IE34591L - Indolizine derivatives. - Google Patents

Indolizine derivatives.

Info

Publication number
IE34591L
IE34591L IE701167A IE116770A IE34591L IE 34591 L IE34591 L IE 34591L IE 701167 A IE701167 A IE 701167A IE 116770 A IE116770 A IE 116770A IE 34591 L IE34591 L IE 34591L
Authority
IE
Ireland
Prior art keywords
esters
reacting
give
compounds
carbethoxyalkyl
Prior art date
Application number
IE701167A
Other versions
IE34591B1 (en
Original Assignee
Beecham Group 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
Application filed by Beecham Group Ltd filed Critical Beecham Group Ltd
Publication of IE34591L publication Critical patent/IE34591L/en
Publication of IE34591B1 publication Critical patent/IE34591B1/en

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D471/00Heterocyclic 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
    • C07D471/02Heterocyclic 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
    • C07D471/04Ortho-condensed systems
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic 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
    • C07D213/02Heterocyclic 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
    • C07D213/04Heterocyclic 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
    • C07D213/24Heterocyclic 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
    • C07D213/54Radicals substituted by carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
    • C07D213/55Acids; Esters

Landscapes

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

Abstract

1,268,424. Indolizine derivatives. BEECHAM GROUP Ltd. 18 Sept., 1970 [4 Oct., 1969], No. 48856/69. Heading C2C. The invention comprises compounds of formulae the pharmaceutically acceptable salts and esters of I, and the esters and salts of II, wherein R and R<SP>2</SP> are each C 1-6 alkyl, and R<SP>3</SP> 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 R<SP>3</SP>CO 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. [GB1268424A]
IE1167/70A 1969-10-04 1970-09-09 Indolizine derivatives IE34591B1 (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 (2)

Publication Number Publication Date
IE34591L true IE34591L (en) 1971-04-04
IE34591B1 IE34591B1 (en) 1975-06-25

Family

ID=10450175

Family Applications (1)

Application Number Title Priority Date Filing Date
IE1167/70A IE34591B1 (en) 1969-10-04 1970-09-09 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
ES383992A1 (en) 1973-09-01
IL35289A0 (en) 1970-11-30
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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