FI110777B - Menetelmä 7-[7-(S)-amino-5-atsaspiro[2.4]heptan-5-yyli]-8-kloori-6-fluori-1-[(1R,2S)-2-fluorisyklopropyyli]-4-okso-1,4-dihydrokinoliini-3-karboksyylihapon 3/2-hydraatin saamiseksi selektiivisesti - Google Patents
Menetelmä 7-[7-(S)-amino-5-atsaspiro[2.4]heptan-5-yyli]-8-kloori-6-fluori-1-[(1R,2S)-2-fluorisyklopropyyli]-4-okso-1,4-dihydrokinoliini-3-karboksyylihapon 3/2-hydraatin saamiseksi selektiivisesti Download PDFInfo
- Publication number
- FI110777B FI110777B FI944174A FI944174A FI110777B FI 110777 B FI110777 B FI 110777B FI 944174 A FI944174 A FI 944174A FI 944174 A FI944174 A FI 944174A FI 110777 B FI110777 B FI 110777B
- Authority
- FI
- Finland
- Prior art keywords
- weak
- hydrate
- azaspiro
- oxo
- fluoro
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims abstract description 33
- PNUZDKCDAWUEGK-CYZMBNFOSA-N Sitafloxacin Chemical compound C([C@H]1N)N(C=2C(=C3C(C(C(C(O)=O)=CN3[C@H]3[C@H](C3)F)=O)=CC=2F)Cl)CC11CC1 PNUZDKCDAWUEGK-CYZMBNFOSA-N 0.000 title claims 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 45
- 239000003125 aqueous solvent Substances 0.000 claims abstract description 14
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 31
- QGZKDVFQNNGYKY-UHFFFAOYSA-N Ammonia Chemical compound N QGZKDVFQNNGYKY-UHFFFAOYSA-N 0.000 claims description 18
- 229910021529 ammonia Inorganic materials 0.000 claims description 7
- 239000007864 aqueous solution Substances 0.000 claims description 5
- 238000002441 X-ray diffraction Methods 0.000 claims description 3
- 229910052799 carbon Inorganic materials 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 2
- 230000001419 dependent effect Effects 0.000 claims 2
- 150000001875 compounds Chemical class 0.000 abstract description 28
- UTOSCAGAYZRDNY-YNEHKIRRSA-N 2-[(7s)-7-amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1r,2s)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid Chemical compound C([C@H]1N)N(C=2N(C3=C(Cl)C=C(F)C=C3C(=O)C=2C(O)=O)[C@H]2[C@H](C2)F)CC11CC1 UTOSCAGAYZRDNY-YNEHKIRRSA-N 0.000 abstract description 2
- 239000013078 crystal Substances 0.000 description 35
- 239000002904 solvent Substances 0.000 description 34
- 239000000203 mixture Substances 0.000 description 22
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000000243 solution Substances 0.000 description 9
- 238000002360 preparation method Methods 0.000 description 8
- VHUUQVKOLVNVRT-UHFFFAOYSA-N Ammonium hydroxide Chemical compound [NH4+].[OH-] VHUUQVKOLVNVRT-UHFFFAOYSA-N 0.000 description 7
- 235000011114 ammonium hydroxide Nutrition 0.000 description 7
- 238000001953 recrystallisation Methods 0.000 description 7
- 150000004677 hydrates Chemical class 0.000 description 6
- 239000000725 suspension Substances 0.000 description 6
- 239000000843 powder Substances 0.000 description 5
- -1 7- (S) -amino-5-azaspiro [2.4] heptan-5-yl Chemical group 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000009472 formulation Methods 0.000 description 4
- 238000004519 manufacturing process Methods 0.000 description 4
- 238000002156 mixing Methods 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- 238000001914 filtration Methods 0.000 description 3
- 238000010992 reflux Methods 0.000 description 3
- 239000007787 solid Substances 0.000 description 3
- 238000001228 spectrum Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- DTYLXDLAOLOTKT-UHFFFAOYSA-N 1,4-dihydroquinoline-3-carboxylic acid Chemical compound C1=CC=C2CC(C(=O)O)=CNC2=C1 DTYLXDLAOLOTKT-UHFFFAOYSA-N 0.000 description 2
- ILNJBIQQAIIMEY-UHFFFAOYSA-N 4-oxo-1h-quinoline-3-carboxylic acid Chemical compound C1=CC=CC2=C(O)C(C(=O)O)=CN=C21 ILNJBIQQAIIMEY-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- NLXLAEXVIDQMFP-UHFFFAOYSA-N Ammonium chloride Substances [NH4+].[Cl-] NLXLAEXVIDQMFP-UHFFFAOYSA-N 0.000 description 2
- 229920002261 Corn starch Polymers 0.000 description 2
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 2
