NZ506082A - Storage stable pesticide formulations containing azadirachtin, sesame oil and sorbitan polyoxyethylene - Google Patents
Storage stable pesticide formulations containing azadirachtin, sesame oil and sorbitan polyoxyethyleneInfo
- Publication number
- NZ506082A NZ506082A NZ506082A NZ50608200A NZ506082A NZ 506082 A NZ506082 A NZ 506082A NZ 506082 A NZ506082 A NZ 506082A NZ 50608200 A NZ50608200 A NZ 50608200A NZ 506082 A NZ506082 A NZ 506082A
- Authority
- NZ
- New Zealand
- Prior art keywords
- formulation
- weight
- azadirachtin
- vegetable oil
- azadirachtm
- Prior art date
Links
- VEHPJKVTJQSSKL-UHFFFAOYSA-N azadirachtin Natural products O1C2(C)C(C3(C=COC3O3)O)CC3C21C1(C)C(O)C(OCC2(OC(C)=O)C(CC3OC(=O)C(C)=CC)OC(C)=O)C2C32COC(C(=O)OC)(O)C12 VEHPJKVTJQSSKL-UHFFFAOYSA-N 0.000 title claims abstract description 43
- FTNJWQUOZFUQQJ-NDAWSKJSSA-N azadirachtin A Chemical compound C([C@@H]([C@]1(C=CO[C@H]1O1)O)[C@]2(C)O3)[C@H]1[C@]23[C@]1(C)[C@H](O)[C@H](OC[C@@]2([C@@H](C[C@@H]3OC(=O)C(\C)=C\C)OC(C)=O)C(=O)OC)[C@@H]2[C@]32CO[C@@](C(=O)OC)(O)[C@@H]12 FTNJWQUOZFUQQJ-NDAWSKJSSA-N 0.000 title claims abstract description 43
- FTNJWQUOZFUQQJ-IRYYUVNJSA-N azadirachtin A Natural products C([C@@H]([C@]1(C=CO[C@H]1O1)O)[C@]2(C)O3)[C@H]1[C@]23[C@]1(C)[C@H](O)[C@H](OC[C@@]2([C@@H](C[C@@H]3OC(=O)C(\C)=C/C)OC(C)=O)C(=O)OC)[C@@H]2[C@]32CO[C@@](C(=O)OC)(O)[C@@H]12 FTNJWQUOZFUQQJ-IRYYUVNJSA-N 0.000 title claims abstract description 43
- 239000005878 Azadirachtin Substances 0.000 title claims abstract description 41
- 239000003090 pesticide formulation Substances 0.000 title claims abstract description 32
- 238000003860 storage Methods 0.000 title claims abstract description 32
- 235000011803 sesame oil Nutrition 0.000 title claims description 22
- 239000008159 sesame oil Substances 0.000 title claims description 22
- -1 polyoxyethylene Polymers 0.000 title claims description 5
- JNYAEWCLZODPBN-JGWLITMVSA-N (2r,3r,4s)-2-[(1r)-1,2-dihydroxyethyl]oxolane-3,4-diol Chemical compound OC[C@@H](O)[C@H]1OC[C@H](O)[C@H]1O JNYAEWCLZODPBN-JGWLITMVSA-N 0.000 title claims description 4
- 229920003171 Poly (ethylene oxide) Polymers 0.000 title claims description 3
- 239000000203 mixture Substances 0.000 claims abstract description 90
- 238000009472 formulation Methods 0.000 claims abstract description 86
- 235000015112 vegetable and seed oil Nutrition 0.000 claims abstract description 29
- 239000008158 vegetable oil Substances 0.000 claims abstract description 24
- 239000004094 surface-active agent Substances 0.000 claims abstract description 11
- 240000005343 Azadirachta indica Species 0.000 claims description 31
- 235000013500 Melia azadirachta Nutrition 0.000 claims description 31
- 239000000284 extract Substances 0.000 claims description 20
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 19
- 239000002904 solvent Substances 0.000 claims description 16
- 230000000694 effects Effects 0.000 claims description 9
- 239000003960 organic solvent Substances 0.000 claims description 8
- 241000238631 Hexapoda Species 0.000 claims description 7
- 241000985245 Spodoptera litura Species 0.000 claims description 7
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- 229940082880 azadirachta indica flower extract Drugs 0.000 claims description 6
- 241000207961 Sesamum Species 0.000 claims description 5
- 235000003434 Sesamum indicum Nutrition 0.000 claims description 5
