SE468594B - Distamycinderivat, foerfarande foer deras framstaellning och en farmaceutisk komposition - Google Patents
Distamycinderivat, foerfarande foer deras framstaellning och en farmaceutisk kompositionInfo
- Publication number
- SE468594B SE468594B SE8603099A SE8603099A SE468594B SE 468594 B SE468594 B SE 468594B SE 8603099 A SE8603099 A SE 8603099A SE 8603099 A SE8603099 A SE 8603099A SE 468594 B SE468594 B SE 468594B
- Authority
- SE
- Sweden
- Prior art keywords
- compound
- formula
- group
- distamycin
- alkyl
- Prior art date
Links
- UPBAOYRENQEPJO-UHFFFAOYSA-N n-[5-[[5-[(3-amino-3-iminopropyl)carbamoyl]-1-methylpyrrol-3-yl]carbamoyl]-1-methylpyrrol-3-yl]-4-formamido-1-methylpyrrole-2-carboxamide Chemical class CN1C=C(NC=O)C=C1C(=O)NC1=CN(C)C(C(=O)NC2=CN(C)C(C(=O)NCCC(N)=N)=C2)=C1 UPBAOYRENQEPJO-UHFFFAOYSA-N 0.000 title claims description 52
- 238000000034 method Methods 0.000 title claims description 14
- 239000008194 pharmaceutical composition Substances 0.000 title claims description 8
- 238000002360 preparation method Methods 0.000 title claims description 7
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- -1 methyloxiranyl Chemical group 0.000 claims description 33
- 229950009902 stallimycin Drugs 0.000 claims description 24
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 18
- 150000003839 salts Chemical class 0.000 claims description 18
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- 150000002367 halogens Chemical group 0.000 claims description 17
- 125000001340 2-chloroethyl group Chemical group [H]C([H])(Cl)C([H])([H])* 0.000 claims description 13
- 238000006243 chemical reaction Methods 0.000 claims description 13
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 13
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- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 125000000466 oxiranyl group Chemical group 0.000 claims description 6
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- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 5
- NOWKCMXCCJGMRR-UHFFFAOYSA-N Aziridine Chemical compound C1CN1 NOWKCMXCCJGMRR-UHFFFAOYSA-N 0.000 claims description 4
- 125000000217 alkyl group Chemical group 0.000 claims description 4
- 230000000840 anti-viral effect Effects 0.000 claims description 4
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- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- FPAFDBFIGPHWGO-UHFFFAOYSA-N dioxosilane;oxomagnesium;hydrate Chemical compound O.[Mg]=O.[Mg]=O.[Mg]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O.O=[Si]=O FPAFDBFIGPHWGO-UHFFFAOYSA-N 0.000 description 1
- 239000007884 disintegrant Substances 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical class CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 231100000673 dose–response relationship Toxicity 0.000 description 1
- 239000003937 drug carrier Substances 0.000 description 1
- 230000009977 dual effect Effects 0.000 description 1
- 239000000975 dye Substances 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 208000023965 endometrium neoplasm Diseases 0.000 description 1
- CCIVGXIOQKPBKL-UHFFFAOYSA-M ethanesulfonate Chemical compound CCS([O-])(=O)=O CCIVGXIOQKPBKL-UHFFFAOYSA-M 0.000 description 1
- LVGKNOAMLMIIKO-QXMHVHEDSA-N ethyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCC(=O)OCC LVGKNOAMLMIIKO-QXMHVHEDSA-N 0.000 description 1
- 229940093471 ethyl oleate Drugs 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000007888 film coating Substances 0.000 description 1
- 238000009501 film coating Methods 0.000 description 1
- 125000003784 fluoroethyl group Chemical group [H]C([H])(F)C([H])([H])* 0.000 description 1
- 235000003599 food sweetener Nutrition 0.000 description 1
- 238000009472 formulation Methods 0.000 description 1
- 238000001640 fractional crystallisation Methods 0.000 description 1
- 239000001530 fumaric acid Substances 0.000 description 1
- 239000008273 gelatin Substances 0.000 description 1
- 229920000159 gelatin Polymers 0.000 description 1
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- 235000019322 gelatine Nutrition 0.000 description 1
