YU45809B - Postupak za dobijanje 1-heteroaril-4-/(2,5-pirolidindion-1-il)-alkil/-pipe raz kih derivata - Google Patents
Postupak za dobijanje 1-heteroaril-4-/(2,5-pirolidindion-1-il)-alkil/-pipe raz kih derivataInfo
- Publication number
- YU45809B YU45809B YU210386A YU210386A YU45809B YU 45809 B YU45809 B YU 45809B YU 210386 A YU210386 A YU 210386A YU 210386 A YU210386 A YU 210386A YU 45809 B YU45809 B YU 45809B
- Authority
- YU
- Yugoslavia
- Prior art keywords
- defined above
- hydrogen
- formula
- substituted phenyl
- forms
- Prior art date
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/30—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two double bonds between ring members or between ring members and non-ring members
- C07D207/34—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having two 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
- C07D207/36—Oxygen or sulfur atoms
- C07D207/40—2,5-Pyrrolidine-diones
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/20—Hypnotics; Sedatives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C51/00—Preparation of carboxylic acids or their salts, halides or anhydrides
- C07C51/54—Preparation of carboxylic acid anhydrides
- C07C51/56—Preparation of carboxylic acid anhydrides from organic acids, their salts, their esters or their halides, e.g. by carboxylation
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C57/00—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms
- C07C57/52—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen
- C07C57/58—Unsaturated compounds having carboxyl groups bound to acyclic carbon atoms containing halogen containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C61/00—Compounds having carboxyl groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C61/16—Unsaturated compounds
- C07C61/39—Unsaturated compounds containing six-membered aromatic rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/56—Ring systems containing three or more rings
- C07D209/96—Spiro-condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Biomedical Technology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Anesthesiology (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Abstract
POSTUPAK ZA DOBIJANJE 1-HETEROARIL-4-/(2,5-PIROLIDINDION-1-IL)-ALKIL/-PIPE RAZ KIH DERIVATA, formule: i njihovih farmaceutski prihvatljivih adicionih soli sa kiselinama, gde R1 predstavlja C1-4alkil, trifluorometil ili Z-supstituisani fenil, pri cemu je Z vodonik ili halogen; ili R1 sa R2 gradi C4-5 alkilenski most koji inkorporira kondenzovani Z-supstituisani fenil, pri cemu je Z kao sto je definisano gore; ili R1, zajedno sa R3, obrazuje kondenzovani cikloheksenil prsten ili X1-X4 tetra-supstituisani fenil, pri cemu su X1-X4 nezavisno odabrani od vodonika, halogena ili nitro; R2 je C1-4 alkil ili Z-supstituisani fenil, gde je Z kao sto je definisano gore, ili R2, zajedno sa R1, gradi alkilenski most kao sto je definisano ranije; ili je R2 odsutno, a R1 i R3 grade kondenzovani prstenasti sistem kao sto je definisano gore; R3 je vodonik ili, zajedno sa R1, obrazuje kondenzovani prstenasti sistem kao sto je definisano gore; B predstavlja R4, R5-disupstituisani heterociklicni prstenasto sistem odabran iz grupe koja se sastoji od benzoizotiazola, piridina i pirimidina, pri cemu su R4 i R5 nezavisno odabrani od C1-4alkil, C1-4alkoksi, C1-4alkiltio, cijano, halogena i vodonika; i n je 2-4; naz nacen time, sto jedinjenje formule: u kojoj su R1, R2, R3 i n kao sto je definisano ranije, reaguje sa jedinjenjem formule: Q ---- B (VII) u kojoj je B kao sto je definisano gore a Q je pogodna odlazeca grupa, kao sto je hloro, bromo, jodo, sulfat, fosfat, tozilat ili mezilat, u rastvaracu kao sto je benzol, dimetilformamid, etanol, acetonitril, toluol ili n-butil alkohol, na temperaturi refluksa reakcione smese, da bi se dobilo zeljeno jedinjenje formule (I) koje se, po potrebi, nakon toga prevodi u svoju farmaceutski prihvatljivu adicionu so, reakcijom sa pogodnom kiselinom. Prijava sadrzi jos 4 patentna zahteva.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