- 239000002018 neem oil Substances 0.000 claims description 5
- 238000012360 testing method Methods 0.000 claims description 5
- 238000011282 treatment Methods 0.000 claims description 5
- 241000012186 Litura Species 0.000 claims description 4
- 238000002156 mixing Methods 0.000 claims description 3
- 235000004443 Ricinus communis Nutrition 0.000 claims description 2
- 238000002474 experimental method Methods 0.000 claims description 2
- 230000010076 replication Effects 0.000 claims description 2
- ABUGVBRDFWGJRD-CHOYNLESSA-N [9-[(2r,3r,4s,5r)-3,4-dihydroxy-5-methyloxolan-2-yl]-2-(2,4-dinitrophenyl)sulfanylpurin-6-yl] [hydroxy(phosphonooxy)phosphoryl] hydrogen phosphate Chemical compound O[C@@H]1[C@H](O)[C@@H](C)O[C@H]1N1C2=NC(SC=3C(=CC(=CC=3)[N+]([O-])=O)[N+]([O-])=O)=NC(OP(O)(=O)OP(O)(=O)OP(O)(O)=O)=C2N=C1 ABUGVBRDFWGJRD-CHOYNLESSA-N 0.000 claims 1
- 235000021588 free fatty acids Nutrition 0.000 claims 1
- 238000000034 method Methods 0.000 description 11
- 239000000575 pesticide Substances 0.000 description 10
- 239000007787 solid Substances 0.000 description 9
- 239000007788 liquid Substances 0.000 description 8
- 230000015556 catabolic process Effects 0.000 description 7
- 238000006731 degradation reaction Methods 0.000 description 7
- 229920000136 polysorbate Polymers 0.000 description 7
- 239000012141 concentrate Substances 0.000 description 6
- 239000000243 solution Substances 0.000 description 6
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 4
- 239000004480 active ingredient Substances 0.000 description 4
- 239000000843 powder Substances 0.000 description 4
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 3
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- 239000000654 additive Substances 0.000 description 3
- 230000001887 anti-feedant effect Effects 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 239000002917 insecticide Substances 0.000 description 3
- NHOIBRJOQAYBJT-IMGVWCFESA-N nimbin Chemical compound C=1([C@@H]2C[C@H]3O[C@H]4[C@](C3=C2C)(C)[C@@H]([C@]2(C(=O)C=C[C@](C)([C@@H]2[C@H]4OC(C)=O)C(=O)OC)C)CC(=O)OC)C=COC=1 NHOIBRJOQAYBJT-IMGVWCFESA-N 0.000 description 3
- ZQIYJHBQRBBBRZ-UHFFFAOYSA-N nimbin Natural products COC(=O)CC1C2C(C(OC(=O)C)C3OC4CC(C(=C4C13C)C)c5cocc5)C(C)(C=CC2=O)C(=O)OC ZQIYJHBQRBBBRZ-UHFFFAOYSA-N 0.000 description 3
- 239000003921 oil Substances 0.000 description 3
- 235000019198 oils Nutrition 0.000 description 3
- CJHBVBNPNXOWBA-REXVOHEDSA-N salannin Chemical compound C=1([C@@H]2C[C@H]3O[C@H]4[C@](C3=C2C)(C)[C@@H]([C@]2(C)[C@@H]3[C@]([C@@H](C[C@@H]2OC(=O)C(\C)=C\C)OC(C)=O)(C)CO[C@H]34)CC(=O)OC)C=COC=1 CJHBVBNPNXOWBA-REXVOHEDSA-N 0.000 description 3
- IWERWMCSIQZTFD-UHFFFAOYSA-N salannin Natural products COC(=O)CC1C2(C)C(CC(OC(=O)C)C3(C)COC(C4OC5C(CC(=C5C14C)C)c6cocc6)C23)OC(=O)C(=CC)C IWERWMCSIQZTFD-UHFFFAOYSA-N 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 239000003981 vehicle Substances 0.000 description 3
- KWAMDQVQFVBEAU-UHFFFAOYSA-N 17-Epiazadiradione Natural products O=C1C=C2C3(C)C(OC(=O)C)CC4C(C)(C)C(=O)C=CC4(C)C3CCC2(C)C1C=1C=COC=1 KWAMDQVQFVBEAU-UHFFFAOYSA-N 0.000 description 2
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 2
- KWAMDQVQFVBEAU-ASOIATIHSA-N Azadiradione Natural products O=C(O[C@H]1[C@]2(C)[C@@H]([C@]3(C)[C@@H](C(C)(C)C(=O)C=C3)C1)CC[C@@]1(C)[C@H](c3cocc3)C(=O)C=C21)C KWAMDQVQFVBEAU-ASOIATIHSA-N 0.000 description 2
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 2