- 235000011852 gelatine desserts Nutrition 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000002140 halogenating effect Effects 0.000 description 1
- 239000004312 hexamethylene tetramine Substances 0.000 description 1
- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002883 imidazolyl group Chemical group 0.000 description 1
- 238000001727 in vivo Methods 0.000 description 1
- 238000011534 incubation Methods 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 150000007529 inorganic bases Chemical class 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 229960004393 lidocaine hydrochloride Drugs 0.000 description 1
- YECIFGHRMFEPJK-UHFFFAOYSA-N lidocaine hydrochloride monohydrate Chemical compound O.[Cl-].CC[NH+](CC)CC(=O)NC1=C(C)C=CC=C1C YECIFGHRMFEPJK-UHFFFAOYSA-N 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 239000006210 lotion Substances 0.000 description 1
- 239000000314 lubricant Substances 0.000 description 1
- 201000005296 lung carcinoma Diseases 0.000 description 1
- 239000011777 magnesium Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 229920000609 methyl cellulose Polymers 0.000 description 1
- 239000001923 methylcellulose Substances 0.000 description 1
- 235000010981 methylcellulose Nutrition 0.000 description 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- LZXPPSDMIPGJOD-UHFFFAOYSA-N nitroso-[(2,4,5-trichlorophenyl)methyl]carbamic acid Chemical compound OC(=O)N(N=O)CC1=CC(Cl)=C(Cl)C=C1Cl LZXPPSDMIPGJOD-UHFFFAOYSA-N 0.000 description 1
- 231100000252 nontoxic Toxicity 0.000 description 1
- 230000003000 nontoxic effect Effects 0.000 description 1
- QIQXTHQIDYTFRH-UHFFFAOYSA-N octadecanoic acid Chemical compound CCCCCCCCCCCCCCCCCC(O)=O QIQXTHQIDYTFRH-UHFFFAOYSA-N 0.000 description 1
- OQCDKBAXFALNLD-UHFFFAOYSA-N octadecanoic acid Natural products CCCCCCCC(C)CCCCCCCCC(O)=O OQCDKBAXFALNLD-UHFFFAOYSA-N 0.000 description 1
- 239000004006 olive oil Substances 0.000 description 1
- 235000008390 olive oil Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 150000007530 organic bases Chemical class 0.000 description 1
- 230000002611 ovarian Effects 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 230000001717 pathogenic effect Effects 0.000 description 1
- 239000000825 pharmaceutical preparation Substances 0.000 description 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 description 1
- 229920001223 polyethylene glycol Polymers 0.000 description 1
- 229920000136 polysorbate Polymers 0.000 description 1
- 229940068965 polysorbates Drugs 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229920001592 potato starch Polymers 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001850 reproductive effect Effects 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 238000009938 salting Methods 0.000 description 1
- 239000000377 silicon dioxide Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000008109 sodium starch glycolate Substances 0.000 description 1
- 229940079832 sodium starch glycolate Drugs 0.000 description 1
- 229920003109 sodium starch glycolate Polymers 0.000 description 1
- 210000004872 soft tissue Anatomy 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 101150076714 stambp gene Proteins 0.000 description 1
- 239000008117 stearic acid Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 238000009495 sugar coating Methods 0.000 description 1
- 150000003461 sulfonyl halides Chemical class 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- 210000004881 tumor cell Anatomy 0.000 description 1
- 241000701161 unidentified adenovirus Species 0.000 description 1
- 241001430294 unidentified retrovirus Species 0.000 description 1
- 208000010570 urinary bladder carcinoma Diseases 0.000 description 1
- 239000008215 water for injection Substances 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000000080 wetting agent Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
- C07H5/00—Compounds containing saccharide radicals in which the hetero bonds to oxygen have been replaced by the same number of hetero bonds to halogen, nitrogen, sulfur, selenium, or tellurium
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/14—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing three or more hetero rings
