KR100912782B1 - 6,7-불포화-7-카르바모일 치환 모르피난 유도체 - Google Patents
6,7-불포화-7-카르바모일 치환 모르피난 유도체 Download PDFInfo
- Publication number
- KR100912782B1 KR100912782B1 KR1020077027287A KR20077027287A KR100912782B1 KR 100912782 B1 KR100912782 B1 KR 100912782B1 KR 1020077027287 A KR1020077027287 A KR 1020077027287A KR 20077027287 A KR20077027287 A KR 20077027287A KR 100912782 B1 KR100912782 B1 KR 100912782B1
- Authority
- KR
- South Korea
- Prior art keywords
- substituted
- substituent group
- unsubstituted
- groups selected
- lower alkyl
- 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
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D489/00—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula:
- C07D489/06—Heterocyclic compounds containing 4aH-8, 9 c- Iminoethano-phenanthro [4, 5-b, c, d] furan ring systems, e.g. derivatives of [4, 5-epoxy]-morphinan of the formula: with a hetero atom directly attached in position 14
- C07D489/08—Oxygen 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
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/485—Morphinan derivatives, e.g. morphine, codeine
-
- 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
-
- 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
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- 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
- A61P1/10—Laxatives
-
- 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
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Pain & Pain Management (AREA)
- Otolaryngology (AREA)
- Hospice & Palliative Care (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Emergency Medicine (AREA)
- Epidemiology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
Applications Claiming Priority (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JPJP-P-2005-00151864 | 2005-05-25 | ||
| JP2005151864 | 2005-05-25 | ||
| JP2006065762 | 2006-03-10 | ||
| JPJP-P-2006-00065762 | 2006-03-10 | ||
| PCT/JP2006/310231 WO2006126529A1 (ja) | 2005-05-25 | 2006-05-23 | 6,7-不飽和-7-カルバモイル置換モルヒナン誘導体 |
| WOPCT/JP2006/310231 | 2006-05-23 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20080014791A KR20080014791A (ko) | 2008-02-14 |
| KR100912782B1 true KR100912782B1 (ko) | 2009-08-18 |
Family
ID=37451954
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020077027287A Active KR100912782B1 (ko) | 2005-05-25 | 2007-11-23 | 6,7-불포화-7-카르바모일 치환 모르피난 유도체 |
Country Status (20)
| Country | Link |
|---|---|
| US (4) | US8084460B2 (enExample) |
| EP (1) | EP1889848B8 (enExample) |
| JP (1) | JP4323547B2 (enExample) |
| KR (1) | KR100912782B1 (enExample) |
| CN (1) | CN101228172B (enExample) |
| AU (1) | AU2006250390B2 (enExample) |
| BE (1) | BE2019C533I2 (enExample) |
| BR (1) | BRPI0610343B8 (enExample) |
| CA (1) | CA2609733C (enExample) |
| DK (1) | DK1889848T3 (enExample) |
| ES (1) | ES2525215T3 (enExample) |
| FR (1) | FR19C1042I2 (enExample) |
| HU (1) | HUS1900034I1 (enExample) |
| MX (1) | MX2007014588A (enExample) |
| NL (1) | NL300996I2 (enExample) |
| PL (1) | PL1889848T3 (enExample) |
| PT (1) | PT1889848E (enExample) |
| RU (1) | RU2403255C2 (enExample) |
| TW (1) | TWI311056B (enExample) |