- 150000001533 azadirachtins Chemical class 0.000 description 2
- KWAMDQVQFVBEAU-HMWIRDDCSA-N azadiradione Chemical compound C=1([C@H]2[C@]3(C)CC[C@@H]4[C@@]5(C)C=CC(=O)C(C)(C)[C@@H]5C[C@H]([C@]4(C3=CC2=O)C)OC(=O)C)C=COC=1 KWAMDQVQFVBEAU-HMWIRDDCSA-N 0.000 description 2
- XXIKKMLIDXLAIK-IZSBMLLGSA-N azadirone Natural products O=C(O[C@H]1[C@]2(C)[C@@H]([C@]3(C)[C@@H](C(C)(C)C(=O)C=C3)C1)CC[C@@]1(C)[C@H](c3cocc3)CC=C21)C XXIKKMLIDXLAIK-IZSBMLLGSA-N 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- JHIVVAPYMSGYDF-UHFFFAOYSA-N cyclohexanone Chemical compound O=C1CCCCC1 JHIVVAPYMSGYDF-UHFFFAOYSA-N 0.000 description 2
- 230000001627 detrimental effect Effects 0.000 description 2
- 238000011161 development Methods 0.000 description 2
- 238000007865 diluting Methods 0.000 description 2
- 239000000839 emulsion Substances 0.000 description 2
- 230000009036 growth inhibition Effects 0.000 description 2
- 238000004128 high performance liquid chromatography Methods 0.000 description 2
- 230000001965 increasing effect Effects 0.000 description 2
- 230000005764 inhibitory process Effects 0.000 description 2
- 150000002632 lipids Chemical class 0.000 description 2
- 239000012669 liquid formulation Substances 0.000 description 2
- 238000002360 preparation method Methods 0.000 description 2
- IIZPXYDJLKNOIY-JXPKJXOSSA-N 1-palmitoyl-2-arachidonoyl-sn-glycero-3-phosphocholine Chemical compound CCCCCCCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCCC IIZPXYDJLKNOIY-JXPKJXOSSA-N 0.000 description 1
- 241000209495 Acorus Species 0.000 description 1
- 241000253994 Acyrthosiphon pisum Species 0.000 description 1
- 241000952611 Aphis craccivora Species 0.000 description 1
- 241001425390 Aphis fabae Species 0.000 description 1
- 241000557821 Azadirachta Species 0.000 description 1
- 239000004215 Carbon black (E152) Substances 0.000 description 1
- 241000196324 Embryophyta Species 0.000 description 1
- BZLVMXJERCGZMT-UHFFFAOYSA-N Methyl tert-butyl ether Chemical compound COC(C)(C)C BZLVMXJERCGZMT-UHFFFAOYSA-N 0.000 description 1
- 231100000674 Phytotoxicity Toxicity 0.000 description 1
- 241000607479 Yersinia pestis Species 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000005456 alcohol based solvent Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000003125 aqueous solvent Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000012681 biocontrol agent Substances 0.000 description 1
- 239000000969 carrier Substances 0.000 description 1
- 239000004359 castor oil Substances 0.000 description 1
- 235000019438 castor oil Nutrition 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 230000003247 decreasing effect Effects 0.000 description 1
- 239000003085 diluting agent Substances 0.000 description 1
- 239000012895 dilution Substances 0.000 description 1
- 238000010790 dilution Methods 0.000 description 1
- 239000004492 dustable powder Substances 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000002708 enhancing effect Effects 0.000 description 1
- 150000002118 epoxides Chemical class 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 125000000524 functional group Chemical group 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- ZEMPKEQAKRGZGQ-XOQCFJPHSA-N glycerol triricinoleate Natural products CCCCCC[C@@H](O)CC=CCCCCCCCC(=O)OC[C@@H](COC(=O)CCCCCCCC=CC[C@@H](O)CCCCCC)OC(=O)CCCCCCCC=CC[C@H](O)CCCCCC ZEMPKEQAKRGZGQ-XOQCFJPHSA-N 0.000 description 1