YU210386A YU45809B (sh) | 1983-09-12 | 1986-12-09 | Postupak za dobijanje 1-heteroaril-4-/(2,5-pirolidindion-1-il)-alkil/-pipe raz kih derivata |
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US06/531,519 US4524206A (en) | 1983-09-12 | 1983-09-12 | 1-Heteroaryl-4-(2,5-pyrrolidinedion-1-yl)alkyl)piperazine derivatives |
YU156384A YU45655B (sh) | 1983-09-12 | 1984-09-10 | Postupak za dobijanje 1-heteroaril-4-/(2,5 pirolidindion-1-il) alkil/piperazinskih derivata |
YU210386A YU45809B (sh) | 1983-09-12 | 1986-12-09 | Postupak za dobijanje 1-heteroaril-4-/(2,5-pirolidindion-1-il)-alkil/-pipe raz kih derivata |
Publications (2)
Publication Number | Publication Date |
---|---|
YU210386A YU210386A (en) | 1987-12-31 |
YU45809B true YU45809B (sh) | 1992-07-20 |
Family
ID=24117966
Family Applications (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
YU156384A YU45655B (sh) | 1983-09-12 | 1984-09-10 | Postupak za dobijanje 1-heteroaril-4-/(2,5 pirolidindion-1-il) alkil/piperazinskih derivata |
YU210386A YU45809B (sh) | 1983-09-12 | 1986-12-09 | Postupak za dobijanje 1-heteroaril-4-/(2,5-pirolidindion-1-il)-alkil/-pipe raz kih derivata |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
YU156384A YU45655B (sh) | 1983-09-12 | 1984-09-10 | Postupak za dobijanje 1-heteroaril-4-/(2,5 pirolidindion-1-il) alkil/piperazinskih derivata |
Country Status (33)
Country | Link |
---|---|
US (1) | US4524206A (sh) |
JP (1) | JPH0647586B2 (sh) |
KR (1) | KR890000566B1 (sh) |
AR (1) | AR241910A1 (sh) |
AU (1) | AU581858B2 (sh) |
BE (1) | BE900555A (sh) |
CA (1) | CA1285564C (sh) |
CH (1) | CH660484A5 (sh) |
CS (1) | CS258119B2 (sh) |
CY (1) | CY1538A (sh) |
DD (1) | DD224593A5 (sh) |
DE (1) | DE3433327C2 (sh) |
DK (1) | DK171990B1 (sh) |
ES (1) | ES8605797A1 (sh) |
FI (1) | FI83515C (sh) |
FR (1) | FR2555585B1 (sh) |
GB (1) | GB2146333B (sh) |
GR (1) | GR80320B (sh) |
HK (1) | HK84590A (sh) |
HU (1) | HU192439B (sh) |
IE (1) | IE58020B1 (sh) |
IL (1) | IL72854A (sh) |
IT (1) | IT1196250B (sh) |
LU (1) | LU85537A1 (sh) |
NL (1) | NL8402769A (sh) |
NO (1) | NO162384B (sh) |
NZ (1) | NZ209480A (sh) |
OA (1) | OA07809A (sh) |
PT (1) | PT79187B (sh) |
SE (1) | SE463368B (sh) |
SU (1) | SU1384199A3 (sh) |
YU (2) | YU45655B (sh) |
ZA (1) | ZA847065B (sh) |
Families Citing this family (53)
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DE3321969A1 (de) * | 1983-06-18 | 1984-12-20 | Troponwerke GmbH & Co KG, 5000 Köln | 2-pyrimidinyl-1-piperazin-derivate, verfahren zu ihrer herstellung und diese enthaltende arzneimittel |
US4585773A (en) * | 1984-07-11 | 1986-04-29 | Bristol-Myers Company | Isoindolinyl-alkyl-piperazines |
US4668687A (en) * | 1984-07-23 | 1987-05-26 | Bristol-Myers Company | Psychogeriatric 1-(2-pyrimidinyl)piperazinyl derivatives of 1-pyrrolidin-2-ones |
US4590196A (en) * | 1984-08-23 | 1986-05-20 | Bristol-Myers Company | Analgesic 1,2-benzisothiazol-3-ylpiperazine derivatives |
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US4777254A (en) * | 1986-12-02 | 1988-10-11 | American Home Products Corp. | Cyclic imides as H1 -antagonists |
