RU2000116546A - METHOD FOR PRODUCING 8-METHOXY-QUINOLOCARBOXYLIC ACIDS - Google Patents

METHOD FOR PRODUCING 8-METHOXY-QUINOLOCARBOXYLIC ACIDS

Info

Publication number
RU2000116546A
RU2000116546A RU2000116546/04A RU2000116546A RU2000116546A RU 2000116546 A RU2000116546 A RU 2000116546A RU 2000116546/04 A RU2000116546/04 A RU 2000116546/04A RU 2000116546 A RU2000116546 A RU 2000116546A RU 2000116546 A RU2000116546 A RU 2000116546A
Authority
RU
Russia
Prior art keywords
carbon atoms
solvent
alcohol
formula
compound
Prior art date
Application number
RU2000116546/04A
Other languages
Russian (ru)
Other versions
RU2219175C2 (en
Inventor
ГЕРИНГ Райнхольд
МОРС Клаус
ХАЙЛЬМАНН Вернер
Диль Херберт
Original Assignee
Байер Акциенгезелльшафт
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Priority claimed from DE19751948A external-priority patent/DE19751948A1/en
Application filed by Байер Акциенгезелльшафт filed Critical Байер Акциенгезелльшафт
Publication of RU2000116546A publication Critical patent/RU2000116546A/en
Application granted granted Critical
Publication of RU2219175C2 publication Critical patent/RU2219175C2/en

Links

Claims (1)

1. Способ получения производных 3-хинолонкарбоновой кислоты общей формулы
Figure 00000001

в которой R' и R'' вместе с атомом азота, с которым они связаны, образуют моно- или бициклический гетероцикл, который при определенных условиях во всех положениях кольца может содержать другие гетероатомы азота, кислорода или серы и при определенных условиях может быть замещен, где R1 - алкил с 1-3 атомами углерода, FCH2-CH2, циклопропил, при определенных условиях однократно - троекратно галогензамещенный фенил или циклопропил, R2 - алкил с 1-3 атомами углерода или бензил, R3 - водород, галоген, NH2, СН3,
отличающийся тем, что производные 8-галоген-3-хинолонкарбоновой кислоты общей формулы
Figure 00000002

в которой Hal - фтор или хлор и R1, R2, R3 и
Figure 00000003
имеют указанные выше значения,
подвергают реакции обмена с соединением формулы
Figure 00000004

Figure 00000005

где М - означает натрий или калий,
в алифатическом или циклоалифатическом эфире с 4-6 атомами углерода в качестве растворителя в присутствии спирта с 1-3 атомами углерода или бензилового спирта.1. The method of obtaining derivatives of 3-quinolone carboxylic acid of the General formula
Figure 00000001

in which R 'and R''together with the nitrogen atom to which they are bonded form a mono- or bicyclic heterocycle, which under certain conditions in all positions of the ring may contain other nitrogen, oxygen or sulfur heteroatoms and may be substituted under certain conditions, where R 1 - alkyl with 1-3 carbon atoms, FCH 2 -CH 2 , cyclopropyl, under certain conditions, once - three times halogen-substituted phenyl or cyclopropyl, R 2 - alkyl with 1-3 carbon atoms or benzyl, R 3 - hydrogen, halogen , NH 2 , CH 3 ,
characterized in that the derivatives of 8-halogen-3-quinolone carboxylic acid of the general formula
Figure 00000002

in which Hal is fluorine or chlorine and R 1 , R 2 , R 3 and
Figure 00000003
have the above meanings,
subjected to an exchange reaction with a compound of the formula
Figure 00000004

