IE51133B1 - E.coli heat stable enterotoxin derivatives and preparation thereof - Google Patents
E.coli heat stable enterotoxin derivatives and preparation thereofInfo
- Publication number
- IE51133B1 IE51133B1 IE764/81A IE76481A IE51133B1 IE 51133 B1 IE51133 B1 IE 51133B1 IE 764/81 A IE764/81 A IE 764/81A IE 76481 A IE76481 A IE 76481A IE 51133 B1 IE51133 B1 IE 51133B1
- Authority
- IE
- Ireland
- Prior art keywords
- enterotoxin
- coli
- derivatives
- toxin
- preparation
- Prior art date
Links
- 241000588724 Escherichia coli Species 0.000 title claims abstract description 30
- 238000002360 preparation method Methods 0.000 title claims description 7
- 101710121697 Heat-stable enterotoxin Proteins 0.000 title description 5
- 239000000147 enterotoxin Substances 0.000 claims abstract description 46
- 231100000655 enterotoxin Toxicity 0.000 claims abstract description 46
- 101710146739 Enterotoxin Proteins 0.000 claims abstract description 41
- 239000000203 mixture Substances 0.000 claims abstract description 19
- 239000003431 cross linking reagent Substances 0.000 claims abstract description 13
- 241001465754 Metazoa Species 0.000 claims abstract description 11
- 238000006243 chemical reaction Methods 0.000 claims abstract description 10
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 10
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 9
- 206010012735 Diarrhoea Diseases 0.000 claims abstract description 5
- 238000007920 subcutaneous administration Methods 0.000 claims abstract description 5
- 238000007918 intramuscular administration Methods 0.000 claims abstract description 3
- 238000000034 method Methods 0.000 claims description 18
- 239000003053 toxin Substances 0.000 claims description 15
- 231100000765 toxin Toxicity 0.000 claims description 15
- 238000004132 cross linking Methods 0.000 claims description 7
- 230000001588 bifunctional effect Effects 0.000 claims description 6
- 239000002671 adjuvant Substances 0.000 claims description 5
- 231100000252 nontoxic Toxicity 0.000 claims description 4
- 230000003000 nontoxic effect Effects 0.000 claims description 4
- 125000005442 diisocyanate group Chemical group 0.000 claims description 3
- 125000005594 diketone group Chemical group 0.000 claims description 3
- 230000003053 immunization Effects 0.000 claims description 3
- 238000002955 isolation Methods 0.000 claims description 3
- ZNZYKNKBJPZETN-WELNAUFTSA-N Dialdehyde 11678 Chemical group N1C2=CC=CC=C2C2=C1[C@H](C[C@H](/C(=C/O)C(=O)OC)[C@@H](C=C)C=O)NCC2 ZNZYKNKBJPZETN-WELNAUFTSA-N 0.000 claims description 2
- 150000001299 aldehydes Chemical class 0.000 claims description 2
- 208000015181 infectious disease Diseases 0.000 claims 2
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 230000002163 immunogen Effects 0.000 abstract description 4
- 230000000069 prophylactic effect Effects 0.000 abstract description 2
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 241000283973 Oryctolagus cuniculus Species 0.000 description 14
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- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 8
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- 238000012360 testing method Methods 0.000 description 7
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 6
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- 241001646716 Escherichia coli K-12 Species 0.000 description 4
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- SEQKRHFRPICQDD-UHFFFAOYSA-N N-tris(hydroxymethyl)methylglycine Chemical compound OCC(CO)(CO)[NH2+]CC([O-])=O SEQKRHFRPICQDD-UHFFFAOYSA-N 0.000 description 2
- 125000005907 alkyl ester group Chemical group 0.000 description 2
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- WIIZWVCIJKGZOK-RKDXNWHRSA-N chloramphenicol Chemical compound ClC(Cl)C(=O)N[C@H](CO)[C@H](O)C1=CC=C([N+]([O-])=O)C=C1 WIIZWVCIJKGZOK-RKDXNWHRSA-N 0.000 description 2
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- 229960005190 phenylalanine Drugs 0.000 description 2
- 239000002504 physiological saline solution Substances 0.000 description 2