CA1335289C (en) * | 1987-10-26 | 1995-04-18 | Fujio Antoku | Piperidinyl benzisoxazole derivatives, their production and pharmaceutical use |
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US4855430A (en) * | 1987-11-12 | 1989-08-08 | American Home Products Corporation | Polycyclicamine with psychotropic activity |
US4880930A (en) * | 1987-11-30 | 1989-11-14 | New James S | Psychotropic acyclic amide derivatives |
US5001130A (en) * | 1988-02-18 | 1991-03-19 | Bristol-Myers Company | Psychotropic heterobicycloalkylpiperazine derivatives |
US5116970A (en) * | 1988-02-18 | 1992-05-26 | New James S | Psychotropic heterobicycloalkylpiperazine derivatives: 2. fused pyridazinones |
US5015740A (en) * | 1988-08-05 | 1991-05-14 | Janssen Pharmaceutica N.V. | Antipsychotic 3-piperazinylbenzazole derivatives |
US4957916A (en) * | 1988-08-05 | 1990-09-18 | Janssen Pharmaceutica N.V. | Antipsychotic 3-piperazinylbenzazole derivatives |
NZ230045A (en) | 1988-08-05 | 1990-11-27 | Janssen Pharmaceutica Nv | 3-piperazinylbenzazole derivatives and pharmaceutical compositions |
WO1990002552A1 (en) * | 1988-09-16 | 1990-03-22 | Pfizer Inc. | Antipsychotic 4-[4-(3-benzisothiazolyl)-1-piperazinyl]butyl bridged bicyclic imides |
US4954503A (en) * | 1989-09-11 | 1990-09-04 | Hoechst-Roussel Pharmaceuticals, Inc. | 3-(1-substituted-4-piperazinyl)-1H-indazoles |
US5098904A (en) * | 1990-06-27 | 1992-03-24 | Bristol-Myers Squibb Company | Cerebral function enhancing pyrimidinyl derivatives |
US5532240A (en) * | 1991-12-26 | 1996-07-02 | Yoshitomi Pharmaceutical Industries, Ltd. | Condensed thiophene compound and pharmaceutical use thereof |
US5599815A (en) * | 1993-02-04 | 1997-02-04 | Meiji Seika Kabushiki Kaisha | Antipsychotic benzoisothiazolyl piperazine derivatives |
US5338738A (en) * | 1993-04-19 | 1994-08-16 | Bristol-Myers Squibb Company | Cerebral function enhancers: acyclic amide derivatives of pyrimidinylpiperidines |
FR2705098B1 (fr) * | 1993-05-10 | 1995-08-04 | Esteve Labor Dr | Procédé de préparation de 2-{4-[4-(chloro-1-pyrazolyl)butyl]1-pipérazinyl}pyrimidine (Lesopitron) . |
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US6084097A (en) * | 1997-10-20 | 2000-07-04 | Council Of Scientific & Industrial Research | Methods for preparing 1-[4-arylpiperazin-1-yl]-3-[2-oxopyrrolidin/piperidin-1-yl] propanes |
US6083950A (en) * | 1997-11-13 | 2000-07-04 | Ranbaxy Laboratories Limited | 1-(4-arylpiperazin-1-yl)-ω-[n-(α,ω-dicarboximido)]-alka nes useful as uro-selective α1-adrenoceptor blockers |
WO2001048055A1 (fr) * | 1999-12-27 | 2001-07-05 | Idemitsu Kosan Co., Ltd. | Composes de succinimide et leur utilisation |
PA8534001A1 (es) | 2000-11-30 | 2002-12-11 | Ranbaxy Lab Ltd | Derivados de piperazina 1,4-disustituida utiles como bloqueadores alfa1,-adrenoceptores uro-selectivos |
US6660736B2 (en) * | 2002-03-27 | 2003-12-09 | Hoffmann-La Roche Inc. | Phthalimido derivatives and a process for their preparation |
AU2002253429A1 (en) * | 2002-04-08 | 2003-10-20 | Ranbaxy Laboratories Limited | ALPHA, OMEGA-DICARBOXIMIDE DERIVATIVES AS USEFUL URO-SELECTIVE Alpha1Alpha ADRENOCEPTOR BLOCKERS |
CN100441188C (zh) * | 2003-10-23 | 2008-12-10 | 弗·哈夫曼-拉罗切有限公司 | 作为mao-b抑制剂的苯并氮杂衍生物 |
EP1758583A2 (en) * | 2004-05-31 | 2007-03-07 | Ranbaxy Laboratories Limited | Arylpiperazine derivatives useful as adrenergic receptor antagonists |
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AU2007221214A1 (en) | 2006-02-22 | 2007-09-07 | Vertex Pharmaceuticals Incorporated | Modulators of muscarinic receptors |