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- General Chemical & Material Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Oncology (AREA)
- Hematology (AREA)
- Engineering & Computer Science (AREA)
- Biochemistry (AREA)
- Biotechnology (AREA)
- Genetics & Genomics (AREA)
- Molecular Biology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Saccharide Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB858517923A GB8517923D0 (en) | 1985-07-16 | 1985-07-16 | Distamycin derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| SE8603099D0 SE8603099D0 (sv) | 1986-07-11 |
| SE8603099L SE8603099L (sv) | 1987-01-17 |
| SE468594B true SE468594B (sv) | 1993-02-15 |
Family
ID=10582358
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| SE8603099A SE468594B (sv) | 1985-07-16 | 1986-07-11 | Distamycinderivat, foerfarande foer deras framstaellning och en farmaceutisk komposition |
Country Status (29)
| Country | Link |
|---|---|
| US (1) | US4738980A (cs) |
| JP (1) | JPH0780842B2 (cs) |
| KR (1) | KR940003495B1 (cs) |
| CN (2) | CN85103908A (cs) |
| AT (1) | AT386822B (cs) |
| AU (1) | AU584723B2 (cs) |
| BE (1) | BE905109A (cs) |
| CA (1) | CA1247627A (cs) |
| CH (1) | CH671958A5 (cs) |
| CZ (1) | CZ277823B6 (cs) |
| DE (1) | DE3623853C2 (cs) |
| DK (1) | DK335886A (cs) |
| ES (1) | ES2000346A6 (cs) |
| FI (1) | FI82929C (cs) |
| FR (1) | FR2585019B1 (cs) |
| GB (2) | GB8517923D0 (cs) |
| GR (1) | GR861840B (cs) |
| HU (1) | HU198087B (cs) |
| IE (1) | IE59275B1 (cs) |
| IL (1) | IL79401A (cs) |
| IT (1) | IT1213103B (cs) |
| NL (1) | NL8601838A (cs) |
| NO (1) | NO169014C (cs) |
| NZ (1) | NZ216828A (cs) |
| PH (1) | PH23459A (cs) |
| PT (1) | PT82985B (cs) |
| SE (1) | SE468594B (cs) |
| SU (2) | SU1535378A3 (cs) |
| ZA (1) | ZA865262B (cs) |
Families Citing this family (22)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE468642B (sv) * | 1985-07-16 | 1993-02-22 | Erba Farmitalia | Poly-4-aminopyrrol-2-karboxamidoderivat och foerfarande foer deras framstaellning och en farmaceutisk komposition |
| US5310752A (en) * | 1986-05-20 | 1994-05-10 | Farmitalia Carlo Erba Spa | Site specific alkylating agents |
| US5049579A (en) * | 1986-05-20 | 1991-09-17 | Farmitalia Carlo Erba, S.R.L. | Site specific alkylating agents |
| GB8612218D0 (en) * | 1986-05-20 | 1986-06-25 | Erba Farmitalia | Site specific alkylating agents |
| GB8906709D0 (en) * | 1989-03-23 | 1989-05-10 | Creighton Andrew M | Acryloyl substituted pyrrole derivatives |
| WO1992013838A1 (en) * | 1991-02-06 | 1992-08-20 | Synphar Laboratories, Inc. | Oligopeptide antiretroviral agents |
| IT1262921B (it) * | 1992-01-10 | 1996-07-22 | Federico Arcamone | Agenti antitumorali analoghi di oligopeptidi pirrol-amidinici retroversi processi di preparazione e prodotti farmaceutici che li contengono |
| DE4205948C2 (de) * | 1992-02-24 | 1996-10-31 | Mannesmann Ag | Farbbandkassette für ein endloses Farbband |
| US5273991A (en) * | 1992-07-29 | 1993-12-28 | Research Corporation Technologies, Inc. | Imidazole-containing compositions and methods of use thereof analogs of distamycin |
| US5629348A (en) * | 1994-11-14 | 1997-05-13 | Nzym, Inc. | Methods and compositions for treating septoria infections |
| EP0792262A2 (en) * | 1994-11-14 | 1997-09-03 | Nzym, Inc. | Methods and compositions for treating phytopathogenic fungi infections |
| US5637621A (en) * | 1994-11-14 | 1997-06-10 | Nzym, Inc. | Methods and compositions for treating Botrytis infections |
| DE19805431A1 (de) * | 1998-02-11 | 1999-08-12 | Merck Patent Gmbh | Heteroaromatische Oligoamide als Affinitätsliganden |
| DE60128551D1 (de) * | 2000-03-16 | 2007-07-05 | Genesoft Inc | Geladene verbindungen mit einer nukleinsäure-bindenden einheit sowie deren verwendungen |
| US7078536B2 (en) * | 2001-03-14 | 2006-07-18 | Genesoft Pharmaceuticals, Inc. | Charged compounds comprising a nucleic acid binding moiety and uses therefor |
| GB0015447D0 (en) * | 2000-06-23 | 2000-08-16 | Pharmacia & Upjohn Spa | Combined therapy against tumors comprising substituted acryloyl derivates and alkylating agents |