- 239000008240 homogeneous mixture Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000002401 inhibitory effect Effects 0.000 description 1
- 239000000787 lecithin Substances 0.000 description 1
- 229940067606 lecithin Drugs 0.000 description 1
- 235000010445 lecithin Nutrition 0.000 description 1
- 150000002630 limonoids Chemical class 0.000 description 1
- 230000014759 maintenance of location Effects 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 239000002207 metabolite Substances 0.000 description 1
- 239000003208 petroleum Substances 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 230000003389 potentiating effect Effects 0.000 description 1
- 239000011814 protection agent Substances 0.000 description 1
- 239000002728 pyrethroid Substances 0.000 description 1
- 150000003505 terpenes Chemical class 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 239000004563 wettable powder Substances 0.000 description 1
Classifications
-
- 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
Landscapes
- Life Sciences & Earth Sciences (AREA)
- Agronomy & Crop Science (AREA)
- Pest Control & Pesticides (AREA)
- Plant Pathology (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Dentistry (AREA)
- General Health & Medical Sciences (AREA)
- Wood Science & Technology (AREA)
- Zoology (AREA)
- Environmental Sciences (AREA)
- Agricultural Chemicals And Associated Chemicals (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US09/536,351 US6811790B1 (en) | 2000-03-27 | 2000-03-27 | Storage stable pesticide formulations containing azadirachtin |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| NZ506082A true NZ506082A (en) | 2001-11-30 |
Family
ID=24138155
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NZ506082A NZ506082A (en) | 2000-03-27 | 2000-07-31 | Storage stable pesticide formulations containing azadirachtin, sesame oil and sorbitan polyoxyethylene |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US6811790B1 (https=) |
| JP (1) | JP4302905B2 (https=) |
| AR (1) | AR027722A1 (https=) |
| AU (1) | AU783237B2 (https=) |
| CA (1) | CA2316028C (https=) |
| MX (1) | MXPA01003132A (https=) |
| NZ (1) | NZ506082A (https=) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007530665A (ja) * | 2004-03-31 | 2007-11-01 | エイド パリー （インディア） リミテッド | ニーム種子抽出物の改良された顆粒製剤化およびその方法 |
| US20080090780A1 (en) * | 2006-10-13 | 2008-04-17 | Pbi/Gordon Corporation | Storage stable azadirachtin pesticide formulation |
| WO2010046316A2 (en) * | 2008-10-24 | 2010-04-29 | Unilever Nv | A topical composition |
| CN103168783B (zh) * | 2011-12-22 | 2014-09-03 | 成都绿金高新技术股份有限公司 | 印楝素乳油组合物及其制备方法 |
| NZ727213A (en) | 2012-03-09 | 2020-03-27 | Vestaron Corp | Toxic peptide production, peptide expression in plants and combinations of cysteine rich peptides |
| JP5364819B1 (ja) * | 2012-07-10 | 2013-12-11 | 株式会社カンザイネット | 動植物の育成環境改善材および育成環境改善材の使用方法 |
| JP5973922B2 (ja) * | 2013-01-07 | 2016-08-23 | 株式会社カンザイネット | 植物の育成環境改善用混合物およびその製造方法 |
| BR102013021210B1 (pt) | 2013-01-25 | 2015-12-01 | Fundação Universidade Fed De São Carlos | processo de obtenção de nanopartículas biopoliméricas contendo óleo e extratos de azadirachta indica a. juss (neem), nanopartículas biopoliméricas e micropartículas em pó |
| MX2019001932A (es) | 2016-08-17 | 2019-11-12 | Gowan Company L L C | Formulaciones de azadiractina estables al almacenamiento y metodos de fabricacion y uso de las mismas. |
