ES2103218A1 - New pyridonecarboxylic acid azitidine derivative having antimicrobial activity - Google Patents

New pyridonecarboxylic acid azitidine derivative having antimicrobial activity

Info

Publication number
ES2103218A1
ES2103218A1 ES09300860A ES9300860A ES2103218A1 ES 2103218 A1 ES2103218 A1 ES 2103218A1 ES 09300860 A ES09300860 A ES 09300860A ES 9300860 A ES9300860 A ES 9300860A ES 2103218 A1 ES2103218 A1 ES 2103218A1
Authority
ES
Spain
Prior art keywords
substd
opt
alkyl
lower alkyl
antimicrobial activity
Prior art date
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.)
Granted
Application number
ES09300860A
Other languages
Spanish (es)
Other versions
ES2103218B1 (en
Inventor
Arjona Jordi Corbera
Costansa Jordi Frigola
Corominas Juan Pares
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.)
Esteve Pharmaceuticals SA
Original Assignee
Laboratorios del Dr Esteve SA
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
Application filed by Laboratorios del Dr Esteve SA filed Critical Laboratorios del Dr Esteve SA
Publication of ES2103218A1 publication Critical patent/ES2103218A1/en
Application granted granted Critical
Publication of ES2103218B1 publication Critical patent/ES2103218B1/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D401/00Heterocyclic 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
    • C07D401/02Heterocyclic 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
    • C07D401/04Heterocyclic 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P31/00Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
    • A61P31/04Antibacterial agents
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems

Landscapes

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

Abstract

Substd. azetidinyl pyridone derivs. of formula (I) A = N, CH, CX or COH X = Cl, Br, F or Br R1 = lower alkyl, cycloalkyl or lower halogenoalkyl, or aryl (opt. substd. by esp. 1 or more F) R2, R3 = H, lower alkyl, OH, NH2, aminoalkyl, alkylamino, dialkylamino, 3-6 membered N-contg. heterocyclyl, pref. aromatic, alkylaminoalkyl or alkyl carboxamido (where the alkyl is opt. substd. by one or more halo), arylsulphonyloxy, alkyl sulphonyloxy or carboxamido (opt. subtd. on the N atom) or CN R4, R5 = H or lower alkyl R6 = H, NO2 or opt. substd. amino R7 = OH or 1-4C alkyloxy or A+R1 = forms a gp. C-CH2CH2CHR8 or COCH2CHR8 R8 = H or lower alkyl, having a chiral centre with R or S configuration. 36 Cpds. (I) are specifically claimed, include 7-((2S,3R)- 3 aminno-2-methyl- 1-azetidinyl) -1-(2,4-difluorophenyl) -6-fluoro-1,4-dihydro -4-oxo-3- quinoline-carboxylic acid. USE - (I) are useful as intermediates and are used for the preparation of medicaments with antimicrobial activity. Daily dosage is 0.2-300 mg/kg.
ES09300860A 1992-04-16 1993-04-16 DERIVATIVES OF PIRIDONA AZETIDINIL SUBSTITUTED WITH ANTIMICROBIAL ACTIVITY. Expired - Fee Related ES2103218B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR9204692A FR2690161B1 (en) 1992-04-16 1992-04-16 SUBSTITUTED PYRIDONE AZETIDINYL DERIVATIVES WITH ANTIMICROBIAL ACTIVITY.

Publications (2)

Publication Number Publication Date
ES2103218A1 true ES2103218A1 (en) 1997-09-01
ES2103218B1 ES2103218B1 (en) 1998-07-01

Family

ID=9428938

Family Applications (1)

Application Number Title Priority Date Filing Date
ES09300860A Expired - Fee Related ES2103218B1 (en) 1992-04-16 1993-04-16 DERIVATIVES OF PIRIDONA AZETIDINIL SUBSTITUTED WITH ANTIMICROBIAL ACTIVITY.

