GB2083810B - Hypoglycemic 5-substituted oxazolidine-2,4-diones - Google Patents

Hypoglycemic 5-substituted oxazolidine-2,4-diones

Info

Publication number
GB2083810B
GB2083810B GB8122525A GB8122525A GB2083810B GB 2083810 B GB2083810 B GB 2083810B GB 8122525 A GB8122525 A GB 8122525A GB 8122525 A GB8122525 A GB 8122525A GB 2083810 B GB2083810 B GB 2083810B
Authority
GB
United Kingdom
Prior art keywords
diones
hypoglycemic
substituted oxazolidine
oxazolidine
substituted
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
GB8122525A
Other languages
English (en)
Other versions
GB2083810A (en
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.)
PFIZER
Pfizer Inc
Original Assignee
PFIZER
Pfizer Inc
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 PFIZER, Pfizer Inc filed Critical PFIZER
Publication of GB2083810A publication Critical patent/GB2083810A/en
Application granted granted Critical
Publication of GB2083810B publication Critical patent/GB2083810B/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C43/00—Ethers; Compounds having groups, groups or groups
    • C07C43/02—Ethers
    • C07C43/20—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring
    • C07C43/225—Ethers having an ether-oxygen atom bound to a carbon atom of a six-membered aromatic ring containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C205/00—Compounds containing nitro groups bound to a carbon skeleton
    • C07C205/44—Compounds containing nitro groups bound to a carbon skeleton the carbon skeleton being further substituted by —CHO groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/008—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reaction with tri- or tetrahalomethyl compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/51—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition
    • C07C45/511—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups
    • C07C45/513—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by pyrolysis, rearrangement or decomposition involving transformation of singly bound oxygen functional groups to >C = O groups the singly bound functional group being an etherified hydroxyl group
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/70—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form
    • C07C45/71—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction with functional groups containing oxygen only in singly bound form being hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/546—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings polycyclic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/55—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C47/00—Compounds having —CHO groups
    • C07C47/52—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings
    • C07C47/575—Compounds having —CHO groups bound to carbon atoms of six—membered aromatic rings containing ether groups, groups, groups, or groups
    • 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
    • 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
    • C07D215/20—Oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
    • C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
    • C07D239/24—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members
    • C07D239/28—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having three or more double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to ring carbon atoms
    • C07D239/46—Two or more oxygen, sulphur or nitrogen atoms
    • C07D239/60—Three or more oxygen or sulfur atoms
    • C07D239/62—Barbituric acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D263/44—Two oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D263/00—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings
    • C07D263/02—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings
    • C07D263/30—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D263/34—Heterocyclic compounds containing 1,3-oxazole or hydrogenated 1,3-oxazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members 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
    • C07D263/46—Sulfur atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
    • C07F7/02—Silicon compounds
    • C07F7/08—Compounds having one or more C—Si linkages
    • C07F7/18—Compounds having one or more C—Si linkages as well as one or more C—O—Si linkages
    • C07F7/1804—Compounds having Si-O-C linkages

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
GB8122525A 1980-07-28 1981-07-22 Hypoglycemic 5-substituted oxazolidine-2,4-diones Expired GB2083810B (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US17320680A 1980-07-28 1980-07-28
US06/222,202 US4367234A (en) 1980-07-28 1981-01-02 Hypoglycemic 5-substituted oxazolidine-2,4-diones

Publications (2)

Publication Number Publication Date
GB2083810A GB2083810A (en) 1982-03-31
GB2083810B true GB2083810B (en) 1984-03-14

Family

ID=26868872

Family Applications (3)

Application Number Title Priority Date Filing Date
GB8122525A Expired GB2083810B (en) 1980-07-28 1981-07-22 Hypoglycemic 5-substituted oxazolidine-2,4-diones
GB08317144A Expired GB2128987B (en) 1980-07-28 1983-06-24 Intermediates for hypoglycemic 5-substituted oxazolidine-2,4-diones
GB08317145A Expired GB2132609B (en) 1980-07-28 1983-06-24 Intermediates for hypoglycemic 5-substituted oxazolidine-2,4-diones

Family Applications After (2)

Application Number Title Priority Date Filing Date
GB08317144A Expired GB2128987B (en) 1980-07-28 1983-06-24 Intermediates for hypoglycemic 5-substituted oxazolidine-2,4-diones
GB08317145A Expired GB2132609B (en) 1980-07-28 1983-06-24 Intermediates for hypoglycemic 5-substituted oxazolidine-2,4-diones

Country Status (27)