Figure 00000005

where M - means sodium or potassium,
in an aliphatic or cycloaliphatic ether with 4-6 carbon atoms as a solvent in the presence of an alcohol with 1-3 carbon atoms or benzyl alcohol. 2. Способ по п. 1, отличающийся тем, что растворитель выбирают из группы, состоящей из диметоксиэтана, диоксана и тетрагидрофурана. 2. The method according to p. 1, characterized in that the solvent is selected from the group consisting of dimethoxyethane, dioxane and tetrahydrofuran. 3. Способ по п. 2, отличающийся тем, что растворителем является тетрагидрофуран. 3. The method according to p. 2, characterized in that the solvent is tetrahydrofuran. 4. Способ по одному из пп. 1-3, отличающийся тем, что Hal означает фтор. 4. The method according to one of paragraphs. 1-3, characterized in that Hal means fluorine. 5. Способ по одному из пп. 1-4, отличающийся тем, что спиртом с 1-3 атомами углерода является метанол. 5. The method according to one of paragraphs. 1-4, characterized in that the alcohol with 1-3 carbon atoms is methanol. 6. Способ по одному из пп. 1-5, отличающийся тем, что М означает калий. 6. The method according to one of paragraphs. 1-5, characterized in that M means potassium. 7. Способ по одному из пп. 1-6, отличающийся тем, что на 1 эквивалент соединения формулы
Figure 00000006

используют от 1 до 3, наиболее предпочтительно, от 1,1 до 1,3, эквивалентов спирта с 1-3 атомами углерода или бензилового спирта, и от 2 до 3, предпочтительно, от 2,1 до 2,3, эквивалентов соединения формулы
Figure 00000007

Figure 00000008

8. Способ по одному из пп. 1-7, отличающийся тем, что реакцию проводят при температуре от 20oС до температуры кипения растворителя при нормальном давлении.7. The method according to one of paragraphs. 1-6, characterized in that 1 equivalent of a compound of the formula
Figure 00000006

use from 1 to 3, most preferably from 1.1 to 1.3, equivalents of an alcohol with 1-3 carbon atoms or benzyl alcohol, and from 2 to 3, preferably from 2.1 to 2.3, equivalents of a compound of the formula
Figure 00000007

Figure 00000008

8. The method according to one of paragraphs. 1-7, characterized in that the reaction is carried out at a temperature of from 20 o To the boiling point of the solvent at normal pressure. 9. Способ получения производных 3-хинолонкарбоновой кислоты по одному из пп. 1-8, где
Figure 00000009

означает
Figure 00000010

Figure 00000011

Figure 00000012

Figure 00000013

Figure 00000014

Figure 00000015

Figure 00000016

Figure 00000017

Figure 00000018

10. Способ получения производных 3-хинолонкарбоновой кислоты по одному из пп. 1-8, где
Figure 00000019

предпочтительно означает
Figure 00000020

Figure 00000021

Figure 00000022

Figure 00000023

Figure 00000024

где Т означает -O- или -СН2- и R4 означает водород, алкил с 1-3 атомами углерода, оксоалкил с 2-5 атомами углерода, -СН2-СО-С6Н5, -СН2СН2СО2R5,
Figure 00000025

5-метил-2-оксо-1,3-диоксол-4-ил-метил, -СН= СН-СО2R5 или -CH2CH2-CN, где R5 означает водород или алкил с 1-3 атомами углерода, и формула (а) включает любые смеси стереоизомеров от (b) до (е).9. A method of obtaining derivatives of 3-quinolone carboxylic acid according to one of claims. 1-8 where
Figure 00000009

means
Figure 00000010

Figure 00000011

Figure 00000012

Figure 00000013

Figure 00000014

Figure 00000015

Figure 00000016

Figure 00000017

Figure 00000018

10. A method of obtaining derivatives of 3-quinolone carboxylic acid according to one of claims. 1-8 where
Figure 00000019

preferably means
Figure 00000020

Figure 00000021

Figure 00000022

Figure 00000023

Figure 00000024

where T is —O— or —CH 2 - and R 4 is hydrogen, alkyl with 1-3 carbon atoms, oxoalkyl with 2-5 carbon atoms, —CH 2 —CO — C 6 H 5 , —CH 2 CH 2 CO 2 R 5 ,
Figure 00000025

5-methyl-2-oxo-1,3-dioxol-4-yl-methyl, -CH = CH-CO 2 R 5 or -CH 2 CH 2 -CN, where R 5 is hydrogen or alkyl with 1-3 atoms carbon, and formula (a) includes any mixture of stereoisomers from (b) to (e). 11. Способ получения соединений
Figure 00000026

