KR101146205B1 - 치환된 3-아릴-부틸-아민 화합물의 제조방법 - Google Patents

치환된 3-아릴-부틸-아민 화합물의 제조방법 Download PDF

Info

Publication number
KR101146205B1
KR101146205B1 KR1020057023464A KR20057023464A KR101146205B1 KR 101146205 B1 KR101146205 B1 KR 101146205B1 KR 1020057023464 A KR1020057023464 A KR 1020057023464A KR 20057023464 A KR20057023464 A KR 20057023464A KR 101146205 B1 KR101146205 B1 KR 101146205B1
Authority
KR
South Korea
Prior art keywords
methyl
phenyl
dimethylamine
delete delete
dimethylamino
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
KR1020057023464A
Other languages
English (en)
Korean (ko)
Other versions
KR20060036923A (ko
Inventor
볼프강 헬
마르쿠스 케겔
베른하르트 악테리스
헬무트 부슈만
외르크 호렌츠
하르트무트 뢰베르만
데틀레프 헬러
한스-요아힘 드렉슬러
슈테판 글라도우
Original Assignee
그뤼넨탈 게엠베하
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
Family has litigation
First worldwide family litigation filed litigation Critical https://patents.darts-ip.com/?family=33494923&utm_source=google_patent&utm_medium=platform_link&utm_campaign=public_patent_search&patent=KR101146205(B1) "Global patent litigation dataset” by Darts-ip is licensed under a Creative Commons Attribution 4.0 International License.
Application filed by 그뤼넨탈 게엠베하 filed Critical 그뤼넨탈 게엠베하
Publication of KR20060036923A publication Critical patent/KR20060036923A/ko
Application granted granted Critical
Publication of KR101146205B1 publication Critical patent/KR101146205B1/ko
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/54—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C217/64—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms
    • C07C217/66—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain
    • C07C217/72—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having etherified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by singly-bound oxygen atoms with singly-bound oxygen atoms and six-membered aromatic rings bound to the same carbon atom of the carbon chain linked by carbon chains having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
    • C07C209/68—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton
    • C07C209/70—Preparation of compounds containing amino groups bound to a carbon skeleton from amines, by reactions not involving amino groups, e.g. reduction of unsaturated amines, aromatisation, or substitution of the carbon skeleton by reduction of unsaturated amines
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/27—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by saturated carbon chains
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C211/00—Compounds containing amino groups bound to a carbon skeleton
    • C07C211/01—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms
    • C07C211/26—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring
    • C07C211/28—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to acyclic carbon atoms of an unsaturated carbon skeleton containing at least one six-membered aromatic ring having amino groups linked to the six-membered aromatic ring by unsaturated carbon chains
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
    • C07C213/08—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton by reactions not involving the formation of amino groups, hydroxy groups or etherified or esterified hydroxy groups
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
    • C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
    • C07C215/56—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups
    • C07C215/58—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain
    • C07C215/62—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with amino groups linked to the six-membered aromatic ring, or to the condensed ring system containing that ring, by carbon chains further substituted by hydroxy groups with hydroxy groups and the six-membered aromatic ring, or the condensed ring system containing that ring, bound to the same carbon atom of the carbon chain the chain having at least three carbon atoms between the amino groups and the six-membered aromatic ring or the condensed ring system containing that ring

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
KR1020057023464A 2003-06-06 2004-06-04 치환된 3-아릴-부틸-아민 화합물의 제조방법 Expired - Lifetime KR101146205B1 (ko)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10326097.8 2003-06-06
DE10326097A DE10326097A1 (de) 2003-06-06 2003-06-06 Verfahren zur Herstellung von Dimethyl-(3-aryl-butyl)-aminverbindungen
PCT/EP2004/006027 WO2004108658A1 (de) 2003-06-06 2004-06-04 Verfahren zur herstellung substituierter 3-aryl-butyl-aminverbindungen

Publications (2)

Publication Number Publication Date
KR20060036923A KR20060036923A (ko) 2006-05-02
KR101146205B1 true KR101146205B1 (ko) 2012-05-25