| ITTO20010633A1 (it) * | 2001-07-02 | 2003-01-02 | Univ Ferrara | Nuovo impiego di poliammidi eterocicliche e benzoeterocicliche strutturalmente correlate all'antibiotico naturale distamicina a. |
| DE60326735D1 (de) | 2002-08-02 | 2009-04-30 | Genesoft Pharmaceuticals Inc | Biaryl-verbindungen mit antiinfektiver wirkung |
| WO2004039318A2 (en) * | 2002-10-25 | 2004-05-13 | Genesoft Pharmaceuticals, Inc. | Anti-infective biaryl compounds |
| JP2006509027A (ja) | 2002-12-10 | 2006-03-16 | オーシェント ファーマシューティカルズ コーポレーション | （ピロールカルボキサミド）−（ベンズアミド）−（イミダゾールカルボキサミド）モチーフを有する抗菌化合物 |
| EP1686949A2 (en) * | 2003-11-24 | 2006-08-09 | Viropharma Incorporated | Compounds, compositions and methods for treatment and prophylaxis of hepatitis c viral infections and associated diseases |
| US10301343B2 (en) * | 2015-03-30 | 2019-05-28 | Meiji Seika Pharma Co., Ltd. | Method of producing epirubicin and novel production intermediate thereof |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA547128A (en) * | 1957-10-08 | W. Waller Coy | Substituted pyrrolecarboxamidopyrroles | |
| CA557568A (en) * | 1958-05-20 | J. Weiss Martin | Substituted aminopyrrolecarboxylic acids and esters | |
| FR86210E (cs) * | 1963-04-04 | 1966-03-23 | ||
| DE1795539A1 (de) * | 1963-07-26 | 1972-01-13 | Farmaceutici Italia | Verfahren zur Herstellung von neuen Pyrrolderivaten und ihren Salzen |
| US3420844A (en) * | 1963-07-26 | 1969-01-07 | Farmaceutici Italia | Pyrrole-2-carboxamido-propionamidines |
| FR141F (cs) * | 1963-07-26 | |||
| BE666612A (cs) * | 1963-07-26 | 1965-11-03 | ||
| NL130086C (cs) * | 1964-07-14 | 1970-06-15 | ||
| SE468642B (sv) * | 1985-07-16 | 1993-02-22 | Erba Farmitalia | Poly-4-aminopyrrol-2-karboxamidoderivat och foerfarande foer deras framstaellning och en farmaceutisk komposition |
| GB8612218D0 (en) * | 1986-05-20 | 1986-06-25 | Erba Farmitalia | Site specific alkylating agents |
-
1985
- 1985-06-08 CN CN198585103908A patent/CN85103908A/zh active Pending
- 1985-07-16 GB GB858517923A patent/GB8517923D0/en active Pending
- 1985-10-03 US US06/783,508 patent/US4738980A/en not_active Expired - Fee Related
-
1986
- 1986-07-11 SE SE8603099A patent/SE468594B/sv not_active IP Right Cessation
- 1986-07-11 AT AT0188786A patent/AT386822B/de not_active IP Right Cessation
- 1986-07-14 ES ES8600291A patent/ES2000346A6/es not_active Expired
- 1986-07-14 NL NL8601838A patent/NL8601838A/xx not_active Application Discontinuation
- 1986-07-14 HU HU862903A patent/HU198087B/hu not_active IP Right Cessation
- 1986-07-14 IE IE187486A patent/IE59275B1/en not_active IP Right Cessation
- 1986-07-14 AU AU60203/86A patent/AU584723B2/en not_active Ceased
- 1986-07-14 IL IL79401A patent/IL79401A/xx not_active IP Right Cessation
- 1986-07-14 NZ NZ216828A patent/NZ216828A/xx unknown
- 1986-07-15 DE DE3623853A patent/DE3623853C2/de not_active Expired - Fee Related
- 1986-07-15 FR FR868610295A patent/FR2585019B1/fr not_active Expired
- 1986-07-15 PT PT82985A patent/PT82985B/pt not_active IP Right Cessation
- 1986-07-15 PH PH34013A patent/PH23459A/en unknown
- 1986-07-15 CH CH2821/86A patent/CH671958A5/de not_active IP Right Cessation
- 1986-07-15 IT IT8621124A patent/IT1213103B/it active
- 1986-07-15 BE BE0/216923A patent/BE905109A/fr not_active IP Right Cessation
- 1986-07-15 ZA ZA865262A patent/ZA865262B/xx unknown
- 1986-07-15 CA CA000513756A patent/CA1247627A/en not_active Expired
- 1986-07-15 SU SU864027842A patent/SU1535378A3/ru active
- 1986-07-15 DK DK335886A patent/DK335886A/da not_active Application Discontinuation
- 1986-07-15 JP JP61164878A patent/JPH0780842B2/ja not_active Expired - Lifetime
- 1986-07-15 KR KR1019860005716A patent/KR940003495B1/ko not_active Expired - Fee Related
- 1986-07-15 NO NO862861A patent/NO169014C/no unknown
- 1986-07-15 GR GR861840A patent/GR861840B/el unknown
- 1986-07-16 CZ CS865411A patent/CZ277823B6/cs unknown
- 1986-07-16 GB GB8617293A patent/GB2178037B/en not_active Expired
- 1986-07-16 CN CN86104774A patent/CN1026984C/zh not_active Expired - Fee Related
- 1986-07-16 FI FI862960A patent/FI82929C/fi not_active IP Right Cessation
-
1987
- 1987-11-11 SU SU874203631A patent/SU1538893A3/ru active
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