KR101019402B1 - 항부정맥제로 사용되는 삼환계 벤조피란 화합물 - Google Patents

항부정맥제로 사용되는 삼환계 벤조피란 화합물 Download PDF

Info

Publication number
KR101019402B1
KR101019402B1 KR1020067021988A KR20067021988A KR101019402B1 KR 101019402 B1 KR101019402 B1 KR 101019402B1 KR 1020067021988 A KR1020067021988 A KR 1020067021988A KR 20067021988 A KR20067021988 A KR 20067021988A KR 101019402 B1 KR101019402 B1 KR 101019402B1
Authority
KR
South Korea
Prior art keywords
group
amino
substituted
dihydro
pyrano
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.)
Expired - Lifetime
Application number
KR1020067021988A
Other languages
English (en)
Korean (ko)
Other versions
KR20070009638A (ko
Inventor
카쥬히코 오라이
유키히로 시게타
오사무 우에스기
타쿠미 오카다
토모유키 마츠다
Original Assignee
닛산 가가쿠 고교 가부시키 가이샤
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 닛산 가가쿠 고교 가부시키 가이샤 filed Critical 닛산 가가쿠 고교 가부시키 가이샤
Publication of KR20070009638A publication Critical patent/KR20070009638A/ko
Application granted granted Critical
Publication of KR101019402B1 publication Critical patent/KR101019402B1/ko
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/04—Ortho-condensed systems
    • 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
    • A61K31/35—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom
    • A61K31/352—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having six-membered rings with one oxygen as the only ring hetero atom condensed with carbocyclic rings, e.g. methantheline 
    • 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
    • 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
    • A61P9/06—Antiarrhythmics
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D513/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D513/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D513/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D515/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00
    • C07D515/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen, oxygen, and sulfur atoms as the only ring hetero atoms, not provided for in groups C07D463/00, C07D477/00 or C07D499/00 - C07D507/00 in which the condensed system contains two hetero rings
    • C07D515/04—Ortho-condensed systems

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • General Chemical & Material Sciences (AREA)
  • Heart & Thoracic Surgery (AREA)
  • Cardiology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)
  • Pyrane Compounds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Dental Preparations (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
KR1020067021988A 2004-03-23 2005-03-23 항부정맥제로 사용되는 삼환계 벤조피란 화합물 Expired - Lifetime KR101019402B1 (ko)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JPJP-P-2004-00084605 2004-03-23
JP2004084605 2004-03-23

Related Child Applications (1)

Application Number Title Priority Date Filing Date
KR1020107027058A Division KR101085979B1 (ko) 2004-03-23 2005-03-23 항부정맥제로 사용되는 삼환계 벤조피란 화합물

Publications (2)

Publication Number Publication Date
KR20070009638A KR20070009638A (ko) 2007-01-18
KR101019402B1 true KR101019402B1 (ko) 2011-03-07

Family

ID=34962589

Family Applications (2)

Application Number Title Priority Date Filing Date
KR1020067021988A Expired - Lifetime KR101019402B1 (ko) 2004-03-23 2005-03-23 항부정맥제로 사용되는 삼환계 벤조피란 화합물
KR1020107027058A Expired - Fee Related KR101085979B1 (ko) 2004-03-23 2005-03-23 항부정맥제로 사용되는 삼환계 벤조피란 화합물

Family Applications After (1)

Application Number Title Priority Date Filing Date
KR1020107027058A Expired - Fee Related KR101085979B1 (ko) 2004-03-23 2005-03-23 항부정맥제로 사용되는 삼환계 벤조피란 화합물

Country Status (30)