Country Link
US (1) US4367234A (enExample)
KR (3) KR850000381B1 (enExample)
AR (3) AR228061A1 (enExample)
AT (1) AT376424B (enExample)
AU (1) AU526905B2 (enExample)
CA (1) CA1155855A (enExample)
CH (1) CH653025A5 (enExample)
DD (1) DD202149A5 (enExample)
DE (1) DE3129309A1 (enExample)
DK (1) DK151882C (enExample)
ES (3) ES8306367A1 (enExample)
FI (1) FI77457C (enExample)
FR (1) FR2487348B1 (enExample)
GB (3) GB2083810B (enExample)
GR (1) GR74590B (enExample)
HU (1) HU185682B (enExample)
IE (1) IE51427B1 (enExample)
IL (1) IL63422A (enExample)
IT (1) IT1138110B (enExample)
LU (1) LU83512A1 (enExample)
NL (1) NL8103536A (enExample)
NO (1) NO812558L (enExample)
NZ (1) NZ197853A (enExample)
PH (1) PH17421A (enExample)
PT (1) PT73437B (enExample)
SE (1) SE460849B (enExample)
YU (3) YU185281A (enExample)

Families Citing this family (31)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4689336A (en) * 1981-01-02 1987-08-25 Pfizer Inc. Hypoglycemic 5-substituted oxazolidine 2,4-diones
GR78120B (enExample) * 1982-03-01 1984-09-26 Pfizer
US4430337A (en) * 1982-06-23 1984-02-07 Pfizer Inc. Alicyclic substituted oxazolidine-2,4-diones having hypoglycemic activity
JPS59186916A (ja) * 1983-04-06 1984-10-23 Aiji Noda 膵石症治療剤
US5130379A (en) * 1988-03-08 1992-07-14 Pfizer Inc. Hypoglycemic thiazolidinedione derivatives
US4946942A (en) * 1988-03-11 1990-08-07 Bioresearch, Inc. Urethane-protected amino acid-N-carboxyanhydrides
US5442124A (en) * 1989-06-30 1995-08-15 Firmenich Sa Process for the preparation of novel aromatic compounds
WO1991007107A1 (en) * 1989-11-13 1991-05-30 Pfizer Inc. Oxazolidinedione hypoglycemic agents
US5036079A (en) * 1989-12-07 1991-07-30 Pfizer Inc. Hypoglycemic thiazolidinedione derivatives
CZ288351B6 (en) * 1990-06-07 2001-05-16 Astrazeneca Ab Nitrogenous heterocyclic compound, process of its preparation and use as well as a medicament containing thereof
GB9017218D0 (en) * 1990-08-06 1990-09-19 Beecham Group Plc Novel compounds
FI930772L (fi) * 1990-08-23 1993-02-22 Pfizer Hydroxiureaderivat som saenker glugosnivao i blodet
TW222626B (enExample) 1991-07-22 1994-04-21 Pfizer
US5498621A (en) * 1992-05-01 1996-03-12 Pfizer Inc. Oxazolidinedione hypoglycemic agents
US5401761A (en) * 1993-12-09 1995-03-28 Pfizer, Inc. Thiazolidinedione hypoglycemic agents
US5925656A (en) * 1995-04-10 1999-07-20 Dr. Reddy's Research Foundation Compounds having antidiabetic, hypolipidemic, antihypertensive properties, process for their preparation and pharmaceutical compositions containing them
GB9604242D0 (en) 1996-02-28 1996-05-01 Glaxo Wellcome Inc Chemical compounds
US5801173A (en) * 1996-05-06 1998-09-01 Dr. Reddy's Research Foundation Heterocyclic compounds having antidiabetic, hypolipidaemic, antihypertensive properties, process for their preparation and pharmaceutical compositions containing them
ZA973848B (en) * 1996-05-06 1997-12-02 Reddy Research Foundation Novel heterocyclic compounds having antidiabetic, hypolipidaemic, antihypertensive properties, process for their preparation and pharmaceutical compositions containing them.
ZA973850B (en) * 1996-05-06 1997-12-02 Reddy Research Foundation Novel antidiabetic compounds having hypolipidaemic, anti-hypertensive properties, process for their preparation and pharmaceutical compositions containing them.
US5919782A (en) * 1996-05-06 1999-07-06 Dr. Reddy's Research Foundation Heterocyclic compounds having antidiabetic, hypolipidaemic, antihypertensive properties, process for their preparation and pharmaceutical compositions containing them
USRE39266E1 (en) * 1996-07-01 2006-09-05 Dr. Reddy's Laboratories, Limited Heterocyclic compounds, process for their preparation and pharmaceutical compositions containing them and their use in the treatment of diabetes and related diseases
US6114526A (en) * 1996-07-01 2000-09-05 Dr. Reddy's Research Foundation Heterocyclic compounds, process for their preparation and pharmaceutical compositions containing them and their use in the treatment of diabetes and related diseases
AU744518B2 (en) 1996-07-01 2002-02-28 Dr. Reddy's Laboratories Limited Novel heterocyclic compounds process for their preparation and pharmaceutical compositions containing them and their use in the treatment of diabetes and related diseases
US6372750B2 (en) * 1996-07-01 2002-04-16 Dr. Reddy's Research Foundation Heterocyclic compounds, process for their preparation and pharmaceutical compounds containing them and their use in the treatment of diabetes and related diseases
IL141456A0 (en) * 1998-08-21 2002-03-10 Viropharma Inc Rhodanine derivatives and pharmaceutical compositions containing the same
AU6331199A (en) * 1998-09-30 2000-04-17 Roche Diagnostics Gmbh Oxazolidine derivatives for the treatment and prevention of metabolic bone disorders
EP1194146B1 (en) 1999-06-18 2006-07-19 Merck & Co., Inc. Arylthiazolidinedione and aryloxazolidinedione derivatives
US6380191B1 (en) 1999-06-18 2002-04-30 Merck & Co. Inc. Arylthiazolidinedione and aryloxazolidinedione derivatives
TW200901959A (en) 2007-03-09 2009-01-16 Indigene Pharmaceuticals Inc Combination of metformin R-(+) lipoate and antihyperlipidemic agents for the treatment of diabetic hyperglycemia and diabetic complications
JP5417860B2 (ja) * 2008-08-26 2014-02-19 住友化学株式会社 α−ヒドロキシエステル類の製造方法

