HRP20170564T1 - Derivati aminociklobutana, metoda njihove priprave i njihova upotreba za lijekove - Google Patents
Derivati aminociklobutana, metoda njihove priprave i njihova upotreba za lijekove Download PDFInfo
- Publication number
- HRP20170564T1 HRP20170564T1 HRP20170564TT HRP20170564T HRP20170564T1 HR P20170564 T1 HRP20170564 T1 HR P20170564T1 HR P20170564T T HRP20170564T T HR P20170564TT HR P20170564 T HRP20170564 T HR P20170564T HR P20170564 T1 HRP20170564 T1 HR P20170564T1
- Authority
- HR
- Croatia
- Prior art keywords
- trans
- amino
- diethyl
- cyclobutanecarboxamide
- compound
- Prior art date
Links
- 239000003814 drug Substances 0.000 title claims 6
- 238000000034 method Methods 0.000 title claims 2
- KZZKOVLJUKWSKX-UHFFFAOYSA-N cyclobutanamine Chemical class NC1CCC1 KZZKOVLJUKWSKX-UHFFFAOYSA-N 0.000 title 1
- 229940079593 drug Drugs 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 15
- 229910052731 fluorine Chemical group 0.000 claims 6
- 125000001153 fluoro group Chemical group F* 0.000 claims 6
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 6
- 239000000825 pharmaceutical preparation Substances 0.000 claims 6
- 208000002193 Pain Diseases 0.000 claims 5
- 229910052801 chlorine Chemical group 0.000 claims 4
- 125000001309 chloro group Chemical group Cl* 0.000 claims 4
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 2
- 125000004093 cyano group Chemical group *C#N 0.000 claims 2
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 2
- 239000000543 intermediate Substances 0.000 claims 2
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 2
- 208000004296 neuralgia Diseases 0.000 claims 2
- 208000021722 neuropathic pain Diseases 0.000 claims 2
- 238000002360 preparation method Methods 0.000 claims 2
- 238000003786 synthesis reaction Methods 0.000 claims 2
- 208000020401 Depressive disease Diseases 0.000 claims 1
- 208000001294 Nociceptive Pain Diseases 0.000 claims 1
- 150000001412 amines Chemical class 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
- 150000003335 secondary amines Chemical class 0.000 claims 1
- 230000020341 sensory perception of pain Effects 0.000 claims 1
- 239000012453 solvate Substances 0.000 claims 1
- 238000011200 topical administration Methods 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D307/00—Heterocyclic compounds containing five-membered rings having one oxygen atom as the only ring hetero atom
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
-
- 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
- A61P25/04—Centrally acting analgesics, e.g. opioids
-
- 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
- A61P25/24—Antidepressants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
- A61P29/02—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID] without antiinflammatory effect
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C231/00—Preparation of carboxylic acid amides
- C07C231/14—Preparation of carboxylic acid amides by formation of carboxamide groups together with reactions not involving the carboxamide groups
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C235/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms
- C07C235/40—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by oxygen atoms having carbon atoms of carboxamide groups bound to carbon atoms of rings other than six-membered aromatic rings and singly-bound oxygen atoms bound to the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/24—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a ring other than a six-membered aromatic ring of the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/57—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton containing cyano groups and carboxyl groups, other than cyano groups, bound to the carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/04—Systems containing only non-condensed rings with a four-membered ring
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pain & Pain Management (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Epidemiology (AREA)
- Psychiatry (AREA)
- Rheumatology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nutrition Science (AREA)
- Physiology (AREA)
- Dermatology (AREA)
- Furan Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
Claims (15)
1. Spoj sljedeće opće formule (1):
(1) ili odgovarajuća famaceutski prihvatljiva sol ili solvat, gdje:
- X1 predstavlja vodikov atom ili fluorov atom;
- X2 je vodikov atom ili fluorov atom ili klorov atom;
- R1 predstavlja vodikov atom ili fluorov atom ili klorov atom ili metilnu skupinu ili metoksi-skupinu ili cijano-skupinu;
- R2 predstavlja neovisno ili zajedno metilnu skupinu ili etilnu skupinu.
2. Spoj prema patentnom zahtjevu 1, naznačeno time da:
- X1 predstavlja vodikov atom ili fluorov atom;
- X2 je vodikov atom ili fluorov atom ili klorov atom;
- R1 je vodikov atom ili fluorov atom ili klorov atom ili metilnu skupinu ili metoksi-skupinu ili cijano-skupinu;
- R2 je etilna skupina.