Country Link
US (2) US7652008B2 (cg-RX-API-DMAC7.html)
EP (1) EP1732929B1 (cg-RX-API-DMAC7.html)
JP (1) JP4840594B2 (cg-RX-API-DMAC7.html)
KR (2) KR101019402B1 (cg-RX-API-DMAC7.html)
CN (3) CN102190661B (cg-RX-API-DMAC7.html)
AT (1) ATE485299T1 (cg-RX-API-DMAC7.html)
AU (2) AU2005223612B2 (cg-RX-API-DMAC7.html)
BR (1) BRPI0508768A (cg-RX-API-DMAC7.html)
CA (1) CA2558139C (cg-RX-API-DMAC7.html)
CY (1) CY1111250T1 (cg-RX-API-DMAC7.html)
CZ (1) CZ2006598A3 (cg-RX-API-DMAC7.html)
DE (1) DE602005024245D1 (cg-RX-API-DMAC7.html)
DK (1) DK1732929T3 (cg-RX-API-DMAC7.html)
EG (1) EG27163A (cg-RX-API-DMAC7.html)
ES (1) ES2353021T3 (cg-RX-API-DMAC7.html)
HR (1) HRP20110005T1 (cg-RX-API-DMAC7.html)
IL (1) IL177950A (cg-RX-API-DMAC7.html)
MX (1) MXPA06010880A (cg-RX-API-DMAC7.html)
NO (1) NO339495B1 (cg-RX-API-DMAC7.html)
NZ (2) NZ549570A (cg-RX-API-DMAC7.html)
PL (1) PL1732929T3 (cg-RX-API-DMAC7.html)
PT (1) PT1732929E (cg-RX-API-DMAC7.html)
RS (1) RS51742B (cg-RX-API-DMAC7.html)
RU (1) RU2380370C2 (cg-RX-API-DMAC7.html)
SI (1) SI1732929T1 (cg-RX-API-DMAC7.html)
SK (1) SK287994B6 (cg-RX-API-DMAC7.html)
TW (1) TWI352704B (cg-RX-API-DMAC7.html)
UA (1) UA91189C2 (cg-RX-API-DMAC7.html)
WO (1) WO2005090357A1 (cg-RX-API-DMAC7.html)
ZA (1) ZA200607388B (cg-RX-API-DMAC7.html)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP4840594B2 (ja) * 2004-03-23 2011-12-21 日産化学工業株式会社 抗不整脈薬としての3環性ベンゾピラン化合物
US8394974B2 (en) 2006-03-10 2013-03-12 Nissan Chemical Industries, Ltd. Process for producing optically active chromene oxide compound
WO2010018867A1 (ja) * 2008-08-14 2010-02-18 日産化学工業株式会社 ジ置換ベンゾピラン化合物
AR076524A1 (es) * 2009-04-30 2011-06-15 Nissan Chemical Ind Ltd Forma cristalina de un compuesto de benzopirano triciclico y metodo de produccion de la misma
PT2445502T (pt) 2009-06-25 2017-09-22 Alkermes Pharma Ireland Ltd Compostos heterocíclicos para o tratamento de distúrbios neurológicos e psicológicos
US9738654B2 (en) 2012-09-27 2017-08-22 Nissan Chemical Industries, Ltd. Method for producing nitrogen-containing heterocyclic N-oxide compound
CN104507949B (zh) * 2012-09-27 2017-07-28 日产化学工业株式会社 高纯度的含氮杂环化合物的制造方法
CN105377826A (zh) * 2013-07-25 2016-03-02 日产化学工业株式会社 杂环化合物的制造方法
CN110177796B (zh) * 2017-01-06 2022-04-08 阿斯克里斯有限公司 喹啉酮衍生物及其用于预防或治疗变应性疾病的药物组合物
AU2019230014B2 (en) 2018-03-05 2024-11-28 Alkermes Pharma Ireland Limited Aripiprazole dosing strategy
CN108727261B (zh) * 2018-06-21 2021-09-24 济南大学 一种硝基取代喹那啶的制备方法
CN113543849B (zh) * 2018-12-28 2025-03-21 国立大学法人大阪大学 遗传性缓慢性心律失常治疗药
RU2754610C1 (ru) * 2020-04-14 2021-09-03 Георгий Викторович ТЕЦ Препарат для лечения заболеваний, вызванных бактериями
JP7733887B2 (ja) * 2020-06-26 2025-09-04 国立大学法人大阪大学 薬剤誘発性徐脈および徐脈性不整脈治療薬

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0488107A2 (en) * 1990-11-26 1992-06-03 E.R. SQUIBB & SONS, INC. Tricyclic benzodiazole analogs and their use in the treatment of cardiovascular disorders
WO1995034547A1 (en) * 1994-06-10 1995-12-21 Smithkline Beecham Plc C-4 amide substituted compounds and their use as therapeutic agents
EP0693283A1 (en) * 1993-04-02 1996-01-24 Nissan Chemical Industries, Limited Heart failure remedy