где R2 - означает алкил с 1-3 атомами углерода или бензил, отличающийся тем, что осуществляют реакцию обмена между соединением формулы
Figure 00000027

и соединением
Figure 00000028

Figure 00000029

где М означает натрий или калий,
в алифатическом или циклоалифатическом эфире с 4-6 атомами углерода в качестве растворителя в присутствии спирта с 1-3 атомами углерода или бензилового спирта.11. The method of obtaining compounds
Figure 00000026

where R 2 - means alkyl with 1-3 carbon atoms or benzyl, characterized in that they carry out the exchange reaction between the compound of the formula
Figure 00000027

and connection
Figure 00000028

Figure 00000029

where M means sodium or potassium,
in an aliphatic or cycloaliphatic ether with 4-6 carbon atoms as a solvent in the presence of an alcohol with 1-3 carbon atoms or benzyl alcohol. 12. Способ по п. 1, отличающийся тем, что растворитель выбирают из группы, состоящей из диметоксиэтана, диоксана и тетрагидрофурана. 12. The method according to p. 1, characterized in that the solvent is selected from the group consisting of dimethoxyethane, dioxane and tetrahydrofuran. 13. Способ по п. 11, отличающийся тем, что растворителем является тетрагидрофуран. 13. The method according to p. 11, characterized in that the solvent is tetrahydrofuran. 14. Способ по п. 11, отличающийся тем, что спиртом с 1-3 атомами углерода является метанол. 14. The method according to p. 11, characterized in that the alcohol with 1-3 carbon atoms is methanol. 15. Способ по п. 11, отличающийся тем, что М означает калий. 15. The method according to p. 11, characterized in that M means potassium. 16. Способ по п. 11, отличающийся тем, что на 1 эквивалент соединения формулы
Figure 00000030

используют от 1 до 3, наиболее предпочтительно, от 1,1 до 1,3, эквивалента спирта с 1-3 атомами углерода или бензилового спирта, и от 2 до 3, предпочтительно, от 2,1 до 2,3, эквивалента соединения формулы
Figure 00000031

Figure 00000032

17. Способ по п. 11, отличающийся тем, что реакцию проводят при температуре от 20oС до температуры кипения растворителя при нормальном давлении.16. The method according to p. 11, characterized in that 1 equivalent of a compound of the formula
Figure 00000030

use from 1 to 3, most preferably from 1.1 to 1.3, the equivalent of an alcohol with 1-3 carbon atoms or benzyl alcohol, and from 2 to 3, preferably from 2.1 to 2.3, the equivalent of a compound of the formula
Figure 00000031

Figure 00000032

17. The method according to p. 11, characterized in that the reaction is carried out at a temperature of from 20 o C to the boiling point of the solvent at normal pressure. 18. Способ по п. 11 получения
Figure 00000033

отличающийся тем, что осуществляют реакцию обмена между соединением
Figure 00000034

и метанолом и трет. -бутилатом калия в тетрагидрофуране в качестве растворителя.18. The method according to p. 11 of the receipt
Figure 00000033

characterized in that they carry out an exchange reaction between the compound
Figure 00000034

and methanol and tert. potassium β-butylate in tetrahydrofuran as a solvent. 19. Способ по п. 18, отличающийся тем, что на 1 эквивалент соединения формулы
Figure 00000035

от 1 до 3, предпочтительно от 1,1 до 1,3, эквивалентов метанола, и от 2 до 3, предпочтительно, от 2,1 до 2,3, эквивалентов трет. -бутилата калия.19. The method according to p. 18, characterized in that 1 equivalent of a compound of the formula
Figure 00000035

from 1 to 3, preferably from 1.1 to 1.3, equivalents of methanol, and from 2 to 3, preferably from 2.1 to 2.3, equivalents of tert. potassium butylate. 20. Способ по одному из п. 18 или 19, отличающийся тем, что реакцию проводят при температуре от 20oС до температуры кипения растворителя при нормальном давлении.20. The method according to one of p. 18 or 19, characterized in that the reaction is carried out at a temperature of from 20 o C to the boiling point of the solvent at normal pressure. 21. Способ получения
Figure 00000036

