NO313811B1 - Topiske pÕhelningsformuleringer inneholdende polymert materiale, glycoler og glycerider, og fremgangsmÕte forfremstilling derav - Google Patents
Topiske pÕhelningsformuleringer inneholdende polymert materiale, glycoler og glycerider, og fremgangsmÕte forfremstilling derav Download PDFInfo
- Publication number
- NO313811B1 NO313811B1 NO19954506A NO954506A NO313811B1 NO 313811 B1 NO313811 B1 NO 313811B1 NO 19954506 A NO19954506 A NO 19954506A NO 954506 A NO954506 A NO 954506A NO 313811 B1 NO313811 B1 NO 313811B1
- Authority
- NO
- Norway
- Prior art keywords
- avermectin
- volume
- formulation according
- formulation
- hydroxy
- Prior art date
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- 125000005456 glyceride group Chemical group 0.000 title claims abstract description 18
- 230000000699 topical effect Effects 0.000 title claims description 11
- 239000000463 material Substances 0.000 title abstract description 7
- 150000002334 glycols Chemical class 0.000 title abstract 2
- 238000002360 preparation method Methods 0.000 title description 8
- 238000000034 method Methods 0.000 title description 3
- 239000008199 coating composition Substances 0.000 title 1
- 239000000203 mixture Substances 0.000 claims abstract description 61
- 238000009472 formulation Methods 0.000 claims abstract description 55
- 239000005660 Abamectin Substances 0.000 claims abstract description 40
- -1 avermectin compound Chemical class 0.000 claims abstract description 35
- 241001465754 Metazoa Species 0.000 claims abstract description 17
- 244000079386 endoparasite Species 0.000 claims abstract description 12
- 244000078703 ectoparasite Species 0.000 claims abstract description 11
- 239000012049 topical pharmaceutical composition Substances 0.000 claims abstract description 8
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 18
- 238000011282 treatment Methods 0.000 claims description 17
- 229910052739 hydrogen Inorganic materials 0.000 claims description 12
- 239000001257 hydrogen Substances 0.000 claims description 12
- WWZKQHOCKIZLMA-UHFFFAOYSA-N octanoic acid Chemical compound CCCCCCCC(O)=O WWZKQHOCKIZLMA-UHFFFAOYSA-N 0.000 claims description 12
- 239000003963 antioxidant agent Substances 0.000 claims description 11
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 claims description 10
- 125000000217 alkyl group Chemical group 0.000 claims description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 9
- 230000003078 antioxidant effect Effects 0.000 claims description 8
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 7
- 239000005635 Caprylic acid (CAS 124-07-2) Substances 0.000 claims description 6
- 150000002431 hydrogen Chemical class 0.000 claims description 6
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 6
- 229960002446 octanoic acid Drugs 0.000 claims description 6
- OVYMWJFNQQOJBU-UHFFFAOYSA-N 1-octanoyloxypropan-2-yl octanoate Chemical compound CCCCCCCC(=O)OCC(C)OC(=O)CCCCCCC OVYMWJFNQQOJBU-UHFFFAOYSA-N 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 5
- 229920000036 polyvinylpyrrolidone Polymers 0.000 claims description 5
- 239000001267 polyvinylpyrrolidone Substances 0.000 claims description 5
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 claims description 5
- 229940074076 glycerol formal Drugs 0.000 claims description 3
- PJUIMOJAAPLTRJ-UHFFFAOYSA-N monothioglycerol Chemical compound OCC(O)CS PJUIMOJAAPLTRJ-UHFFFAOYSA-N 0.000 claims description 3
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 claims description 3
- 229920000053 polysorbate 80 Polymers 0.000 claims description 3
- LADGBHLMCUINGV-UHFFFAOYSA-N tricaprin Chemical compound CCCCCCCCCC(=O)OCC(OC(=O)CCCCCCCCC)COC(=O)CCCCCCCCC LADGBHLMCUINGV-UHFFFAOYSA-N 0.000 claims description 3
- 206010061217 Infestation Diseases 0.000 claims description 2
