SK283620B6 - Deriváty kyseliny 1(2H)-chinolínkarboxylovej a spôsob ich prípravy - Google Patents
Deriváty kyseliny 1(2H)-chinolínkarboxylovej a spôsob ich prípravy Download PDFInfo
- Publication number
- SK283620B6 SK283620B6 SK1122-98A SK112298A SK283620B6 SK 283620 B6 SK283620 B6 SK 283620B6 SK 112298 A SK112298 A SK 112298A SK 283620 B6 SK283620 B6 SK 283620B6
- Authority
- SK
- Slovakia
- Prior art keywords
- alk
- formula
- compounds
- ethyl
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims description 7
- 150000001875 compounds Chemical class 0.000 claims abstract description 26
- -1 cyclic acetal Chemical class 0.000 claims abstract description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 10
- 238000002360 preparation method Methods 0.000 claims abstract description 8
- 229910052799 carbon Inorganic materials 0.000 claims abstract description 6
- DHKHKXVYLBGOIT-UHFFFAOYSA-N acetaldehyde Diethyl Acetal Natural products CCOC(C)OCC DHKHKXVYLBGOIT-UHFFFAOYSA-N 0.000 claims abstract description 4
- GPTFURBXHJWNHR-UHFFFAOYSA-N protopine Chemical compound C1=C2C(=O)CC3=CC=C4OCOC4=C3CN(C)CCC2=CC2=C1OCO2 GPTFURBXHJWNHR-UHFFFAOYSA-N 0.000 claims description 6
- FLXFRSZKOVKKPQ-UHFFFAOYSA-N 1,2-dihydroquinoline-2-carboxylic acid Chemical compound C1=CC=C2C=CC(C(=O)O)NC2=C1 FLXFRSZKOVKKPQ-UHFFFAOYSA-N 0.000 claims description 4
- LPNYRYFBWFDTMA-UHFFFAOYSA-N potassium tert-butoxide Chemical compound [K+].CC(C)(C)[O-] LPNYRYFBWFDTMA-UHFFFAOYSA-N 0.000 claims description 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims description 3
- VDFVNEFVBPFDSB-UHFFFAOYSA-N 1,3-dioxane Chemical compound C1COCOC1 VDFVNEFVBPFDSB-UHFFFAOYSA-N 0.000 claims description 2
- MSXVEPNJUHWQHW-UHFFFAOYSA-N 2-methylbutan-2-ol Chemical compound CCC(C)(C)O MSXVEPNJUHWQHW-UHFFFAOYSA-N 0.000 claims description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 2
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 claims description 2
- QVBFLDFDHPPYDW-UHFFFAOYSA-N ethyl 2-diethoxyphosphoryl-4-[2-(1,3-dioxolan-2-yl)ethyl]-2h-quinoline-1-carboxylate Chemical compound C12=CC=CC=C2N(C(=O)OCC)C(P(=O)(OCC)OCC)C=C1CCC1OCCO1 QVBFLDFDHPPYDW-UHFFFAOYSA-N 0.000 claims description 2
- 229910052708 sodium Inorganic materials 0.000 claims description 2
- 239000011734 sodium Substances 0.000 claims description 2
- 150000001721 carbon Chemical group 0.000 claims 2
- 125000006091 1,3-dioxolane group Chemical group 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 239000000126 substance Substances 0.000 abstract description 3
- 230000003115 biocidal effect Effects 0.000 abstract description 2
- 101150058891 alc1 gene Proteins 0.000 abstract 1
- 101150117093 alc2 gene Proteins 0.000 abstract 1
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 15
- 239000000047 product Substances 0.000 description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 5
- ZAFNJMIOTHYJRJ-UHFFFAOYSA-N Diisopropyl ether Chemical compound CC(C)OC(C)C ZAFNJMIOTHYJRJ-UHFFFAOYSA-N 0.000 description 4
- MZRVEZGGRBJDDB-UHFFFAOYSA-N N-Butyllithium Chemical compound [Li]CCCC MZRVEZGGRBJDDB-UHFFFAOYSA-N 0.000 description 4
- 239000000203 mixture Substances 0.000 description 4
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 3
- WMFOQBRAJBCJND-UHFFFAOYSA-M Lithium hydroxide Chemical compound [Li+].[OH-] WMFOQBRAJBCJND-UHFFFAOYSA-M 0.000 description 3
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 3
- 239000002585 base Substances 0.000 description 3
- VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
- ULGZDMOVFRHVEP-RWJQBGPGSA-N Erythromycin Chemical compound O([C@@H]1[C@@H](C)C(=O)O[C@@H]([C@@]([C@H](O)[C@@H](C)C(=O)[C@H](C)C[C@@](C)(O)[C@H](O[C@H]2[C@@H]([C@H](C[C@@H](C)O2)N(C)C)O)[C@H]1C)(C)O)CC)[C@H]1C[C@@](C)(OC)[C@@H](O)[C@H](C)O1 ULGZDMOVFRHVEP-RWJQBGPGSA-N 0.000 description 2
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
- HEDRZPFGACZZDS-MICDWDOJSA-N Trichloro(2H)methane Chemical compound [2H]C(Cl)(Cl)Cl HEDRZPFGACZZDS-MICDWDOJSA-N 0.000 description 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 2
- 125000003754 ethoxycarbonyl group Chemical group C(=O)(OCC)* 0.000 description 2
- 238000000605 extraction Methods 0.000 description 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 2
- 239000012074 organic phase Substances 0.000 description 2
- 238000010992 reflux Methods 0.000 description 2
- 239000002904 solvent Substances 0.000 description 2
- 239000007858 starting material Substances 0.000 description 2
- 238000005406 washing Methods 0.000 description 2
- WNXJIVFYUVYPPR-UHFFFAOYSA-N 1,3-dioxolane Chemical compound C1COCO1 WNXJIVFYUVYPPR-UHFFFAOYSA-N 0.000 description 1
- OUENQTLZIRDXRS-UHFFFAOYSA-N 2-(1,3-dioxolan-2-yl)quinoline Chemical compound O1CCOC1C1=CC=C(C=CC=C2)C2=N1 OUENQTLZIRDXRS-UHFFFAOYSA-N 0.000 description 1
- ODGUJNOUOLYPOD-UHFFFAOYSA-N 2-(2-iodoethyl)-1,3-dioxane Chemical compound ICCC1OCCCO1 ODGUJNOUOLYPOD-UHFFFAOYSA-N 0.000 description 1
- FEQNYQNBZBIQOI-UHFFFAOYSA-N 2-diethoxyphosphoryl-2H-quinoline-1-carboxylic acid Chemical compound C1=CC=C2N(C(O)=O)C(P(=O)(OCC)OCC)C=CC2=C1 FEQNYQNBZBIQOI-UHFFFAOYSA-N 0.000 description 1
- LMYZMMYPJKIWEW-UHFFFAOYSA-N Cl.C=1C=C2C=CC=CC2=NC=1CCC1OCCCO1 Chemical compound Cl.C=1C=C2C=CC=CC2=NC=1CCC1OCCCO1 LMYZMMYPJKIWEW-UHFFFAOYSA-N 0.000 description 1
- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical compound [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052794 bromium Inorganic materials 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052801 chlorine Inorganic materials 0.000 description 1
- 125000001309 chloro group Chemical group Cl* 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000004821 distillation Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 229960003276 erythromycin Drugs 0.000 description 1
- BPOHTPXUFXFFDG-UHFFFAOYSA-N ethyl 2-diethoxyphosphoryl-4-[2-(1,3-dioxan-2-yl)ethyl]-2h-quinoline-1-carboxylate Chemical compound C12=CC=CC=C2N(C(=O)OCC)C(P(=O)(OCC)OCC)C=C1CCC1OCCCO1 BPOHTPXUFXFFDG-UHFFFAOYSA-N 0.000 description 1
- IIEWJVIFRVWJOD-UHFFFAOYSA-N ethyl cyclohexane Natural products CCC1CCCCC1 IIEWJVIFRVWJOD-UHFFFAOYSA-N 0.000 description 1
- 125000005843 halogen group Chemical group 0.000 description 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000012299 nitrogen atmosphere Substances 0.000 description 1
- ZRLVQFQTCMUIRM-UHFFFAOYSA-N potassium;2-methylbutan-2-olate Chemical compound [K+].CCC(C)(C)[O-] ZRLVQFQTCMUIRM-UHFFFAOYSA-N 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 239000012429 reaction media Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000010898 silica gel chromatography Methods 0.000 description 1
- QDRKDTQENPPHOJ-UHFFFAOYSA-N sodium ethoxide Chemical compound [Na+].CC[O-] QDRKDTQENPPHOJ-UHFFFAOYSA-N 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/06—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
- C07F9/576—Six-membered rings