по одному из пп. 18-21, отличающийся тем, что после завершения реакции обмена реакционную смесь обрабатывают разбавленной соляной кислотой или реакционную смесь добавляют к разбавленной соляной кислоте и выпавший гидрохлорид отделяют путем фильтрации.21. The method of obtaining
Figure 00000036

according to one of paragraphs. 18-21, characterized in that after the completion of the exchange reaction, the reaction mixture is treated with dilute hydrochloric acid or the reaction mixture is added to diluted hydrochloric acid and the precipitated hydrochloride is separated by filtration. 22. Способ очистки, например, полученного по п. 21 соединения
Figure 00000037

путем перекристаллизации из воды или водно-спиртовой смеси с 1-3 атомами углерода.22. The purification method, for example, obtained according to p. 21 compounds
Figure 00000037

by recrystallization from water or a water-alcohol mixture with 1-3 carbon atoms. 23. Способ по п. 22, где перекристаллизацию проводят из воды или водно-этанольной смеси. 23. The method according to p. 22, where the recrystallization is carried out from water or a water-ethanol mixture. 24. Способ получения
Figure 00000038

где продукт, полученный по п. 22 или 23, сушат при температуре от 40 до 60oС и давлении от 80 до 120 мбар.24. The method of obtaining
Figure 00000038

where the product obtained according to p. 22 or 23, dried at a temperature of from 40 to 60 o C and a pressure of from 80 to 120 mbar. 25. Способ по п. 24, при котором сушку проводят при температуре порядка 50oС и давлении около 100 мбар.25. The method according to p. 24, wherein the drying is carried out at a temperature of about 50 o C and a pressure of about 100 mbar.
RU2000116546/04A 1997-11-24 1998-11-12 Method for preparing 8-methoxyquinolone carboxylic acids RU2219175C2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE19751948.2 1997-11-24
DE19751948A DE19751948A1 (en) 1997-11-24 1997-11-24 Rapid preparation of 8-alkoxy-quinolone-carboxylic acid derivative antibacterial agent, e.g. gatifloxacin, in high purity

Publications (2)

Publication Number Publication Date
RU2000116546A true RU2000116546A (en) 2002-05-10
RU2219175C2 RU2219175C2 (en) 2003-12-20

Family

ID=7849617

Family Applications (1)

Application Number Title Priority Date Filing Date
RU2000116546/04A RU2219175C2 (en) 1997-11-24 1998-11-12 Method for preparing 8-methoxyquinolone carboxylic acids

Country Status (41)

Country Link
US (2) US6897315B2 (en)
EP (1) EP1034173B1 (en)
JP (1) JP4445667B2 (en)
KR (1) KR100589549B1 (en)
CN (2) CN1151151C (en)
AR (1) AR016694A1 (en)
AT (1) ATE294169T1 (en)
AU (1) AU732977B2 (en)
BG (1) BG64532B1 (en)
BR (1) BRPI9814894B8 (en)
CA (2) CA2311540C (en)
CO (1) CO5011069A1 (en)
CU (1) CU22953A3 (en)
CZ (1) CZ297212B6 (en)
DE (2) DE19751948A1 (en)
DK (1) DK1034173T3 (en)
EE (1) EE04281B1 (en)
ES (1) ES2241185T3 (en)
HK (2) HK1034080A1 (en)
HN (1) HN1998000179A (en)
HR (1) HRP20000332B1 (en)
HU (1) HU228337B1 (en)
ID (1) ID26840A (en)
IL (1) IL135866A0 (en)
IN (1) IN189753B (en)
MY (1) MY129324A (en)
NO (1) NO315748B1 (en)
NZ (1) NZ504657A (en)
PE (1) PE20000007A1 (en)
PL (1) PL192461B1 (en)
PT (1) PT1034173E (en)
RU (1) RU2219175C2 (en)
SI (1) SI1034173T1 (en)
SK (1) SK285492B6 (en)
SV (1) SV1998000139A (en)
TR (1) TR200001472T2 (en)
TW (1) TW513427B (en)
UA (1) UA56286C2 (en)
UY (1) UY25265A1 (en)
WO (1) WO1999026940A2 (en)
ZA (1) ZA9810669B (en)