Family Cites Families (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE729852C (de) * 1939-07-06 1943-01-04 Carl Nachtigall Verfahren zur Herstellung von 2, 4-Dioxooxazolidinen
US2338220A (en) * 1942-01-31 1944-01-04 Mallinckrodt Chemical Works Process of making oxazolidinediones
US2721197A (en) * 1953-01-05 1955-10-18 Bristol Lab Inc Bicyclic lactams
US2961377A (en) * 1957-08-05 1960-11-22 Us Vitamin Pharm Corp Oral anti-diabetic compositions and methods
FR1284516A (fr) * 1957-11-20 1962-02-16 France Etat Produits utilisables notamment comme agents susceptibles d'agir sur la croissance des plantes et leur procédé de fabrication
GB1227428A (enExample) * 1968-04-08 1971-04-07
US3699229A (en) * 1970-12-18 1972-10-17 Abbott Lab 2-oxo-5-phenyl-4-oxazolidinone as an anti-depressant agent
AT322266B (de) * 1972-11-06 1975-05-12 Rath Karl Friedrich Vorrichtung zum einsetzen von pflanzen
FR2207706B1 (enExample) * 1972-11-24 1975-11-28 Orsymonde
DE2813873A1 (de) * 1978-03-31 1979-10-11 Basf Ag Verfahren zur herstellung von oxazolidin-2,4-dionen
US4200642A (en) * 1978-08-21 1980-04-29 Pfizer Inc. Spiro-oxazolidindiones

Also Published As

Publication number Publication date
NO812558L (no) 1982-01-29
ES8306132A1 (es) 1983-05-01
HU185682B (en) 1985-03-28
GB2083810A (en) 1982-03-31
ES8306133A1 (es) 1983-05-01
YU185281A (en) 1983-12-31
IT8123175A0 (it) 1981-07-27
IL63422A (en) 1984-11-30
NL8103536A (nl) 1982-02-16
NZ197853A (en) 1986-09-10
AR228061A1 (es) 1983-01-14
FI77457B (fi) 1988-11-30
KR850000381B1 (ko) 1985-03-23
KR850000382B1 (ko) 1985-03-23
US4367234A (en) 1983-01-04
YU88183A (en) 1983-12-31
SE8104542L (sv) 1982-01-29
CH653025A5 (fr) 1985-12-13
DE3129309C2 (enExample) 1987-06-19
FR2487348A1 (fr) 1982-01-29
KR850003290A (ko) 1985-06-13
ES514665A0 (es) 1983-05-01
GB8317144D0 (en) 1983-07-27
DK151882C (da) 1988-06-06
ES504322A0 (es) 1983-05-16
CA1155855A (en) 1983-10-25
GB2132609A (en) 1984-07-11
GB2128987A (en) 1984-05-10
KR850003291A (ko) 1985-06-13
AR231721A1 (es) 1985-02-28
DK334681A (da) 1982-03-05
GB8317145D0 (en) 1983-07-27
GB2132609B (en) 1985-01-03
AU526905B2 (en) 1983-02-03
AR230834A1 (es) 1984-07-31
FI77457C (fi) 1989-03-10
PH17421A (en) 1984-08-08
GB2128987B (en) 1984-09-26
ES514666A0 (es) 1983-05-01
IE811695L (en) 1982-01-28
FI812340L (fi) 1982-01-29
LU83512A1 (fr) 1982-02-17
KR830006247A (ko) 1983-09-20
IL63422A0 (en) 1981-10-30
PT73437B (en) 1983-09-01
SE460849B (sv) 1989-11-27
DE3129309A1 (de) 1982-03-18
IT1138110B (it) 1986-09-17
ES8306367A1 (es) 1983-05-16
GR74590B (enExample) 1984-06-29
PT73437A (en) 1981-08-01
DD202149A5 (de) 1983-08-31
ATA328681A (de) 1984-04-15
YU88283A (en) 1983-12-31
DK151882B (da) 1988-01-11
IE51427B1 (en) 1986-12-24
AT376424B (de) 1984-11-26
FR2487348B1 (fr) 1986-05-02
KR850000387B1 (ko) 1985-03-25

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Legal Events

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PCNP Patent ceased through non-payment of renewal fee