- 125000003342 alkenyl group Chemical group 0.000 claims description 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims description 2
- NFOQRIXSEYVCJP-UHFFFAOYSA-N 2-propoxycarbonylbenzoic acid Chemical compound CCCOC(=O)C1=CC=CC=C1C(O)=O NFOQRIXSEYVCJP-UHFFFAOYSA-N 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 claims 1
- 230000003071 parasitic effect Effects 0.000 claims 1
- RRZXIRBKKLTSOM-XPNPUAGNSA-N avermectin B1a Chemical compound C1=C[C@H](C)[C@@H]([C@@H](C)CC)O[C@]11O[C@H](C\C=C(C)\[C@@H](O[C@@H]2O[C@@H](C)[C@H](O[C@@H]3O[C@@H](C)[C@H](O)[C@@H](OC)C3)[C@@H](OC)C2)[C@@H](C)\C=C\C=C/2[C@]3([C@H](C(=O)O4)C=C(C)[C@@H](O)[C@H]3OC\2)O)C[C@H]4C1 RRZXIRBKKLTSOM-XPNPUAGNSA-N 0.000 abstract description 23
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 abstract description 22
- 150000001875 compounds Chemical class 0.000 abstract description 22
- 235000013336 milk Nutrition 0.000 abstract description 15
- 239000008267 milk Substances 0.000 abstract description 15
- 210000004080 milk Anatomy 0.000 abstract description 15
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 abstract description 12
- 235000013365 dairy product Nutrition 0.000 abstract description 6
- 239000004480 active ingredient Substances 0.000 abstract description 3
- 241000238876 Acari Species 0.000 description 9
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 229920000642 polymer Polymers 0.000 description 9
- 239000004322 Butylated hydroxytoluene Substances 0.000 description 8
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- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 description 7
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- KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 6
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- ZPAKHHSWIYDSBJ-QDXJZMFISA-N avermectin b2 Chemical compound O1C(C)C(O)C(OC)CC1OC1C(OC)CC(O[C@@H]2C(=C/C[C@@H]3C[C@@H](C[C@@]4(O[C@@H]([C@@H](C)C(O)C4)C(C)C)O3)OC(=O)[C@@H]3C=C(C)[C@@H](O)[C@H]4OC\C([C@@]34O)=C/C=C/[C@@H]2C)/C)OC1C ZPAKHHSWIYDSBJ-QDXJZMFISA-N 0.000 description 4
- PWEOPMBMTXREGV-UHFFFAOYSA-N decanoic acid;octanoic acid;propane-1,2-diol Chemical compound CC(O)CO.CCCCCCCC(O)=O.CCCCCCCC(O)=O.CCCCCCCCCC(O)=O.CCCCCCCCCC(O)=O PWEOPMBMTXREGV-UHFFFAOYSA-N 0.000 description 4
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- 239000003814 drug Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
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- 229920002134 Carboxymethyl cellulose Polymers 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0014—Skin, i.e. galenical aspects of topical compositions
- A61K9/0017—Non-human animal skin, e.g. pour-on, spot-on
-
- A—HUMAN NECESSITIES
- A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/10—Anthelmintics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P33/00—Antiparasitic agents
- A61P33/14—Ectoparasiticides, e.g. scabicides
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Organic Chemistry (AREA)
- Tropical Medicine & Parasitology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Zoology (AREA)
- Epidemiology (AREA)
- Wood Science & Technology (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- Dermatology (AREA)
- Environmental Sciences (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicinal Preparation (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
- Saccharide Compounds (AREA)
- Cosmetics (AREA)
- Curing Cements, Concrete, And Artificial Stone (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US5969993A | 1993-05-10 | 1993-05-10 | |
| US5978793A | 1993-05-10 | 1993-05-10 | |
| PCT/US1994/004664 WO1994026113A2 (en) | 1993-05-10 | 1994-04-28 | Pour-on formulations containinng polymeric material, glycols and glycerides |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO954506D0 NO954506D0 (no) | 1995-11-09 |
| NO954506L NO954506L (no) | 1996-01-10 |
