CU24576B1 - Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular - Google Patents

Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular

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Publication number
CU24576B1
CU24576B1 CU2016000059A CU20160059A CU24576B1 CU 24576 B1 CU24576 B1 CU 24576B1 CU 2016000059 A CU2016000059 A CU 2016000059A CU 20160059 A CU20160059 A CU 20160059A CU 24576 B1 CU24576 B1 CU 24576B1
Authority
CU
Cuba
Prior art keywords
treatment
benzodiazepine
fused
dihydropyridine
disorders
Prior art date
Application number
CU2016000059A
Other languages
English (en)
Other versions
CU20160059A7 (es
Inventor
Fernández Pedro Gilberto Bárzaga
Navarro Claudia Amanda Canaán-Haden
Hernández René Delgado
Fonseca Luis Arturo Fonseca
Alfonso Nicté González
Rodríguez Abel Mondelo
Figueredo Yanier Nuñez
Rodríguez Estael Ochoa
Yaquis Alejandro Saúl Padrón
Andreu Gilberto Lázaro Pardo
Sánchez Jeney Ramírez
Reyes Yamila Verdecia
Guerra Maylin Wong
Original Assignee
Centro De Investig Y Desarrollo De Medicamentos Cidem
Univ La Habana
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Centro De Investig Y Desarrollo De Medicamentos Cidem, Univ La Habana filed Critical Centro De Investig Y Desarrollo De Medicamentos Cidem
Priority to CU2016000059A priority Critical patent/CU24576B1/es
Priority to SG11201809843SA priority patent/SG11201809843SA/en
Priority to CA3023073A priority patent/CA3023073C/en
Priority to KR1020187035042A priority patent/KR102416478B1/ko
Priority to JP2019510749A priority patent/JP6997995B2/ja
Priority to AU2017259749A priority patent/AU2017259749C1/en
Priority to BR112018072579-0A priority patent/BR112018072579B1/pt
Priority to ES17732730T priority patent/ES2878579T3/es
Priority to CN201780040492.9A priority patent/CN109476627B/zh
Priority to PCT/CU2017/050003 priority patent/WO2017190714A1/es
Priority to MX2018013422A priority patent/MX384967B/es
Priority to EA201892462A priority patent/EA037951B1/ru
Priority to EP17732730.1A priority patent/EP3453704B1/en
Priority to US16/098,683 priority patent/US10722491B2/en
Priority to ARP170101153A priority patent/AR108370A1/es
Publication of CU20160059A7 publication Critical patent/CU20160059A7/es
Priority to CL2018003114A priority patent/CL2018003114A1/es
Priority to CONC2018/0011927A priority patent/CO2018011927A2/es
Priority to PH12018502327A priority patent/PH12018502327A1/en
Priority to ZA2018/08161A priority patent/ZA201808161B/en
Publication of CU24576B1 publication Critical patent/CU24576B1/es

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/04—1,3-Dioxanes; Hydrogenated 1,3-dioxanes
    • C07D319/06—1,3-Dioxanes; Hydrogenated 1,3-dioxanes not condensed with other rings
    • 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
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
    • 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
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/365—Lactones
    • A61K31/366—Lactones having six-membered rings, e.g. delta-lactones
    • 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
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • A61K31/5513—1,4-Benzodiazepines, e.g. diazepam or clozapine
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06—Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00—Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/44—Oils, fats or waxes according to two or more groups of A61K47/02-A61K47/42; Natural or modified natural oils, fats or waxes, e.g. castor oil, polyethoxylated castor oil, montan wax, lignite, shellac, rosin, beeswax or lanolin
    • 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
    • A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
    • 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
    • A61K9/0053—Mouth and digestive tract, i.e. intraoral and peroral administration
    • A61K9/006—Oral mucosa, e.g. mucoadhesive forms, sublingual droplets; Buccal patches or films; Buccal sprays
    • 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
    • A61K9/08—Solutions
    • 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
    • A61K9/10—Dispersions; Emulsions
    • 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
    • A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2013—Organic compounds, e.g. phospholipids, fats
    • A61K9/2018—Sugars, or sugar alcohols, e.g. lactose, mannitol; Derivatives thereof, e.g. polysorbates
    • 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
    • A61K9/20—Pills, tablets, discs, rods
    • A61K9/2004—Excipients; Inactive ingredients
    • A61K9/2022—Organic macromolecular compounds
    • A61K9/205—Polysaccharides, e.g. alginate, gums; Cyclodextrin
    • A61K9/2059—Starch, including chemically or physically modified derivatives; Amylose; Amylopectin; Dextrin
    • 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
    • A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16—Anti-Parkinson drugs
    • 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
    • A61P9/00—Drugs for disorders of the cardiovascular system
    • A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis

Landscapes

  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Organic Chemistry (AREA)
  • Neurosurgery (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Urology & Nephrology (AREA)
  • Vascular Medicine (AREA)
  • Cardiology (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Psychiatry (AREA)
  • Molecular Biology (AREA)
  • Biophysics (AREA)
  • Dispersion Chemistry (AREA)
  • Dermatology (AREA)
  • Nutrition Science (AREA)
  • Physiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
  • Heterocyclic Compounds That Contain Two Or More Ring Oxygen Atoms (AREA)