- GNSKLFRGEWLPPA-UHFFFAOYSA-M potassium dihydrogen phosphate Chemical compound [K+].OP(O)([O-])=O GNSKLFRGEWLPPA-UHFFFAOYSA-M 0.000 description 2
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- FPQQSJJWHUJYPU-UHFFFAOYSA-N 3-(dimethylamino)propyliminomethylidene-ethylazanium;chloride Chemical compound Cl.CCN=C=NCCCN(C)C FPQQSJJWHUJYPU-UHFFFAOYSA-N 0.000 description 1
- BTBUEUYNUDRHOZ-UHFFFAOYSA-N Borate Chemical compound [O-]B([O-])[O-] BTBUEUYNUDRHOZ-UHFFFAOYSA-N 0.000 description 1
- 108091003079 Bovine Serum Albumin Proteins 0.000 description 1
- UXVMQQNJUSDDNG-UHFFFAOYSA-L Calcium chloride Chemical compound [Cl-].[Cl-].[Ca+2] UXVMQQNJUSDDNG-UHFFFAOYSA-L 0.000 description 1
- 101710095468 Cyclase Proteins 0.000 description 1
- 229920002307 Dextran Polymers 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- 241000701959 Escherichia virus Lambda Species 0.000 description 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 description 1
- 206010018910 Haemolysis Diseases 0.000 description 1
- ONIBWKKTOPOVIA-BYPYZUCNSA-N L-Proline Chemical compound OC(=O)[C@@H]1CCCN1 ONIBWKKTOPOVIA-BYPYZUCNSA-N 0.000 description 1
- HNDVDQJCIGZPNO-YFKPBYRVSA-N L-histidine Chemical compound OC(=O)[C@@H](N)CC1=CN=CN1 HNDVDQJCIGZPNO-YFKPBYRVSA-N 0.000 description 1
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- QIVBCDIJIAJPQS-VIFPVBQESA-N L-tryptophane Chemical compound C1=CC=C2C(C[C@H](N)C(O)=O)=CNC2=C1 QIVBCDIJIAJPQS-VIFPVBQESA-N 0.000 description 1
- 239000006142 Luria-Bertani Agar Substances 0.000 description 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 description 1
- CHJJGSNFBQVOTG-UHFFFAOYSA-N N-methyl-guanidine Natural products CNC(N)=N CHJJGSNFBQVOTG-UHFFFAOYSA-N 0.000 description 1
- ONIBWKKTOPOVIA-UHFFFAOYSA-N Proline Natural products OC(=O)C1CCCN1 ONIBWKKTOPOVIA-UHFFFAOYSA-N 0.000 description 1
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- 241000282887 Suidae Species 0.000 description 1
- UZMAPBJVXOGOFT-UHFFFAOYSA-N Syringetin Natural products COC1=C(O)C(OC)=CC(C2=C(C(=O)C3=C(O)C=C(O)C=C3O2)O)=C1 UZMAPBJVXOGOFT-UHFFFAOYSA-N 0.000 description 1
- 239000007997 Tricine buffer Substances 0.000 description 1
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- 101100108068 Zea mays TPS1 gene Proteins 0.000 description 1
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- 150000007513 acids Chemical class 0.000 description 1
- 150000001335 aliphatic alkanes Chemical class 0.000 description 1
- WNROFYMDJYEPJX-UHFFFAOYSA-K aluminium hydroxide Chemical compound [OH-].[OH-].[OH-].[Al+3] WNROFYMDJYEPJX-UHFFFAOYSA-K 0.000 description 1
- 229910021502 aluminium hydroxide Inorganic materials 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 230000001142 anti-diarrhea Effects 0.000 description 1
- 239000000427 antigen Substances 0.000 description 1
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- 102000036639 antigens Human genes 0.000 description 1
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- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
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- 229940041514 candida albicans extract Drugs 0.000 description 1
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- AOGYCOYQMAVAFD-UHFFFAOYSA-N chlorocarbonic acid Chemical compound OC(Cl)=O AOGYCOYQMAVAFD-UHFFFAOYSA-N 0.000 description 1
- 238000004587 chromatography analysis Methods 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000000356 contaminant Substances 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
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- 230000003247 decreasing effect Effects 0.000 description 1
- 239000008121 dextrose Substances 0.000 description 1
- 230000029087 digestion Effects 0.000 description 1
- KCFYHBSOLOXZIF-UHFFFAOYSA-N dihydrochrysin Natural products COC1=C(O)C(OC)=CC(C2OC3=CC(O)=CC(O)=C3C(=O)C2)=C1 KCFYHBSOLOXZIF-UHFFFAOYSA-N 0.000 description 1
- SWSQBOPZIKWTGO-UHFFFAOYSA-N dimethylaminoamidine Natural products CN(C)C(N)=N SWSQBOPZIKWTGO-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
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- 210000000936 intestine Anatomy 0.000 description 1