Family Cites Families (19)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
ZM7682A1 (en) 1981-09-25 1983-05-23 Beecham Group Plc Active compounds
JPS5867683U (ja) 1981-10-28 1983-05-09 株式会社ナムコ 歩行ロボツト
JPH0699439B2 (ja) 1988-02-03 1994-12-07 日産化学工業株式会社 ピラノベンゾオキサジアゾール誘導体
JP2658198B2 (ja) * 1988-06-23 1997-09-30 日産化学工業株式会社 ピラノベンゾトリアゾール誘導体
US5097037A (en) 1989-07-17 1992-03-17 Nissan Chemical Industries, Ltd. Process for the optical resolution of pyranobenzoxadiazole compounds
JP2876712B2 (ja) * 1989-07-17 1999-03-31 日産化学工業株式会社 光学活性ピラノベンゾオキサジアゾール誘導体
JPH07300414A (ja) * 1993-04-02 1995-11-14 Nissan Chem Ind Ltd 心不全治療薬
JP2734457B2 (ja) 1994-02-23 1998-03-30 日産化学工業株式会社 不斉エポキシ化反応
TW496866B (en) * 1996-05-15 2002-08-01 Hoechst Ag Sulfonamide-substituted chromans, processes for their preparation, their use as a medicament or a diagnostic, and medicament comprising them
WO1999062867A1 (fr) 1998-06-03 1999-12-09 Nissan Chemical Industries, Ltd. Derives d'indane
AU5444499A (en) 1998-09-01 2000-03-21 Nissan Chemical Industries Ltd. Benzoxazine derivatives
AU2830800A (en) 1999-03-25 2000-10-16 Nissan Chemical Industries Ltd. Chroman derivatives
WO2001021610A1 (en) 1999-09-17 2001-03-29 Nissan Chemical Industries, Ltd. Benzopyran derivative
US6555574B1 (en) 1999-09-24 2003-04-29 Nissan Chemical Industries, Ltd. 4-oxybenzopyran derivative
US6677371B1 (en) 1999-10-05 2004-01-13 Nissan Chemical Industries, Ltd. 4-oxybenzopyran derivative
TW589305B (en) 2001-02-14 2004-06-01 Nissan Chemical Ind Ltd 4-aminobenzopyran derivatives
IL159218A0 (en) 2001-06-25 2004-06-01 Nissan Chemical Ind Ltd Substituted benzopyran derivatives against arrhythmia
WO2003014113A1 (en) 2001-08-06 2003-02-20 Glenmark Pharmaceuticals Limited Novel benzopyran compounds and process for their preparation and use
JP4840594B2 (ja) * 2004-03-23 2011-12-21 日産化学工業株式会社 抗不整脈薬としての3環性ベンゾピラン化合物

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0488107A2 (en) * 1990-11-26 1992-06-03 E.R. SQUIBB & SONS, INC. Tricyclic benzodiazole analogs and their use in the treatment of cardiovascular disorders
EP0693283A1 (en) * 1993-04-02 1996-01-24 Nissan Chemical Industries, Limited Heart failure remedy
WO1995034547A1 (en) * 1994-06-10 1995-12-21 Smithkline Beecham Plc C-4 amide substituted compounds and their use as therapeutic agents

Also Published As

Publication number Publication date
DK1732929T3 (da) 2010-12-20
US20100069374A1 (en) 2010-03-18
NZ585606A (en) 2011-11-25
UA91189C2 (en) 2010-07-12
SK287994B6 (sk) 2012-09-03
PT1732929E (pt) 2010-12-21
CA2558139C (en) 2012-01-17
NZ549570A (en) 2010-08-27
HRP20110005T1 (hr) 2011-02-28
WO2005090357A1 (en) 2005-09-29
US7964623B2 (en) 2011-06-21
CN1934116B (zh) 2012-10-10
TW200600509A (en) 2006-01-01
ATE485299T1 (de) 2010-11-15
SK50792006A3 (sk) 2007-09-06
RS51742B (sr) 2011-10-31
KR20100130249A (ko) 2010-12-10
AU2010202900B2 (en) 2011-10-27
AU2005223612A1 (en) 2005-09-29
IL177950A (en) 2013-04-30
AU2005223612B2 (en) 2010-06-24
KR101085979B1 (ko) 2011-11-22
BRPI0508768A (pt) 2007-02-27
MXPA06010880A (es) 2006-12-15
KR20070009638A (ko) 2007-01-18
CN102190661B (zh) 2013-07-31
CN101429200B (zh) 2012-05-30
NO339495B1 (no) 2016-12-19
CY1111250T1 (el) 2015-06-11
JP2007530436A (ja) 2007-11-01
SI1732929T1 (sl) 2010-12-31
NO20064819L (no) 2006-10-23
EP1732929B1 (en) 2010-10-20
ES2353021T3 (es) 2011-02-24
AU2010202900A1 (en) 2010-07-29
CA2558139A1 (en) 2005-09-29
EP1732929A1 (en) 2006-12-20
CN1934116A (zh) 2007-03-21
IL177950A0 (en) 2006-12-31
EG27163A (en) 2015-08-24
JP4840594B2 (ja) 2011-12-21
PL1732929T3 (pl) 2011-04-29
DE602005024245D1 (de) 2010-12-02
CZ2006598A3 (cs) 2006-11-15
RU2006137284A (ru) 2008-04-27
US7652008B2 (en) 2010-01-26
HK1099299A1 (en) 2007-08-10
TWI352704B (en) 2011-11-21
CN102190661A (zh) 2011-09-21
CN101429200A (zh) 2009-05-13
US20080004262A1 (en) 2008-01-03
RU2380370C2 (ru) 2010-01-27
ZA200607388B (en) 2008-07-30

