ES2531315T3 - Compuestos de fosfinato antivíricos - Google Patents
Compuestos de fosfinato antivíricos Download PDFInfo
- Publication number
- ES2531315T3 ES2531315T3 ES11190674T ES11190674T ES2531315T3 ES 2531315 T3 ES2531315 T3 ES 2531315T3 ES 11190674 T ES11190674 T ES 11190674T ES 11190674 T ES11190674 T ES 11190674T ES 2531315 T3 ES2531315 T3 ES 2531315T3
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- cycloalkyl
- groups
- halogen
- mono
- Prior art date
- Legal status (The legal status 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 status listed.)
- Active
Links
- 230000000840 anti-viral effect Effects 0.000 title 1
- ACVYVLVWPXVTIT-UHFFFAOYSA-M phosphinate Chemical class [O-][PH2]=O ACVYVLVWPXVTIT-UHFFFAOYSA-M 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 7
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 abstract 4
- 229910052736 halogen Inorganic materials 0.000 abstract 4
- 125000001072 heteroaryl group Chemical group 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 125000005119 alkyl cycloalkyl group Chemical group 0.000 abstract 2
- 125000005843 halogen group Chemical group 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 2
- 125000001424 substituent group Chemical group 0.000 abstract 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 abstract 1
- 125000003342 alkenyl group Chemical group 0.000 abstract 1
- 125000005037 alkyl phenyl group Chemical group 0.000 abstract 1
- 125000005422 alkyl sulfonamido group Chemical group 0.000 abstract 1
- 125000000304 alkynyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000005421 aryl sulfonamido group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 125000001188 haloalkyl group Chemical group 0.000 abstract 1
- 125000005842 heteroatom Chemical group 0.000 abstract 1
- 125000000623 heterocyclic group Chemical group 0.000 abstract 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
- 229910052757 nitrogen Inorganic materials 0.000 abstract 1
- 125000004433 nitrogen atom Chemical group N* 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
- C07F9/02—Phosphorus compounds
- C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
- C07F9/6558—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system
- C07F9/65583—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing at least two different or differently substituted hetero rings neither condensed among themselves nor condensed with a common carbocyclic ring or ring system each of the hetero rings containing nitrogen as 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
- A61K31/66—Phosphorus compounds
- A61K31/662—Phosphorus acids or esters thereof having P—C bonds, e.g. foscarnet, trichlorfon
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/16—Drugs for disorders of the alimentary tract or the digestive system for liver or gallbladder disorders, e.g. hepatoprotective agents, cholagogues, litholytics
-
- 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
-
- 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
- A61P31/14—Antivirals for RNA viruses
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings linked by a chain containing hetero atoms as chain links
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Animal Behavior & Ethology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Virology (AREA)
- Molecular Biology (AREA)
- Communicable Diseases (AREA)
- Engineering & Computer Science (AREA)
- Oncology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biochemistry (AREA)
- Gastroenterology & Hepatology (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Micro-Organisms Or Cultivation Processes Thereof (AREA)
Abstract
