MA50609B1 - Énantiomères de thiazoles substitués utilisés comme composés antiviraux - Google Patents
Énantiomères de thiazoles substitués utilisés comme composés antivirauxInfo
- Publication number
- MA50609B1 MA50609B1 MA50609A MA50609A MA50609B1 MA 50609 B1 MA50609 B1 MA 50609B1 MA 50609 A MA50609 A MA 50609A MA 50609 A MA50609 A MA 50609A MA 50609 B1 MA50609 B1 MA 50609B1
- Authority
- MA
- Morocco
- Prior art keywords
- enantiomers
- antiviral compounds
- substituted thiazoles
- thiazoles used
- antiviral
- Prior art date
Links
- 230000000840 anti-viral effect Effects 0.000 title abstract 3
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 title abstract 2
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 150000003557 thiazoles Chemical class 0.000 title 1
- 239000003814 drug Substances 0.000 abstract 2
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/12—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a chain containing hetero atoms as chain links
-
- 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
- A61P31/12—Antivirals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/38—Nitrogen atoms
- C07D277/44—Acylated amino or imino radicals
- C07D277/46—Acylated amino or imino radicals by carboxylic acids, or sulfur or nitrogen analogues thereof
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
- A61K31/425—Thiazoles
- A61K31/426—1,3-Thiazoles
-
- 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- 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
- A61P31/12—Antivirals
- A61P31/20—Antivirals for DNA viruses
- A61P31/22—Antivirals for DNA viruses for herpes viruses
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
- C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three 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
- C07D277/54—Nitrogen and either oxygen or sulfur atoms
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Virology (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Oncology (AREA)
- Communicable Diseases (AREA)
- Epidemiology (AREA)
- Neurosurgery (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Biotechnology (AREA)
- Molecular Biology (AREA)
- Psychiatry (AREA)
- Hospice & Palliative Care (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Abstract
La présente invention concerne de nouveaux composés antiviraux présentant une stéréoconfiguration spécifique, plus particulièrement de nouveaux énantiomères spécifiques, un procédé pour leur préparation et leur utilisation en tant que médicaments, en particulier en tant que médicaments antiviraux.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP17195047 | 2017-10-05 | ||
| PCT/EP2018/077022 WO2019068817A1 (fr) | 2017-10-05 | 2018-10-04 | Énantiomères de thiazoles substitués utilisés comme composés antiviraux |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| MA50609A MA50609A (fr) | 2020-08-12 |
| MA50609B1 true MA50609B1 (fr) | 2023-03-31 |
Family
ID=60022026
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MA50609A MA50609B1 (fr) | 2017-10-05 | 2018-10-04 | Énantiomères de thiazoles substitués utilisés comme composés antiviraux |
Country Status (37)
| Country | Link |
|---|---|
| US (3) | US11278534B2 (fr) |
| EP (2) | EP3692039B1 (fr) |
| JP (1) | JP7215689B2 (fr) |
| KR (1) | KR102708082B1 (fr) |
| CN (1) | CN111433203B (fr) |
