GB2019844A - A beta -lactam series compound - Google Patents

A beta -lactam series compound

Info

Publication number
GB2019844A
GB2019844A GB7913039A GB7913039A GB2019844A GB 2019844 A GB2019844 A GB 2019844A GB 7913039 A GB7913039 A GB 7913039A GB 7913039 A GB7913039 A GB 7913039A GB 2019844 A GB2019844 A GB 2019844A
Authority
GB
United Kingdom
Prior art keywords
group
hydrogen atom
formula
image
beta
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
GB7913039A
Other versions
GB2019844B (en
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.)
OSOKA PHARMACEUTICAL CO Ltd A
Original Assignee
OSOKA PHARMACEUTICAL CO Ltd A
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
Priority claimed from JP53043624A external-priority patent/JPS6034957B2/en
Priority claimed from JP10738778A external-priority patent/JPS5576875A/en
Priority claimed from JP53110464A external-priority patent/JPS6037118B2/en
Priority claimed from JP13715778A external-priority patent/JPS5564588A/en
Priority claimed from JP53141785A external-priority patent/JPS6037119B2/en
Priority claimed from JP14273178A external-priority patent/JPS5569583A/en
Priority claimed from JP53145638A external-priority patent/JPS5951959B2/en
Application filed by OSOKA PHARMACEUTICAL CO Ltd A filed Critical OSOKA PHARMACEUTICAL CO Ltd A
Publication of GB2019844A publication Critical patent/GB2019844A/en
Application granted granted Critical
Publication of GB2019844B publication Critical patent/GB2019844B/en
Expired legal-status Critical Current

Links

Classifications

    • 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
    • C07D215/227—Oxygen atoms attached in position 2 or 4 only one oxygen atom which is attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/04—Indoles; Hydrogenated indoles
    • C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring systems containing three or more rings
    • C07D209/80—[b, c]- or [b, d]-condensed
    • C07D209/82—Carbazoles; Hydrogenated carbazoles
    • C07D209/88—Carbazoles; Hydrogenated carbazoles 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 carbon atoms of the ring system
    • 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
    • C07D215/04—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms
    • C07D215/06—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 only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to the ring carbon atoms having only hydrogen atoms, hydrocarbon or substituted hydrocarbon radicals, attached to the ring nitrogen atom
    • 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
    • C07D215/18—Halogen atoms or nitro radicals
    • 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
    • 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
    • C07D455/00—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/03—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine
    • C07D455/04—Heterocyclic compounds containing quinolizine ring systems, e.g. emetine alkaloids, protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing quinolizine ring systems directly condensed with at least one six-membered carbocyclic ring, e.g. protoberberine; Alkylenedioxy derivatives of dibenzo [a, g] quinolizines, e.g. berberine containing a quinolizine ring system condensed with only one six-membered carbocyclic ring, e.g. julolidine
    • 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
    • C07D471/06—Peri-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D499/00—Heterocyclic compounds containing 4-thia-1-azabicyclo [3.2.0] heptane ring systems, i.e. compounds containing a ring system of the formula:, e.g. penicillins, penems; Such ring systems being further condensed, e.g. 2,3-condensed with an oxygen-, nitrogen- or sulfur-containing hetero ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

A beta -lactam compound represented by the formula (1> <IMAGE> wherein R<1> represents a hydrogen atom or an alkyl group; R<2> represents a hydrogen atom, R<3> represents a halogen atom, a nitro group, an amino group, a hydroxy group, an alkyl group, an alkoxy group, an alkanoylamino group, an alkanesulfonyloxy group or a group represented by the formula <IMAGE> wherein R<5> represents a hydrogen atom, an alkanoyl group, or an alkanesulfonyl group; R<4> represents a hydrogen atom or a hydroxy group; n is 0 or 1; is 0, 1 or 2; and A represents -C(CH3)2-CH(COOH)- or -CH2C(CH2R<6>)=C(COOH)- where R<6> represents an alkanoyloxy group, a group represented by the formula <IMAGE> where R<7> and R<5> each represents an alkyl group, and when n is 0, R<1> and R<2> can combine to form a cyclohexane ring with the carbon atoms to which they are attached; or a pharmaceutically acceptable salt is made by standard methods. These compounds have antimicrobial activity.
GB7913039A 1978-04-12 1979-04-12 Lactam series compound Expired GB2019844B (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
JP53043624A JPS6034957B2 (en) 1978-04-12 1978-04-12 penicillanic acid derivatives
JP10738778A JPS5576875A (en) 1978-08-31 1978-08-31 Benzo ij quinolizine-2-carboxylic acid derivative and its preparation
JP53110464A JPS6037118B2 (en) 1978-09-07 1978-09-07 penicillanic acid derivatives
JP13715778A JPS5564588A (en) 1978-11-06 1978-11-06 Pyrrolo (3, 2, 1-ij) quinoline-5-carboxylic acid derivative and its preparation
JP53141785A JPS6037119B2 (en) 1978-11-16 1978-11-16 penicillanic acid derivatives
JP14273178A JPS5569583A (en) 1978-11-17 1978-11-17 Pyrido 3,2,1-jk carbazole derivative
JP53145638A JPS5951959B2 (en) 1978-11-24 1978-11-24 penicillanic acid derivatives

