ES412088A1 - Pyridoquinoline derivatives - Google Patents

Pyridoquinoline derivatives

Info

Publication number
ES412088A1
ES412088A1 ES412088A ES412088A ES412088A1 ES 412088 A1 ES412088 A1 ES 412088A1 ES 412088 A ES412088 A ES 412088A ES 412088 A ES412088 A ES 412088A ES 412088 A1 ES412088 A1 ES 412088A1
Authority
ES
Spain
Prior art keywords
carbon atoms
alkyl
phenyl
group
hydrogen
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
ES412088A
Other languages
Spanish (es)
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.)
Pharmacia and Upjohn Co
Original Assignee
Upjohn Co
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 Upjohn Co filed Critical Upjohn Co
Publication of ES412088A1 publication Critical patent/ES412088A1/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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/07—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms
    • C07C205/11—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings
    • C07C205/12—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by halogen atoms having nitro groups bound to carbon atoms of six-membered aromatic rings the six-membered aromatic ring or a condensed ring system containing that ring being substituted by halogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/27—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups
    • C07C205/35—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C07C205/36—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system
    • C07C205/37—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by etherified hydroxy groups having nitro groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton to carbon atoms of the same non-condensed six-membered aromatic ring or to carbon atoms of six-membered aromatic rings being part of the same condensed ring system the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/49—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups
    • C07C205/57—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by carboxyl groups having nitro groups and carboxyl groups bound to carbon atoms of six-membered aromatic rings of the carbon skeleton
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
    • C07C227/04—Formation of amino groups in compounds containing carboxyl groups
    • C07C227/06—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid
    • C07C227/08—Formation of amino groups in compounds containing carboxyl groups by addition or substitution reactions, without increasing the number of carbon atoms in the carbon skeleton of the acid by reaction of ammonia or amines with acids containing functional groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C255/00—Carboxylic acid nitriles

Landscapes

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

Abstract

Procedure for preparing antiallergic compounds of the formula **(See formula)** where R is selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms inclusive, phenyl, metal or a pharmaceutically acceptable amine cation; X and Y may be the same or different and are selected from the group consisting of hydrogen, alkyl of 1 to 6 carbon atoms inclusive, cycloalkyl of 5 or 6 carbon atoms inclusive, phenyl, hydroxy, alkoxy having 1 to 3 atoms of including carbon, halogen, trifluoromethyl, cyano, carboxyamide and (see formula) where Q is selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms inclusive, metal, or a pharmaceutically acceptable amine cation, provided that when R is hydrogen or a pharmaceutically acceptable metal or amine cation, so Q equals R and when R is phenyl or alkyl of 1 to 3 carbon atoms, then Q is phenyl or alkyl of 1 to 3 carbon atoms; and Z is selected from the group consisting of hydrogen, alkyl of 1 to 3 carbon atoms inclusive, and phenyl; characterized by the fact that it consists of reacting, in solution, a substituted metadiaminobenzene X and Y **(See formula)** where X and Y are defined as above, but with the proviso that when X or Y is (see formula) is selected from the group consisting of alkyl of 1 to 3 carbon atoms inclusive, and phenyl with an oxaloacetate salt, when Z is selected, from the group consisting of alkyl of 1 to 3 carbon atoms inclusive, and phenyl, the formula of the salt being oxaloacetate **(See formula)** where M is a metal, Z is defined as above and R is selected from the group consisting of alkyl of 1 to 3 carbon atoms inclusive, and phenyl in the presence of acid and when Z is hydrogen, the reagent is selected from the group consisting of the oxalacetate salt, identified above, and acetylenedicarboxylate **(See formula)** wherein R is selected from the group consisting of alkyl of 1 to 3 carbon atoms inclusive, and phenyl to form the diaduct: **(See formula)** heating the pure or solvent diaduct to a temperature sufficient to cycle the adduct thereby forming the compound **(See formula)** where R is alkyl of 1 to 3 inclusive carbon atoms and phenyl; and if desired, contacting the compound with a metal hydroxide, thereby forming the compound where R is a metal; and, if desired, contacting the compound where R is a metal with an acid, thereby forming the compound where R is hydrogen; and, if desired, contacting the compound where R is hydrogen with an amine, thereby forming the compound where R is an amine cation. (Machine-translation by Google Translate, not legally binding)
ES412088A 1972-02-28 1973-02-27 Pyridoquinoline derivatives Expired ES412088A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US23003472A 1972-02-28 1972-02-28
US23377272A 1972-03-10 1972-03-10
US30397172A 1972-11-06 1972-11-06

Publications (1)

Publication Number Publication Date
ES412088A1 true ES412088A1 (en) 1976-06-01

Family

ID=27398041

Family Applications (1)

Application Number Title Priority Date Filing Date
ES412088A Expired ES412088A1 (en) 1972-02-28 1973-02-27 Pyridoquinoline derivatives

Country Status (10)

Country Link
AR (1) AR199285A1 (en)
CA (1) CA984842A (en)
CH (1) CH587847A5 (en)
DE (1) DE2308732A1 (en)
ES (1) ES412088A1 (en)
FR (1) FR2181767B1 (en)
GB (2) GB1425154A (en)
NL (1) NL7302689A (en)
PH (1) PH11020A (en)
SE (1) SE397353B (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4126617A (en) * 1974-12-11 1978-11-21 The Upjohn Company DI-Tham salt of 10-cl,1,4,6,9 tetrahydro-5-methyl 4,6 dioxopyrido[3,2-g]quinoline-2,8-dicarboxylate
DE2557425A1 (en) 1975-12-19 1977-06-30 Boehringer Sohn Ingelheim CHINAZOLONE DERIVATIVES
DE2560525C2 (en) * 1975-12-19 1989-07-13 C.H. Boehringer Sohn, 6507 Ingelheim, De

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA995670A (en) * 1970-10-05 1976-08-24 Wilson S. Waring Phenanthrolines and pyrido-quinolines

Also Published As

Publication number Publication date
CH587847A5 (en) 1977-05-13
FR2181767B1 (en) 1977-01-28
PH11020A (en) 1977-10-25
SE397353B (en) 1977-10-31
NL7302689A (en) 1973-08-30
DE2308732A1 (en) 1973-09-06
GB1427914A (en) 1976-03-10
FR2181767A1 (en) 1973-12-07
AR199285A1 (en) 1974-08-23
GB1425154A (en) 1976-02-18
CA984842A (en) 1976-03-02

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