| IL297738A (en) | 2020-05-01 | 2022-12-01 | Vestaron Corp | Insecticidal combinations |
Family Cites Families (16)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4556562A (en) | 1984-03-19 | 1985-12-03 | Vikwood, Ltd. | Stable anti-pest neem seed extract |
| US5001146A (en) | 1989-06-26 | 1991-03-19 | W. R. Grace & Co.-Conn. | Storage stable azadirachtin formulation |
| US4946681A (en) | 1989-06-26 | 1990-08-07 | W. R. Grace & Co.-Conn. | Method to prepare an improved storage stable neem seed extract |
| US5411736A (en) | 1989-12-26 | 1995-05-02 | W. R. Grace & Co.-Conn. | Hydrophic extracted neem oil-a novel insecticide |
| US5372817A (en) | 1991-01-03 | 1994-12-13 | W. R. Grace & Co.-Conn. | Insecticidal compositions derived from neem oil and neem wax fractions |
| DE4109473A1 (de) | 1991-03-22 | 1992-09-24 | Kleeberg Hubertus Dr | Verfahren zur herstellung eines lagerfaehigen azadirachtinreichen insektizids aus samenkernen des neem-baumes |
| US5352697A (en) | 1992-07-28 | 1994-10-04 | Agridyne Technologies, Inc. | Storage stable pesticide compositions comprising azadirachtin and epoxide |
| US5281618A (en) | 1992-09-21 | 1994-01-25 | W. R. Grace & Co.-Conn. | Storage stable high azadirachtin solution |
| US5397571A (en) | 1993-03-25 | 1995-03-14 | W. R. Grace & Co.-Conn. | Co-extraction of azadirachtin and neem oil |
| US5827521A (en) | 1995-03-09 | 1998-10-27 | Fortune Biotech Limited | Shelf stable insect repellent, insect growth regulator and insecticidal formulations prepared from technical azadirachtin isolated from the kernel extract of Azadirachta indica |
| US5635193A (en) | 1995-06-07 | 1997-06-03 | Thermo Trilogy Corporation | Stability of azadirachtin-containing solid |
| IN188667B (https=) | 1995-06-14 | 2002-10-26 | Council Scient Ind Res | |
| IN179008B (https=) | 1995-07-17 | 1997-08-09 | Dalmia Ct For Biotechnology | |
| IN184305B (https=) | 1995-10-19 | 2000-08-05 | Council Scient Ind Res | |
| US5885600A (en) * | 1997-04-01 | 1999-03-23 | Burlington Bio-Medical & Scientific Corp. | Natural insect repellent formula and method of making same |
| AU754206B2 (en) * | 1998-06-09 | 2002-11-07 | Sumitomo Chemical Company, Limited | Ester compounds |
-
2000
- 2000-03-27 US US09/536,351 patent/US6811790B1/en not_active Expired - Lifetime
- 2000-07-31 NZ NZ506082A patent/NZ506082A/en not_active IP Right Cessation
- 2000-08-16 CA CA002316028A patent/CA2316028C/en not_active Expired - Lifetime
- 2000-08-22 AU AU53553/00A patent/AU783237B2/en not_active Expired
-
2001
- 2001-03-26 MX MXPA01003132A patent/MXPA01003132A/es active IP Right Grant
- 2001-03-26 AR ARP010101422A patent/AR027722A1/es active IP Right Grant
- 2001-03-26 JP JP2001088861A patent/JP4302905B2/ja not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| AU783237B2 (en) | 2005-10-06 |
| AR027722A1 (es) | 2003-04-09 |
| CA2316028C (en) | 2007-01-02 |
| JP2001278721A (ja) | 2001-10-10 |
| JP4302905B2 (ja) | 2009-07-29 |
| CA2316028A1 (en) | 2001-09-27 |
| US6811790B1 (en) | 2004-11-02 |
| MXPA01003132A (es) | 2004-07-30 |
| AU5355300A (en) | 2001-10-04 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PSEA | Patent sealed | ||
| RENW | Renewal (renewal fees accepted) | ||
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Free format text: PATENT RENEWED FOR 7 YEARS UNTIL 31 JUL 2020 BY CPA GLOBAL Effective date: 20130613 |
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| EXPY | Patent expired |