Family

ID=33494923

Family Applications (1)

Application Number Title Priority Date Filing Date
KR1020057023464A Expired - Lifetime KR101146205B1 (ko) 2003-06-06 2004-06-04 치환된 3-아릴-부틸-아민 화합물의 제조방법

Country Status (25)

Country Link
US (1) US7417170B2 (enExample)
EP (1) EP1633697B1 (enExample)
JP (1) JP4848268B2 (enExample)
KR (1) KR101146205B1 (enExample)
CN (1) CN1829681B (enExample)
AT (1) ATE425136T1 (enExample)
AU (1) AU2004245223C1 (enExample)
BR (1) BRPI0411268C8 (enExample)
CA (1) CA2528087C (enExample)
CY (1) CY1109088T1 (enExample)
DE (2) DE10326097A1 (enExample)
DK (1) DK1633697T3 (enExample)
EC (1) ECSP056218A (enExample)
ES (1) ES2323870T3 (enExample)
HR (1) HRP20090333T1 (enExample)
IL (1) IL172357A (enExample)
MX (1) MXPA05013193A (enExample)
NO (1) NO335587B1 (enExample)
NZ (1) NZ544231A (enExample)
PL (1) PL1633697T3 (enExample)
PT (1) PT1633697E (enExample)
RU (1) RU2380355C2 (enExample)
SI (1) SI1633697T1 (enExample)
WO (1) WO2004108658A1 (enExample)
ZA (1) ZA200600109B (enExample)

