GB1451911A - 2-1-piperazino-5-oxopyrido-2,3,d-pyrimidine-6-carboxylic acids their preparation and pharmaceutical compositions thereof - Google Patents

2-1-piperazino-5-oxopyrido-2,3,d-pyrimidine-6-carboxylic acids their preparation and pharmaceutical compositions thereof

Info

Publication number
GB1451911A
GB1451911A GB3762173A GB3762173A GB1451911A GB 1451911 A GB1451911 A GB 1451911A GB 3762173 A GB3762173 A GB 3762173A GB 3762173 A GB3762173 A GB 3762173A GB 1451911 A GB1451911 A GB 1451911A
Authority
GB
United Kingdom
Prior art keywords
alkyl
formula
compounds
benzyl
group
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.)
Expired
Application number
GB3762173A
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.)
Dainippon Pharmaceutical Co Ltd
Original Assignee
Dainippon Pharmaceutical Co Ltd
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 JP8128872A external-priority patent/JPS5336478B2/ja
Priority claimed from JP12802272A external-priority patent/JPS5617352B2/ja
Priority claimed from JP26973A external-priority patent/JPS569507B2/ja
Priority claimed from JP733108A external-priority patent/JPS569508B2/ja
Priority claimed from JP73570A external-priority patent/JPS578110B2/ja
Priority claimed from JP5890973A external-priority patent/JPS565754B2/ja
Priority claimed from JP6965173A external-priority patent/JPS5616796B2/ja
Application filed by Dainippon Pharmaceutical Co Ltd filed Critical Dainippon Pharmaceutical Co Ltd
Publication of GB1451911A publication Critical patent/GB1451911A/en
Expired legal-status Critical Current

Links

Classifications

    • 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

Landscapes

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

Abstract

1451911 Piperazino-pyrimidopyridines DAINIPPON PHARMACEUTICAL CO Ltd 8 Aug 1973 [14 Aug 1972 19 Dec 1972 22 Dec 1972 26 Dec 1972 27 Dec 1972 25 May 1973 19 June 1973] 37621/73 Heading C2C The invention comprises compounds of the formula wherein R 1 is H, C 1 -C 4 alkyl, C 2 -C 4 hydroxyalkyl, benzyl, methoxybenzyl, phenyl, propargyl or carboxylic or carbonic acyl; R 2 is H, C 1 -C 4 alkyl, hydroxy or halo-(C 2 -C 4 )alkyl, allyl or benzyl and R 3 is H or C 1 -C 6 alkyl, and salts thereof. They may be obtained by (1) reacting a compound of the formula wherein X is halogen, C 1 -C 4 alkylthio or C 1 -C 4 alkoxy with a compound of the formula or (2) heating a compound of the formula wherein R 2 is C 1 -C 4 alkyl, halo-(C 2 -C 4 )alkyl, allyl or benzyl, and R 3 is C 1 -C 6 alkyl, to induce intramolecular cyclization. Compounds wherein R 2 is C 1 -C 4 alkyl, hydroxy- or halo-(C 2 -C 4 )alkyl allyl or benzyl, may be obtained by (1) reacting a compound of Formula I wherein R 2 is H with an agent comprising a (C 1 -C 4 )alkyl group, a hydroxy- or halo-(C 2 -C 4 )alkyl group, an allyl group or a benzyl group, or (2) heating a compound of the formula wherein R is C 1 -C 4 alkyl, etiher in the presence or absence of an agent as defined above. Compounds of Formula I wherein R 3 is H may be obtained by hydrolysing compounds of Formula I wherein R 3 is C 1 -C 6 alkyl. Compounds of Formula I wherein R 1 is H may be obtained by hydrolysing or hydrogenolysing. Compounds of Formula I wherein R 1 is carboxylic or carbonic acyl, arylsulphonyl, benzyl, vinyl, trityl or a group -CH 2 CH 2 Z wherein Z is halogen, (C 1 -C 4 )alkoxy, benzyloxy, alcoholic OH, acyloxy, arylsulphonyloxy, (C 1 -C 4 )alkylsulphonyloxy, s - aryldithiocarbonyloxy, (C 1 -C 4 )alkyldithiocarbonyloxy or a group forming with the -CH 2 CH 2 -moiety tertiary or quaternary amino group. The compounds of Formula I have antibacterial properties and may be administered perorally, parenterally, enterally or locally in conventional forms. Reference has been directed by the Comptroller to Specification 1,406,381.
GB3762173A 1972-08-14 1973-08-08 2-1-piperazino-5-oxopyrido-2,3,d-pyrimidine-6-carboxylic acids their preparation and pharmaceutical compositions thereof Expired GB1451911A (en)

Applications Claiming Priority (7)

Application Number Priority Date Filing Date Title
JP8128872A JPS5336478B2 (en) 1972-08-14 1972-08-14
JP12802272A JPS5617352B2 (en) 1972-12-19 1972-12-19
JP26973A JPS569507B2 (en) 1972-12-22 1972-12-22
JP733108A JPS569508B2 (en) 1972-12-26 1972-12-26
JP73570A JPS578110B2 (en) 1972-12-27 1972-12-27
JP5890973A JPS565754B2 (en) 1973-05-25 1973-05-25
JP6965173A JPS5616796B2 (en) 1973-06-19 1973-06-19

Publications (1)

Publication Number Publication Date
GB1451911A true GB1451911A (en) 1976-10-06

Family

ID=27563068

Family Applications (2)