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- 150000002576 ketones Chemical class 0.000 description 1
- 238000009630 liquid culture Methods 0.000 description 1
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- 229910052760 oxygen Inorganic materials 0.000 description 1
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- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 description 1
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- 102000004196 processed proteins & peptides Human genes 0.000 description 1
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- 229960002429 proline Drugs 0.000 description 1
- 108010009004 proteose-peptone Proteins 0.000 description 1
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Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K39/00—Medicinal preparations containing antigens or antibodies
- A61K39/02—Bacterial antigens
- A61K39/025—Enterobacteriales, e.g. Enterobacter
- A61K39/0258—Escherichia
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S530/00—Chemistry: natural resins or derivatives; peptides or proteins; lignins or reaction products thereof
- Y10S530/82—Proteins from microorganisms
- Y10S530/825—Bacteria
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Epidemiology (AREA)
- Animal Behavior & Ethology (AREA)
- Medicinal Chemistry (AREA)
- Microbiology (AREA)
- Mycology (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical & Material Sciences (AREA)
- Immunology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
- Medicinal Preparation (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US06/137,326 US4314993A (en) | 1980-04-04 | 1980-04-04 | Immunogenic E. coli ST enterotoxin derivatives and compositions containing them |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE810764L IE810764L (en) | 1981-10-04 |
| IE51133B1 true IE51133B1 (en) | 1986-10-15 |
Family
ID=22476873
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE764/81A IE51133B1 (en) | 1980-04-04 | 1981-04-03 | E.coli heat stable enterotoxin derivatives and preparation thereof |
Country Status (26)
| Country | Link |
|---|---|
| US (1) | US4314993A (en, 2012) |
| EP (1) | EP0037522B1 (en, 2012) |
| JP (1) | JPS56152495A (en, 2012) |
| AR (1) | AR224928A1 (en, 2012) |
| AT (1) | ATE5075T1 (en, 2012) |
| AU (1) | AU543697B2 (en, 2012) |
| CA (1) | CA1148467A (en, 2012) |
| DE (1) | DE3161217D1 (en, 2012) |
| DK (1) | DK157245C (en, 2012) |
| EG (1) | EG15107A (en, 2012) |
| ES (1) | ES8206447A1 (en, 2012) |
| FI (1) | FI71323C (en, 2012) |
| GR (1) | GR74813B (en, 2012) |
| HU (1) | HU183388B (en, 2012) |
| IE (1) | IE51133B1 (en, 2012) |
| IL (1) | IL62177A (en, 2012) |
| IN (1) | IN155308B (en, 2012) |
| MX (1) | MX6746E (en, 2012) |
| NO (1) | NO152281C (en, 2012) |
| NZ (1) | NZ196413A (en, 2012) |
| PH (1) | PH17009A (en, 2012) |
| PL (1) | PL126748B1 (en, 2012) |
| PT (1) | PT72649B (en, 2012) |
| RO (1) | RO81387B (en, 2012) |
| ZA (1) | ZA811221B (en, 2012) |
| ZW (1) | ZW4281A1 (en, 2012) |
Families Citing this family (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3269054D1 (en) * | 1981-06-22 | 1986-03-27 | Univ Rochester | Composition of a novel immunogen for protection against diarrheal disease caused by enterotoxigenic escherichia coli |
| US4411888A (en) * | 1981-06-22 | 1983-10-25 | The University Of Rochester | Composition of a novel immunogen for protection against diarrheal disease caused by enterotoxigenic Escherichia coli |
| US4428931A (en) * | 1982-03-15 | 1984-01-31 | Merck & Co., Inc. | Bacterial toxoids and gram-negative immune globulin therefrom |
| FR2525592B1 (en, 2012) * | 1982-04-26 | 1984-09-14 | Pasteur Institut | |
| US4758655A (en) * | 1983-01-03 | 1988-07-19 | Scripps Clinic And Research Foundation | Synthetic polypeptide corresponding to a portion of the heat-labile enterotoxin of escherichia coli, compositions and methods of therewith |
| US4886663A (en) * | 1983-01-03 | 1989-12-12 | Scripps Clinic And Research Foundation | Synthetic heat-stable enterotoxin polypeptide of Escherichia coli and multimers thereof |
| SE8303401D0 (sv) * | 1983-06-15 | 1983-06-15 | Pharmacia Ab | Beredning och dess anvendning |