3. Spoj prema bilo kojem od patentnih zahtjeva 1 ili 2, naznačeno time da je odabran od sljedećih spojeva:
- trans-3-amino-N,N-dietill-1-fenilciklobutankarboksamid,
- trans-3-amino-N,N-dimetill-1-fenilciklobutankarboksamid
- trans-3-amino-N,N-dietill-1-(2-fluorfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3-methoxyfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3-fluorfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3-klorfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3-metillfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3-cijanofenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(2-fluor-3-klorfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(2,5-difluorfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3,5-difluorfenil)-ciklobutankarboksamid,
- trans-3-amino-N,N-dietill-1-(3,5-diklorfenil)-ciklobutankarboksamid.
4. Spoj prema bilo kojem od patentnih zahtjeva 1 do 3 za upotrebu kao lijek.
5. Spoj prema bilo kojem od patentnih zahtjeva 1 do 3 za upotrebu kao lijek za liječenje depresije.
6. Spoj prema bilo kojem od patentnih zahtjeva 1 do 3 za upotrebu kao lijek za liječenje boli, posebno boli od jake nocicepcije, neuropatske boli i miješane boli.
7. Farmaceutski pripravak koji sadržava najmanje jedan spoj opće formule (1) prema bilo kojem od patentnih zahtjeva 1 do 3 te najmanje jedan farmaceutski prihvatljiv ekscipijens.
8. Farmaceutski pripravak prema patentnom zahtjevu 7 za upotrebu kao lijek za liječenje i/ili sprječavanje depresije.
9. Farmaceutski pripravak prema patentnom zahtjevu 7 za upotrebu kao lijek za liječenje boli, posebno boli od jake nocicepcije, neuropatske boli i miješane boli.
10. Farmaceutski pripravak prema bilo kojem od patentnih zahtjeva 7 do 9, naznačeno time da je formuliran za oralno davanje.
11. Farmaceutski pripravak prema bilo kojem od patentnih zahtjeva 7 do 9, naznačeno time da je formuliran za topikalno davanje.
12. Farmaceutski pripravak prema bilo kojem od patentnih zahtjeva 8 do 11, naznačeno time da dolazi u obliku jedinice dnevne doze s između 1 i 1000 mg spoja opće formule (1).
13. Metoda priprave spojeva opće formule (1) kako su definirani u jednom od patentnih zahtjeva 1 do 3, naznačeno time da je sekundarni amin formule (R2)2NH reagirao sa spojem formule (C) dajući spoj formule (D) te da je spoj formule (D) zatim pretvoren u amin formule (1), a R1, R2, X1 i X2 radikali prisutni u reagensima jesu kako su iznad definirani u patentnom zahtjevu 1.
14. Sinteza međuprodukata formule (D) gdje R1, R2, X1 i X2 jesu kako su definirani u patentnom zahtjevu 1, koji se koriste za pripravu spojeva opće formule (1) kako su definirani u patentnim zahtjevima 1 do 3.
15. Sinteza međuprodukata formule (C) gdje R1, X1 i X2 jesu kako su definirani u patentnom zahtjevu 1, koji se koriste za pripravu spojeva opće formule (D), kako su definirani u patentnom zahtjevu 14.
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR1261621A FR2998892B1 (fr) | 2012-12-04 | 2012-12-04 | Derives d'aminocyclobutane, leur procede de preparation et leur utilisation a titre de medicaments |
PCT/EP2013/075481 WO2014086825A1 (fr) | 2012-12-04 | 2013-12-04 | Derives d'aminocyclobutane, leur procede de preparation et leur utilisation a titre de medicaments |
EP13811402.0A EP2928861B1 (fr) | 2012-12-04 | 2013-12-04 | Dérivés d'aminocyclobutane, leur procédé de préparation et leur utilisation à titre de médicaments |
Publications (1)
Publication Number | Publication Date |
---|---|
HRP20170564T1 true HRP20170564T1 (hr) | 2017-06-16 |
Family
ID=48128432
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
HRP20170564TT HRP20170564T1 (hr) | 2012-12-04 | 2017-04-10 | Derivati aminociklobutana, metoda njihove priprave i njihova upotreba za lijekove |
