JP2016508488A - ラジカル軌道スイッチング - Google Patents

ラジカル軌道スイッチング Download PDF

Info

Publication number
JP2016508488A
JP2016508488A JP2015555501A JP2015555501A JP2016508488A JP 2016508488 A JP2016508488 A JP 2016508488A JP 2015555501 A JP2015555501 A JP 2015555501A JP 2015555501 A JP2015555501 A JP 2015555501A JP 2016508488 A JP2016508488 A JP 2016508488A
Authority
JP
Japan
Prior art keywords
neg
rad
radical
anion
energy
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.)
Pending
Application number
JP2015555501A
Other languages
English (en)
Japanese (ja)
Other versions
JP2016508488A5 (enExample
Inventor
ミッシェル ルイーズ クート
ミッシェル ルイーズ クート
ガンナ グリノヴァ
ガンナ グリノヴァ
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Australian National University
Original Assignee
Australian National University
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
Priority claimed from AU2013900371A external-priority patent/AU2013900371A0/en
Application filed by Australian National University filed Critical Australian National University
Publication of JP2016508488A publication Critical patent/JP2016508488A/ja
Publication of JP2016508488A5 publication Critical patent/JP2016508488A5/ja
Pending legal-status Critical Current

Links

Images

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07H—SUGARS; DERIVATIVES THEREOF; NUCLEOSIDES; NUCLEOTIDES; NUCLEIC ACIDS
    • C07H19/00—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof
    • C07H19/02—Compounds containing a hetero ring sharing one ring hetero atom with a saccharide radical; Nucleosides; Mononucleotides; Anhydro-derivatives thereof sharing nitrogen
    • C07H19/04—Heterocyclic radicals containing only nitrogen atoms as ring hetero atom
    • C07H19/16—Purine radicals
    • C07H19/20—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids
    • C07H19/207—Purine radicals with the saccharide radical esterified by phosphoric or polyphosphoric acids the phosphoric or polyphosphoric acids being esterified by a further hydroxylic compound, e.g. flavine adenine dinucleotide or nicotinamide-adenine dinucleotide
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P39/00—General protective or antinoxious agents
    • A61P39/06—Free radical scavengers or antioxidants
    • 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
    • C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D207/46—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with hetero atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
    • C07D209/44—Iso-indoles; Hydrogenated iso-indoles
    • C07D209/46—Iso-indoles; Hydrogenated iso-indoles with an oxygen atom in position 1
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
    • C07D211/94—Oxygen atom, e.g. piperidine N-oxide
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
    • C07D211/92—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with a hetero atom directly attached to the ring nitrogen atom
    • C07D211/96—Sulfur atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
    • C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
    • C07D221/04—Ortho- or peri-condensed ring systems
    • C07D221/06—Ring systems of three rings
    • C07D221/10—Aza-phenanthrenes
    • C07D221/12—Phenanthridines
    • 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
    • C07F9/06—Phosphorus compounds without P—C bonds
    • C07F9/08—Esters of oxyacids of phosphorus
    • C07F9/09—Esters of phosphoric acids
    • C07F9/091—Esters of phosphoric acids with hydroxyalkyl compounds with further substituents on alkyl
    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/38—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)]
    • C07F9/3804—Phosphonic acids [RP(=O)(OH)2]; Thiophosphonic acids ; [RP(=X1)(X2H)2(X1, X2 are each independently O, S or Se)] not used, see subgroups
    • C07F9/3808—Acyclic saturated acids which can have further substituents on alkyl
    • 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
    • C07F9/28—Phosphorus compounds with one or more P—C bonds
    • C07F9/50—Organo-phosphines
    • C07F9/53—Organo-phosphine oxides; Organo-phosphine thioxides
    • C07F9/5325—Aromatic phosphine oxides or thioxides (P-C aromatic linkage)
    • 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
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/572—Five-membered 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
    • C07F9/553—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having one nitrogen atom as the only ring hetero atom
    • C07F9/576—Six-membered rings
    • C07F9/59—Hydrogenated pyridine 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
    • C07F9/6561—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings
    • C07F9/65616—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom containing systems of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring or ring system, with or without other non-condensed hetero rings containing the ring system having three or more than three double bonds between ring members or between ring members and non-ring members, e.g. purine or analogs
    • 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
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
    • C07F9/65685—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine oxide or thioxide

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • Molecular Biology (AREA)
  • Engineering & Computer Science (AREA)
  • Genetics & Genomics (AREA)
  • Biotechnology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Medicinal Chemistry (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Animal Behavior & Ethology (AREA)
  • Toxicology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pyridine Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
JP2015555501A 2013-02-06 2014-02-06 ラジカル軌道スイッチング Pending JP2016508488A (ja)

Applications Claiming Priority (5)