| NO313811B1 true NO313811B1 (no) | 2002-12-09 |
Family
ID=26739072
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19954506A NO313811B1 (no) | 1993-05-10 | 1995-11-09 | Topiske pÕhelningsformuleringer inneholdende polymert materiale, glycoler og glycerider, og fremgangsmÕte forfremstilling derav |
Country Status (30)
| Country | Link |
|---|---|
| EP (1) | EP0697814B1 (de) |
| JP (1) | JP3001113B2 (de) |
| KR (1) | KR0169559B1 (de) |
| CN (2) | CN1069169C (de) |
| AT (1) | ATE245900T1 (de) |
| AU (2) | AU684515C (de) |
| BG (1) | BG63376B1 (de) |
| BR (1) | BR9406594A (de) |
| CA (1) | CA2161703C (de) |
| CY (1) | CY2376B1 (de) |
| CZ (1) | CZ290726B6 (de) |
| DE (1) | DE69432982T2 (de) |
| DK (1) | DK0697814T3 (de) |
| ES (1) | ES2202324T3 (de) |
| FI (1) | FI117371B (de) |
| HR (1) | HRP940290B1 (de) |
| HU (1) | HU223088B1 (de) |
| IL (1) | IL109534A (de) |
| LV (1) | LV13220B (de) |
| NO (1) | NO313811B1 (de) |
| NZ (2) | NZ266924A (de) |
| PL (1) | PL173487B1 (de) |
| PT (1) | PT697814E (de) |
| RO (1) | RO115102B1 (de) |
| RU (1) | RU2124290C1 (de) |
| SI (1) | SI9420028A (de) |
| SK (1) | SK281301B6 (de) |
| TW (1) | TW264386B (de) |
| UA (1) | UA43335C2 (de) |
| WO (1) | WO1994026113A2 (de) |
Families Citing this family (19)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU764482B2 (en) * | 1993-05-10 | 2003-08-21 | Merck Sharp & Dohme Corp. | Pour-on formulations containing polymeric material, glycols and glycerides |
| WO1997046204A2 (en) | 1996-06-05 | 1997-12-11 | Ashmont Holdings Limited | Injectable compositions |
| FR2753377B1 (fr) * | 1996-09-19 | 1999-09-24 | Rhone Merieux | Nouvelle association parasiticide a base de 1-n-phenylpyra- zoles et de lactones macrocycliques endectocides |
| GB9825402D0 (en) * | 1998-11-19 | 1999-01-13 | Pfizer Ltd | Antiparasitic formulations |
| AUPQ441699A0 (en) | 1999-12-02 | 2000-01-06 | Eli Lilly And Company | Pour-on formulations |
| PT1435786E (pt) | 2001-09-17 | 2011-07-20 | Lilly Co Eli | Formulações de pesticidas |
| JP2003095813A (ja) * | 2001-09-25 | 2003-04-03 | Sumika Life Tech Co Ltd | 動物の外部寄生虫駆除用液剤 |
| KR100600402B1 (ko) * | 2002-05-22 | 2006-07-14 | 주식회사 엘지생명과학 | 피부 도포용 이버멕틴 조성물 및 그 제조방법 |
| JP4728808B2 (ja) * | 2003-10-17 | 2011-07-20 | サンケイ化学株式会社 | 殺虫剤 |
| GB0501220D0 (en) * | 2005-01-21 | 2005-03-02 | Norbrook Lab Ltd | Anthelmintic composition |
| NZ552040A (en) * | 2006-12-13 | 2009-04-30 | Bomac Research Ltd | Veterinary formulation comprising an anthelmintic compound and glyceryl acetate |
| GB0804619D0 (en) * | 2008-03-12 | 2008-04-16 | Norbrook Lab Ltd | A topical ectoparasiticide composition |
| EP2416663A2 (de) | 2009-03-18 | 2012-02-15 | Martin Benedict George Donnelly | Parasitizide formulierung |
| TW201041509A (en) | 2009-04-30 | 2010-12-01 | Dow Agrosciences Llc | Pesticide compositions exhibiting enhanced activity |
| TW201041508A (en) * | 2009-04-30 | 2010-12-01 | Dow Agrosciences Llc | Pesticide compositions exhibiting enhanced activity |
| TW201041507A (en) | 2009-04-30 | 2010-12-01 | Dow Agrosciences Llc | Pesticide compositions exhibiting enhanced activity and methods for preparing same |
| BR112014027316A2 (pt) * | 2012-05-03 | 2017-06-27 | Norbrook Lab Ltd | composição, processo para a preparação de uma composição antiparasítica tópica, uso de uma composição, e, método para tratamento ou prevenção de ectoparasitas e endoparasitas de um animal |
| WO2019054967A2 (en) * | 2017-03-15 | 2019-03-21 | Verano Ilac Sanayi Ve Ticaret Anonim Sirketi | VETERINARY COMPOSITION TO BE POURED COMPRISING EPRINOMECTIN |
| CN113563395B (zh) * | 2021-08-09 | 2023-06-02 | 河北威远生物化工有限公司 | 一种阿维菌素b2衍生物及其制备方法和应用 |
Family Cites Families (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NZ197796A (en) * | 1980-08-04 | 1984-11-09 | Merck & Co Inc | Stabilised aqueous formulations containing ivermectin |