Families Citing this family (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE10328316A1 (de) 2003-06-23 2005-01-20 Grünenthal GmbH Verfahren zur Herstellung von Dimethyl-(3-aryl-buthyl)-aminverbindungen als pharmazeutische Wirkstoffe
DE102005052588A1 (de) 2005-11-02 2007-05-10 Grünenthal GmbH Verfahren zur Herstellung substituierter Dimethyl-(3-aryl-butyl)-amin-Verbindungen mittels homogener Katalyse
MX2009000911A (es) * 2006-07-24 2009-02-04 Janssen Pharmaceutica Nv Preparacion de (2r,3r)-3-(3-metoxifenil)-n,n,2-trimetilpentanamina .
TWI496762B (zh) * 2006-07-24 2015-08-21 歌林達股份有限公司 製備（１ｒ，２ｒ）-３-（３-二甲胺基-１-乙基-２-甲基-丙基）-酚之方法
TWI401237B (zh) 2006-07-24 2013-07-11 ３-〔（１ｒ，２ｒ）-３-（二甲基氨基）-１-乙基-２-甲基丙基〕酚之製備
CN101939287B (zh) * 2007-12-07 2014-10-22 格吕伦塔尔有限公司 (1r,2r)-3-(3-二甲基氨基-1-乙基-2-甲基-丙基)-苯酚的结晶变体
US20100227921A1 (en) * 2009-03-03 2010-09-09 Shire Llc Amino acid and peptide carbamate prodrugs of tapentadol and uses thereof
CN102002065B (zh) * 2009-09-02 2014-09-10 上海特化医药科技有限公司 他喷他多的制备方法及其中间体
US8288592B2 (en) 2009-09-22 2012-10-16 Actavis Group Ptc Ehf Solid state forms of tapentadol salts
IT1397189B1 (it) * 2009-12-01 2013-01-04 Archimica Srl Nuovo processo per la preparazione di tapentadol e suoi intermedi.
WO2011080736A1 (en) 2009-12-29 2011-07-07 Mapi Pharma Hk Limited Intermediate compounds and processes for the preparation of tapentadol and related compounds
WO2011092719A2 (en) * 2010-02-01 2011-08-04 Ind-Swift Laboratories Limited Process for the preparation of l-phenyl-3-dimethylaminopropane derivatives
US20130096346A1 (en) 2010-03-05 2013-04-18 Actavis Group Ptc Ehf Resolution methods for isolating desired enantiomers of tapentadol intermediates and use thereof for the preparation of tapentadol
WO2011128784A2 (en) 2010-04-05 2011-10-20 Actavis Group Ptc Ehf Novel process for preparing highly pure tapentadol or a pharmaceutically acceptable salt thereof
ITMI20100924A1 (it) * 2010-05-21 2011-11-22 Fidia Farmaceutici Nuovo metodo di sintesi delle due forme enantiomeriche del tapentadol
CN103168025B (zh) * 2010-06-15 2015-02-25 格吕伦塔尔有限公司 用于制备取代的3-(1-氨基-2-甲基戊烷-3-基)苯基化合物的方法
IT1401109B1 (it) 2010-07-02 2013-07-12 Archimica Srl Nuovo processo per la preparazione di tapentadol e suoi intermedi.
ES2860676T3 (es) * 2010-07-23 2021-10-05 Gruenenthal Gmbh Sales o cocristales de 3- (3-dimetilamino-1-etil-2-metil-propil) -fenol
EP2606030B1 (en) 2010-08-16 2016-05-18 Indoco Remedies Limited Process for the preparation of tapentadol
US8552219B2 (en) 2010-09-20 2013-10-08 Ind-Swift Laboratories Limited Process for preparing L-phenyl-3-dimethylaminopropane derivative
CN102477016B (zh) * 2010-11-26 2014-12-17 中国医学科学院药物研究所 他喷他多的中间体的合成与应用
HUP1300623A2 (en) * 2010-12-30 2014-03-28 Zentiva Ks O-substituted (2r,3r)-3-(3-hidroxiphenil)-2-metyil-4-pentenoic acids and a method of obtaining the same
CZ2010998A3 (cs) * 2010-12-30 2012-02-08 Zentiva, K.S. Zpusob výroby (2R,3R)-N,N-dimethyl-3-(3-hydroxyfenyl)-2-methylpentylaminu (tapentadolu)
CZ2010997A3 (cs) * 2010-12-30 2012-02-08 Zentiva, K.S. Zpusob výroby (2R,3R)-N,N-dimethyl-3-(3-hydroxyfenyl)-2-methylpentylaminu (tapentadolu)
WO2012146978A2 (en) 2011-04-28 2012-11-01 Actavis Group Ptc Ehf A novel process for the preparation of tapentadol or a pharmaceutically acceptable salt thereof
EP2530072A1 (en) 2011-06-03 2012-12-05 Lacer, S.A. New compounds, synthesis and use thereof in the treatment of pain
WO2013016840A1 (zh) 2011-07-29 2013-02-07 安徽省新星药物开发有限责任公司 用于合成他喷他多或其类似物的新中间体
WO2013105109A1 (en) 2011-11-09 2013-07-18 Indoco Remedies Limited Process for the preparation of tapentadol
US20130150622A1 (en) 2011-12-12 2013-06-13 Boehringer Ingelheim International Gmbh Stereoselective synthesis of tapentadol and its salts
WO2013120466A1 (en) 2012-02-17 2013-08-22 Zentiva, K.S. A new solid form of tapentadol and a method of its preparation
EP2674414A1 (en) 2012-06-15 2013-12-18 Siegfried AG Method for the preparation of 1-aryl-1-alkyl-3-dialkylaminopropane compounds
CN103159633B (zh) * 2012-07-06 2015-08-12 江苏恩华药业股份有限公司 他喷他多的制备方法及用于制备他喷他多的化合物
IN2013MU03670A (enExample) 2013-11-21 2015-07-31 Unimark Remedies Ltd
SI3083551T1 (en) 2013-12-16 2018-04-30 Farma Grs, D.O.O. CRYSTAL FORM INTERMEDIATE TAPENTADOL
CZ307492B6 (cs) 2014-02-04 2018-10-17 Zentiva, K.S. Pevná forma maleátu tapentadolu a způsob její přípravy
CA2991421C (en) 2015-07-10 2019-04-30 Mallinckrodt Llc A two-step process for preparing 3-substituted phenylalkylamines
EP4269384A1 (en) 2022-04-26 2023-11-01 KRKA, d.d., Novo mesto Method for crystallizing tapentadol intermediate, tapentadol intermediate of high purity, method of making tapentadol and tapentadol of high purity