Application Number Priority Date Filing Date Title
AU2013900373 2013-02-06
AU2013900371 2013-02-06
AU2013900371A AU2013900371A0 (en) 2013-02-06 Radical orbital switching
AU2013900373A AU2013900373A0 (en) 2013-02-06 Radical orbital switching
PCT/AU2014/000085 WO2014121327A1 (en) 2013-02-06 2014-02-06 Radical orbital switching

Publications (2)

Publication Number Publication Date
JP2016508488A true JP2016508488A (ja) 2016-03-22
JP2016508488A5 JP2016508488A5 (enExample) 2017-02-09

Family

ID=51299075

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2015555501A Pending JP2016508488A (ja) 2013-02-06 2014-02-06 ラジカル軌道スイッチング

Country Status (7)

Country Link
US (1) US20160075732A1 (enExample)
EP (1) EP2953916A4 (enExample)
JP (1) JP2016508488A (enExample)
CN (1) CN105209410A (enExample)
AU (1) AU2014214532B2 (enExample)
CA (1) CA2900272A1 (enExample)
WO (1) WO2014121327A1 (enExample)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US12227457B2 (en) * 2018-10-29 2025-02-18 Universiteit Gent Admixture for a cementitious material to influence the rheology properties of the cementitious material
CN110265646B (zh) * 2019-06-25 2022-09-16 西南大学 一种氮掺杂类石墨烯活性碳材料及其制备方法和应用
CN113707226B (zh) * 2021-08-24 2024-08-06 西安热工研究院有限公司 一种建立木糖-木酮糖相互转化时微观动力学模型的方法

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10195136A (ja) * 1996-12-26 1998-07-28 Elf Atochem Sa （メタ）アクリル単量体、ビニル単量体、ビニリデン単量体、及びジエン単量体を制御下でラジカル重合又は共重合する方法並びに該方法により得られる（共）重合体
JP2001514697A (ja) * 1997-03-11 2001-09-11 カーネギー メロン ユニヴァーシティー 原子または基転移ラジカル重合の改良
WO2002079284A1 (en) * 2001-03-30 2002-10-10 Zipat Ab New material
JP2003096054A (ja) * 2001-09-25 2003-04-03 Nof Corp アルコキシアミンおよびその製造方法
WO2009111725A1 (en) * 2008-03-07 2009-09-11 Carnegie Mellon University Improved controlled radical polymerization processes
CN102746515A (zh) * 2012-07-16 2012-10-24 浙江大学 一种嵌段共聚物的制备方法

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH10195136A (ja) * 1996-12-26 1998-07-28 Elf Atochem Sa （メタ）アクリル単量体、ビニル単量体、ビニリデン単量体、及びジエン単量体を制御下でラジカル重合又は共重合する方法並びに該方法により得られる（共）重合体
JP2001514697A (ja) * 1997-03-11 2001-09-11 カーネギー メロン ユニヴァーシティー 原子または基転移ラジカル重合の改良
WO2002079284A1 (en) * 2001-03-30 2002-10-10 Zipat Ab New material
JP2003096054A (ja) * 2001-09-25 2003-04-03 Nof Corp アルコキシアミンおよびその製造方法
WO2009111725A1 (en) * 2008-03-07 2009-09-11 Carnegie Mellon University Improved controlled radical polymerization processes
CN102746515A (zh) * 2012-07-16 2012-10-24 浙江大学 一种嵌段共聚物的制备方法

Non-Patent Citations (9)

* Cited by examiner, † Cited by third party
Title
AKDOGAN, YASAR ET AL.: "The solvation of nitroxide radicals in ionic liquids studied by high-field EPR spectroscopy", PHYSICAL CHEMISTRY CHEMICAL PHYSICS, vol. 12(28), JPN6017044043, 2010, pages 7874 - 82, ISSN: 0003814553 *
ATIK, SAMIR ET AL.: "Fluorescence quenching by nitroxyl radicals in micellar environments. A useful probe for studyi", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 100(10), JPN6017044040, 1978, pages 3234 - 5, ISSN: 0003814551 *
EDELEVA, MARIYA V. ET AL.: "pH-Sensitive C-ON Bond Homolysis of Alkoxyamines of Imidazoline Series with Multiple Ionizable Group", JOURNAL OF ORGANIC CHEMISTRY, vol. 76(14), JPN6017044033, 2011, pages 5558 - 73, ISSN: 0003814547 *
FUJITA, W. ET AL.: "Intercalation of stable organic radicals into layered copper hydroxides", SYNTHETIC METALS, vol. 122(3), JPN6017044039, 2001, pages 569 - 72, ISSN: 0003814550 *
GRYN'OVA, GANNA ET AL.: "Origin and Scope of Long-Range Stabilizing Interactions and Associated SOMO-HOMO Conversion in D", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 135(41), JPN6017044050, 2013, pages 15392 - 403, ISSN: 0003683732 *
KIRK, BENJAMIN B.; HARMAN, DAVID. G.; BLANKSBY, STEPHEN J.: "Direct Observation of the Gas Phase Reaction of the Cyclohexyl Radical with Dioxygen using a Dis", JOURNAL OF PHYSICAL CHEMISTRY A, vol. 114(3), JPN6017044046, 2010, pages 1446 - 56, ISSN: 0003683731 *
LAGERCRANTZ, CARL ET AL.: "Formation of aminoxyl radicals in alkaline water solutions from spin traps and short-lived radic", ACTA CHEMICA SCANDINAVICA, vol. 49(6), JPN6017044041, 1995, pages 399 - 404, ISSN: 0003814552 *
POREL, MINTU ET AL.: "Interaction between Encapsulated Excited Organic Molecules and Free Nitroxides: Communication Across", LANGMUIR, vol. 27(17), JPN6017044035, 2011, pages 10548 - 55, ISSN: 0003814548 *
STREHMEL, VERONIKA ET AL.: "Temperature dependence of interactions between stable piperidine-1-yloxyl derivatives and an ionic l", CHEMPHYSCHEM, vol. 9(9), JPN6017044037, 2008, pages 1294 - 302, ISSN: 0003814549 *

