HU181027B - Process for preparing veterinary compositions against coccidiosis containing 2,4-diamino-5-/3,4,5-trimethoxy-benzyl/-pyrimidine and n-/2-quinoxalinyl/-sulphonamide - Google Patents
Process for preparing veterinary compositions against coccidiosis containing 2,4-diamino-5-/3,4,5-trimethoxy-benzyl/-pyrimidine and n-/2-quinoxalinyl/-sulphonamide Download PDFInfo
- Publication number
- HU181027B HU181027B HU78WE574A HUWE000574A HU181027B HU 181027 B HU181027 B HU 181027B HU 78WE574 A HU78WE574 A HU 78WE574A HU WE000574 A HUWE000574 A HU WE000574A HU 181027 B HU181027 B HU 181027B
- Authority
- HU
- Hungary
- Prior art keywords
- process according
- diamino
- sulfanylamide
- quinoxaline
- pyrimidine
- Prior art date
Links
- 239000000203 mixture Substances 0.000 title claims description 39
- 208000003495 Coccidiosis Diseases 0.000 title claims description 13
- 206010023076 Isosporiasis Diseases 0.000 title claims description 13
- 229940124530 sulfonamide Drugs 0.000 title claims description 9
- 238000004519 manufacturing process Methods 0.000 title description 2
- 125000005806 3,4,5-trimethoxybenzyl group Chemical group [H]C1=C(OC([H])([H])[H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C1C([H])([H])* 0.000 title 1
- IEDVJHCEMCRBQM-UHFFFAOYSA-N trimethoprim Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=NC(N)=NC=2)N)=C1 IEDVJHCEMCRBQM-UHFFFAOYSA-N 0.000 claims abstract description 42
- 238000002360 preparation method Methods 0.000 claims abstract description 7
- 238000000034 method Methods 0.000 claims description 19
- RSPCKAHMRANGJZ-UHFFFAOYSA-N thiohydroxylamine Chemical compound SN RSPCKAHMRANGJZ-UHFFFAOYSA-N 0.000 claims description 15
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 claims description 11
- 239000000843 powder Substances 0.000 claims description 9
- 150000003839 salts Chemical class 0.000 claims description 9
- 239000002904 solvent Substances 0.000 claims description 8
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 7
- 239000004480 active ingredient Substances 0.000 claims description 7
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical group NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 claims description 6
- 239000002585 base Substances 0.000 claims description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000002202 Polyethylene glycol Substances 0.000 claims description 4
- 229920001223 polyethylene glycol Polymers 0.000 claims description 4
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- -1 alkali metal salt Chemical class 0.000 claims description 3
- 239000012458 free base Substances 0.000 claims description 3
- 159000000000 sodium salts Chemical class 0.000 claims description 3
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 claims description 2
- 239000007788 liquid Substances 0.000 claims 2
- XKLSOFDVKIHSKK-UHFFFAOYSA-N 5-[(3,4,5-trimethoxyphenyl)methyl]pyridine-2,4-diamine Chemical compound COC1=C(OC)C(OC)=CC(CC=2C(=CC(N)=NC=2)N)=C1 XKLSOFDVKIHSKK-UHFFFAOYSA-N 0.000 claims 1
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- FDDDEECHVMSUSB-UHFFFAOYSA-N sulfanilamide Chemical compound NC1=CC=C(S(N)(=O)=O)C=C1 FDDDEECHVMSUSB-UHFFFAOYSA-N 0.000 claims 1
- 229960001082 trimethoprim Drugs 0.000 abstract description 36
- 238000011282 treatment Methods 0.000 abstract description 30
- 229960003097 sulfaquinoxaline Drugs 0.000 abstract description 13
- NHZLNPMOSADWGC-UHFFFAOYSA-N 4-amino-N-(2-quinoxalinyl)benzenesulfonamide Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=CN=C(C=CC=C2)C2=N1 NHZLNPMOSADWGC-UHFFFAOYSA-N 0.000 abstract description 12
- 239000003814 drug Substances 0.000 abstract description 5
- 241000894006 Bacteria Species 0.000 abstract description 2
- 201000010099 disease Diseases 0.000 abstract description 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract description 2
- 241001465754 Metazoa Species 0.000 description 14
- 239000003651 drinking water Substances 0.000 description 12
- 235000020188 drinking water Nutrition 0.000 description 12
- 208000015181 infectious disease Diseases 0.000 description 12
- 230000004584 weight gain Effects 0.000 description 11
