancarbonsäuren, Verfahren zu ihrer Herstellung, ihre Verwendung und sie enthaltende Arzneimittel |
ES8202780A1 (es) * | 1979-10-31 | 1982-03-01 | Byk Gulden Lomberg Chem Fab | Procedimiento para la preparacion de acidos oxocarboxilicos sustituidos |
US4381301A (en) * | 1980-05-07 | 1983-04-26 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Substituted tricyclic thieno compounds, their synthesis, their use, their compositions and their medicaments |
US4337267A (en) * | 1980-08-25 | 1982-06-29 | Byk Gulden Lomberg Chemische Fabrik Gmbh | Phenalkoxyalkyl- and phenoxyalkyl-substituted oxiranecarboxylic acids, their use and medicaments containing them |
EP0046961B1 (de) * | 1980-08-29 | 1985-02-13 | Byk Gulden Lomberg Chemische Fabrik GmbH | Epoxi-cycloalkylalkancarbonsäuren, Verfahren zu ihrer Herstellung, ihre Verwendung sowie sie enthaltende Arzneimittel |
EP0057428B1 (de) * | 1981-02-02 | 1985-04-10 | Byk Gulden Lomberg Chemische Fabrik GmbH | Tricyclische Pyrrole, Verfahren zu ihrer Herstellung, ihre Anwendung sowie sie enthaltende Arzneimittel |
US4578381A (en) * | 1982-07-05 | 1986-03-25 | Otsuka Pharmaceutical Co., Ltd. | Carbostyril derivatives |
EP0187977B1 (en) * | 1984-12-18 | 1990-08-29 | Otsuka Pharmaceutical Co., Ltd. | Tetrahydroquinoline derivatives, process for preparing the same and anti-peptic ulcer compositions containg the same |
US5250527A (en) * | 1985-10-24 | 1993-10-05 | Smithkline & French Laboratories Limited | Pyridyl containing benzimidazoles, compositions and use |
GB8621425D0 (en) * | 1986-09-05 | 1986-10-15 | Smith Kline French Lab | Compounds |
GB8717644D0 (en) * | 1987-07-24 | 1987-09-03 | Smithkline Beckman Intercredit | Compounds |
GB8804446D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
GB8804448D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
GB8804443D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
GB8804447D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
US5049567A (en) * | 1988-02-25 | 1991-09-17 | Smithkline Beckman Intercredit B.V. | Substituted 4-aminoquinazoline derivatives and method of use |
GB8804445D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
GB8804444D0 (en) * | 1988-02-25 | 1988-03-23 | Smithkline Beckman Intercredit | Compounds |
CA2011086A1 (en) * | 1989-03-17 | 1990-09-17 | Karl-Heinz Geiss | 2-alkyl-4-arylmethylaminoquinolines, the use thereof and drugs prepared therefrom |
GB8908229D0 (en) * | 1989-04-12 | 1989-05-24 | Smithkline Beckman Intercredit | Compounds |
GB8910722D0 (en) * | 1989-05-10 | 1989-06-28 | Smithkline Beckman Intercredit | Compounds |
DE3917233A1 (de) * | 1989-05-26 | 1990-11-29 | Basf Ag | 8-substituierte 4-(heterocyclylmethylamino)-chinoline, ihre verwendung und daraus hergestellte arzneimittel |
GB8918265D0 (en) * | 1989-08-10 | 1989-09-20 | Smithkline Beckman Intercredit | Compounds |
KR920701162A (ko) * | 1990-03-28 | 1992-08-11 | 오츠카 아끼히코 | 퀴놀린 유도체, 당해 유도체를 함유하는 항궤양제 및 당해 유도체의 제조방법 |
MA22401A1 (fr) * | 1991-01-29 | 1992-10-01 | Smithkline Beecham Intercredit | Procede de preparation de sels de guinoleine |
