FI90237B - Förfarande för framställning av farmakologiskt aktiva 7-(3-substituerad-1-pyrrolidinyl)-1-cyklopropyl-1,4-dihydro-4-oxo-1,8-naftyridin-3-karboxylsyraderivat - Google Patents

Förfarande för framställning av farmakologiskt aktiva 7-(3-substituerad-1-pyrrolidinyl)-1-cyklopropyl-1,4-dihydro-4-oxo-1,8-naftyridin-3-karboxylsyraderivat Download PDF

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Publication number
FI90237B
FI90237B FI883807A FI883807A FI90237B FI 90237 B FI90237 B FI 90237B FI 883807 A FI883807 A FI 883807A FI 883807 A FI883807 A FI 883807A FI 90237 B FI90237 B FI 90237B
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FI
Finland
Prior art keywords
amino
oxo
pyrrolidinyl
dihydro
cyclopropyl
Prior art date
Application number
FI883807A
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English (en)
Finnish (fi)
Other versions
FI90237C (sv
FI883807A (sv
FI883807A0 (sv
Inventor
Joseph Peter Sanchez
Original Assignee
Warner Lambert Co
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Filing date
Publication date
Application filed by Warner Lambert Co filed Critical Warner Lambert Co
Publication of FI883807A0 publication Critical patent/FI883807A0/sv
Publication of FI883807A publication Critical patent/FI883807A/sv
Priority to FI913697A priority Critical patent/FI91636C/sv
Application granted granted Critical
Publication of FI90237B publication Critical patent/FI90237B/sv
Publication of FI90237C publication Critical patent/FI90237C/sv

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    • 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
    • C07D215/22—Oxygen atoms attached in position 2 or 4
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oncology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Communicable Diseases (AREA)
  • Animal Behavior & Ethology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Saccharide Compounds (AREA)

Claims (2)

1. Förfarande för framställning av farmakologiskt aktiva 7-(3-substituerad-1-pyrrolidinyl)-1-cyklopropyl-l,4-dihy-dro-4-oxo-l,8-naftyridin-3-karboxylsyraderivat med for-meln (I) L/ A i vilken Y är H eller NH2, R är H, alkyl med 1-6 kolatomer eller en alkalimetall-katjon, R3 är väte eller metyl, O NH, Il 1 . R4 är - (CH2 )nNH-C-CH , i vilken n är 0 eller 1 och Re Ri är väte, alkyl med 1-4 kolatomer eller alkyl med 1-4 kolatomer, som är substituerad med NH2 eller fenyl, och deras optiskt aktiva isomerer eller farmaceutiskt godtag-bara syra-additionssalter, kännetecknat därav, att a) en förening med formeln III - y o - ' - F \ A. ^ CO.. R (iii> L Λ i vilken L är fluor eller klor, omsätts med en amin med 26 9 0 2 3 7 formeIn IV i< , 0 Nil., 3. ii I 2 /------------ (CI1_ ) NH-C-CH
11. N 2 Π I \ R6 (IV) i vilken n och betecknar detsamma som ovan, och i vilken α-aminogruppen är skyddad, och skyddsgruppen av-spaltas med syrahydrolys eller med katalytisk hydrering, eller b) en förening med formeln II Y 0 NIK; F. 1 II CO, R a ~txj ^ A omsätts med en förening med formeln V HOC-CH-R* II I O NHPro eller en aktiverad syra därav, i vilken formel betecknar detsamma som ovan och Pro betecknar en skyddsgrupp, i närvaro av en aktiverad syra, och skyddsgruppen avspaltas med syrahydrolys eller med katalytisk hydrering, och, om sä önskas, den bildade föreningen omvandlas med kända förfaranden till dess farmaceutiskt godtagbara bassalt eller syra-additionssalt.
2. Förfarande enligt patentkravet 1, känneteck-n a t därav, att man framställer 7-[3-[(2-amino-l-oxo-propyl)amino]-1-pyrrolidinyl]-l-cyklopropyl-6-fluor- 1,4-dihydro-4-oxo-l,8-naftyridin-3-karboxylsyra eller dess optisk isomer, speciellt dess [S-(R*,R*)]~ eller [s-(R*,s*)]-isomer.
FI883807A 1987-08-21 1988-08-17 Förfarande för framställning av farmakologiskt aktiva 7-(3-substituerad-1-pyrrolidinyl)-1-cyklopropyl-1,4-dihydro-4-oxo-1,8-naftyridin-3-karboxylsyraderivat FI90237C (sv)