Un compuesto de fórmula II:**Fórmula** o una de sus sales farmacéuticamente aceptables, en el que: R1 se selecciona independientemente de H, alquilo, alquenilo, alquinilo, arilo, cicloalquilo, heterociclo, halógeno, haloalquilo, alquilsulfonamido, arilsulfonamido, -C(O)NHS(O)2- o -S(O)2-, opcionalmente sustituido con uno o más A3; R2 10 se selecciona entre, a) -C(Y1)(A3), b) alquilo(C2-10), cicloalquilo(C3-7) o alquil(C1-4)cicloalquilo-(C3-7), donde dicho cicloalquilo y alquil-cicloalquilo pueden estar opcionalmente mono, di o trisustituidos con alquilo(C1-3), o donde dicho alquilo, cicloalquilo y alquil-cicloalquilo pueden estar mono o disustituidos con sustituyentes seleccionados entre hidroxi y O-alquilo(C1-4), o donde cada uno de dichos grupos alquilo puede estar opcionalmente mono, di o trisustituido con halógeno, o donde cada uno de dichos grupos cicloalquilo puede tener 5, 6 o 7 miembros, uno o dos grupos -CH2- que no están unidos directamente entre sí pueden estar opcionalmente sustituidos por -O- de tal manera que el átomo O- está unido al átomo N al cual se une R2 mediante al menos dos átomos de C, c) fenilo, alquil(C1-3)-fenilo, heteroarilo o alquil(C1-3)-heteroarilo, donde los grupos heteroarilo son de 5 o 6 miembros que tienen de 1 a 3 heteroátomos seleccionados entre N, O y S, donde dichos grupos fenilo y heteroarilo pueden opcionalmente estar mono, di o trisustituidos con sustituyentes seleccionados entre halógeno, -OH, alquilo (C1-4), O-alquilo (C1-4), S-alquilo (C1-4), -NH2, -CF3, -NH(alquilo(C1-4)) y -N(alquilo(C1-4))2, -CONH2 y -CONH-alquilo (C1-4); y donde dicho alquilo(C1-3) puede estar opcionalmente sustituido con uno o más de halógeno; o d) -S(O)2(A3); R3 es H o alquilo (C1-6); Y1 es independientemente O, S, N(A3), N(O)(A3), N(OA3), N(O)(OA3) o N(N(A3)(A330 )); Z es O, S o NR3; Z1 se selecciona entre las siguientes estructuras:**Fórmula**
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US81948806P | 2006-07-07 | 2006-07-07 | |
| US83290806P | 2006-07-24 | 2006-07-24 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2531315T3 true ES2531315T3 (es) | 2015-03-12 |
Family
ID=38626760
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES11190674T Active ES2531315T3 (es) | 2006-07-07 | 2007-07-06 | Compuestos de fosfinato antivíricos |
| ES07796752T Active ES2388969T3 (es) | 2006-07-07 | 2007-07-06 | Compuestos antivirales de fosfinato |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES07796752T Active ES2388969T3 (es) | 2006-07-07 | 2007-07-06 | Compuestos antivirales de fosfinato |
Country Status (19)
| Country | Link |
|---|---|
| US (4) | US20090227491A1 (es) |
| EP (2) | EP2422791B1 (es) |
| JP (3) | JP2009542698A (es) |
| KR (1) | KR20090026216A (es) |
| CN (1) | CN102532198A (es) |
| AR (1) | AR061840A1 (es) |
| AT (1) | ATE554776T1 (es) |
| AU (1) | AU2007269567B2 (es) |
| BR (1) | BRPI0713961A2 (es) |
| CA (1) | CA2656356C (es) |
| EA (1) | EA018098B1 (es) |
| ES (2) | ES2531315T3 (es) |
| HR (1) | HRP20090076A2 (es) |
| IL (1) | IL195489A0 (es) |
| MX (1) | MX2009000236A (es) |
| NO (1) | NO20090596L (es) |
| TW (1) | TW200819460A (es) |
| WO (1) | WO2008005565A2 (es) |
| ZA (1) | ZA200810400B (es) |
Families Citing this family (26)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2008152171A (ru) * | 2006-07-05 | 2010-08-10 | Интермьюн, Инк. (Us) | Новые ингибиторы вирусной репликации гепатита с |
| KR20090026216A (ko) | 2006-07-07 | 2009-03-11 | 길리애드 사이언시즈, 인코포레이티드 | 항바이러스 포스피네이트 화합물 |
| MX2010011306A (es) * | 2008-04-15 | 2010-11-09 | Intermune Inc | Nuevos inhibidores macrociclicos de la replicacion del virus de la hepatitis c. |
| WO2010101967A2 (en) * | 2009-03-04 | 2010-09-10 | Idenix Pharmaceuticals, Inc. | Phosphothiophene and phosphothiazole hcv polymerase inhibitors |
| TW201111381A (en) * | 2009-06-23 | 2011-04-01 | Gilead Sciences Inc | Pharmaceutical combinations useful for treating HCV |