Families Citing this family (20)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6608078B2 (en) 2000-05-08 2003-08-19 Wockhardt Limited Antibacterial chiral 8-(substituted piperidino)-benzo [i,j] quinolizines, processes, compositions and methods of treatment
US7098219B2 (en) 2000-08-01 2006-08-29 Wockhart Limited Inhibitors of cellular efflux pumps of microbes
US6878713B2 (en) 2001-04-25 2005-04-12 Wockhardt Limited Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments
US6964966B2 (en) 2001-04-25 2005-11-15 Wockhardt Limited Generation triple-targeting, chiral, broad-spectrum antimicrobial 7-substituted piperidino-quinolone carboxylic acid derivatives, their preparation, compositions and use as medicaments
WO2003099815A1 (en) 2002-05-28 2003-12-04 Wockhardt Limited Crystalline fluoroquinolone arginine salt form
DE602004022646D1 (en) * 2003-04-09 2009-10-01 Reddys Lab Ltd Dr CRYSTALLINE FORM III OF A WATER-FREE MOXIFLOXACINE HYDROCHLORIDE AND A METHOD FOR THE PRODUCTION THEREOF
US20060264635A1 (en) * 2003-08-05 2006-11-23 Chava Satyanarayana Process for the preparation of moxifloxacin hydrochloride
WO2005023805A1 (en) 2003-09-04 2005-03-17 Wockhardt Limited Benzoquinolizine-2-carboxylic acid arginine salt tetrahydrate
ITMI20032259A1 (en) * 2003-11-20 2005-05-21 Chemi Spa NEW POLYMORPHOUS OF ACID 1-CYCLOPROPYL-7- (S, S-2,8-DIAZABICLO-4.3.0-NON-8-IL) -6-FLUORO-1,4-DIIDRO-8-METOSSI-4-OXO -CHINOLIN CARBOSXYL CHLORIDRATE AND METHODS FOR ITS PREPARATION
US7759362B2 (en) * 2004-04-21 2010-07-20 Institut Of Medicinal Biotechnology Chinese Academy Of Medical Sciences Quinolonecarboxylic acid compounds, preparation methods and pharmaceutical uses thereof
WO2006134491A2 (en) * 2005-06-14 2006-12-21 Aurobindo Pharma Limited New crystalline form of moxifloxacin hydrochloride and process for its preparation
ES2311391B1 (en) * 2007-02-07 2009-12-22 Quimica Sintetica, S.A. CRYSTAL FORM OF BASE MOXIFLOXACINO.
EP2154137A1 (en) 2008-08-04 2010-02-17 Chemo Ibérica, S.A. Crystalline form of moxifloxacin base
IT1393337B1 (en) 2009-03-06 2012-04-20 Italiana Sint Spa SUMMARY OF (4AS, 7AS) -OTTAIDRO-1H-PIRROLO [3,4-B] PYRIDINE
IT1398952B1 (en) * 2010-03-19 2013-03-28 F S I Fabbrica Italiana Sint PROCESS OF PREPARATION OF MOXIFLOXACINE AND ITS SALTS
CN102030751B (en) * 2010-12-01 2012-11-21 上虞京新药业有限公司 Process for crystallizing moxifloxacin hydrochloride
CN104370906A (en) * 2014-11-17 2015-02-25 安徽美诺华药物化学有限公司 Preparation method of fluoroquinolone derivative
CN104447742A (en) * 2014-11-17 2015-03-25 安徽美诺华药物化学有限公司 Method for preparing quinolone derivative
CN104447741A (en) * 2014-11-17 2015-03-25 安徽美诺华药物化学有限公司 Preparation method of fluoroquinolone derivative
CN104370907A (en) * 2014-11-17 2015-02-25 安徽美诺华药物化学有限公司 Method for preparing quinolone derivative