| AR (1) | AR113344A1 (fr) |
| AU (1) | AU2018344471B2 (fr) |
| CA (1) | CA3077397A1 (fr) |
| CL (1) | CL2020000869A1 (fr) |
| CR (1) | CR20200154A (fr) |
| DK (1) | DK3692039T3 (fr) |
| EA (1) | EA202090620A1 (fr) |
| EC (1) | ECSP20021132A (fr) |
| ES (1) | ES2939652T3 (fr) |
| FI (1) | FI3692039T3 (fr) |
| HR (1) | HRP20230158T1 (fr) |
| HU (1) | HUE061307T2 (fr) |
| IL (1) | IL273681B2 (fr) |
| JO (1) | JOP20200110A1 (fr) |
| LT (1) | LT3692039T (fr) |
| MA (1) | MA50609B1 (fr) |
| MD (1) | MD3692039T2 (fr) |
| MX (1) | MX2020003369A (fr) |
| MY (1) | MY202544A (fr) |
| NI (1) | NI202000025A (fr) |
| PH (1) | PH12020550132A1 (fr) |
| PL (1) | PL3692039T3 (fr) |
| PT (1) | PT3692039T (fr) |
| RS (1) | RS64000B1 (fr) |
| SG (1) | SG11202002420SA (fr) |
| SI (1) | SI3692039T1 (fr) |
| SM (1) | SMT202300080T1 (fr) |
| TW (1) | TWI706941B (fr) |
| UA (1) | UA126163C2 (fr) |
| UY (1) | UY37917A (fr) |
| WO (1) | WO2019068817A1 (fr) |
| ZA (1) | ZA202002150B (fr) |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| LT3692039T (lt) * | 2017-10-05 | 2023-03-27 | Innovative Molecules Gmbh | Tiazolų enantiomerai kaip antivirusiniai junginiai |
| US11760701B2 (en) | 2018-02-27 | 2023-09-19 | The Research Foundation For The State University Of New Yrok | Difluoromethoxylation and trifluoromethoxylation compositions and methods for synthesizing same |
| TW202038947A (zh) | 2018-11-28 | 2020-11-01 | 德商創新分子有限責任公司 | 在與溶瘤病毒之組合療法中治療癌症的解旋酶引子酶抑制劑 |
| MX2023004955A (es) | 2020-10-29 | 2023-05-17 | Innovative Molecules Gmbh | Compuestos de aminotiazol deuterados como compuestos antiviricos. |
| UY40111A (es) | 2022-01-17 | 2023-08-15 | Innovative Molecules Gmbh | Formas cristalinas sólidas de inhibidores de helicasa-primasa y proceso de preparación de las mismas |
| CR20250099A (es) | 2022-08-29 | 2025-07-29 | Assembly Biosciences Inc | Compuestos cíclicos de urea tiazolilo para el tratamiento del hsv |
| IL319024A (en) | 2022-08-29 | 2025-04-01 | Assembly Biosciences Inc | Pharmaceutical preparations for the herpes virus |
| CN121532378A (zh) | 2023-07-17 | 2026-02-13 | 创新分子股份有限公司 | 抗病毒解旋酶-引发酶抑制剂化合物的微粉化结晶盐酸盐 |
| WO2025111598A1 (fr) | 2023-11-22 | 2025-05-30 | Assembly Biosciences, Inc. | Composés d'azétidine pour le traitement du vhs |
| US20260014154A1 (en) | 2024-07-12 | 2026-01-15 | Assembly Biosciences, Inc. | Cyclic urea thiazolyl compound for treatment of viral infections unresponsive to treatment with a first antiviral therapy |
Family Cites Families (36)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1323045A (en) | 1970-01-16 | 1973-07-11 | Shell Int Research | 2-acylaminothiazole derivatives and their use as herbicides |
| PL327582A1 (en) | 1995-12-29 | 1998-12-21 | Boehringer Ingelheim Pharma | Derivatives of phenylthiazole exhibiting antiviral properties against herpes virues |
| US6040321A (en) * | 1997-11-12 | 2000-03-21 | Bristol-Myers Squibb Company | Aminothiazole inhibitors of cyclin dependent kinases |
| WO1999042455A1 (fr) | 1998-02-19 | 1999-08-26 | Tularik Inc. | Agents antiviraux |
| CA2320167A1 (fr) | 1998-03-19 | 1999-09-23 | Steven R. Turner | 1,3,4-thiadiazoles utiles pour le traitement d'infections a cmv |
| DE19959958A1 (de) | 1999-12-13 | 2001-08-30 | Bayer Ag | Thiazolylharnstoff-Derivate |
