ES383992A1 - Indolizine derivatives - Google Patents

Indolizine derivatives

Info

Publication number
ES383992A1
ES383992A1 ES383992A ES383992A ES383992A1 ES 383992 A1 ES383992 A1 ES 383992A1 ES 383992 A ES383992 A ES 383992A ES 383992 A ES383992 A ES 383992A ES 383992 A1 ES383992 A1 ES 383992A1
Authority
ES
Spain
Prior art keywords
esters
reacting
give
compounds
carbethoxyalkyl
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
ES383992A
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.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
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 Beecham Group PLC filed Critical Beecham Group PLC
Publication of ES383992A1 publication Critical patent/ES383992A1/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
    • 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
    • C07D213/54—Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55—Acids; Esters

Landscapes

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

Abstract

The invention comprises compounds of formulae the pharmaceutically acceptable salts and esters of I, and the esters and salts of II, wherein R and R2 are each C 1-6 alkyl, and R3 is aryl or C 1-6 alkyl. These compounds are prepared by reacting 2-formylpyridine with Ph 3 P : CRCO 2 Et to give 2-(2-carbethoxyalk-1-enyl)pyridine, hydrogenating this (H 2 /Pd-C) to 2-(2-carbethoxyalkyl)pyridine, reacting with (e.g.) BrCH 2 Ac to give 1-acetonyl-2-(2-carbethoxyalkyl)pyridinium bromide which is treated with a base to give II, esterifying the latter and reacting the ester with a reactive derivative of R3CO 2 H, and optionally hydrolysing the ester of I thus obtained. Therapeutic compositions for oral or parenteral administration comprise compounds I (above), and their pharmaceutically acceptable salts and esters, which have analgesic and anti inflammatory activity.
ES383992A 1969-10-04 1970-09-25 Indolizine derivatives Expired ES383992A1 (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB48856/69A GB1268424A (en) 1969-10-04 1969-10-04 Indolizine derivatives

Publications (1)

Publication Number Publication Date
ES383992A1 true ES383992A1 (en) 1973-09-01

Family

ID=10450175

Family Applications (1)

Application Number Title Priority Date Filing Date
ES383992A Expired ES383992A1 (en) 1969-10-04 1970-09-25 Indolizine derivatives

Country Status (12)

Country Link
JP (1) JPS4910517B1 (en)
AT (1) AT295513B (en)
AU (1) AU1989470A (en)
BE (1) BE756822A (en)
DE (1) DE2046904A1 (en)
ES (1) ES383992A1 (en)
FR (1) FR2070109B1 (en)
GB (1) GB1268424A (en)
IE (1) IE34591B1 (en)
IL (1) IL35289A0 (en)
NL (1) NL7013584A (en)
ZA (1) ZA706287B (en)

Families Citing this family (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
AT376676B (en) * 1979-12-06 1984-12-27 Labaz Sanofi Nv METHOD FOR PRODUCING NEW INDOLICINE DERIVATIVES AND THEIR PHARMACEUTICALLY PERMITTED ACID ADDITION SALTS
AT376677B (en) * 1979-12-06 1984-12-27 Labaz Sanofi Nv METHOD FOR PRODUCING NEW INDOLICINE DERIVATIVES AND THEIR PHARMACEUTICALLY PERMITTED ACID ADDITION SALTS
US5334716A (en) * 1991-06-17 1994-08-02 Fujisawa Pharmaceutical Co., Ltd. Heterocyclic derivatives
RU2120942C1 (en) * 1991-06-17 1998-10-27 Фудзисава Фармасьютикал Ко., Лтд. INDOLIZINE DERIVATIVES, METHOD OF THEIR SYNTHESIS, PHARMACEUTICAL COMPOSITION, METHOD OF INHIBITION OF ACTIVITY OF TESTOSTERONE-5α-REDUCTASE
GB0512944D0 (en) * 2005-06-24 2005-08-03 Argenta Discovery Ltd Indolizine compounds
JP2010513429A (en) * 2006-12-21 2010-04-30 アージェンタ ディスカバリー リミテッド CRTH2 antagonist

Also Published As

Publication number Publication date
FR2070109B1 (en) 1974-02-01
FR2070109A1 (en) 1971-09-10
IL35289A0 (en) 1970-11-30
IE34591L (en) 1971-04-04
DE2046904A1 (en) 1971-04-22
BE756822A (en) 1971-03-29
AT295513B (en) 1972-01-10
NL7013584A (en) 1971-04-06
JPS4910517B1 (en) 1974-03-11
ZA706287B (en) 1971-06-30
GB1268424A (en) 1972-03-29
AU1989470A (en) 1972-03-16
IE34591B1 (en) 1975-06-25

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