Publications (2)

Publication Number Publication Date
GB2019844A true GB2019844A (en) 1979-11-07
GB2019844B GB2019844B (en) 1983-01-19

Family

ID=27564567

Family Applications (2)

Application Number Title Priority Date Filing Date
GB7913040A Expired GB2020279B (en) 1978-04-12 1979-04-12 Piperazinylbenzoheterocyclic compounds
GB7913039A Expired GB2019844B (en) 1978-04-12 1979-04-12 Lactam series compound

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB7913040A Expired GB2020279B (en) 1978-04-12 1979-04-12 Piperazinylbenzoheterocyclic compounds

Country Status (8)

Country Link
AU (1) AU529330B2 (en)
CA (1) CA1153374A (en)
CH (1) CH640853A5 (en)
DE (3) DE2953974C2 (en)
FR (1) FR2422658A1 (en)
GB (2) GB2020279B (en)
IT (1) IT1196531B (en)
NL (1) NL180664C (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5223246A (en) * 1990-02-14 1993-06-29 Takeda Chemical Industries, Ltd. Effervescent composition, its production and use
US6488961B1 (en) 1996-09-20 2002-12-03 Ethypharm, Inc. Effervescent granules and methods for their preparation

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5630964A (en) * 1979-08-22 1981-03-28 Kyorin Pharmaceut Co Ltd Novel substituted quinolinecarboxylic acid and its preparation
JPS5746986A (en) * 1980-09-02 1982-03-17 Dai Ichi Seiyaku Co Ltd Pyrido(1,2,3-de)(1,4)benzoxazine derivative
NO156828C (en) * 1980-11-10 1987-12-02 Otsuka Pharma Co Ltd ANALOGY PROCEDURE FOR THE PREPARATION OF ANTIBACTERYLY EFFECTIVE BENZOHETEROCYCLIC COMPOUNDS.
JPS57176987A (en) * 1981-04-24 1982-10-30 Otsuka Pharmaceut Co Ltd Pyrrolo(3,2,1-ij)quinoline-5-carboxylic acid derivative
AT380250B (en) * 1980-12-18 1986-04-25 Otsuka Pharma Co Ltd METHOD FOR PRODUCING BENZOHETEROCYCLIC COMPOUNDS
PH22140A (en) 1982-06-29 1988-06-01 Daiichi Seiyaku Co Tricyclic compounds
JPS59137482A (en) * 1983-01-26 1984-08-07 Otsuka Pharmaceut Co Ltd Pyrrolo(3,2,1,-ij)quinoline-5-carboxylic acid derivative
DE3517709A1 (en) * 1985-01-05 1986-07-10 Bayer Ag BASIC PREPARATIONS OF CHINOLON CARBON ACIDS
AU585981B2 (en) * 1985-05-24 1989-06-29 Tokyo Tanabe Company Limited Benzo (IJ) quinolizine-2-carboxylic acid derivatives, the salts and their hydrates, pharmaceutical compositions thereof, and processes for preparing the same
KR900014383A (en) * 1989-03-29 1990-10-23 원본미기재 Pyrroloquinoline derivatives, preparation method thereof and antibacterial agent using same

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BE793524A (en) * 1971-12-30 1973-06-29 Riker Laboratories Inc BENZOQUINOLIZINE-CARBOXYLIC ACIDS AND THEIR DERIVATIVES
US3985882A (en) * 1972-11-02 1976-10-12 Riker Laboratories, Inc. Substituted benzo[ij]quinolinzine-2-carboxylic acids and derivatives thereof as bactericidal agents

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5223246A (en) * 1990-02-14 1993-06-29 Takeda Chemical Industries, Ltd. Effervescent composition, its production and use
US6488961B1 (en) 1996-09-20 2002-12-03 Ethypharm, Inc. Effervescent granules and methods for their preparation

Also Published As

Publication number Publication date
GB2020279B (en) 1983-02-02
DE2914258A1 (en) 1979-10-25
AU529330B2 (en) 1983-06-02
NL180664C (en) 1987-04-01
GB2020279A (en) 1979-11-14
IT1196531B (en) 1988-11-16
CA1153374A (en) 1983-09-06
GB2019844B (en) 1983-01-19
CH640853A5 (en) 1984-01-31
FR2422658A1 (en) 1979-11-09
AU4603779A (en) 1979-10-18
NL7902905A (en) 1979-10-16
DE2953973C2 (en) 1989-02-02
DE2953973A1 (en) 1982-08-26
NL180664B (en) 1986-11-03
DE2953974C2 (en) 1992-06-25
IT7948690A0 (en) 1979-04-10
FR2422658B1 (en) 1981-12-31
DE2914258C2 (en) 1989-08-03

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Legal Events

Date Code Title Description
PCNP Patent ceased through non-payment of renewal fee