| DE3041814A1 (de) * | 1980-11-06 | 1982-06-03 | Bayer Ag, 5090 Leverkusen | Formulierung zur bekaempfung von tierischen ektoparasiten, insbesondere insekten und acarinen |
| GB8304927D0 (en) * | 1983-02-22 | 1983-03-23 | Wellcome Found | Pesticidal formulations |
| IE58016B1 (en) * | 1983-08-12 | 1993-06-16 | Ici Australia Ltd | Pour-on formulation for the control of parasites |
| NZ209100A (en) * | 1983-08-22 | 1987-01-23 | Ici Australia Ltd | Topical compositions for control of endoparasites |
| NZ210505A (en) * | 1983-12-22 | 1988-06-30 | Merck & Co Inc | Parasiticidal compositions containing avermectin or milbemycin derivatives |
| US4587247A (en) * | 1985-02-25 | 1986-05-06 | Merck & Co., Inc. | Substituted and unsubstituted 13-(alkoxy)methoxy derivatives of the avermectin aglycones, compositions and use |
| FR2599220A1 (fr) * | 1986-05-29 | 1987-12-04 | Aerosols Ste Mediterraneenne | Nouvelle composition parasiticide a effet prolonge pour la prevention ou le traitement externe de l'homme et des animaux a sang chaud. |
| GB8613914D0 (en) * | 1986-06-07 | 1986-07-09 | Coopers Animal Health | Liquid formulations |
| GB8803836D0 (en) * | 1988-02-18 | 1988-03-16 | Glaxo Group Ltd | Compositions |
| ES2097127T3 (es) * | 1989-12-15 | 1997-04-01 | American Cyanamid Co | Formulaciones de administracion topica eficaces para el control de parasitos internos y externos de animales homotermos. |
-
1994
- 1994-04-28 PL PL94311637A patent/PL173487B1/pl unknown
- 1994-04-28 NZ NZ266924A patent/NZ266924A/en not_active IP Right Cessation
- 1994-04-28 AU AU69042/94A patent/AU684515C/en not_active Expired
- 1994-04-28 JP JP6525472A patent/JP3001113B2/ja not_active Expired - Lifetime
- 1994-04-28 BR BR9406594A patent/BR9406594A/pt not_active Application Discontinuation
- 1994-04-28 CZ CZ19952965A patent/CZ290726B6/cs not_active IP Right Cessation
- 1994-04-28 HU HU9503214A patent/HU223088B1/hu active IP Right Grant
- 1994-04-28 RO RO95-01950A patent/RO115102B1/ro unknown
- 1994-04-28 SK SK1362-95A patent/SK281301B6/sk not_active IP Right Cessation
- 1994-04-28 CA CA002161703A patent/CA2161703C/en not_active Expired - Lifetime
- 1994-04-28 DK DK94917274T patent/DK0697814T3/da active
- 1994-04-28 UA UA95114803A patent/UA43335C2/uk unknown
- 1994-04-28 ES ES94917274T patent/ES2202324T3/es not_active Expired - Lifetime
- 1994-04-28 WO PCT/US1994/004664 patent/WO1994026113A2/en active IP Right Grant
- 1994-04-28 SI SI9420028A patent/SI9420028A/sl not_active IP Right Cessation
- 1994-04-28 PT PT94917274T patent/PT697814E/pt unknown
- 1994-04-28 DE DE69432982T patent/DE69432982T2/de not_active Expired - Lifetime
- 1994-04-28 RU RU95122691A patent/RU2124290C1/ru active
- 1994-04-28 CN CN94192050A patent/CN1069169C/zh not_active Expired - Lifetime
- 1994-04-28 NZ NZ286586A patent/NZ286586A/en not_active IP Right Cessation
- 1994-04-28 EP EP94917274A patent/EP0697814B1/de not_active Expired - Lifetime
- 1994-04-28 KR KR1019950704969A patent/KR0169559B1/ko not_active IP Right Cessation
- 1994-04-28 AT AT94917274T patent/ATE245900T1/de active
- 1994-05-03 IL IL10953494A patent/IL109534A/xx not_active IP Right Cessation
- 1994-05-04 TW TW083104051A patent/TW264386B/zh not_active IP Right Cessation
- 1994-05-09 HR HR940290A patent/HRP940290B1/xx not_active IP Right Cessation
-
1995
- 1995-11-02 BG BG100113A patent/BG63376B1/bg unknown
- 1995-11-09 NO NO19954506A patent/NO313811B1/no not_active IP Right Cessation
- 1995-11-09 FI FI955403A patent/FI117371B/fi not_active IP Right Cessation
-
1998
- 1998-03-18 AU AU59383/98A patent/AU5938398A/en not_active Abandoned
-
2000
- 2000-11-23 CN CNB001283626A patent/CN1205929C/zh not_active Expired - Lifetime
-
2003
- 2003-09-09 CY CY0300061A patent/CY2376B1/xx unknown
-
2004
- 2004-06-21 LV LVP-04-70A patent/LV13220B/en unknown
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK1K | Patent expired |