| US8476225B2 (en) | 2009-12-04 | 2013-07-02 | Gilead Sciences, Inc. | Antiviral compounds |
| US20110306541A1 (en) * | 2010-06-10 | 2011-12-15 | Gilead Sciences, Inc. | Methods for treating hcv |
| WO2012087596A1 (en) * | 2010-12-20 | 2012-06-28 | Gilead Sciences, Inc. | Combinations for treating hcv |
| US8957203B2 (en) | 2011-05-05 | 2015-02-17 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US8691757B2 (en) | 2011-06-15 | 2014-04-08 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| AU2012308295B2 (en) | 2011-09-16 | 2017-10-26 | Gilead Sciences, Inc. | Methods for treating HCV |
| US8466159B2 (en) | 2011-10-21 | 2013-06-18 | Abbvie Inc. | Methods for treating HCV |
| SE1450130A1 (sv) | 2011-10-21 | 2014-05-07 | Abbvie Inc | Förfaranden för att behandla hcv innefattande minst två direktverkande antivirala agenser, ribavirin men inte interferon |
| US8492386B2 (en) | 2011-10-21 | 2013-07-23 | Abbvie Inc. | Methods for treating HCV |
| EP2583680A3 (en) | 2011-10-21 | 2013-06-12 | Abbvie Inc. | Mono (PSI-7977) or combination treatment of DAAs for use in treating HCV |
| BR112015007879A2 (pt) | 2012-10-19 | 2017-07-04 | Bristol Myers Squibb Co | inibidores do vírus da hepatite c |
| US9643999B2 (en) | 2012-11-02 | 2017-05-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| EP2914613B1 (en) | 2012-11-02 | 2017-11-22 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| US9334279B2 (en) | 2012-11-02 | 2016-05-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| US9409943B2 (en) | 2012-11-05 | 2016-08-09 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| MY172166A (en) | 2013-01-31 | 2019-11-15 | Gilead Pharmasset Llc | Combination formulation of two antiviral compounds |
| EP2964664B1 (en) | 2013-03-07 | 2017-01-11 | Bristol-Myers Squibb Company | Hepatitis c virus inhibitors |
| CN103539831B (zh) * | 2013-09-29 | 2016-02-03 | 北京林业大学 | 山杏α-葡萄糖苷酶抑制肽及其制备方法和用途 |
| CN103539833B (zh) * | 2013-09-29 | 2016-02-03 | 北京林业大学 | 高活性α-葡萄糖苷酶抑制肽及其制备方法和用途 |
| EA201892448A1 (ru) | 2016-04-28 | 2019-06-28 | Эмори Юниверсити | Алкинсодержащие нуклеотидные и нуклеозидные терапевтические композиции и связанные с ними способы применения |
| ES2969239T3 (es) | 2016-05-27 | 2024-05-17 | Gilead Sciences Inc | Combinación de ledipasvir y sofosbuvir para su uso en el tratamiento de infecciones por el virus de la hepatitis B en humanos |
Family Cites Families (25)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4816570A (en) * | 1982-11-30 | 1989-03-28 | The Board Of Regents Of The University Of Texas System | Biologically reversible phosphate and phosphonate protective groups |
| US4968788A (en) * | 1986-04-04 | 1990-11-06 | Board Of Regents, The University Of Texas System | Biologically reversible phosphate and phosphonate protective gruops |
| EP0533833B1 (en) | 1990-06-13 | 1995-12-20 | GLAZIER, Arnold | Phosphorous produgs |
| DE69129650T2 (de) | 1990-09-14 | 1999-03-25 | Institute Of Organic Chemistry And Biochemistry Of The Academy Of Sciences Of The Czech Republic, Prag/Praha | Wirkstoffvorläufer von Phosphonaten |
| DE4308096A1 (de) | 1993-03-13 | 1994-09-15 | Hoechst Ag | Prodrug-Derivate von Enzyminhibitoren mit Hydroxylgruppen, Verfahren zu deren Herstellung und ihre Verwendung |
| CA2126601A1 (en) | 1993-06-29 | 1994-12-30 | Mitsubishi Chemical Corporation | Phosphonate-nucleotide ester derivatives |
| WO1995007920A1 (en) | 1993-09-17 | 1995-03-23 | Gilead Sciences, Inc. | Nucleotide analogs |
| JPH07183249A (ja) * | 1993-12-22 | 1995-07-21 | Nec Yamagata Ltd | イオン注入工程管理方法 |
| US5543523A (en) | 1994-11-15 | 1996-08-06 | Regents Of The University Of Minnesota | Method and intermediates for the synthesis of korupensamines |
| US5968788A (en) * | 1995-08-28 | 1999-10-19 | Toray Industries, Inc. | Method for producing folic acid |