Abstract

<p>La presente invención se relaciona con Ia Química, Ia Farmacéutica y en particular con Ia obtención de formulaciones a partir de derivados de compuestos fenólicos o polifenólicos y a partir de derivados de compuestos fenólicos o polifenólicos combinados con sistemas tricíclicos del tipo benzodiazepinas fusionadas a derivados de 1,4-dihidropiridinas con acción sobre el Sistema Nervioso Central y Vascular.</p> <p>Estas composiciones farmacéuticas presentan acción GABAérgica, antiglutamatérgica, moduladora de los canales de calcio, mitoprotectora, antioxidante, antiinflamatoria, y antiapoptotica, utilizables en el tratamiento de las enfermedades cardiovasculares, cerebrovasculares, neurodegenerativas, neuropsiquiátricas y neurológicas.</p>
CU2016000059A 2016-05-04 2016-05-04 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular CU24576B1 (es)

Priority Applications (19)

Application Number Priority Date Filing Date Title
CU2016000059A CU24576B1 (es) 2016-05-04 2016-05-04 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular
PCT/CU2017/050003 WO2017190714A1 (es) 2016-05-04 2017-05-03 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular
MX2018013422A MX384967B (es) 2016-05-04 2017-05-03 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular.
KR1020187035042A KR102416478B1 (ko) 2016-05-04 2017-05-03 중추신경계 및 혈관계 질환의 치료를 위한 페놀 화합물 및 1,4-디하이드로피리딘에 융합된 벤조디아제핀과 그것의 조합
JP2019510749A JP6997995B2 (ja) 2016-05-04 2017-05-03 中枢神経系及び脈管系障害の治療用のフェノール化合物及び、１，４－ジヒドロピリジンに融着したベンゾジアゼピンとのそれらの組合せ
AU2017259749A AU2017259749C1 (en) 2016-05-04 2017-05-03 Phenol compound and combination of same with a benzodiazepine fused to 1,4-dihydropyridine for treating diseases of the central nervous and vascular systems
BR112018072579-0A BR112018072579B1 (pt) 2016-05-04 2017-05-03 Composto fenólico, composição farmacêutica, combinação do composto de fórmula i, e, usos de composto de fórmula i e de combinação
ES17732730T ES2878579T3 (es) 2016-05-04 2017-05-03 Compuesto de fenol y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina, para el tratamiento de enfermedades de los sistemas nerviosos central y vascular
CN201780040492.9A CN109476627B (zh) 2016-05-04 2017-05-03 用于治疗中枢神经系统和血管系统的病变的酚类化合物及其与稠合于1,4-二氢吡啶的苯并二氮杂卓的组合
SG11201809843SA SG11201809843SA (en) 2016-05-04 2017-05-03 Phenolic compound and combination thereof with a benzodiazepin fused to 1,4-dihidropyridine for the treatment of central nervous and vascular systems affections
CA3023073A CA3023073C (en) 2016-05-04 2017-05-03 Phenol compound and combination of same with a benzodiazepine fused to 1,4-dihydropyridine for treating diseases of the central nervous and vascular systems
EA201892462A EA037951B1 (ru) 2016-05-04 2017-05-03 Фенольное соединение и его комбинация с бензодиазепином, конденсированным с 1,4-дигидропиридином, для лечения поражений центральной нервной и сосудистой систем
EP17732730.1A EP3453704B1 (en) 2016-05-04 2017-05-03 Phenol compound and combination of same with a benzodiazepine fused to 1,4-dihydropyridine for treating diseases of the central nervous and vascular systems
US16/098,683 US10722491B2 (en) 2016-05-04 2017-05-03 Phenol compound and combination of same with a benzodiazepine fused to 1,4-dihydropyridine for treating diseases of the central nervous and vascular systems
ARP170101153A AR108370A1 (es) 2016-05-04 2017-05-04 Compuesto fenólico (5-[(3,4-dihidroxifenil)metiliden]-2,2-dimetil-1,3-dioxano-4,6-diona) y combinación con una benzodiazepina fusionada a 1,4-dihidropiridina
CL2018003114A CL2018003114A1 (es) 2016-05-04 2018-10-31 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular.
CONC2018/0011927A CO2018011927A2 (es) 2016-05-04 2018-11-02 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular
PH12018502327A PH12018502327A1 (en) 2016-05-04 2018-11-05 Phenolic compound and combination thereof with a benzodiazepin melted to 1,4-dihydropyridine for the treatment of central and vascular nervous system affections
ZA2018/08161A ZA201808161B (en) 2016-05-04 2018-12-03 Phenol compound and combination of same with a benzodiazepine fused to 1,4-dihydropyridine for treating diseases of the central nervous and vascular systems

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
CU2016000059A CU24576B1 (es) 2016-05-04 2016-05-04 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular

Publications (2)