GB9126438D0 (en) * | 1991-12-12 | 1992-02-12 | Smithkline Beecham Intercredit | New quinoline derivatives |
-
1994
- 1994-05-11 IS IS4164A patent/IS4164A/is unknown
- 1994-05-12 TW TW083104301A patent/TW261613B/zh active
- 1994-05-19 IL IL10968594A patent/IL109685A/en not_active IP Right Cessation
- 1994-06-07 EG EG33594A patent/EG20435A/xx active
- 1994-06-08 SK SK1549-95A patent/SK154995A3/sk unknown
- 1994-06-08 JP JP50167595A patent/JP3623794B2/ja not_active Expired - Fee Related
- 1994-06-08 CN CN94192410A patent/CN1045955C/zh not_active Expired - Fee Related
- 1994-06-08 DE DE69425823T patent/DE69425823T2/de not_active Expired - Fee Related
- 1994-06-08 CA CA002164875A patent/CA2164875A1/en not_active Abandoned
- 1994-06-08 ES ES94919046T patent/ES2150494T3/es not_active Expired - Lifetime
- 1994-06-08 EP EP94919046A patent/EP0702672B1/en not_active Expired - Lifetime
- 1994-06-08 SG SG1996004567A patent/SG47820A1/en unknown
- 1994-06-08 CZ CZ953260A patent/CZ326095A3/cs unknown
- 1994-06-08 AU AU70121/94A patent/AU680516B2/en not_active Ceased
- 1994-06-08 NZ NZ267740A patent/NZ267740A/en unknown
- 1994-06-08 AT AT94919046T patent/ATE196134T1/de not_active IP Right Cessation
- 1994-06-08 PL PL94311957A patent/PL177766B1/pl unknown
- 1994-06-08 US US08/270,167 patent/US5889021A/en not_active Expired - Fee Related
- 1994-06-08 HU HU9503529A patent/HUT75122A/hu unknown
- 1994-06-08 WO PCT/SE1994/000552 patent/WO1994029274A1/en active IP Right Grant
- 1994-06-08 BR BR9406772A patent/BR9406772A/pt not_active Application Discontinuation
- 1994-06-08 RU RU96100758A patent/RU2142454C1/ru active
- 1994-11-23 EE EE9400424A patent/EE03123B1/xx unknown
-
1995
- 1995-12-05 NO NO954928A patent/NO305799B1/no not_active IP Right Cessation
- 1995-12-08 FI FI955896A patent/FI955896A/fi unknown
Also Published As
Publication number | Publication date |
---|---|
RU2142454C1 (ru) | 1999-12-10 |
SG47820A1 (en) | 1998-04-17 |
EG20435A (en) | 1999-04-29 |
CN1125438A (zh) | 1996-06-26 |
ES2150494T3 (es) | 2000-12-01 |
DE69425823T2 (de) | 2001-01-18 |
AU680516B2 (en) | 1997-07-31 |
HU9503529D0 (en) | 1996-02-28 |
ATE196134T1 (de) | 2000-09-15 |
BR9406772A (pt) | 1996-02-21 |
EP0702672B1 (en) | 2000-09-06 |
EE03123B1 (et) | 1998-10-15 |
JP3623794B2 (ja) | 2005-02-23 |
DE69425823D1 (de) | 2000-10-12 |
NZ267740A (en) | 1997-05-26 |
FI955896A0 (fi) | 1995-12-08 |
WO1994029274A1 (en) | 1994-12-22 |
US5889021A (en) | 1999-03-30 |
CZ326095A3 (en) | 1996-05-15 |
AU7012194A (en) | 1995-01-03 |
SK154995A3 (en) | 1996-09-04 |
EP0702672A1 (en) | 1996-03-27 |
FI955896A (fi) | 1995-12-08 |
CN1045955C (zh) | 1999-10-27 |
NO305799B1 (no) | 1999-07-26 |
CA2164875A1 (en) | 1994-12-22 |
PL177766B1 (pl) | 2000-01-31 |
HUT75122A (en) | 1997-04-28 |
IL109685A0 (en) | 1994-11-28 |
IL109685A (en) | 1999-03-12 |
NO954928D0 (no) | 1995-12-05 |
IS4164A (is) | 1994-12-12 |
PL311957A1 (en) | 1996-03-18 |
TW261613B (ja) | 1995-11-01 |
NO954928L (no) | 1995-12-05 |
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