Similar Documents

Publication Publication Date Title
US7964623B2 (en) Tricyclic benzopyrane compound
US20040152763A1 (en) Substituted benzopyran derivatives against arrhythmia
KR101010676B1 (ko) 부정맥 치료에 유용한 벤조피란 화합물
JP2010065030A (ja) 3環性スピロベンゾピラン化合物
JP2010065029A (ja) 複素環ピラン化合物
HK1099299B (en) Tricyclic benzopyran compound as anti-arrhythmic agents
AU2002309284A1 (en) Substituted benzopyran derivatives against arrhythmia

Legal Events

Date Code Title Description
PA0105 International application

St.27 status event code: A-0-1-A10-A15-nap-PA0105

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

R15-X000 Change to inventor requested

St.27 status event code: A-3-3-R10-R15-oth-X000

R16-X000 Change to inventor recorded

St.27 status event code: A-3-3-R10-R16-oth-X000

PG1501 Laying open of application

St.27 status event code: A-1-1-Q10-Q12-nap-PG1501

AMND Amendment
P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

A201 Request for examination
AMND Amendment
P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0201 Request for examination

St.27 status event code: A-1-2-D10-D11-exm-PA0201

E902 Notification of reason for refusal
PE0902 Notice of grounds for rejection

St.27 status event code: A-1-2-D10-D21-exm-PE0902

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

AMND Amendment
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

E601 Decision to refuse application
PE0601 Decision on rejection of patent

St.27 status event code: N-2-6-B10-B15-exm-PE0601

T11-X000 Administrative time limit extension requested

St.27 status event code: U-3-3-T10-T11-oth-X000

J201 Request for trial against refusal decision
PJ0201 Trial against decision of rejection

St.27 status event code: A-3-3-V10-V11-apl-PJ0201

A107 Divisional application of patent
AMND Amendment
E13-X000 Pre-grant limitation requested

St.27 status event code: A-2-3-E10-E13-lim-X000

P11-X000 Amendment of application requested

St.27 status event code: A-2-2-P10-P11-nap-X000

P13-X000 Application amended

St.27 status event code: A-2-2-P10-P13-nap-X000

PA0104 Divisional application for international application

St.27 status event code: A-0-1-A10-A18-div-PA0104

St.27 status event code: A-0-1-A10-A16-div-PA0104

PB0901 Examination by re-examination before a trial

St.27 status event code: A-6-3-E10-E12-rex-PB0901

B701 Decision to grant
PB0701 Decision of registration after re-examination before a trial

St.27 status event code: A-3-4-F10-F13-rex-PB0701

GRNT Written decision to grant
PR0701 Registration of establishment

St.27 status event code: A-2-4-F10-F11-exm-PR0701

PR1002 Payment of registration fee

St.27 status event code: A-2-2-U10-U12-oth-PR1002

Fee payment year number: 1

PG1601 Publication of registration

St.27 status event code: A-4-4-Q10-Q13-nap-PG1601

FPAY Annual fee payment

Payment date: 20140204

Year of fee payment: 4

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 4

FPAY Annual fee payment

Payment date: 20150130

Year of fee payment: 5

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 5

FPAY Annual fee payment

Payment date: 20160127

Year of fee payment: 6

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 6

FPAY Annual fee payment

Payment date: 20170202

Year of fee payment: 7

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 7

FPAY Annual fee payment

Payment date: 20180202

Year of fee payment: 8

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 8

R18-X000 Changes to party contact information recorded

St.27 status event code: A-5-5-R10-R18-oth-X000

FPAY Annual fee payment

Payment date: 20190201

Year of fee payment: 9

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 9

FPAY Annual fee payment

Payment date: 20200205

Year of fee payment: 10

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 10

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 11

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 12

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 13

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 14

PR1001 Payment of annual fee

St.27 status event code: A-4-4-U10-U11-oth-PR1001

Fee payment year number: 15

PC1801 Expiration of term

St.27 status event code: N-4-6-H10-H14-oth-PC1801

Not in force date: 20250324

Ip right cessation event data comment text: Termination Category : EXPIRATION_OF_DURATION