Publication Number Publication Date
CU20160059A7 CU20160059A7 (es) 2017-12-08
CU24576B1 true CU24576B1 (es) 2022-02-04

Family

ID=60202803

Family Applications (1)

Application Number Title Priority Date Filing Date
CU2016000059A CU24576B1 (es) 2016-05-04 2016-05-04 Compuesto fenólico y combinación del mismo con una benzodiazepina fusionada a 1,4-dihidropiridina para el tratamiento de afecciones del sistema nervioso central y vascular

Country Status (19)

Country Link
US (1) US10722491B2 (es)
EP (1) EP3453704B1 (es)
JP (1) JP6997995B2 (es)
KR (1) KR102416478B1 (es)
CN (1) CN109476627B (es)
AR (1) AR108370A1 (es)
AU (1) AU2017259749C1 (es)
BR (1) BR112018072579B1 (es)
CA (1) CA3023073C (es)
CL (1) CL2018003114A1 (es)
CO (1) CO2018011927A2 (es)
CU (1) CU24576B1 (es)
EA (1) EA037951B1 (es)
ES (1) ES2878579T3 (es)
MX (1) MX384967B (es)
PH (1) PH12018502327A1 (es)
SG (1) SG11201809843SA (es)
WO (1) WO2017190714A1 (es)
ZA (1) ZA201808161B (es)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CU20160058A7 (es) 2016-05-04 2017-12-08 Centro De Investigación Y Desarrollo De Medicamentos (Cidem) Organizacion Superior De Desarrollo Emp Derivado de benzodiazepina con actividad sobre el sistema nervioso central y vascular
AU2019361735A1 (en) * 2018-10-16 2021-05-27 Saban Ventures Pty Limited Apparatus and method for cleaning a medical device
BR112022012699A2 (pt) * 2019-12-26 2022-09-06 Centro De Investig Y Desarrollo De Medicamentos Cidem Uso de um derivado de benzodiazepina e método de tratamento de lesão cerebral traumática
CU20190114A7 (es) 2019-12-26 2021-08-06 Centro De Investig Y Desarrollo De Medicamentos Cidem Combinación para simultáneamente incrementar la eficacia analgésica de la morfina y reducir su dependencia física

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5281714A (en) 1990-08-16 1994-01-25 American Home Products Corporation N,N',N'-trisubstituted-5-bisaminomethylene-1,3-dioxane-4,6-dione inhibitors of acyl-CoA: cholesterol-acyl transferase
MX9204939A (es) 1991-09-06 1993-03-01 American Home Prod Inhibidores 5-bis-aminometilen-1,3-dioxan-4,6-diona n,n',n'-trisubstituidas, de la acil coenzima a: colesterol-aciltransferasa.
ES2074770T3 (es) 1992-07-17 1995-09-16 Biogal Gyogyszergyar Procedimiento de preparacion de derivados de 1,3-dioxano-4,6-diona.
JPH11180975A (ja) 1997-10-13 1999-07-06 Chemiprokasei Kaisha Ltd アミノメチレンジオキサン誘導体、その製造方法および用途
EA011010B1 (ru) 2004-02-27 2008-12-30 Эмджен, Инк. Соединения, модулирующие рецептор gpr40, фармацевтическая композиция, способ лечения заболеваний, чувствительных к модулированию рецептора gpr40 (варианты), способ модулирования функции gpr40 (варианты) и способ модулирования циркулирующей концентрации инсулина
JP2007063444A (ja) * 2005-08-31 2007-03-15 Tdk Corp 錯化合物及びこれを用いた光記録媒体

Also Published As

Publication number Publication date
US20190133996A1 (en) 2019-05-09
EA037951B1 (ru) 2021-06-11
SG11201809843SA (en) 2018-12-28
CA3023073A1 (en) 2017-11-09
ZA201808161B (en) 2021-10-27
CA3023073C (en) 2022-08-30
EP3453704B1 (en) 2021-06-16
AR108370A1 (es) 2018-08-15
JP6997995B2 (ja) 2022-02-04
BR112018072579B1 (pt) 2024-02-20
CN109476627B (zh) 2021-06-15
PH12018502327A1 (en) 2019-09-02
EP3453704A1 (en) 2019-03-13
BR112018072579A2 (pt) 2019-02-19
AU2017259749C1 (en) 2021-12-02
WO2017190714A1 (es) 2017-11-09
CL2018003114A1 (es) 2019-06-14
EA201892462A1 (ru) 2019-07-31
ES2878579T3 (es) 2021-11-19
MX384967B (es) 2025-03-14
CN109476627A (zh) 2019-03-15
AU2017259749B2 (en) 2021-08-19
US10722491B2 (en) 2020-07-28
AU2017259749A1 (en) 2018-12-20
MX2018013422A (es) 2019-08-16
JP2019516791A (ja) 2019-06-20
KR20210025138A (ko) 2021-03-09
CU20160059A7 (es) 2017-12-08
CO2018011927A2 (es) 2019-02-08
KR102416478B1 (ko) 2022-07-04

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