- 230000000845 anti-microbial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000002775 capsule Substances 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- HQKMJHAJHXVSDF-UHFFFAOYSA-L magnesium stearate Chemical compound [Mg+2].CCCCCCCCCCCCCCCCCC([O-])=O.CCCCCCCCCCCCCCCCCC([O-])=O HQKMJHAJHXVSDF-UHFFFAOYSA-L 0.000 description 2
- 239000008194 pharmaceutical composition Substances 0.000 description 2
- 238000000634 powder X-ray diffraction Methods 0.000 description 2
- 230000003595 spectral effect Effects 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- YTCFKONUGXSXKP-IONNQARKSA-N 2-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid Chemical compound ClC=1N(C2=CC=C(C=C2C(C1C(=O)O)=O)F)[C@H]1[C@H](C1)F YTCFKONUGXSXKP-IONNQARKSA-N 0.000 description 1
- OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 1
- 229920002134 Carboxymethyl cellulose Polymers 0.000 description 1
- 229910002483 Cu Ka Inorganic materials 0.000 description 1
- 239000004606 Fillers/Extenders Substances 0.000 description 1
- 235000019759 Maize starch Nutrition 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- XUIMIQQOPSSXEZ-UHFFFAOYSA-N Silicon Chemical compound [Si] XUIMIQQOPSSXEZ-UHFFFAOYSA-N 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 239000004599 antimicrobial Substances 0.000 description 1
- 239000011230 binding agent Substances 0.000 description 1
- 229910052791 calcium Inorganic materials 0.000 description 1
- 239000011575 calcium Substances 0.000 description 1
- 239000001768 carboxy methyl cellulose Substances 0.000 description 1
- 235000010948 carboxy methyl cellulose Nutrition 0.000 description 1
- 239000008112 carboxymethyl-cellulose Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000036461 convulsion Effects 0.000 description 1
- 239000008120 corn starch Substances 0.000 description 1
- 238000002050 diffraction method Methods 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 238000000921 elemental analysis Methods 0.000 description 1
- 239000003623 enhancer Substances 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 230000008020 evaporation Effects 0.000 description 1
- 239000000945 filler Substances 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 125000006419 fluorocyclopropyl group Chemical group 0.000 description 1
- 239000008187 granular material Substances 0.000 description 1
- 239000001866 hydroxypropyl methyl cellulose Substances 0.000 description 1
- 229920003088 hydroxypropyl methyl cellulose Polymers 0.000 description 1
- 235000010979 hydroxypropyl methyl cellulose Nutrition 0.000 description 1
- UFVKGYZPFZQRLF-UHFFFAOYSA-N hydroxypropyl methyl cellulose Chemical compound OC1C(O)C(OC)OC(CO)C1OC1C(O)C(O)C(OC2C(C(O)C(OC3C(C(O)C(O)C(CO)O3)O)C(CO)O2)O)C(CO)O1 UFVKGYZPFZQRLF-UHFFFAOYSA-N 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 235000019359 magnesium stearate Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 150000004682 monohydrates Chemical class 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Inorganic materials [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 description 1
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Chemical compound OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000002203 pretreatment Methods 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 150000003248 quinolines Chemical class 0.000 description 1
- 229910052710 silicon Inorganic materials 0.000 description 1
- 239000010703 silicon Substances 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 239000002002 slurry Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- 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
-
- 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
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oncology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Communicable Diseases (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Food Preservation Except Freezing, Refrigeration, And Drying (AREA)