Country Status (31)
Country | Link |
---|---|
US (2) | US9469601B2 (hr) |
EP (1) | EP2928861B1 (hr) |
JP (1) | JP6391586B2 (hr) |
KR (1) | KR102221928B1 (hr) |
CN (2) | CN106957285B (hr) |
AR (1) | AR093787A1 (hr) |
AU (1) | AU2013354133B2 (hr) |
BR (1) | BR112015012752B1 (hr) |
CA (1) | CA2893216C (hr) |
CY (1) | CY1118841T1 (hr) |
DK (1) | DK2928861T3 (hr) |
ES (1) | ES2621896T3 (hr) |
FR (1) | FR2998892B1 (hr) |
HK (1) | HK1212968A1 (hr) |
HR (1) | HRP20170564T1 (hr) |
IL (1) | IL239146A (hr) |
LT (1) | LT2928861T (hr) |
MA (1) | MA38229B1 (hr) |
MX (1) | MX364556B (hr) |
MY (1) | MY179886A (hr) |
NZ (1) | NZ709572A (hr) |
PL (1) | PL2928861T3 (hr) |
PT (1) | PT2928861T (hr) |
RS (1) | RS55916B1 (hr) |
RU (1) | RU2655919C2 (hr) |
SA (1) | SA515360518B1 (hr) |
SI (1) | SI2928861T1 (hr) |
TN (1) | TN2015000240A1 (hr) |
TW (1) | TWI603947B (hr) |
UA (1) | UA114017C2 (hr) |
WO (1) | WO2014086825A1 (hr) |
Families Citing this family (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP3774800A1 (en) | 2018-03-28 | 2021-02-17 | Takeda Pharmaceutical Company Limited | Heterocyclic compound and use thereof |
JP2021050161A (ja) | 2019-09-25 | 2021-04-01 | 武田薬品工業株式会社 | 複素環化合物及びその用途 |
CN114269747B (zh) * | 2019-11-18 | 2023-04-18 | 苏州恩华生物医药科技有限公司 | 一种1’,2’-二氢-3’h-螺[环丁烷1,4’-异喹啉]-3’-酮衍生物及其应用 |
Family Cites Families (26)
Publication number | Priority date | Publication date | Assignee | Title |
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US3133924A (en) * | 1960-05-31 | 1964-05-19 | Bristol Myers Co | Amino-substituted cyclobutane carboxamides |
FR2581059B1 (fr) * | 1985-04-25 | 1988-04-22 | Pf Medicament | Procede de preparation du chlorhydrate de phenyl-1 diethyl amino carbonyl-1 aminomethyl-2 cyclopropane (z) |
EP0747348A4 (en) * | 1994-02-22 | 1999-07-07 | Asahi Chemical Ind | AMINOALKYLCYCLOPROPAN DERIVATIVES |
US6197830B1 (en) | 1995-09-22 | 2001-03-06 | Bruce M. Frome | Method for achieving relief from sympathetically mediated pain |
CA2264182A1 (en) | 1996-08-23 | 1998-02-26 | Algos Pharmaceutical Corporation | Anticonvulsant containing composition for treating neuropathic pain |
US6593368B2 (en) | 1997-09-08 | 2003-07-15 | Warner-Lambert Company | Analgesic compositions comprising anti-epileptic compounds and methods of using same |
US6118017A (en) | 1998-04-14 | 2000-09-12 | Smithkline Beecham Corporation | Substituted-(3-cyclopentyloxy-4-methoxyphenyl)-3-phenylcyanocyclobutan-1-one |
DE69933874T2 (de) | 1998-07-16 | 2007-10-04 | Memorial Sloan-Kettering Institute For Cancer Research | Topische zusammensetzung enthaltend ein opioid-analgetika und einen nmda-antagonist |
US6362201B1 (en) | 1999-03-02 | 2002-03-26 | Merck & Co., Inc. | 3-cyclopropyl and 3-cyclobutyl pyrrolidine modulators of chemokine receptor activity |
US7820688B2 (en) | 2001-04-27 | 2010-10-26 | Memorial Sloan-Kettering Cancer Center | Topical anesthetic/opioid formulations and uses thereof |
JP2005518411A (ja) | 2002-01-16 | 2005-06-23 | エンド ファーマシューティカルズ インコーポレーテッド | 中枢神経系の障害を治療する製薬組成物及び方法 |
TW200307539A (en) * | 2002-02-01 | 2003-12-16 | Bristol Myers Squibb Co | Cycloalkyl inhibitors of potassium channel function |
US7687080B2 (en) | 2002-11-25 | 2010-03-30 | Taraxos Inc. | Treatment of neuropathy |
JP2008528587A (ja) | 2005-01-25 | 2008-07-31 | グラクソ グループ リミテッド | 抗菌剤 |
AU2008209697B2 (en) | 2007-02-01 | 2014-02-20 | Janssen Sciences Ireland Uc | Processes and intermediates for preparing a macrocyclic protease inhibitor of HCV |
US7638651B2 (en) * | 2007-04-26 | 2009-12-29 | Auspex Pharmaceuticals | Substituted cyclohexanones |
WO2009029618A1 (en) | 2007-08-27 | 2009-03-05 | Wyeth | Compositions and methods employing nmda antagonists for achieving an anesthetic-sparing effect |