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001005743A1 (de) 1999-07-16 2001-01-25 Grünenthal GmbH 3-amino-2-benzyl-1-phenyl-propanderivate

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3978129A (en) * 1972-01-28 1976-08-31 A. H. Robins Company, Incorporated Alkenyl- and alkanylamines
DE4426245A1 (de) 1994-07-23 1996-02-22 Gruenenthal Gmbh 1-Phenyl-3-dimethylamino-propanverbindungen mit pharmakologischer Wirkung
DE19609847A1 (de) * 1996-03-13 1997-09-18 Gruenenthal Gmbh Dimethyl-(3-aryl-but-3-enyl)-aminverbindungen als pharmazeutische Wirkstoffe
DE19857475A1 (de) * 1998-12-14 2000-06-15 Gruenenthal Gmbh Substituierte Cycloheptene, deren Herstellung und Verwendung
DE10000311A1 (de) * 2000-01-05 2001-07-12 Gruenenthal Gmbh Aminomethyl-Phonyl-Cyclohexanonderivate

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2001005743A1 (de) 1999-07-16 2001-01-25 Grünenthal GmbH 3-amino-2-benzyl-1-phenyl-propanderivate

Also Published As

Publication number Publication date
BRPI0411268B8 (pt) 2021-01-19
MXPA05013193A (es) 2006-03-09
CA2528087C (en) 2012-05-01
EP1633697A1 (de) 2006-03-15
KR20060036923A (ko) 2006-05-02
IL172357A0 (en) 2009-02-11
BRPI0411268B1 (pt) 2020-11-03
US20060194988A1 (en) 2006-08-31
EP1633697B1 (de) 2009-03-11
ATE425136T1 (de) 2009-03-15
WO2004108658A1 (de) 2004-12-16
PT1633697E (pt) 2009-06-04
AU2004245223B2 (en) 2010-01-28
HRP20090333T1 (hr) 2009-07-31
NZ544231A (en) 2009-06-26
BRPI0411268C1 (pt) 2021-05-25
JP4848268B2 (ja) 2011-12-28
RU2380355C2 (ru) 2010-01-27
PL1633697T3 (pl) 2009-08-31
CN1829681B (zh) 2013-02-06
AU2004245223A1 (en) 2004-12-16
ECSP056218A (es) 2006-04-19
HK1088597A1 (zh) 2006-11-10
DK1633697T3 (da) 2009-06-02
BRPI0411268A (pt) 2006-08-01
NO335587B1 (no) 2015-01-05
DE10326097A1 (de) 2005-01-05
CN1829681A (zh) 2006-09-06
CY1109088T1 (el) 2014-07-02
RU2005141518A (ru) 2007-07-20
US7417170B2 (en) 2008-08-26
AU2004245223C1 (en) 2010-06-10
CA2528087A1 (en) 2004-12-16
JP2006527178A (ja) 2006-11-30
IL172357A (en) 2014-09-30
ZA200600109B (en) 2007-01-31
DE502004009142D1 (de) 2009-04-23
NO20060044L (no) 2006-01-04
BRPI0411268C8 (pt) 2021-11-16
SI1633697T1 (sl) 2009-08-31
ES2323870T3 (es) 2009-07-27