Country Status (8)

Country Link
JP (1) JPH0625224A (en)
KR (1) KR930021633A (en)
CA (1) CA2094082A1 (en)
ES (1) ES2103218B1 (en)
FR (1) FR2690161B1 (en)
PT (1) PT101252A (en)
RU (1) RU2088581C1 (en)
ZA (1) ZA932678B (en)

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6211375B1 (en) 1996-04-19 2001-04-03 Wakunaga Pharmaceutical Co., Ltd. Pyridonecarboxylic acid derivatives or salts thereof and antibacterial agents containing the same as the active ingredient
JP2008092784A (en) 2006-07-28 2008-04-17 Mitsuba Corp Drive unit for brushless motor, and method for starting the brushless motor and method for detecting stopping position of rotor of the brushless motor

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60126284A (en) * 1983-12-09 1985-07-05 Dainippon Pharmaceut Co Ltd Pyridonecarboxylic acid derivative and salt thereof
EP0153163A2 (en) * 1984-02-17 1985-08-28 Warner-Lambert Company 7-Substituted-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids; 7-substituted-1-cyclopropyl-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acids; their derivatives; and a process for preparing the compounds
JPS61137885A (en) * 1984-12-08 1986-06-25 Dainippon Pharmaceut Co Ltd 1,8-naphthylidine derivative, its ester and salt
EP0314362A2 (en) * 1987-10-26 1989-05-03 Pfizer Inc. Azetidinyl quinolone carboxylic acids and esters
EP0324298A1 (en) * 1987-12-29 1989-07-19 Laboratorios Del Dr. Esteve, S.A. 7-(1-Azetidinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic-acid derivatives, their preparation and their use as medicaments
EP0388298A2 (en) * 1989-03-16 1990-09-19 Laboratorios Del Dr. Esteve, S.A. Derivatives of pyridone carboxylic acids substituted by an azetidine, their preparation and their use as medicines
EP0401623A1 (en) * 1989-06-07 1990-12-12 Bayer Ag Process for the preparation of 7-(3-amino- and 3-aminomethyl-1-pyrrolidinyl)-3-quinolinonecarboxylic and -naphthyridinonecarboxylic acids

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS60126284A (en) * 1983-12-09 1985-07-05 Dainippon Pharmaceut Co Ltd Pyridonecarboxylic acid derivative and salt thereof
EP0153163A2 (en) * 1984-02-17 1985-08-28 Warner-Lambert Company 7-Substituted-1-cyclopropyl-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acids; 7-substituted-1-cyclopropyl-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acids; their derivatives; and a process for preparing the compounds
JPS61137885A (en) * 1984-12-08 1986-06-25 Dainippon Pharmaceut Co Ltd 1,8-naphthylidine derivative, its ester and salt
EP0314362A2 (en) * 1987-10-26 1989-05-03 Pfizer Inc. Azetidinyl quinolone carboxylic acids and esters
EP0324298A1 (en) * 1987-12-29 1989-07-19 Laboratorios Del Dr. Esteve, S.A. 7-(1-Azetidinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic-acid derivatives, their preparation and their use as medicaments
EP0388298A2 (en) * 1989-03-16 1990-09-19 Laboratorios Del Dr. Esteve, S.A. Derivatives of pyridone carboxylic acids substituted by an azetidine, their preparation and their use as medicines
EP0401623A1 (en) * 1989-06-07 1990-12-12 Bayer Ag Process for the preparation of 7-(3-amino- and 3-aminomethyl-1-pyrrolidinyl)-3-quinolinonecarboxylic and -naphthyridinonecarboxylic acids

Non-Patent Citations (3)

* Cited by examiner, † Cited by third party
Title
CHEM. ABS. Vol. 104, 1986 (Columbus, Ohio, US) pßgina 521, resumen n‘ 50861t. "Pyridonecarboxytic and derivatives and their salts" & JP 60126284 A (DAINIPPON PHARMACEUTICAL Co., Ltd.) 25.07.1985 *
CHEM. ABS. Vol. 106, 1987. (Columbus, Ohio, US) pßginas 470-471, resumen n‘ 4996j. MATSUMOTO, JUNICHI y col. "Preparation of 1,8-naphthyridine derivatives as bactericides" & JP 61137885 A (DAINIPPON PHARMACEUTICAL CO, Ltd) 25.06.1986 *
HIROSHI EGAWA y col. "Pyridonecarboxylic acids as antibacterial agents. 4." JOURNAL OF MEDICINAL CHEMISTRY. Vol. 27, n‘ 12, 1984, WASHINGTON US, pßginas 1543-1548 *

Also Published As

Publication number Publication date
RU2088581C1 (en) 1997-08-27
PT101252A (en) 1994-03-31
ES2103218B1 (en) 1998-07-01
KR930021633A (en) 1993-11-22
CA2094082A1 (en) 1993-10-17
FR2690161A1 (en) 1993-10-22
FR2690161B1 (en) 1995-06-30
JPH0625224A (en) 1994-02-01
ZA932678B (en) 1993-10-27

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