JPS62246552A - １−エチル−６−フルオル−４−オキソ−７−（１−ピペラジニル）−１，４−ジヒドロキノリン−３−カルボン酸の製造法 - Google Patents

１−エチル−６−フルオル−４−オキソ−７−（１−ピペラジニル）−１，４−ジヒドロキノリン−３−カルボン酸の製造法

Info

Publication number: JPS62246552A
Authority: JP; Japan
Prior art keywords: ethyl; dihydroquinoline; formula; carboxylic acid; fluoro
Prior art date: 1986-03-14
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.): Pending

Application number

JP5699787A

Other languages

English (en)

Japanese (ja)

Inventor

ナタサ・ツパンシツク

ボリス・スケツト

マルコ・ツパン

パヴエル・ツペツト

マリエツタ・グロボカル

ミハ・ヤペリ

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

KRKA dd

Original Assignee

KRKA Tovarna Zdravil dd

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.)

1986-03-14

Filing date

1987-03-13

Publication date

1987-10-27

1987-03-13 Application filed by KRKA Tovarna Zdravil dd filed Critical KRKA Tovarna Zdravil dd

1987-10-27 Publication of JPS62246552A publication Critical patent/JPS62246552A/ja

Status Pending legal-status Critical Current

Links

238000004519 manufacturing process Methods 0.000 title description 6
OGJPXUAPXNRGGI-UHFFFAOYSA-N norfloxacin Chemical compound C1=C2N(CC)C=C(C(O)=O)C(=O)C2=CC(F)=C1N1CCNCC1 OGJPXUAPXNRGGI-UHFFFAOYSA-N 0.000 title 1
ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 description 21
150000001875 compounds Chemical class 0.000 description 16
GLUUGHFHXGJENI-UHFFFAOYSA-N Piperazine Chemical compound C1CNCCN1 GLUUGHFHXGJENI-UHFFFAOYSA-N 0.000 description 10
WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 description 9
238000006243 chemical reaction Methods 0.000 description 9
238000000034 method Methods 0.000 description 9
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 8
239000002253 acid Substances 0.000 description 8
238000002844 melting Methods 0.000 description 7
230000008018 melting Effects 0.000 description 7
239000000203 mixture Substances 0.000 description 7
JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 description 6
238000001953 recrystallisation Methods 0.000 description 4
UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 3
239000002904 solvent Substances 0.000 description 3
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 3
IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
KYQCOXFCLRTKLS-UHFFFAOYSA-N Pyrazine Chemical compound C1=CN=CC=N1 KYQCOXFCLRTKLS-UHFFFAOYSA-N 0.000 description 2
ZXVOCOLRQJZVBW-UHFFFAOYSA-N azane;ethanol Chemical compound N.CCO ZXVOCOLRQJZVBW-UHFFFAOYSA-N 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
238000001035 drying Methods 0.000 description 2
230000000694 effects Effects 0.000 description 2
150000007530 organic bases Chemical class 0.000 description 2
238000002360 preparation method Methods 0.000 description 2
239000011541 reaction mixture Substances 0.000 description 2
238000010183 spectrum analysis Methods 0.000 description 2
238000004809 thin layer chromatography Methods 0.000 description 2
VNDWQCSOSCCWIP-UHFFFAOYSA-N 2-tert-butyl-9-fluoro-1,6-dihydrobenzo[h]imidazo[4,5-f]isoquinolin-7-one Chemical compound C1=2C=CNC(=O)C=2C2=CC(F)=CC=C2C2=C1NC(C(C)(C)C)=N2 VNDWQCSOSCCWIP-UHFFFAOYSA-N 0.000 description 1
208000031295 Animal disease Diseases 0.000 description 1
241000894006 Bacteria Species 0.000 description 1
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 1
208000035473 Communicable disease Diseases 0.000 description 1
FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 description 1
PCNDJXKNXGMECE-UHFFFAOYSA-N Phenazine Natural products C1=CC=CC2=NC3=CC=CC=C3N=C21 PCNDJXKNXGMECE-UHFFFAOYSA-N 0.000 description 1
239000002671 adjuvant Substances 0.000 description 1
239000003513 alkali Substances 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
150000001732 carboxylic acid derivatives Chemical class 0.000 description 1
229910052801 chlorine Inorganic materials 0.000 description 1
239000000460 chlorine Substances 0.000 description 1
201000010099 disease Diseases 0.000 description 1
208000037265 diseases, disorders, signs and symptoms Diseases 0.000 description 1
239000003814 drug Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000003480 eluent Substances 0.000 description 1
150000002148 esters Chemical class 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
125000001153 fluoro group Chemical group F* 0.000 description 1
230000003301 hydrolyzing effect Effects 0.000 description 1
238000002955 isolation Methods 0.000 description 1
239000012434 nucleophilic reagent Substances 0.000 description 1
239000003495 polar organic solvent Substances 0.000 description 1
239000002244 precipitate Substances 0.000 description 1
239000000047 product Substances 0.000 description 1
DJXNJVFEFSWHLY-UHFFFAOYSA-N quinoline-3-carboxylic acid Chemical compound C1=CC=CC2=CC(C(=O)O)=CN=C21 DJXNJVFEFSWHLY-UHFFFAOYSA-N 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000010992 reflux Methods 0.000 description 1
238000003786 synthesis reaction Methods 0.000 description 1
150000003512 tertiary amines Chemical class 0.000 description 1
125000005270 trialkylamine group Chemical group 0.000 description 1