Family Cites Families (28)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PT77267B (en) * 1982-09-07 1986-03-21 Lilly Co Eli Improved process for preparing novel octahydrobenz <f> isoquinolines or compounds relating thereto
IE55898B1 (en) * 1982-09-09 1991-02-14 Warner Lambert Co Antibacterial agents
JPH089597B2 (en) * 1986-01-21 1996-01-31 杏林製薬株式会社 8-Alkoxyquinolonecarboxylic acid excellent in selective toxicity and its salt, and method for producing the same
JPS62205060A (en) * 1986-03-04 1987-09-09 Kyorin Pharmaceut Co Ltd 8-substituted quinolonecarboxylic acid derivative
FI871419A (en) * 1986-03-31 1987-10-01 Sankyo Co QUINOLIN-3-CARBOXYL SYRADERIVES, DERAS FRAMSTAELLNING OCH ANVAENDNING.
ATE117685T1 (en) * 1988-05-19 1995-02-15 Chugai Pharmaceutical Co Ltd QUINOLOONECARBONIC ACID DERIVATIVES.
DE3906365A1 (en) 1988-07-15 1990-01-18 Bayer Ag 7- (1-PYRROLIDINYL) -3-CHINOLONE AND NAPHTHYRIDONE CARBOXYLIC ACID DERIVATIVES, METHOD AND SUBSTITUTED (OXA) DIAZABICYCLOOCTANES AND NONANESE AS INTERMEDIATE PRODUCTS, AND ANTIBACTERIAL AGENTS AND FOOD ADDITIVES CONTAINING THEM
CA1336090C (en) 1988-08-31 1995-06-27 Isao Hayakawa Spiro-substituted cyclic amines of quinolone derivatives
AU4638889A (en) 1988-12-09 1990-06-26 Dainippon Pharmaceutical Co. Ltd. Quinolonecarboxylic acid derivatives, process for their preparation and medicinal composition containing same
JP2761566B2 (en) 1989-03-10 1998-06-04 吉富製薬株式会社 Pyridonecarboxylic acid compound
WO1992009579A1 (en) 1990-11-30 1992-06-11 Yoshitomi Pharmaceutical Industries, Ltd. Quinolonecarboxylic acid compound and its use
JPH05117238A (en) 1991-10-23 1993-05-14 Chugai Pharmaceut Co Ltd Production of quinolonecarboxylic acid derivative and its synthetic intermediate
TW209865B (en) 1992-01-10 1993-07-21 Bayer Ag
WO1993022308A1 (en) 1992-04-28 1993-11-11 Chugai Seiyaku Kabushiki Kaisha Process for producing quinolonecarboxylic acid derivative
NO304832B1 (en) * 1992-05-27 1999-02-22 Ube Industries Aminokinolone derivatives and anti-HIV agents
DE4230804A1 (en) 1992-09-15 1994-03-17 Bayer Ag 7-isoindolinyl quinolone and naphthyridone derivatives
DE4232172A1 (en) 1992-09-25 1994-03-31 Bayer Ag 7- (Aminomethyl-oxa-7-azabicyclo [3.3.0] oct-7-yl) quinolone and naphthyridonecarboxylic acid derivatives
DE4234078A1 (en) * 1992-10-09 1994-04-14 Bayer Ag Quinolonecarboxylic acids
DE4234330A1 (en) 1992-10-12 1994-04-14 Bayer Ag Quinolonecarboxylic acids
EP0677522A4 (en) * 1992-12-28 1995-12-27 Yoshitomi Pharmaceutical 8-methoxyquinolonecarboxylic acid derivative.
CA2114981A1 (en) * 1993-02-09 1994-08-10 Kazumi Ogata Quinolonecarboxylic acid derivatives
AU4272793A (en) * 1993-04-24 1994-11-21 Korea Research Institute Of Chemical Technology Novel quinolone carboxylic acid derivatives and process for preparing the same
US5631266A (en) * 1993-04-26 1997-05-20 Korea Research Institute Of Chemical Technology Quinolone carboxylic acid derivatives and process for preparing the same
KR950018003A (en) * 1993-12-09 1995-07-22 스미스클라인 비참 피엘씨 Novel quinolone derivatives and methods for their preparation
GB2289674A (en) 1994-05-23 1995-11-29 Pfizer Antibacterial naphthyridine
DE4435479A1 (en) 1994-10-04 1996-04-11 Bayer Ag Quinolone and naphthyridonecarboxylic acid derivatives
DE19546249A1 (en) * 1995-12-12 1997-06-19 Bayer Ag New crystal modification of 1-cyclopropyl-7 - ([S, S] -2,8-diazabicyclo [4,3,0] non-8-yl) -6-fluoro-1,4-dihydro-8-methoxy-4 -oxo-3-quinoline carboxylic acid hydrochloride (CDCH), process for its preparation and pharmaceutical preparations containing it
EP0878194A1 (en) * 1996-01-31 1998-11-18 Sankyo Company Limited Remedies or preventives for aids