- C07F9/60—Quinoline or hydrogenated quinoline ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65586—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system at least one of the hetero rings does not contain nitrogen as ring hetero atom
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Biochemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Molecular Biology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Saccharide Compounds (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR9602473A FR2745289B1 (fr) | 1996-02-28 | 1996-02-28 | Nouveaux derives de l'acide 1(2h) quinoleine carboxylique, leur procede de preparation et leur application a la synthese de produits doues de proprietes antibiotiques |
PCT/FR1997/000352 WO1997031926A1 (fr) | 1996-02-28 | 1997-02-27 | Nouveaux derives de l'acide 1(2h) quinoleine carboxylique, leur procede de preparation et leur application a la synthese de produits doues de proprietes antibiotiques |
Publications (2)
Publication Number | Publication Date |
---|---|
SK112298A3 SK112298A3 (en) | 2000-03-13 |
SK283620B6 true SK283620B6 (sk) | 2003-10-07 |
Family
ID=9489660
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK124-2002A SK284016B6 (sk) | 1996-02-28 | 1997-02-27 | Spôsob výroby derivátov chinolínu |
SK1122-98A SK283620B6 (sk) | 1996-02-28 | 1997-02-27 | Deriváty kyseliny 1(2H)-chinolínkarboxylovej a spôsob ich prípravy |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
SK124-2002A SK284016B6 (sk) | 1996-02-28 | 1997-02-27 | Spôsob výroby derivátov chinolínu |
Country Status (27)
Country | Link |
---|---|
US (1) | US6002006A (hu) |
EP (1) | EP0885232B1 (hu) |
JP (1) | JP3856241B2 (hu) |
KR (1) | KR19990087323A (hu) |
CN (1) | CN1072226C (hu) |
AT (1) | ATE231153T1 (hu) |
AU (1) | AU708022B2 (hu) |
BR (1) | BR9707777A (hu) |
CA (1) | CA2247172C (hu) |
CZ (2) | CZ294483B6 (hu) |
DE (1) | DE69718444T2 (hu) |
DK (1) | DK0885232T3 (hu) |
EA (1) | EA001157B1 (hu) |
ES (1) | ES2186871T3 (hu) |
FR (1) | FR2745289B1 (hu) |
HU (1) | HUP9900937A3 (hu) |
IL (1) | IL125873A (hu) |
NO (1) | NO983956L (hu) |
NZ (1) | NZ331599A (hu) |
OA (1) | OA10846A (hu) |
PL (1) | PL185497B1 (hu) |
PT (1) | PT885232E (hu) |
SK (2) | SK284016B6 (hu) |
TR (1) | TR199801708T2 (hu) |
UA (1) | UA61069C2 (hu) |
WO (1) | WO1997031926A1 (hu) |
YU (1) | YU37198A (hu) |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2018195098A1 (en) * | 2017-04-17 | 2018-10-25 | Ohio State Innovation Foundation | Type ii topoisomerase inhibitors and methods of making and using thereof |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS61221192A (ja) * | 1985-03-27 | 1986-10-01 | Toyo Soda Mfg Co Ltd | ホスホナ−ト誘導体 |
FR2718450B1 (fr) * | 1994-04-08 | 1997-01-10 | Roussel Uclaf | Nouveaux dérivés de l'érythromycine, leur procédé de préparation et leur application comme médicaments. |
-
1996
- 1996-02-28 FR FR9602473A patent/FR2745289B1/fr not_active Expired - Fee Related
-
1997
- 1997-02-27 BR BR9707777A patent/BR9707777A/pt not_active Application Discontinuation
- 1997-02-27 CN CN97192624A patent/CN1072226C/zh not_active Expired - Fee Related
- 1997-02-27 KR KR1019980706732A patent/KR19990087323A/ko not_active Application Discontinuation
- 1997-02-27 AT AT97907142T patent/ATE231153T1/de not_active IP Right Cessation
- 1997-02-27 SK SK124-2002A patent/SK284016B6/sk unknown
- 1997-02-27 CZ CZ2004510A patent/CZ294483B6/cs not_active IP Right Cessation
- 1997-02-27 AU AU19299/97A patent/AU708022B2/en not_active Ceased
- 1997-02-27 DE DE69718444T patent/DE69718444T2/de not_active Expired - Lifetime
