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IE35284L - Quinoline derivatives - Google Patents

Quinoline derivatives

Info

Publication number
IE35284L
IE35284L IE710319A IE31971A IE35284L IE 35284 L IE35284 L IE 35284L IE 710319 A IE710319 A IE 710319A IE 31971 A IE31971 A IE 31971A IE 35284 L IE35284 L IE 35284L
Authority
IE
Ireland
Prior art keywords
carbinols
quinolyl
epimeric
quinuclidine
ketones
Prior art date
Application number
IE710319A
Other versions
IE35284B1 (en
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of IE35284L publication Critical patent/IE35284L/en
Publication of IE35284B1 publication Critical patent/IE35284B1/en

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
    • C07D213/24—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 substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D213/28—Radicals substituted by singly-bound oxygen or sulphur atoms
    • C07D213/30—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
    • C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
    • C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
    • C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by 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
    • C07D215/18—Halogen atoms or nitro radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
    • C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D453/00—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids
    • C07D453/02—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems
    • C07D453/04—Heterocyclic compounds containing quinuclidine or iso-quinuclidine ring systems, e.g. quinine alkaloids containing not further condensed quinuclidine ring systems having a quinolyl-4, a substituted quinolyl-4 or a alkylenedioxy-quinolyl-4 radical linked through only one carbon atom, attached in position 2, e.g. quinine

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Quinoline Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)

Abstract

1313963 Quinolyl/quinuclidyl ketones and carbinols; substituted-quinolyl lithium compounds F HOFFMANN-LA ROCHE & CO AG 19 April 1971 [16 March 1970] 24189/71 Headings C2C and C2J The title ketones (VI) and carbinols (I, II): wherein m is 1-or 2, R 1 is H, halogen, OH, CF 3 or C 1-7 alkyl or alkoxy,-or (R 1 ) m is methylenedioxy, and R 2 is vinyl or Et, and their enantiomers, racemates and acid addition salts, are prepared by reacting together the corresponding quinolyl-Li (III) with either an epimeric 2-formyl-5- R 2 -quinuclidine (giving I, II) or an epimeric ester of a 5-R 2 -quinuclidine-2-carboxylic acid (giving VI), and in the latter case optionally reducing VI to give I, II. Compounds III, prepared in examples by reacting a corresponding 4-bromoquinoline (from the 4-hydroxyquinoline with PBr 3 + PoBr 3 ) with LiBu, are (except when R 1 =H) claimed per se. Also described are the optical resolution of XCH 2 CHOHCCl 3 (X=3- ethyl - 4 - pyridyl) and the preparation of YCH 2 CHOHCHCl 2 (Y=3-ethyl- or 3-vinyl-4- piperidyl). Therapeutic compositions for oral, parenteral or rectal administration comprise the above carbinols (I, II), which have antimalarial and antiarrhythmic properties. [GB1313963A]
IE319/71A 1970-03-16 1971-03-15 Process for the manufacture of quinoline derivatives IE35284B1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US2003470A 1970-03-16 1970-03-16

Publications (2)

Publication Number Publication Date
IE35284L true IE35284L (en) 1971-09-16
IE35284B1 IE35284B1 (en) 1976-01-07

Family

ID=21796376

Family Applications (1)

Application Number Title Priority Date Filing Date
IE319/71A IE35284B1 (en) 1970-03-16 1971-03-15 Process for the manufacture of quinoline derivatives

Country Status (14)

Country Link
AT (1) AT341116B (en)
BE (1) BE764252A (en)
CA (1) CA940530A (en)
CH (2) CH590275A5 (en)
DE (1) DE2111938A1 (en)
DK (1) DK137189B (en)
FR (1) FR2100618B1 (en)
GB (1) GB1313963A (en)
IE (1) IE35284B1 (en)
IL (1) IL36400A (en)
NL (1) NL7103506A (en)
PH (1) PH9976A (en)
SE (1) SE395699B (en)
ZA (1) ZA711588B (en)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH605916A5 (en) * 1973-12-07 1978-10-13 Hoffmann La Roche
FR2381044A1 (en) * 1977-02-17 1978-09-15 Hoffmann La Roche PROCESS FOR THE PREPARATION OF MEFLOQUINE
EP0000302B1 (en) * 1977-06-15 1980-10-01 Devinter S.A. Novel method for the preparation of quinidine.
US6566372B1 (en) 1999-08-27 2003-05-20 Ligand Pharmaceuticals Incorporated Bicyclic androgen and progesterone receptor modulator compounds and methods
CN1391576A (en) * 1999-08-27 2003-01-15 利甘德药品公司 Androgen receptor modulator compounds and methods
WO2001016133A2 (en) 1999-08-27 2001-03-08 Ligand Pharmaceuticals Incorporated 8-substituted-6-trifluoromethyl-9-pyrido[3,2-g]quinoline compounds as androgen receptor modulators
CA2383565A1 (en) 1999-09-14 2001-03-22 Ligand Pharmaceuticals Incorporated Rxr modulators with improved pharmacologic profile

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CH521975A (en) * 1968-07-02 1972-04-30 Hoffmann La Roche Process for the preparation of quinoline derivatives

Also Published As

Publication number Publication date
CH590274A5 (en) 1977-07-29
SE395699B (en) 1977-08-22
DK137189B (en) 1978-01-30
CH590275A5 (en) 1977-07-29
DE2111938A1 (en) 1971-10-07
NL7103506A (en) 1971-09-20
GB1313963A (en) 1973-04-18
PH9976A (en) 1976-06-16
DK137189C (en) 1978-07-03
AT341116B (en) 1978-01-25
IL36400A0 (en) 1971-05-26
ZA711588B (en) 1971-12-29
ATA220971A (en) 1977-05-15
IL36400A (en) 1973-07-30
CA940530A (en) 1974-01-22
IE35284B1 (en) 1976-01-07
FR2100618A1 (en) 1972-03-24
BE764252A (en) 1971-09-15
FR2100618B1 (en) 1974-08-23

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