| ZA839512B (en) * | 1983-12-12 | 1984-08-29 | Scripps Clinic Res | Synthetic heat-stable enterotoxin polypeptide of escherichia coli and multimers thereof |
| US4740585A (en) * | 1984-07-30 | 1988-04-26 | The Board Of Trustees Of The Leland Stanford Junior University | Synthetic vaccine against urinary infections |
| CA1255285A (en) * | 1984-08-08 | 1989-06-06 | Johannes K. Minderhoud | Catalyst mixtures for aromatic hydrocarbon synthesis |
| GB8512972D0 (en) * | 1985-05-22 | 1985-06-26 | Univ Glasgow | Vaccine production |
| US4762710A (en) * | 1986-06-16 | 1988-08-09 | The United States Of America As Represented By The Department Of Health And Human Services | Novel method of preparing toxoid by oxidation and metal ions |
| US5110794A (en) * | 1987-01-30 | 1992-05-05 | Abbott Laboratories | Method of immunization with partially cationized substances and said partially cationized substances |
| US6413523B1 (en) | 1989-06-02 | 2002-07-02 | The United States Of America As Represented By The Secretary Of The Navy | Pharmaceutical composition of escherichia coli heat-labile enterotoxin adjuvant and methods of use |
| US5316732A (en) * | 1992-07-01 | 1994-05-31 | Smithkline Diagnostics, Inc. | Extraction vial |
| EP2355846A4 (en) * | 2008-09-03 | 2013-06-19 | Univ Michigan State | IMMUNOGENIC HEAT STABILIZER ESCHERICHIA COLI-ENTEROTOXIN |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1282163A (en) * | 1969-08-06 | 1972-07-19 | Beecham Group Ltd | Modified allergens and a process for their preparation |
| US3761585A (en) * | 1971-04-05 | 1973-09-25 | Beecham Group Ltd | Vaccines containing modified allergenic material |
| DE2137630C3 (de) * | 1971-07-28 | 1975-06-05 | Behringwerke Ag, 3550 Marburg | Verfahren zur Toxoidierung von Bakterientoxinen |
| US4180562A (en) * | 1973-05-08 | 1979-12-25 | Northwestern University | Glutaraldehyde polymerized ragweed antigen E preparation for treatment of allergic patients sensitive to ragweed pollen |
| GB1452648A (en) | 1973-11-21 | 1976-10-13 | American Home Prod | Cholera toxoid |
| FR2270891A2 (en) * | 1974-05-15 | 1975-12-12 | Anvar | Vaccines by glutaraldehyde detoxification - especially multivalent vaccines e.g. against tetanus and diphtheria |
| US4237115A (en) * | 1977-11-23 | 1980-12-02 | Bactex, Inc. | Method of immunization against enterotoxogenic infection by Escherichia coli |
| US4220584A (en) * | 1978-01-30 | 1980-09-02 | Merck & Co., Inc. | E. coli enterotoxin vaccine for veterinary and human use |
-
1980
- 1980-04-04 US US06/137,326 patent/US4314993A/en not_active Expired - Lifetime
-
1981
- 1981-02-20 IL IL62177A patent/IL62177A/xx unknown
- 1981-02-24 ZA ZA00811221A patent/ZA811221B/xx unknown
- 1981-02-24 ZW ZW42/81A patent/ZW4281A1/xx unknown
- 1981-02-24 IN IN103/DEL/81A patent/IN155308B/en unknown
- 1981-02-27 DK DK089881A patent/DK157245C/da not_active IP Right Cessation
- 1981-02-27 PH PH25278A patent/PH17009A/en unknown
- 1981-03-04 NZ NZ196413A patent/NZ196413A/xx unknown
- 1981-03-05 AR AR284529A patent/AR224928A1/es active
- 1981-03-11 PT PT72649A patent/PT72649B/pt unknown
- 1981-03-19 CA CA000373427A patent/CA1148467A/en not_active Expired
- 1981-03-25 AU AU68743/81A patent/AU543697B2/en not_active Ceased
- 1981-03-26 DE DE8181102264T patent/DE3161217D1/de not_active Expired
- 1981-03-26 AT AT81102264T patent/ATE5075T1/de not_active IP Right Cessation
- 1981-03-26 EP EP81102264A patent/EP0037522B1/fr not_active Expired
- 1981-03-27 ES ES500765A patent/ES8206447A1/es not_active Expired
- 1981-03-30 PL PL1981230428A patent/PL126748B1/pl unknown
- 1981-03-30 GR GR64527A patent/GR74813B/el unknown
- 1981-03-31 RO RO103870A patent/RO81387B/ro unknown
- 1981-03-31 FI FI810994A patent/FI71323C/fi not_active IP Right Cessation
- 1981-04-01 EG EG176/81A patent/EG15107A/xx active
- 1981-04-03 NO NO811168A patent/NO152281C/no unknown
- 1981-04-03 JP JP5103981A patent/JPS56152495A/ja active Pending
- 1981-04-03 MX MX819392U patent/MX6746E/es unknown
- 1981-04-03 IE IE764/81A patent/IE51133B1/en unknown
- 1981-04-03 HU HU81869A patent/HU183388B/hu unknown
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