- 235000019786 weight gain Nutrition 0.000 description 11
- 244000144977 poultry Species 0.000 description 10
- 235000013594 poultry meat Nutrition 0.000 description 10
- GQLNDUDWXKHBND-UHFFFAOYSA-N quinoxaline-2-sulfonic acid Chemical class C1=CC=CC2=NC(S(=O)(=O)O)=CN=C21 GQLNDUDWXKHBND-UHFFFAOYSA-N 0.000 description 10
- 239000000243 solution Substances 0.000 description 10
- 241000287828 Gallus gallus Species 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 238000009472 formulation Methods 0.000 description 8
- 150000003456 sulfonamides Chemical class 0.000 description 7
- 235000014666 liquid concentrate Nutrition 0.000 description 6
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 235000013330 chicken meat Nutrition 0.000 description 5
- 229950000246 diaveridine Drugs 0.000 description 5
- 210000003250 oocyst Anatomy 0.000 description 5
- 238000010171 animal model Methods 0.000 description 4
- LDBTVAXGKYIFHO-UHFFFAOYSA-N diaveridine Chemical compound C1=C(OC)C(OC)=CC=C1CC1=CN=C(N)N=C1N LDBTVAXGKYIFHO-UHFFFAOYSA-N 0.000 description 4
- 239000008187 granular material Substances 0.000 description 4
- 229940126601 medicinal product Drugs 0.000 description 4
- 239000008194 pharmaceutical composition Substances 0.000 description 4
- 208000035143 Bacterial infection Diseases 0.000 description 3
- 241000223931 Eimeria acervulina Species 0.000 description 3
- 241000588724 Escherichia coli Species 0.000 description 3
- 206010061218 Inflammation Diseases 0.000 description 3
- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 3
- 239000002253 acid Substances 0.000 description 3
- 208000022362 bacterial infectious disease Diseases 0.000 description 3
- 229940079593 drug Drugs 0.000 description 3
- 230000004054 inflammatory process Effects 0.000 description 3
- 239000008101 lactose Substances 0.000 description 3
- 210000004072 lung Anatomy 0.000 description 3
- 150000007530 organic bases Chemical class 0.000 description 3
- 229940113115 polyethylene glycol 200 Drugs 0.000 description 3
- 241000271566 Aves Species 0.000 description 2
- 241000223924 Eimeria Species 0.000 description 2
- 239000004100 Oxytetracycline Substances 0.000 description 2
- DBMJMQXJHONAFJ-UHFFFAOYSA-M Sodium laurylsulphate Chemical compound [Na+].CCCCCCCCCCCCOS([O-])(=O)=O DBMJMQXJHONAFJ-UHFFFAOYSA-M 0.000 description 2
- 230000000844 anti-bacterial effect Effects 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000002347 injection Methods 0.000 description 2
- 239000007924 injection Substances 0.000 description 2
- 230000003902 lesion Effects 0.000 description 2
- 201000004792 malaria Diseases 0.000 description 2
- IWVCMVBTMGNXQD-PXOLEDIWSA-N oxytetracycline Chemical compound C1=CC=C2[C@](O)(C)[C@H]3[C@H](O)[C@H]4[C@H](N(C)C)C(O)=C(C(N)=O)C(=O)[C@@]4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-PXOLEDIWSA-N 0.000 description 2
- 229960000625 oxytetracycline Drugs 0.000 description 2
- 235000019366 oxytetracycline Nutrition 0.000 description 2
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 2
- IWVCMVBTMGNXQD-UHFFFAOYSA-N terramycin dehydrate Natural products C1=CC=C2C(O)(C)C3C(O)C4C(N(C)C)C(O)=C(C(N)=O)C(=O)C4(O)C(O)=C3C(=O)C2=C1O IWVCMVBTMGNXQD-UHFFFAOYSA-N 0.000 description 2
- JMRWFQHUTGWTFA-UHFFFAOYSA-N 2-methyl-1h-furo[3,2-d]pyrimidin-4-one Chemical compound N1C(C)=NC(=O)C2=C1C=CO2 JMRWFQHUTGWTFA-UHFFFAOYSA-N 0.000 description 1
- GUBGYTABKSRVRQ-XLOQQCSPSA-N Alpha-Lactose Chemical compound O[C@@H]1[C@@H](O)[C@@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@@H](CO)O[C@H](O)[C@H](O)[C@H]1O GUBGYTABKSRVRQ-XLOQQCSPSA-N 0.000 description 1
- 206010012735 Diarrhoea Diseases 0.000 description 1
- 241000499566 Eimeria brunetti Species 0.000 description 1
- 241000223934 Eimeria maxima Species 0.000 description 1
- 241000124008 Mammalia Species 0.000 description 1
- 208000027954 Poultry disease Diseases 0.000 description 1
- 206010040047 Sepsis Diseases 0.000 description 1
- CZMRCDWAGMRECN-UGDNZRGBSA-N Sucrose Chemical compound O[C@H]1[C@H](O)[C@@H](CO)O[C@@]1(CO)O[C@@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1 CZMRCDWAGMRECN-UGDNZRGBSA-N 0.000 description 1