Priority Applications (1)

Application Number Priority Date Filing Date Title
FI913697A FI91636C (sv) 1987-08-21 1991-08-02 Förfarande för framställning av antibakteriska kinolonföreningar

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US8795087A 1987-08-21 1987-08-21
US8795087 1987-08-21
US07/220,177 US4851418A (en) 1987-08-21 1988-07-20 Naphthyridine antibacterial agents containing an α-amino acid in the side chain of the 7-substituent
US22017788 1988-07-20

Publications (4)

Publication Number Publication Date
FI883807A0 FI883807A0 (sv) 1988-08-17
FI883807A FI883807A (sv) 1989-02-22
FI90237B true FI90237B (sv) 1993-09-30
FI90237C FI90237C (sv) 1994-01-10

Family

ID=26777552

Family Applications (1)

Application Number Title Priority Date Filing Date
FI883807A FI90237C (sv) 1987-08-21 1988-08-17 Förfarande för framställning av farmakologiskt aktiva 7-(3-substituerad-1-pyrrolidinyl)-1-cyklopropyl-1,4-dihydro-4-oxo-1,8-naftyridin-3-karboxylsyraderivat

Country Status (16)

Country Link
US (1) US4851418A (sv)
EP (1) EP0304087B1 (sv)
JP (1) JP2679818B2 (sv)
KR (1) KR0120389B1 (sv)
AU (1) AU608881B2 (sv)
CA (1) CA1339216C (sv)
DE (1) DE3888754T2 (sv)
DK (1) DK172152B1 (sv)
ES (1) ES2063011T3 (sv)
FI (1) FI90237C (sv)
HK (1) HK1000802A1 (sv)
IE (1) IE62787B1 (sv)
NO (1) NO171979C (sv)
NZ (1) NZ225870A (sv)
PH (1) PH25460A (sv)
PT (1) PT88289B (sv)

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Also Published As

Publication number Publication date
DE3888754T2 (de) 1994-07-14
KR0120389B1 (ko) 1997-11-04
JPH01125371A (ja) 1989-05-17
EP0304087B1 (en) 1994-03-30
AU608881B2 (en) 1991-04-18
DK172152B1 (da) 1997-12-01
FI90237C (sv) 1994-01-10
ES2063011T3 (es) 1995-01-01
IE62787B1 (en) 1995-02-22
PT88289B (pt) 1995-03-31
EP0304087A2 (en) 1989-02-22
DK467388D0 (da) 1988-08-19
PT88289A (pt) 1989-09-14
NO171979C (no) 1993-05-26
HK1000802A1 (en) 1998-05-01
US4851418A (en) 1989-07-25
FI883807A (sv) 1989-02-22
DK467388A (da) 1989-02-22
EP0304087A3 (en) 1989-10-25
PH25460A (en) 1991-07-01
JP2679818B2 (ja) 1997-11-19
DE3888754D1 (de) 1994-05-05
CA1339216C (en) 1997-08-05
FI883807A0 (sv) 1988-08-17
KR890003704A (ko) 1989-04-17
IE882363L (en) 1989-02-21
AU2062988A (en) 1989-02-23
NZ225870A (en) 1990-12-21
NO171979B (no) 1993-02-15
NO883722L (no) 1989-02-22
NO883722D0 (no) 1988-08-19

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