Similar Documents

Publication Publication Date Title
RU2000116546A (en) METHOD FOR PRODUCING 8-METHOXY-QUINOLOCARBOXYLIC ACIDS
RU2219175C2 (en) Method for preparing 8-methoxyquinolone carboxylic acids
DK304382A (en) PROCEDURE FOR PREPARING SUBSTITUTED IMIDAZOLD DERIVATIVES OR PHARMACEUTICAL ACCEPTABLE ACID ADDITION SALTS
MX221930B (en) PROCEDURE FOR OBTAINING TRIZOLINTIONA DERIVATIVES.
AU604780B2 (en) Process for the preparation of 5,6 dihydroxyindole and its 3-alkyl derivative; intermediate compounds and its nitrile intermediate compounds
EP0358550B1 (en) Process for the preparation of aliphatic alpha-, omega-diamines, new compounds and their use in hair dying
CA1256108A (en) Process for the preparation of 1-pyridyl-alkyl-4-aryl piperazines which are useful as antihypertensive compounds, their separation into the respective optical antipodes, and the steroisomeric compounds so obtained
EA200000924A2 (en) Process for the preparation of pyrazolo [4,3-d] pyrimidin-7-ones-3-pyridylsulphonyl compounds and intermediates thereof
RU2001116601A (en) NEW PYRIMIDINE DERIVATIVES AND METHODS FOR PRODUCING THEM
ES527854A0 (en) PROCEDURE FOR PREPARING COMPOUNDS TREATMENT OF HYPERTENSION
ATE92927T1 (en) 1-CARBOXY-1-VINYLOXYIMINOAMINOTHIAZOLCEPHALOSPORIN DERIVATIVES AND THEIR PREPARATION.
ATE28858T1 (en) DERIVATIVES OF N-(METHOXYPHENACYL)AMINES, THEIR THERAPEUTIC USE AND PROCESS FOR THEIR PRODUCTION.
RU2003132433A (en) METHOD FOR PRODUCING 2- [5- (4-fluorophenyl) -3- pyridylmethylaminomethyl] chromane
ES2028830T3 (en) PROCEDURE FOR THE SYNTHESIS OF CARBOXYLIC ACID.
YU42307B (en) Process for preparing imidazo (1,2-a)imidazoles
US5625066A (en) Optically active hydroquinine (amino-3 phenyl)-1 ethanesulfonate, preparation and use thereof
SU659091A3 (en) Method of obtaining derivatives of 5-nitroimidazole
JP2002540101A (en) Synthesis of 3-amino-3-aryl propionate
SE8403349D0 (en) HETEROCYCLIC ACETIC ACID ESTERS
JPH02160757A (en) Production of sulfobetaine
DK222087A (en) AENE PROCEDURE FOR THE PREPARATION OF CHEMICAL RELATIONSHIPS
JPS57197252A (en) Preparation of 2-azido substituted unsaturated carboxylic acid derivative
DE3469527D1 (en) Nortropine derivative, process for its preparation and its use
ES536140A0 (en) PROCEDURE FOR THE PREPARATION OF QUINOLINONAS-4
ATE23524T1 (en) PROCESS FOR THE PREPARATION OF OPTIONALLY SUBSTITUTED 1,2,3,4-TETRAHYDRO-9-CYANMETHYLCARBAZOL-1-ONES.