- 229930006000 Sucrose Natural products 0.000 description 1
- PJSFRIWCGOHTNF-UHFFFAOYSA-N Sulphormetoxin Chemical compound COC1=NC=NC(NS(=O)(=O)C=2C=CC(N)=CC=2)=C1OC PJSFRIWCGOHTNF-UHFFFAOYSA-N 0.000 description 1
- KIPLYOUQVMMOHB-MXWBXKMOSA-L [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O Chemical compound [Ca++].CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C([O-])[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c1c(O)cccc1[C@@]3(C)O KIPLYOUQVMMOHB-MXWBXKMOSA-L 0.000 description 1
- 230000001154 acute effect Effects 0.000 description 1
- 239000003242 anti bacterial agent Substances 0.000 description 1
- 230000000842 anti-protozoal effect Effects 0.000 description 1
- 239000003904 antiprotozoal agent Substances 0.000 description 1
- 230000002146 bilateral effect Effects 0.000 description 1
- 230000000740 bleeding effect Effects 0.000 description 1
- 230000037396 body weight Effects 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 229940003898 combination of sulfonamides Drugs 0.000 description 1
- 239000013066 combination product Substances 0.000 description 1
- 229940127555 combination product Drugs 0.000 description 1
- 238000007865 diluting Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000000265 homogenisation Methods 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 230000008774 maternal effect Effects 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 244000052769 pathogen Species 0.000 description 1
- 208000008494 pericarditis Diseases 0.000 description 1
- 206010034674 peritonitis Diseases 0.000 description 1
- 239000008177 pharmaceutical agent Substances 0.000 description 1
- 239000000546 pharmaceutical excipient Substances 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 238000011886 postmortem examination Methods 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 238000009374 poultry farming Methods 0.000 description 1
- 235000014483 powder concentrate Nutrition 0.000 description 1
- 230000002265 prevention Effects 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 208000013223 septicemia Diseases 0.000 description 1
- 230000009528 severe injury Effects 0.000 description 1
- BFNJIBVEQGZJGJ-UHFFFAOYSA-M sodium quinoxaline-2-sulfonate Chemical compound [Na+].[O-]S(=O)(=O)c1cnc2ccccc2n1 BFNJIBVEQGZJGJ-UHFFFAOYSA-M 0.000 description 1
- WXUQBKOBXREBBX-UHFFFAOYSA-N sodium;(4-aminophenyl)sulfonyl-quinoxalin-2-ylazanide Chemical compound [Na+].C1=CC(N)=CC=C1S(=O)(=O)[N-]C1=CN=C(C=CC=C2)C2=N1 WXUQBKOBXREBBX-UHFFFAOYSA-N 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- XOXHILFPRYWFOD-UHFFFAOYSA-N sulfachloropyridazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=CC=C(Cl)N=N1 XOXHILFPRYWFOD-UHFFFAOYSA-N 0.000 description 1
- 229950008831 sulfachlorpyridazine Drugs 0.000 description 1
- 229960004306 sulfadiazine Drugs 0.000 description 1
- SEEPANYCNGTZFQ-UHFFFAOYSA-N sulfadiazine Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CC=N1 SEEPANYCNGTZFQ-UHFFFAOYSA-N 0.000 description 1
- 229960004673 sulfadoxine Drugs 0.000 description 1
- ASWVTGNCAZCNNR-UHFFFAOYSA-N sulfamethazine Chemical compound CC1=CC(C)=NC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 ASWVTGNCAZCNNR-UHFFFAOYSA-N 0.000 description 1
- 229960005404 sulfamethoxazole Drugs 0.000 description 1
- JNMRHUJNCSQMMB-UHFFFAOYSA-N sulfathiazole Chemical compound C1=CC(N)=CC=C1S(=O)(=O)NC1=NC=CS1 JNMRHUJNCSQMMB-UHFFFAOYSA-N 0.000 description 1
- 229960001544 sulfathiazole Drugs 0.000 description 1
- JLKIGFTWXXRPMT-UHFFFAOYSA-N sulphamethoxazole Chemical compound O1C(C)=CC(NS(=O)(=O)C=2C=CC(N)=CC=2)=N1 JLKIGFTWXXRPMT-UHFFFAOYSA-N 0.000 description 1
- 239000000725 suspension Substances 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 208000011580 syndromic disease Diseases 0.000 description 1
- 229940063650 terramycin Drugs 0.000 description 1
- 239000004552 water soluble powder Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/63—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide
- A61K31/635—Compounds containing para-N-benzenesulfonyl-N-groups, e.g. sulfanilamide, p-nitrobenzenesulfonyl hydrazide having a heterocyclic ring, e.g. sulfadiazine