- Cephalosporin Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Medicines Containing Plant Substances (AREA)
- Quinoline Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP22538093 | 1993-09-10 | ||
| JP22538093 | 1993-09-10 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI944174A0 FI944174A0 (fi) | 1994-09-09 |
| FI944174L FI944174L (fi) | 1995-03-11 |
| FI110777B true FI110777B (fi) | 2003-03-31 |
Family
ID=16828452
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI944174A FI110777B (fi) | 1993-09-10 | 1994-09-09 | Menetelmä 7-[7-(S)-amino-5-atsaspiro[2.4]heptan-5-yyli]-8-kloori-6-fluori-1-[(1R,2S)-2-fluorisyklopropyyli]-4-okso-1,4-dihydrokinoliini-3-karboksyylihapon 3/2-hydraatin saamiseksi selektiivisesti |
Country Status (32)
| Country | Link |
|---|---|
| US (1) | US5693814A (cs) |
| EP (1) | EP0643058B1 (cs) |
| JP (1) | JP3793583B2 (cs) |
| KR (1) | KR100336247B1 (cs) |
| CN (1) | CN1057297C (cs) |
| AT (1) | ATE181069T1 (cs) |
| AU (1) | AU679094B2 (cs) |
| BG (1) | BG61767B1 (cs) |
| CA (1) | CA2131761C (cs) |
| CZ (3) | CZ284738B6 (cs) |
| DE (1) | DE69418953T2 (cs) |
| DK (1) | DK0643058T3 (cs) |
| ES (1) | ES2136142T3 (cs) |
| FI (1) | FI110777B (cs) |
| GE (1) | GEP19981355B (cs) |
| GR (1) | GR3031012T3 (cs) |
| HR (1) | HRP940506B1 (cs) |
| HU (1) | HU224970B1 (cs) |
| IL (2) | IL123910A (cs) |
| LV (1) | LV11322B (cs) |
| MY (1) | MY112574A (cs) |
| NO (2) | NO307419B1 (cs) |
| NZ (1) | NZ264422A (cs) |
| PL (1) | PL180163B1 (cs) |
| RU (1) | RU2126402C1 (cs) |
| SG (1) | SG50492A1 (cs) |
| SI (1) | SI9400349B (cs) |
| SK (3) | SK283190B6 (cs) |
| TW (1) | TW393481B (cs) |
| UA (1) | UA41312C2 (cs) |
| YU (1) | YU49132B (cs) |
| ZA (1) | ZA946853B (cs) |
Families Citing this family (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE19546249A1 (de) * | 1995-12-12 | 1997-06-19 | Bayer Ag | Neue Kristallmodifikation des 1-Cyclopropyl-7-([S,S]-2,8-diazabicyclo[4,3,0]non-8-yl)-6-fluor-1,4-dihydro-8-methoxy-4-oxo-3-chinolincarbonsäure Hydrochlorid (CDCH), Verfahren zu dessen Herstellung und diese enthaltende pharmazeutische Zubereitungen |
| WO1999000393A1 (en) * | 1997-06-26 | 1999-01-07 | Dong Wha Pharmaceutical Industrial Co., Ltd. | Quinolone carboxylic acid derivatives |
| JP2001300293A (ja) * | 2000-04-25 | 2001-10-30 | Nipro Corp | 無機無水物または有機無水物の製造法 |
| ITMI20032259A1 (it) | 2003-11-20 | 2005-05-21 | Chemi Spa | Nuovo polimorfo dell'acido 1-ciclopropil-7-(s,s-2,8-diazabciclo-4.3.0-non-8-il)-6-fluoro-1,4-diidro-8-metossi-4-oxo-chinolin carbossilico cloridrato e metodi per la sua preparazione |
| CN102718746B (zh) * | 2012-06-18 | 2014-10-29 | 南京优科生物医药研究有限公司 | 西他沙星富马酸盐晶型a和其制药用途 |
| CN103539776B (zh) * | 2012-07-16 | 2016-06-08 | 深圳信立泰药业股份有限公司 | 一种西他沙星晶型及其制备方法 |
| CN106749174B (zh) * | 2016-12-06 | 2019-06-18 | 山东裕欣药业有限公司 | 一种西他沙星二水合物晶型、制备方法及其组合物片剂 |
Family Cites Families (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE203719C (cs) * | 1907-11-02 | 1908-10-20 | ||
| NO166131C (no) * | 1985-06-20 | 1991-06-05 | Daiichi Seiyaku Co | Analogifremgangsmaate for fremstilling av s(-)-pyridobenzoksazinforbindelser. |
| MY105136A (en) * | 1988-04-27 | 1994-08-30 | Daiichi Seiyaku Co | Optically active pyridonecarboxylic acid derivatives. |
| CA1332605C (en) * | 1988-10-03 | 1994-10-18 | Yasuhiro Nishitani | Pyridonecarboxylic acids |
| TW208013B (cs) * | 1990-03-01 | 1993-06-21 | Daiichi Co Ltd | |
| US4994809A (en) * | 1990-03-07 | 1991-02-19 | Hughes Aircraft Company | Polystatic correlating radar |
| MY109714A (en) * | 1990-10-18 | 1997-04-30 | Daiichi Seiyaku Co | Process for preparing 8-chloroquinolone derivatives |
| CN1065206A (zh) * | 1991-04-01 | 1992-10-14 | 战永胜 | 天然中草药防治早泄、淋病双效药液制法 |
| WO1993025545A1 (en) * | 1992-06-09 | 1993-12-23 | Korea Research Institute Of Chemical Technology | Novel quinoline derivatives and processes for preparing the same |
-
1994