PT2221296E (pt) | 2007-11-28 | 2012-11-23 | Astellas Pharma Inc | Composto de indano fundido |
US8722714B2 (en) | 2008-01-16 | 2014-05-13 | The Honk Kong University of Science and Technology | Oxazolidine derivatives as NMDA antagonists |
CA2738468A1 (en) | 2008-09-27 | 2010-04-01 | Taraxos Inc. | Topical formulations for treatment of neuropathy |
TW201026667A (en) | 2008-09-30 | 2010-07-16 | Merz Pharma Gmbh & Co Kgaa | Glycine b antagonists |
FR2943666B1 (fr) | 2009-03-31 | 2011-04-15 | Commissariat Energie Atomique | Metallophore derive de nicotianamine et ses procedes de fabrication |
FR2944011B1 (fr) * | 2009-04-03 | 2011-05-20 | Pf Medicament | Derives d'aminocyclobutane ou d'aminocyclobutene, leur procede de preparation et leur utilisation a titre de medicaments. |
NZ595759A (en) * | 2009-05-07 | 2014-03-28 | Gruenenthal Chemie | Substituted phenylureas and phenylamides as vanilloid receptor ligands |
FR2946535B1 (fr) | 2009-06-10 | 2011-09-09 | Neureva | Composition comprenant une molecule favorisant l'interaction neurone-glie, notamment pour prevenir la formation de la cicatrice gliale et induire la regeneration neurale. |
TWI544923B (zh) | 2009-12-29 | 2016-08-11 | 何應瑞 | 用於治療神經退化性疾病之醫藥組合物 |
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2012
- 2012-12-04 FR FR1261621A patent/FR2998892B1/fr not_active Expired - Fee Related
-
2013
- 2013-12-03 TW TW102144198A patent/TWI603947B/zh not_active IP Right Cessation
- 2013-12-04 MX MX2015006686A patent/MX364556B/es active IP Right Grant
- 2013-12-04 US US14/649,448 patent/US9469601B2/en active Active
- 2013-12-04 EP EP13811402.0A patent/EP2928861B1/fr active Active
- 2013-12-04 RS RS20170379A patent/RS55916B1/sr unknown
- 2013-12-04 PT PT138114020T patent/PT2928861T/pt unknown
- 2013-12-04 NZ NZ709572A patent/NZ709572A/en not_active IP Right Cessation
- 2013-12-04 AR ARP130104484A patent/AR093787A1/es not_active Application Discontinuation
- 2013-12-04 MY MYPI2015701784A patent/MY179886A/en unknown
- 2013-12-04 AU AU2013354133A patent/AU2013354133B2/en not_active Ceased
- 2013-12-04 ES ES13811402.0T patent/ES2621896T3/es active Active
- 2013-12-04 BR BR112015012752-5A patent/BR112015012752B1/pt not_active IP Right Cessation
- 2013-12-04 JP JP2015545991A patent/JP6391586B2/ja active Active
- 2013-12-04 CA CA2893216A patent/CA2893216C/fr active Active
- 2013-12-04 LT LTEP13811402.0T patent/LT2928861T/lt unknown
- 2013-12-04 DK DK13811402.0T patent/DK2928861T3/en active
- 2013-12-04 SI SI201330607A patent/SI2928861T1/sl unknown
- 2013-12-04 RU RU2015126104A patent/RU2655919C2/ru active
- 2013-12-04 CN CN201710102368.2A patent/CN106957285B/zh not_active Expired - Fee Related
- 2013-12-04 PL PL13811402T patent/PL2928861T3/pl unknown
- 2013-12-04 CN CN201380063117.8A patent/CN104854083B/zh not_active Expired - Fee Related
- 2013-12-04 KR KR1020157017845A patent/KR102221928B1/ko active IP Right Grant
- 2013-12-04 WO PCT/EP2013/075481 patent/WO2014086825A1/fr active Application Filing
- 2013-12-04 MA MA38229A patent/MA38229B1/fr unknown
- 2013-12-04 UA UAA201506431A patent/UA114017C2/uk unknown
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2015
- 2015-06-02 TN TNP2015000240A patent/TN2015000240A1/fr unknown
- 2015-06-02 IL IL239146A patent/IL239146A/en active IP Right Grant
- 2015-06-03 SA SA515360518A patent/SA515360518B1/ar unknown
-
2016
- 2016-01-29 HK HK16101031.1A patent/HK1212968A1/zh not_active IP Right Cessation
- 2016-09-12 US US15/262,885 patent/US9687459B2/en active Active
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2017
- 2017-04-06 CY CY20171100409T patent/CY1118841T1/el unknown
- 2017-04-10 HR HRP20170564TT patent/HRP20170564T1/hr unknown
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