Similar Documents

Publication Publication Date Title
KR20060036923A (ko) 치환된 3-아릴-부틸-아민 화합물의 제조방법
USRE37355E1 (en) 6-dimethylaminomethyl-1-phenyl-cyclohexane compounds as pharmaceutical active ingredients
CN113748101B (zh) 用于制备对映异构体纯的去甲肾上腺素的方法
WO2011080756A1 (en) Process for the preparation of 1-phenyl-3-dimethylaminopropane derivatives
US8222454B2 (en) Process for preparing optical pure milnacipran and its pharmaceutically accepted salts
MX2012015161A (es) Nuevo proceso para la sintesis de tapentadol e intermediarios del mismo.
KR100835549B1 (ko) 치환된 1-아미노부탄-3-올 유도체, 이의 제조방법, 및 이들 화합물을 함유하는 약제
KR100399512B1 (ko) 사이클릭화합물및이의염,및이들의제조방법
HUE029070T2 (en) (1R, 4R) -6'-Fluoro (N, N-Dimethyl- and N-methyl) -4-phenyl-4 ', 9'-dihydro-3'H-spiro [cyclohexane-1,1'- pyrano- [3,4, B] indole] -4-amine
JP2007503445A (ja) シクロアルキルアミノ酸化合物、その製造方法及び使用
US6815443B2 (en) 5-Amino-1-pentene-3-ol substituted derivatives
JP3847934B2 (ja) γ−オキソ−ホモフェニルアラニン誘導体及びそれを還元してなるホモフェニルアラニン誘導体の製造方法
US9663456B2 (en) Intermediate of tapentadol
SK2792003A3 (en) Method for producing chiral compounds
US20050096361A1 (en) Beta-amino ketones for the treatment of pain
US20060183933A1 (en) Method of hydroaminating N-alkenoylcarbamates with primary aromatic amines
JPH111453A (ja) シス−２−フルオロシクロプロパン−１−カルボン酸の光学活性体の製造方法
NO801209L (no) R fremgangsmaate ved fremstilling av alfa-halomethylaminosyre
JP2005126380A (ja) 光学活性な１，２−ビス（３，５−ジメチルフェニル）−１，２−エタンジアミンの製造方法

Legal Events

Date Code Title Description
PA0105 International application

Patent event date: 20051206

Patent event code: PA01051R01D

Comment text: International Patent Application

PG1501 Laying open of application
A201 Request for examination
PA0201 Request for examination

Patent event code: PA02012R01D

Patent event date: 20090603

Comment text: Request for Examination of Application

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

Comment text: Notification of reason for refusal

Patent event date: 20110217

Patent event code: PE09021S01D

E701 Decision to grant or registration of patent right
PE0701 Decision of registration

Patent event code: PE07011S01D

Comment text: Decision to Grant Registration

Patent event date: 20120227

GRNT Written decision to grant
PR0701 Registration of establishment

Comment text: Registration of Establishment

Patent event date: 20120508

Patent event code: PR07011E01D

PR1002 Payment of registration fee

Payment date: 20120509

End annual number: 3

Start annual number: 1

PG1601 Publication of registration
FPAY Annual fee payment

Payment date: 20150416

Year of fee payment: 4

PR1001 Payment of annual fee

Payment date: 20150416

Start annual number: 4

End annual number: 4

FPAY Annual fee payment

Payment date: 20160419

Year of fee payment: 5

PR1001 Payment of annual fee

Payment date: 20160419

Start annual number: 5

End annual number: 5

FPAY Annual fee payment

Payment date: 20170420

Year of fee payment: 6

PR1001 Payment of annual fee

Payment date: 20170420

Start annual number: 6

End annual number: 6

FPAY Annual fee payment

Payment date: 20180417

Year of fee payment: 7

PR1001 Payment of annual fee

Payment date: 20180417

Start annual number: 7

End annual number: 7

FPAY Annual fee payment

Payment date: 20190417

Year of fee payment: 8

PR1001 Payment of annual fee

Payment date: 20190417

Start annual number: 8

End annual number: 8

PR1001 Payment of annual fee

Payment date: 20210415

Start annual number: 10

End annual number: 10

PR1001 Payment of annual fee

Payment date: 20220329

Start annual number: 11

End annual number: 11

PR1001 Payment of annual fee

Payment date: 20230329

Start annual number: 12

End annual number: 12

PR1001 Payment of annual fee

Payment date: 20240328

Start annual number: 13

End annual number: 13

PC1801 Expiration of term

Termination date: 20241204

Termination category: Expiration of duration