| CA2366607A1 (fr) | 1999-03-08 | 2000-09-14 | Bayer Aktiengesellschaft | Derives de la thiazolyluree et leur utilisation comme antiviraux |
| DE19927415A1 (de) | 1999-06-16 | 2000-12-21 | Bayer Ag | Indolinylharnstoffderivate |
| DOP2000000109A (es) * | 1999-12-23 | 2002-08-30 | Gerald Kleymann | Derivados de tiazolilamida |
| DE10039265A1 (de) | 2000-08-11 | 2002-02-21 | Bayer Ag | Thiazolylamid-Derivate |
| EP1319185A1 (fr) | 2000-06-15 | 2003-06-18 | Bayer Aktiengesellschaft | Methodes d'identification de composes presentant une activite antiherpes |
| DE10038022A1 (de) | 2000-08-04 | 2002-02-14 | Bayer Ag | Inverse Thiazolylamid-Derivate |
| DE10044358A1 (de) | 2000-09-07 | 2002-03-21 | Bayer Ag | Thiazolylcarbonylheterocyclyl-Derivate |
| DE10044328A1 (de) | 2000-09-07 | 2002-03-21 | Bayer Ag | Thiazolylcarbonyl-Derivate |
| DE10044353A1 (de) | 2000-09-07 | 2002-04-04 | Bayer Ag | Unkompetitive Inhibitoren der Helikase-Primase |
| DE10129714A1 (de) | 2001-06-22 | 2003-01-02 | Bayer Ag | Topische Anwendung von Thiazolylamiden |
| DE10129717A1 (de) | 2001-06-22 | 2003-01-02 | Bayer Ag | Kombinationspräparate zur Herpes-Behandlung |
| DE10129715A1 (de) | 2001-06-22 | 2003-01-02 | Bayer Ag | Thiazolylamide |
| DE10129716A1 (de) | 2001-06-22 | 2003-01-02 | Bayer Ag | Kombinationspräparate zur Herpes-Behandlung |
| DE10131128A1 (de) | 2001-06-28 | 2003-01-16 | Bayer Ag | Sekundäre Sulfonamide |
| DE10210319A1 (de) | 2002-03-08 | 2003-09-18 | Bayer Ag | Thiazolylcarbonyl-Derivate |
| DE10235967B4 (de) | 2002-08-06 | 2005-09-08 | Bayer Healthcare Ag | Methode zum Identifizieren von Substanzen mit antimikrobieller Wirkung |
| DE10300109A1 (de) | 2003-01-07 | 2004-07-15 | Bayer Healthcare Ag | Methode zur Inhibition der Replikation von Herpesviren |
| WO2005075435A1 (fr) | 2004-01-30 | 2005-08-18 | Vertex Pharmaceuticals Incorporated | Modulateurs de transporteurs de type cassette de liaison a l'atp |
| DE102005014248A1 (de) | 2005-03-30 | 2006-10-05 | Aicuris Gmbh & Co. Kg | Pharmazeutische Zubereitung von N-[5-(Aminosulfonyl)-4-methyl-1,3-thiazol-2-yl]-N-methyl-2-[4-(2-pyridinyl)phenyl]acetamid |
| WO2008067839A1 (fr) | 2006-12-08 | 2008-06-12 | Fraunhofer-Gesellschaft zur Förderung der angewandten Forschung e.V. | Casquette d'électrodes sèches pour électoro-encéphalographie |
| DE102010046720A1 (de) | 2010-09-23 | 2012-03-29 | Bayer Schering Pharma Aktiengesellschaft | Verfahren zur Herstellung von pan-CDK-Inhibitoren der Formel (l), sowie Intermediate der Herstellung |
| RU2605745C2 (ru) * | 2010-11-01 | 2016-12-27 | Ромарк Лабораториз Эл. Си. | Соединения алкилсульфинил-замещенных тиазолидов |
| TWI555737B (zh) | 2011-05-24 | 2016-11-01 | 拜耳知識產權公司 | 含有硫醯亞胺基團之4-芳基-n-苯基-1,3,5-三氮雜苯-2-胺 |
| EP2573086A1 (fr) | 2011-09-26 | 2013-03-27 | AiCuris GmbH & Co. KG | Monohydrate de mesylate acétamide N-[5-(Aminosulfonyl)-4-méthyl-1,3-thiazol-2-yl]-N-méthyl-2-[4-(2-pyridinyl)phényl] |
| UA123734C2 (uk) | 2016-04-06 | 2021-05-26 | Інновейтів Молекьюлз Ґмбх | Похідні амінотіазолу, отримані як противірусні засоби |
| TWI808591B (zh) | 2016-11-28 | 2023-07-11 | 德商艾庫瑞斯公司 | N-[5-(胺基磺醯基)-4-甲基-1,3-噻唑-2-基]-n-甲基-2-[4-(2-吡啶基)-苯基]-乙醯胺之游離鹼之硫酸鹽、其醫藥調配物及其用途 |
| AR110250A1 (es) | 2016-11-28 | 2019-03-13 | Aicuris Anti Infective Cures Gmbh | Formulación tópica que comprende n-[5-(aminosulfonil)-4-metil-1,3-tiazol-2-il]-n-metil-2-[4-(2-piridinil)-fenil]-acetamida |