| US6004977A (en) * | 1996-12-27 | 1999-12-21 | Hoechst Marion Roussel, Inc. | N-(pyridinylamino) isoindolines and related compounds |
| DE19843360A1 (de) * | 1998-09-22 | 2000-03-30 | Hassan Jomaa | Phosphororganische Verbindungen und ihre Verwendung |
| US6828301B2 (en) | 2002-02-07 | 2004-12-07 | Boehringer Ingelheim International Gmbh | Pharmaceutical compositions for hepatitis C viral protease inhibitors |
| EP1629000B1 (en) | 2003-04-16 | 2009-02-18 | Bristol-Myers Squibb Company | Macrocyclic isoquinoline peptide inhibitors of hepatitis c virus |
| PT1778702E (pt) * | 2004-07-16 | 2011-10-18 | Gilead Sciences Inc | Compostos antivirais |
| WO2007001406A2 (en) | 2004-10-05 | 2007-01-04 | Chiron Corporation | Aryl-containing macrocyclic compounds |
| EP1883402A2 (en) | 2005-04-13 | 2008-02-06 | Astex Therapeutics Limited | Hydroxybenzamide derivatives and their use as inhibitors of hsp90 |
| KR101294467B1 (ko) | 2005-07-25 | 2013-09-09 | 인터뮨, 인크. | Ｃ형 간염 바이러스 복제의 신규 거대고리형 억제제 |
| PE20070211A1 (es) | 2005-07-29 | 2007-05-12 | Medivir Ab | Compuestos macrociclicos como inhibidores del virus de hepatitis c |
| EP1919898B1 (en) * | 2005-07-29 | 2011-01-26 | Tibotec Pharmaceuticals | Macrocyclic inhibitors of hepatitis c virus |
| US7772183B2 (en) | 2005-10-12 | 2010-08-10 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
| KR20090026216A (ko) | 2006-07-07 | 2009-03-11 | 길리애드 사이언시즈, 인코포레이티드 | 항바이러스 포스피네이트 화합물 |
| US8293705B2 (en) | 2007-12-21 | 2012-10-23 | Avila Therapeutics, Inc. | HCV protease inhibitors and uses thereof |
| TW201111381A (en) | 2009-06-23 | 2011-04-01 | Gilead Sciences Inc | Pharmaceutical combinations useful for treating HCV |
| US8691757B2 (en) | 2011-06-15 | 2014-04-08 | Bristol-Myers Squibb Company | Hepatitis C virus inhibitors |
-
2007
- 2007-07-06 KR KR1020097002642A patent/KR20090026216A/ko not_active Ceased
- 2007-07-06 WO PCT/US2007/015664 patent/WO2008005565A2/en not_active Ceased
- 2007-07-06 CN CN2011104294087A patent/CN102532198A/zh active Pending
- 2007-07-06 CA CA2656356A patent/CA2656356C/en not_active Expired - Fee Related
- 2007-07-06 HR HR20090076A patent/HRP20090076A2/xx not_active Application Discontinuation
- 2007-07-06 US US12/303,219 patent/US20090227491A1/en not_active Abandoned
- 2007-07-06 JP JP2009518397A patent/JP2009542698A/ja not_active Withdrawn
- 2007-07-06 ES ES11190674T patent/ES2531315T3/es active Active
- 2007-07-06 TW TW096124722A patent/TW200819460A/zh unknown
- 2007-07-06 AR ARP070103031A patent/AR061840A1/es not_active Application Discontinuation
- 2007-07-06 EP EP11190674.9A patent/EP2422791B1/en active Active
- 2007-07-06 EP EP07796752A patent/EP2043658B1/en active Active
- 2007-07-06 US US11/825,606 patent/US7893264B2/en active Active
- 2007-07-06 BR BRPI0713961-6A patent/BRPI0713961A2/pt not_active IP Right Cessation
- 2007-07-06 AU AU2007269567A patent/AU2007269567B2/en not_active Ceased
- 2007-07-06 AT AT07796752T patent/ATE554776T1/de active
- 2007-07-06 MX MX2009000236A patent/MX2009000236A/es active IP Right Grant
- 2007-07-06 ES ES07796752T patent/ES2388969T3/es active Active
- 2007-07-06 EA EA200900154A patent/EA018098B1/ru not_active IP Right Cessation
-
2008
- 2008-11-25 IL IL195489A patent/IL195489A0/en unknown
- 2008-12-09 ZA ZA2008/10400A patent/ZA200810400B/en unknown
-
2009
- 2009-02-06 NO NO20090596A patent/NO20090596L/no not_active Application Discontinuation
-
2010
- 2010-10-27 US US12/913,704 patent/US8586744B2/en active Active
- 2010-10-27 US US12/913,692 patent/US8674088B2/en active Active
-
2012
- 2012-02-28 JP JP2012041605A patent/JP2012107061A/ja not_active Withdrawn
-
2015
- 2015-01-22 JP JP2015010367A patent/JP6010640B2/ja not_active Expired - Fee Related
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