- 1994-09-06 ZA ZA946853A patent/ZA946853B/xx unknown
- 1994-09-08 NZ NZ264422A patent/NZ264422A/en not_active IP Right Cessation
- 1994-09-08 SK SK306-2002A patent/SK283190B6/sk unknown
- 1994-09-08 SK SK1076-94A patent/SK283188B6/sk unknown
- 1994-09-08 HR HR940506A patent/HRP940506B1/xx not_active IP Right Cessation
- 1994-09-08 NO NO943313A patent/NO307419B1/no unknown
- 1994-09-08 CZ CZ98215A patent/CZ284738B6/cs not_active IP Right Cessation
- 1994-09-08 SK SK305-2002A patent/SK283189B6/sk unknown
- 1994-09-08 UA UA94095787A patent/UA41312C2/uk unknown
- 1994-09-08 CZ CZ942176A patent/CZ284837B6/cs not_active IP Right Cessation
- 1994-09-08 CZ CZ98214A patent/CZ284737B6/cs not_active IP Right Cessation
- 1994-09-09 HU HU9402597A patent/HU224970B1/hu unknown
- 1994-09-09 DE DE69418953T patent/DE69418953T2/de not_active Expired - Fee Related
- 1994-09-09 LV LVP-94-173A patent/LV11322B/en unknown
- 1994-09-09 DK DK94114235T patent/DK0643058T3/da active
- 1994-09-09 IL IL12391094A patent/IL123910A/xx not_active IP Right Cessation
- 1994-09-09 YU YU53694A patent/YU49132B/sh unknown
- 1994-09-09 KR KR1019940022682A patent/KR100336247B1/ko not_active Expired - Fee Related
- 1994-09-09 AT AT94114235T patent/ATE181069T1/de not_active IP Right Cessation
- 1994-09-09 AU AU72862/94A patent/AU679094B2/en not_active Ceased
- 1994-09-09 ES ES94114235T patent/ES2136142T3/es not_active Expired - Lifetime
- 1994-09-09 BG BG99035A patent/BG61767B1/bg unknown
- 1994-09-09 CA CA002131761A patent/CA2131761C/en not_active Expired - Fee Related
- 1994-09-09 EP EP94114235A patent/EP0643058B1/en not_active Expired - Lifetime
- 1994-09-09 GE GEAP19942175A patent/GEP19981355B/en unknown
- 1994-09-09 FI FI944174A patent/FI110777B/fi not_active IP Right Cessation
- 1994-09-09 SG SG1996002767A patent/SG50492A1/en unknown
- 1994-09-09 JP JP21539594A patent/JP3793583B2/ja not_active Expired - Lifetime
- 1994-09-09 PL PL94304989A patent/PL180163B1/pl not_active IP Right Cessation
- 1994-09-09 RU RU94032286A patent/RU2126402C1/ru not_active IP Right Cessation
- 1994-09-09 TW TW083108331A patent/TW393481B/zh not_active IP Right Cessation
- 1994-09-09 MY MYPI94002376A patent/MY112574A/en unknown
- 1994-09-09 SI SI9400349A patent/SI9400349B/sl not_active IP Right Cessation
- 1994-09-09 IL IL11090994A patent/IL110909A/en not_active IP Right Cessation
- 1994-09-10 CN CN94116197A patent/CN1057297C/zh not_active Expired - Fee Related
- 1994-09-12 US US08/303,812 patent/US5693814A/en not_active Expired - Fee Related
-
1999
- 1999-05-25 NO NO992513A patent/NO307753B1/no unknown
- 1999-08-18 GR GR990402090T patent/GR3031012T3/el unknown
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR101667534B1 (ko) | 리팍시민 | |
| CA2304702C (en) | Oral compositions of levosimendan | |
| FI110777B (fi) | Menetelmä 7-[7-(S)-amino-5-atsaspiro[2.4]heptan-5-yyli]-8-kloori-6-fluori-1-[(1R,2S)-2-fluorisyklopropyyli]-4-okso-1,4-dihydrokinoliini-3-karboksyylihapon 3/2-hydraatin saamiseksi selektiivisesti | |
| KR20030094358A (ko) | 결정형의 오미프라졸 | |
| CZ294964B6 (cs) | Způsob přípravy (-)-[[4-(1,4,5,6-tetrahydro-4-methyl-6-oxo-3-pyridazinyl)fenyl]hydrazon]propandinitrilu s optickou čistotou nad 90 % | |
| JPH01261388A (ja) | 置換キノリン誘導体 | |
| WO2000078729A1 (en) | Crystalline forms of lansoprazole | |
| CA2530964A1 (en) | Crystalline form of rabeprazole sodium | |
| JPH03240793A (ja) | アンフォテリシンｂの精製方法および組成物 | |
| ZA200302520B (en) | Crystal forms of 1-[6-chloro-5-(trifluoromethyl)-2-pyridinyl] piperazine.hydrochloride. | |
| EP0216323A2 (en) | Quinolonecarboxylic acid derivatives and their preparation | |
| EP0078671A2 (en) | Novel cephalosporin salt and its use in a purification process | |
| EP1642900A1 (en) | Tricyclic triazolobenzazepine derivative produced as novel crystalline substance | |
| KR20020031909A (ko) | 아지리디닐퀴놀린디온 유도체와 그의 제조방법 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MA | Patent expired |