Landscapes

Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Quinoline Compounds (AREA)

JP5699787A 1986-03-14 1987-03-13 １−エチル−６−フルオル−４−オキソ−７−（１−ピペラジニル）−１，４−ジヒドロキノリン−３−カルボン酸の製造法 Pending JPS62246552A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
YU39286A YU43695B (en)	1986-03-14	1986-03-14	Process for preparing 1-ethyl-6-fluorine-4-oxo-7-(1-piperazynile)-1,4-dihydroquinoline-3-carboxilic acid
YU392/86		1986-03-14

Publications (1)

Publication Number	Publication Date
JPS62246552A true JPS62246552A (ja)	1987-10-27

Family

ID=25549710

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP5699787A Pending JPS62246552A (ja)	1986-03-14	1987-03-13	１−エチル−６−フルオル−４−オキソ−７−（１−ピペラジニル）−１，４−ジヒドロキノリン−３−カルボン酸の製造法

Country Status (6)

Country	Link
JP (1)	JPS62246552A (da)
DK (1)	DK129787A (da)
ES (1)	ES2002584A6 (da)
NO (1)	NO871045L (da)
PL (1)	PL264590A1 (da)
YU (1)	YU43695B (da)

1986
- 1986-03-14 YU YU39286A patent/YU43695B/xx unknown
1987
- 1987-03-12 PL PL26459087A patent/PL264590A1/xx unknown
- 1987-03-13 DK DK129787A patent/DK129787A/da not_active Application Discontinuation
- 1987-03-13 ES ES8700710A patent/ES2002584A6/es not_active Expired
- 1987-03-13 NO NO871045A patent/NO871045L/no unknown
- 1987-03-13 JP JP5699787A patent/JPS62246552A/ja active Pending

Also Published As

Publication number	Publication date
NO871045D0 (no)	1987-03-13
YU43695B (en)	1989-10-31
YU39286A (en)	1988-02-29
ES2002584A6 (es)	1988-08-16
PL264590A1 (en)	1988-01-21
DK129787D0 (da)	1987-03-13
NO871045L (no)	1987-09-15
DK129787A (da)	1987-09-15

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JPH0329791B2 (da)	1991-04-25
EP0052333B1 (en)	1985-05-08	4-fluoro-5-oxypyrazole derivate and preparation thereof
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JPS62246552A (ja)	1987-10-27	１−エチル−６−フルオル−４−オキソ−７−（１−ピペラジニル）−１，４−ジヒドロキノリン−３−カルボン酸の製造法
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JPH0558985A (ja)	1993-03-09	シアノグアニジン誘導体の製造法
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JPS6058914B2 (ja)	1985-12-23	２．３−ジオキソピペラジン誘導体の合成法
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JPH0649685B2 (ja)	1994-06-29	１−ベンジルピリジニウム塩誘導体及びその製造方法