WO2008005295A2 (en) | 2006-06-29 | 2008-01-10 | Vertex Pharmaceuticals Incorporated | Modulators of muscarinic receptors |
WO2008121019A1 (ru) * | 2007-03-29 | 2008-10-09 | Obschestvo S Ogranishennoi Otvetstvennostu 'farmving' | Средство противогистаминного антиаллергического действия и способ его получения |
CN103153949A (zh) | 2010-10-05 | 2013-06-12 | 先正达参股股份有限公司 | 杀虫的吡咯烷-基-芳基-甲酰胺 |
AR086587A1 (es) | 2011-05-31 | 2014-01-08 | Syngenta Participations Ag | Compuestos insecticidas |
BR112014007460A2 (pt) | 2011-10-03 | 2017-04-04 | Syngenta Participations Ag | processos enanciosseletivos para pirrolidinas 3-aril-3-trifluorometil-substituídas inseticidas |
EP3896058A3 (en) | 2011-10-03 | 2022-01-12 | Syngenta Participations Ag | Enantionselective processes to insecticidal 3-aryl-3-trifluoromethyl-substituted pyrrolidines |
WO2018172477A1 (en) | 2017-03-23 | 2018-09-27 | Syngenta Participations Ag | Insecticidal compounds |
EP3601280A1 (en) | 2017-03-23 | 2020-02-05 | Syngenta Participations AG | Insecticidal compounds |
WO2019243263A1 (en) | 2018-06-19 | 2019-12-26 | Syngenta Participations Ag | Insecticidal compounds |
US20220048876A1 (en) | 2018-09-26 | 2022-02-17 | Syngenta Participations Ag | Insecticidal compounds |
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-
1983
- 1983-09-12 US US06/531,519 patent/US4524206A/en not_active Expired - Lifetime
-
1984
- 1984-09-04 IL IL72854A patent/IL72854A/xx unknown
- 1984-09-06 CS CS846721A patent/CS258119B2/cs unknown
- 1984-09-07 FI FI843522A patent/FI83515C/fi not_active IP Right Cessation
- 1984-09-07 NZ NZ209480A patent/NZ209480A/en unknown
- 1984-09-07 FR FR8413765A patent/FR2555585B1/fr not_active Expired
- 1984-09-07 ZA ZA847065A patent/ZA847065B/xx unknown
- 1984-09-10 YU YU156384A patent/YU45655B/sh unknown
- 1984-09-10 GR GR80320A patent/GR80320B/el unknown
- 1984-09-10 AU AU32870/84A patent/AU581858B2/en not_active Expired
- 1984-09-10 CA CA000462755A patent/CA1285564C/en not_active Expired - Lifetime
- 1984-09-10 NO NO843579A patent/NO162384B/no not_active IP Right Cessation
- 1984-09-10 ES ES535780A patent/ES8605797A1/es not_active Expired
- 1984-09-11 LU LU85537A patent/LU85537A1/xx unknown
- 1984-09-11 HU HU843427A patent/HU192439B/hu unknown
- 1984-09-11 DE DE3433327A patent/DE3433327C2/de not_active Expired - Lifetime
- 1984-09-11 IE IE231184A patent/IE58020B1/en not_active IP Right Cessation
- 1984-09-11 SE SE8404552A patent/SE463368B/sv not_active IP Right Cessation
- 1984-09-11 BE BE0/213635A patent/BE900555A/fr not_active IP Right Cessation
- 1984-09-11 IT IT22621/84A patent/IT1196250B/it active
- 1984-09-11 PT PT79187A patent/PT79187B/pt unknown
- 1984-09-11 NL NL8402769A patent/NL8402769A/nl active Search and Examination
- 1984-09-11 SU SU843796451A patent/SU1384199A3/ru active
- 1984-09-11 GB GB08422860A patent/GB2146333B/en not_active Expired
- 1984-09-11 JP JP59188983A patent/JPH0647586B2/ja not_active Expired - Lifetime
- 1984-09-11 CH CH4341/84A patent/CH660484A5/de not_active IP Right Cessation
- 1984-09-12 AR AR84297922A patent/AR241910A1/es active
- 1984-09-12 OA OA58385A patent/OA07809A/xx unknown
- 1984-09-12 DK DK433884A patent/DK171990B1/da not_active IP Right Cessation
- 1984-09-12 DD DD84267233A patent/DD224593A5/de unknown
- 1984-09-12 KR KR1019840005558A patent/KR890000566B1/ko not_active IP Right Cessation
-
1986
- 1986-12-09 YU YU210386A patent/YU45809B/sh unknown
-
1990
- 1990-10-18 HK HK845/90A patent/HK84590A/xx not_active IP Right Cessation
- 1990-11-16 CY CY1538A patent/CY1538A/xx unknown
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