Application Number Title Priority Date Filing Date
GB1539276A Expired GB1451912A (en) 1972-08-14 1973-08-08 2-1-piperazino-5-oxopyrido-2,3-d-pyridine-6-carboxylic acids their preparation and pharmaceutical compositions thereof
GB3762173A Expired GB1451911A (en) 1972-08-14 1973-08-08 2-1-piperazino-5-oxopyrido-2,3,d-pyrimidine-6-carboxylic acids their preparation and pharmaceutical compositions thereof

Family Applications Before (1)

Application Number Title Priority Date Filing Date
GB1539276A Expired GB1451912A (en) 1972-08-14 1973-08-08 2-1-piperazino-5-oxopyrido-2,3-d-pyridine-6-carboxylic acids their preparation and pharmaceutical compositions thereof

Country Status (10)

Country Link
AR (5) AR202799A1 (en)
CA (1) CA1073456A (en)
CH (3) CH605948A5 (en)
DE (1) DE2341146A1 (en)
FI (1) FI54481C (en)
FR (1) FR2196159B1 (en)
GB (2) GB1451912A (en)
NL (1) NL181483C (en)
NO (1) NO137966C (en)
SE (1) SE433215B (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0014390A1 (en) * 1979-02-01 1980-08-20 Bayer Ag 2-Amino-8-cyclopropyl-5-oxo-5,8-dihydro-pyrido (2,3-d) pyrimidine-6-carboxylic acids, pharmaceutical compositions containing them and processes for their preparation
WO2005075477A1 (en) * 2004-01-21 2005-08-18 Abbott Laboratories Antibacterial compounds

Families Citing this family (12)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1484138A (en) * 1974-03-14 1977-08-24 Bellon Labor Sa Roger Pyrido pyrimidine derivatives
GB1553436A (en) * 1976-09-17 1979-09-26 Bellon R Lab Derivatives of pipemidic acid
JPS53141286A (en) 1977-05-16 1978-12-08 Kyorin Seiyaku Kk Novel substituted quinolinecarboxylic acid
FR2453157A1 (en) * 1979-04-02 1980-10-31 Fabre Sa Pierre 2-Undecyl imidazole salts - having Gram positive and negative antibacterial activity
DE3028520A1 (en) * 1980-07-28 1982-02-25 Dynamit Nobel Ag, 5210 Troisdorf METHOD FOR PRODUCING CHINOLINES, NAPHTYRIDINES AND OTHER NITROGEN BI-HETEROCYCLES
US4730000A (en) * 1984-04-09 1988-03-08 Abbott Laboratories Quinoline antibacterial compounds
NZ210847A (en) * 1984-01-26 1988-02-29 Abbott Lab Naphthyridine and pyridopyrimidine derivatives and pharmaceutical compositions
AT392789B (en) * 1985-01-23 1991-06-10 Toyama Chemical Co Ltd METHOD FOR PRODUCING 1-SUBSTITUTED ARYL-1,4-DIHYDRO-4-OXONAPHTHYRIDINE DERIVATIVES
US4851535A (en) * 1985-01-23 1989-07-25 Toyama Chemical Co., Ltd. Nicotinic acid derivatives
EP0224121A3 (en) * 1985-11-19 1987-11-11 ROTTAPHARM S.p.A. 7-[4-amino-piperazinyl]- or 7-[4-chloro-piperazinyl]quinolinone derivatives, a process for the preparation thereof and pharmaceutical compositions containing them
US4687770A (en) * 1985-12-23 1987-08-18 Abbott Laboratories Isoxazolo-pyrido-benzoxazine and isothiazolo-pyrido-benzoxazine derivatives
US4689325A (en) * 1985-12-23 1987-08-25 Abbott Laboratories Isoxazolo-pyrido-phenoxazine and isothiazolo-pyrido-phenoxazine derivatives

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR7582M (en) * 1965-09-08 1970-01-12

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0014390A1 (en) * 1979-02-01 1980-08-20 Bayer Ag 2-Amino-8-cyclopropyl-5-oxo-5,8-dihydro-pyrido (2,3-d) pyrimidine-6-carboxylic acids, pharmaceutical compositions containing them and processes for their preparation
WO2005075477A1 (en) * 2004-01-21 2005-08-18 Abbott Laboratories Antibacterial compounds

Also Published As

Publication number Publication date
SE433215B (en) 1984-05-14
NL181483B (en) 1987-04-01
AU5909273A (en) 1975-02-13
FI54481B (en) 1978-08-31
NL7311190A (en) 1974-02-18
AR202799A1 (en) 1975-07-24
FR2196159A1 (en) 1974-03-15
GB1451912A (en) 1976-10-06
SE7900334L (en) 1979-01-15
FR2196159B1 (en) 1978-09-15
CH601293A5 (en) 1978-07-14
AR203165A1 (en) 1975-08-14
AR203164A1 (en) 1975-08-14
FI54481C (en) 1978-12-11
AR200347A1 (en) 1974-10-31
CH605947A5 (en) 1978-10-13
NO137966C (en) 1978-05-31
AR203047A1 (en) 1975-08-08
CH605948A5 (en) 1978-10-13
NL181483C (en) 1987-09-01
NO137966B (en) 1978-02-20
DE2341146A1 (en) 1974-02-28
CA1073456A (en) 1980-03-11

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PE20 Patent expired after termination of 20 years

Effective date: 19930807