Also Published As

Publication number Publication date
CA2900272A1 (en) 2014-08-14
EP2953916A4 (en) 2016-10-26
US20160075732A1 (en) 2016-03-17
AU2014214532B2 (en) 2018-02-22
WO2014121327A1 (en) 2014-08-14
CN105209410A (zh) 2015-12-30
EP2953916A1 (en) 2015-12-16
AU2014214532A1 (en) 2015-08-20

Similar Documents

Publication Publication Date Title
Gryn'ova et al. Switching radical stability by pH-induced orbital conversion
Williams et al. New approach to the detection of short-lived radical intermediates
Cockroft et al. Substituent effects on aromatic stacking interactions
Kimura et al. Selective and Efficient Recognition of Thymidylylthymidine (TpT) by Bis (ZnII‐cyclen) and Thymidylylthymidylylthymidine (TpTpT) by Tris (ZnII‐cyclen) at Neutral pH in Aqueous Solution
Baytekin et al. Mass spectrometric studies of non-covalent compounds: why supramolecular chemistry in the gas phase?
Li et al. Non-covalent interactions in controlling pH-responsive behaviors of self-assembled nanosystems
Bon et al. Nitroxide-Mediated Living Radical Polymerization: Determination of the Rate Coefficient for Alkoxyamine C− O Bond Homolysis by Quantitative ESR
Going et al. Supercharging with m-nitrobenzyl alcohol and propylene carbonate: forming highly charged ions with extended, near-linear conformations
JP2016508488A (ja) ラジカル軌道スイッチング
Schulte et al. New seven-and eight-membered cyclic alkoxyamines for the living free radical polymerization
Molawi et al. Tin‐Free Radical Alkoxyamine Addition and Isomerization Reactions by Using the Persistent Radical Effect: Variation of the Alkoxyamine Structure
Bertin et al. Factors Influencing C− ON Bond Homolysis in Alkoxyamines: Unexpected Behavior of SG1 (N-(2-methyl-2-propyl)-N-(1-diethylphosphono-2, 2-dimethylpropyl)-N-oxyl)-Based Alkoxyamines
ES2616707T3 (es) Líquido iónico que contiene el anión alilsulfonato
Skene et al. An improved mimetic compound for styrene “living” free radical polymerization. an initiator containing the “penultimate” unit
Vušurović et al. Interactions of protonated guanidine and guanidine derivatives with multiply deprotonated RNA probed by electrospray ionization and collisionally activated dissociation
Lazzarotto et al. Synthesis and Properties of Upper Rim C‐Linked Peptidocalix [4] arenes
Huang et al. Uv–vis photodissociation action spectroscopy reveals cytosine–guanine hydrogen transfer in dna tetranucleotide cation radicals upon one-electron reduction
Phien et al. N-substituted akyl-and nonalkylpiperidines: Equatorial, axial or intermediate conformations?
Bagryanskaya et al. Can the first addition of alkyl radicals play a role in the fate of NMP?
Marshall et al. Experimental evidence for competitive NO and OC bond homolysis in gas-phase alkoxyamines
Bremond et al. Intramolecular Hydrogen Bond in Alkoxyamines. Influence on the C–ON Bond Homolysis
Nguyen et al. Comparison of collision-induced dissociation and electron-induced dissociation of singly charged mononucleotides
Aggarwal et al. Novel pyridinium oximes: synthesis, molecular docking and in vitro reactivation studies
Bacon et al. Homolysis and decomposition of alkoxyamines containing PROXYL and TEMPO residues: A comparison
Kang et al. Dynamics and entropy of cyclohexane rings control pH-responsive reactivity

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20151104

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20161216

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20161216

A977 Report on retrieval

Free format text: JAPANESE INTERMEDIATE CODE: A971007

Effective date: 20171026

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20171120

A601 Written request for extension of time

Free format text: JAPANESE INTERMEDIATE CODE: A601

Effective date: 20180219

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20180412

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20180611