- 1997-02-27 SK SK1122-98A patent/SK283620B6/sk unknown
- 1997-02-27 US US09/125,537 patent/US6002006A/en not_active Expired - Lifetime
- 1997-02-27 IL IL12587397A patent/IL125873A/xx not_active IP Right Cessation
- 1997-02-27 PT PT97907142T patent/PT885232E/pt unknown
- 1997-02-27 WO PCT/FR1997/000352 patent/WO1997031926A1/fr active IP Right Grant
- 1997-02-27 TR TR1998/01708T patent/TR199801708T2/xx unknown
- 1997-02-27 ES ES97907142T patent/ES2186871T3/es not_active Expired - Lifetime
- 1997-02-27 CZ CZ982545A patent/CZ254598A3/cs unknown
- 1997-02-27 EA EA199800767A patent/EA001157B1/ru not_active IP Right Cessation
- 1997-02-27 NZ NZ331599A patent/NZ331599A/xx unknown
- 1997-02-27 PL PL97328601A patent/PL185497B1/pl not_active IP Right Cessation
- 1997-02-27 JP JP53067297A patent/JP3856241B2/ja not_active Expired - Lifetime
- 1997-02-27 UA UA98095030A patent/UA61069C2/uk unknown
- 1997-02-27 EP EP97907142A patent/EP0885232B1/fr not_active Expired - Lifetime
- 1997-02-27 HU HU9900937A patent/HUP9900937A3/hu unknown
- 1997-02-27 CA CA002247172A patent/CA2247172C/fr not_active Expired - Lifetime
- 1997-02-27 DK DK97907142T patent/DK0885232T3/da active
-
1998
- 1998-08-27 NO NO983956A patent/NO983956L/no not_active Application Discontinuation
- 1998-08-28 YU YU37198A patent/YU37198A/sh unknown
- 1998-08-28 OA OA9800151A patent/OA10846A/fr unknown
Also Published As
Similar Documents
Publication | Publication Date | Title |
---|---|---|
CA2657775A1 (en) | Purification process of montelukast and its amine salts | |
GB2137992A (en) | New 3,4-dihydro isoquinoline, 3,4-dihydronaphthalene derivatives and the process for preparing the same | |
KR100632188B1 (ko) | 신규한피페라진및피페리딘화합물 | |
US6649767B2 (en) | Process for preparing 1,4-dihydropyridine compounds | |
KR20090037445A (ko) | 몬테루카스트 정제 방법 | |
Sánchez et al. | A convenient synthesis of pyrrolo [2, 1-c][1, 4] benzoxazines | |
SK283620B6 (sk) | Deriváty kyseliny 1(2H)-chinolínkarboxylovej a spôsob ich prípravy | |
US4925944A (en) | Process for the preparation of o-carboxypyridyl- and o-carboxyquinolylimidazolinones | |
KR20110086503A (ko) | 모구이스테인의 합성을 위한 신규한 방법 | |
HU194859B (en) | Process for production of derivatives of 2-/2-tienil/ and 2-/3-tienil/-ethil-amin | |
US5731433A (en) | Process for the preparation of rufloxacin and salts thereof | |
CA1121823A (en) | 1-pyrrole-and 1-pyrrolidine-carboxylic acid derivatives and process for preparing the same | |
ZA200104631B (en) | Process for preparing tricyclic compounds having antihistaminic activity. | |
MXPA98006851A (en) | New derivatives of the 1 (24) quinolin carboxylic acid, its procedure for preparation, and its application to the synthesis of products with antibioti provided properties | |
KR100376280B1 (ko) | 신남알데하이드 유도체의 제조방법 | |
CA2083977A1 (en) | Pyrroline n-oxide derivatives | |
JPS5825664B2 (ja) | グアニジノカプロン酸エステルの製法 | |
US5703233A (en) | Quinilone disulfide as intermediates | |
JPH0641066A (ja) | ピロール誘導体の製造方法 | |
KR800001591B1 (ko) | 1, 4-디하이드로 피리딘 유도체의 제조방법 | |
CS7492A3 (en) | Substituted alkenoic acid and derivatives thereof, process for preparingsaid compounds and their use | |
JP2024511422A (ja) | 5-{5-クロロ-2-[(3s)-3-[(モルホリン-4-イル)メチル]-3,4-ジヒドロイソキノリン-2(1h)-カルボニル]フェニル}-1,2-ジメチル-1h-ピロール-3-カルボン酸誘導体を合成するための新規な製造方法及び医薬化合物を製造するためのその適用 | |
IE904154A1 (en) | New heterocyclic chemistry | |
JP2004002206A (ja) | 光学活性なチアゾリジノン誘導体の製造方法 | |
IE904207A1 (en) | Selenophen Derivatives |