GB1426200A - Nahpthyridine derivatives - Google Patents

Nahpthyridine derivatives

Info

Publication number
GB1426200A
GB1426200A GB5612873A GB5612873A GB1426200A GB 1426200 A GB1426200 A GB 1426200A GB 5612873 A GB5612873 A GB 5612873A GB 5612873 A GB5612873 A GB 5612873A GB 1426200 A GB1426200 A GB 1426200A
Authority
GB
United Kingdom
Prior art keywords
prepared
methyl
methylnicotinate
alkyl
reacting
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
GB5612873A
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.)
Wyeth LLC
Original Assignee
American Home Products Corp
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 American Home Products Corp filed Critical American Home Products Corp
Publication of GB1426200A publication Critical patent/GB1426200A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen 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
    • C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/79—Acids; Esters
    • C07D213/80—Acids; Esters in position 3
    • 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

Landscapes

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

Abstract

1426200 Naphthyridines AMERICAN HOME PRODUCTS CORP 4 Dec 1973 [7 Dec 1972] 56128/73 Heading C2C Novel compounds of Formula 1 in which R = straight-chain C 1-6 alkyl, R<SP>1</SP> and R<SP>2</SP>=C 1-6 alkyl and Z=O, Na or K; and, when Z=H, pharmaceutically acceptable, acid addition salts thereof, are prepared by cyclizing, e.g. in the presence of a strong base, a compound of Formula IV in which -COR<SP>3</SP>=an ester or di-(C 1-6 alkyl)- amido function, and, if required acidifying the product formed to the free enol, and simultaneously or, as an after step, forming a pharmaceutically acceptacle, acid addition salt thereof. Compounds IV are prepared by reacting a compound II in which Y is a replaceable substituent with a compound of formula HN(R)CH 2 CH 2 COOR<SP>1</SP>. Methyl 2-chloro-6-methylnicotinate is prepared by reacting 2-hydroxy-6-methyl-nicotinic acid with POCl 3 and esterifying the resulting acid. Methyl 2 - benzenesulphonyloxy - 6 - methylnicotinate is prepared by reacting methyl 2- hydroxy-6-methylnicotinate with benzenesulphonyl chloride. Pharmaceutical compositions having antibacterial activity, for oral or parenteral administration, comprise one of the above novel compounds together with a pharmaceutical carriers.
GB5612873A 1972-12-07 1973-12-04 Nahpthyridine derivatives Expired GB1426200A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US00313048A US3853864A (en) 1972-12-07 1972-12-07 1,7-dialkyl-1,2-dihydro-4-hydroxy-1,8-naphthyridine-3-carboxylic acid alkyl esters

Publications (1)

Publication Number Publication Date
GB1426200A true GB1426200A (en) 1976-02-25

Family

ID=23214151

Family Applications (1)

Application Number Title Priority Date Filing Date
GB5612873A Expired GB1426200A (en) 1972-12-07 1973-12-04 Nahpthyridine derivatives

Country Status (6)

Country Link
US (1) US3853864A (en)
JP (1) JPS5653554B2 (en)
CA (1) CA1017341A (en)
DE (1) DE2360329A1 (en)
FR (1) FR2209568B1 (en)
GB (1) GB1426200A (en)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4273930A (en) * 1977-06-20 1981-06-16 Sandoz, Inc. 4-Hydroxy-2-quinolinone-3-carboxylic acid esters
US4281131A (en) * 1977-06-20 1981-07-28 Sandoz, Inc. 4-Hydroxy-2-quinolinone-3-carboxylic acids and salts thereof
US4128649A (en) * 1977-06-29 1978-12-05 Sandoz, Inc. 4-Hydroxy-pyrido[2,3-b]pyridine-2(1H)-one-3-carboxylic acids and esters
DE2808070A1 (en) * 1978-02-24 1979-08-30 Bayer Ag PROCESS FOR THE PRODUCTION OF 4-PYRIDONE-3-CARBONIC ACIDS AND / OR DERIVATIVES

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3590036A (en) * 1968-11-18 1971-06-29 George Y Lesher Naphthyridine-3-carboxylic acids,their derivatives and preparation thereof
BE762804A (en) * 1970-02-20 1971-08-11 Koei Chemical Co PROCESS FOR PREPARING DERIVATIVES OF ALKYL-1 NAPHTYRIDINE (-1.8)
US3786043A (en) * 1972-06-19 1974-01-15 Sterling Drug Inc 7-methyl-4-chloro (or -4-lower-alkoxy)-1,8-naphthyridine-3-carboxylates

Also Published As

Publication number Publication date
CA1017341A (en) 1977-09-13
FR2209568B1 (en) 1978-07-28
US3853864A (en) 1974-12-10
DE2360329A1 (en) 1974-06-20
JPS4987699A (en) 1974-08-22
JPS5653554B2 (en) 1981-12-19
FR2209568A1 (en) 1974-07-05

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Legal Events

Date Code Title Description
PS Patent sealed [section 19, patents act 1949]
PCNP Patent ceased through non-payment of renewal fee