| UY37496A (es) | 2016-11-28 | 2018-06-29 | Aicuris Anti Infective Cures Gmbh | Hemihidrato de la base libre de n-[5-(aminosulfonil)-4-metil-1,3-tiazol-2-il]-n-metil-2-[4-(2-piridinil)-fenil]-acetamida, métodos de fabricación y usos del mismo |
| US10647710B2 (en) | 2017-01-09 | 2020-05-12 | Medshine Discovery Inc. | Thiazole derivative and applications thereof |
| LT3692039T (lt) * | 2017-10-05 | 2023-03-27 | Innovative Molecules Gmbh | Tiazolų enantiomerai kaip antivirusiniai junginiai |
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2018
- 2018-10-04 LT LTEPPCT/EP2018/077022T patent/LT3692039T/lt unknown
- 2018-10-04 CN CN201880065255.2A patent/CN111433203B/zh active Active
- 2018-10-04 IL IL273681A patent/IL273681B2/en unknown
- 2018-10-04 TW TW107135101A patent/TWI706941B/zh active
- 2018-10-04 EA EA202090620A patent/EA202090620A1/ru unknown
- 2018-10-04 WO PCT/EP2018/077022 patent/WO2019068817A1/fr not_active Ceased
- 2018-10-04 KR KR1020207009294A patent/KR102708082B1/ko active Active
- 2018-10-04 CA CA3077397A patent/CA3077397A1/fr active Pending
- 2018-10-04 UY UY0001037917A patent/UY37917A/es active IP Right Grant
- 2018-10-04 SI SI201830861T patent/SI3692039T1/sl unknown
- 2018-10-04 MY MYPI2020001322A patent/MY202544A/en unknown
- 2018-10-04 JO JOP/2020/0110A patent/JOP20200110A1/ar unknown
- 2018-10-04 EP EP18779696.6A patent/EP3692039B1/fr active Active
- 2018-10-04 MD MDE20200816T patent/MD3692039T2/ro unknown
- 2018-10-04 UA UAA202002635A patent/UA126163C2/uk unknown
- 2018-10-04 JP JP2020519403A patent/JP7215689B2/ja active Active
- 2018-10-04 EP EP22213253.2A patent/EP4209491A1/fr active Pending
- 2018-10-04 US US16/753,814 patent/US11278534B2/en active Active
- 2018-10-04 AU AU2018344471A patent/AU2018344471B2/en active Active
- 2018-10-04 RS RS20230156A patent/RS64000B1/sr unknown
- 2018-10-04 FI FIEP18779696.6T patent/FI3692039T3/fi active
- 2018-10-04 SM SM20230080T patent/SMT202300080T1/it unknown
- 2018-10-04 ES ES18779696T patent/ES2939652T3/es active Active
- 2018-10-04 MX MX2020003369A patent/MX2020003369A/es unknown
- 2018-10-04 SG SG11202002420SA patent/SG11202002420SA/en unknown
- 2018-10-04 PT PT187796966T patent/PT3692039T/pt unknown
- 2018-10-04 PL PL18779696.6T patent/PL3692039T3/pl unknown
- 2018-10-04 DK DK18779696.6T patent/DK3692039T3/da active
- 2018-10-04 AR ARP180102864A patent/AR113344A1/es unknown
- 2018-10-04 CR CR20200154A patent/CR20200154A/es unknown
- 2018-10-04 HR HRP20230158TT patent/HRP20230158T1/hr unknown
- 2018-10-04 HU HUE18779696A patent/HUE061307T2/hu unknown
- 2018-10-04 MA MA50609A patent/MA50609B1/fr unknown
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2020
- 2020-03-25 PH PH12020550132A patent/PH12020550132A1/en unknown
- 2020-04-01 NI NI202000025A patent/NI202000025A/es unknown
- 2020-04-01 CL CL2020000869A patent/CL2020000869A1/es unknown
- 2020-04-03 EC ECSENADI202021132A patent/ECSP20021132A/es unknown
- 2020-05-04 ZA ZA2020/02150A patent/ZA202002150B/en unknown
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2022
- 2022-01-21 US US17/581,166 patent/US12295945B2/en active Active
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2024
- 2024-06-06 US US18/736,166 patent/US12527778B2/en active Active
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