-
- A—HUMAN NECESSITIES
- A23—FOODS OR FOODSTUFFS; TREATMENT THEREOF, NOT COVERED BY OTHER CLASSES
- A23K—FODDER
- A23K20/00—Accessory food factors for animal feeding-stuffs
- A23K20/10—Organic substances
- A23K20/116—Heterocyclic compounds
- A23K20/137—Heterocyclic compounds containing two hetero atoms, of which at least one is nitrogen
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/02—Antiprotozoals, e.g. for leishmaniasis, trichomoniasis, toxoplasmosis
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Polymers & Plastics (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Oncology (AREA)
- Tropical Medicine & Parasitology (AREA)
- Animal Husbandry (AREA)
- Zoology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Food Science & Technology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Fodder In General (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB15459/77A GB1596044A (en) | 1977-04-14 | 1977-04-14 | Veterinary compositions |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| HU181027B true HU181027B (en) | 1983-05-30 |
Family
ID=10059514
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| HU78WE574A HU181027B (en) | 1977-04-14 | 1978-04-13 | Process for preparing veterinary compositions against coccidiosis containing 2,4-diamino-5-/3,4,5-trimethoxy-benzyl/-pyrimidine and n-/2-quinoxalinyl/-sulphonamide |
Country Status (31)
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0075135B1 (de) * | 1981-09-23 | 1985-09-11 | F. HOFFMANN-LA ROCHE & CO. Aktiengesellschaft | Verfahren zur Herstellung von Sulfonamid-Potentiator-Lösungen und ein neues Sulfanilamid |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1108112A (en) * | 1965-03-04 | 1968-04-03 | Wellcome Found | Compositions containing sulphaquinoxaline and diaveridine for use in veterinary medicine |
| BE787236A (fr) * | 1971-08-05 | 1973-02-05 | Wellcome Found | Compositions de potentialisation |
| GB1469521A (en) * | 1973-01-05 | 1977-04-06 | Wellcome Found | Antimicrobial preparations |
-
1977
- 1977-04-14 GB GB15459/77A patent/GB1596044A/en not_active Expired
-
1978
- 1978-04-11 PH PH20988A patent/PH16537A/en unknown
- 1978-04-13 PT PT67903A patent/PT67903B/pt unknown
- 1978-04-13 IE IE730/78A patent/IE46866B1/en not_active IP Right Cessation
- 1978-04-13 DE DE19782816064 patent/DE2816064A1/de active Granted
- 1978-04-13 JP JP4374678A patent/JPS53130439A/ja active Granted
- 1978-04-13 NL NL7803917A patent/NL7803917A/xx unknown
- 1978-04-13 DK DK7162078A patent/DK162078A/da not_active IP Right Cessation
- 1978-04-13 MC MC781294A patent/MC1187A1/xx unknown
- 1978-04-13 AU AU35059/78A patent/AU517041B2/en not_active Expired
- 1978-04-13 HU HU78WE574A patent/HU181027B/hu unknown
- 1978-04-13 FI FI781129A patent/FI781129A7/fi not_active Application Discontinuation
- 1978-04-13 CH CH397178A patent/CH639275A5/de not_active IP Right Cessation
- 1978-04-13 ZM ZM40/78A patent/ZM4078A1/xx unknown
- 1978-04-13 CA CA301,104A patent/CA1103162A/en not_active Expired
- 1978-04-13 BE BE186781A patent/BE865964A/xx not_active IP Right Cessation
- 1978-04-13 GR GR55964A patent/GR65955B/el unknown
- 1978-04-13 FR FR7810874A patent/FR2387036A1/fr active Granted
- 1978-04-13 NO NO781295A patent/NO781295L/no unknown
- 1978-04-13 IT IT48884/78A patent/IT1102594B/it active
- 1978-04-13 ES ES468750A patent/ES468750A1/es not_active Expired
- 1978-04-13 AR AR271771A patent/AR216319A1/es active
- 1978-04-13 SE SE7804176A patent/SE447699B/sv not_active IP Right Cessation
- 1978-04-13 ZA ZA00782128A patent/ZA782128B/xx unknown
- 1978-04-13 NZ NZ186967A patent/NZ186967A/xx unknown
- 1978-04-13 LU LU79429A patent/LU79429A1/xx unknown
- 1978-04-14 CY CY1260A patent/CY1260A/en unknown
-
1984
- 1984-07-16 KE KE3418A patent/KE3418A/xx unknown
- 1984-08-01 SG SG533/84A patent/SG53384G/en unknown
- 1984-11-01 HK HK850/84A patent/HK85084A/en not_active IP Right Cessation
-
1985
- 1985-12-30 MY MY261/85A patent/MY8500261A/xx unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| HU90 | Patent valid on 900628 | ||
| HPC4 | Succession in title of patentee |
Owner name: PITMAN-MOORE, INC., US |