| WO (2) | WO2006126529A1 (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101486686B1 (ko) * | 2010-11-12 | 2015-01-26 | 시오노기세야쿠 가부시키가이샤 | 6,7-불포화-7-카르바모일 모르피난 유도체의 결정 및 그의 제조 방법 |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006126529A1 (ja) | 2005-05-25 | 2006-11-30 | Shionogi & Co., Ltd. | 6,7-不飽和-7-カルバモイル置換モルヒナン誘導体 |
| US8173666B2 (en) | 2007-03-12 | 2012-05-08 | Nektar Therapeutics | Oligomer-opioid agonist conjugates |
| US10512644B2 (en) | 2007-03-12 | 2019-12-24 | Inheris Pharmaceuticals, Inc. | Oligomer-opioid agonist conjugates |
| EP3090743A1 (en) * | 2008-01-09 | 2016-11-09 | Charleston Laboratories, Inc. | Pharmaceutical compositions for treating headache and eliminating nausea |
| JP5252391B2 (ja) * | 2008-02-21 | 2013-07-31 | 学校法人北里研究所 | オキサビシクロ[2.2.2]オクタンを有するモルヒナン誘導体およびその医薬用途 |
| CA2734333A1 (en) * | 2008-09-16 | 2010-03-25 | Nektar Therapeutics | Pegylated opioids with low potential for abuse |
| BR112012006069A8 (pt) * | 2009-09-18 | 2017-10-10 | Adolor Corp | Método para tratar ou prevenir constipação induzida e disfunção intestinal induzida por opióide em um humano, e, uso de uma quantidade terapeuticamente efetiva de composto |
| WO2011142620A2 (en) * | 2010-05-13 | 2011-11-17 | Green Cross Corporation | (+)-3-hydroxymorphinan-based polycycle derivatives as neuroprotectants |
| ES2903149T3 (es) | 2012-05-14 | 2022-03-31 | Shionogi & Co | Preparación que contiene derivado de 7-carbamoilmorfinano 6,7-insaturado |
| CN110325178B (zh) * | 2016-12-26 | 2022-05-13 | 盐野义制药株式会社 | 改善含量均一性的制剂的制造方法 |
| EP3773573B1 (en) | 2018-04-12 | 2026-03-18 | Morphic Therapeutic, Inc. | Antagonists of human integrin (alpha4)(beta7) |
| KR102201609B1 (ko) | 2019-04-19 | 2021-01-12 | 연성정밀화학(주) | 날데메딘의 제조방법 |
| JP7437490B2 (ja) | 2019-10-16 | 2024-02-22 | モーフィック セラピューティック,インコーポレイテッド | ヒトインテグリン(アルファ-4)(ベータ-7)の阻害 |
| EP4062973A4 (en) | 2019-11-20 | 2023-11-29 | Shionogi & Co., Ltd | 6,7-unsaturated-7-carbamoyl morphinan derivative-containing solid formulation |
| CN111905111B (zh) * | 2020-09-16 | 2023-03-31 | 地奥集团成都药业股份有限公司 | 一种评价复方谷氨酰胺组方对腹泻型肠易激综合征疗效的方法 |
| IT202300009864A1 (it) * | 2023-05-16 | 2024-11-16 | Procos Spa | Processo per la preparazione di naldemedina |
| CN121534059A (zh) * | 2024-08-09 | 2026-02-17 | 盐野义有限公司 | 一种治疗帕金森综合征或帕金森病的方法和药物组合物 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001037785A2 (en) * | 1999-11-29 | 2001-05-31 | Adolor Corporation | Novel methods and compositions involving opioids and antagonists thereof |
Family Cites Families (29)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4272541A (en) | 1978-06-02 | 1981-06-09 | Miles Laboratories, Inc. | 7,8 and 7-8 Substituted 4,5α-epoxymorphinan-6-one compounds, and methods of treating pain and drug dependence with them |
| US4275205A (en) | 1980-05-05 | 1981-06-23 | Miles Laboratories, Inc. | 7,7-Ditosyloxymethyl-4,5α-epoxy-morphinan-6-ols |
| US4347361A (en) | 1980-12-10 | 1982-08-31 | Sisa, Incorporated | 4,5α-Epoxy-3-hydroxy or methoxy-7-(1-hydroxy-alkyl or 1-oxoalkyl)morphinan-6-one compounds |
| US4370333A (en) | 1981-06-29 | 1983-01-25 | Sisa, Incorporated | 17-Cyclopropylmethyl-3-hydroxy-14-methoxy 7α-methyl-morphinan-6-one and therapeutic method of treating pain with it |
| US4443605A (en) | 1982-07-30 | 1984-04-17 | Miles Laboratories, Inc. | 7β-Arylalkyl-6α, 7 α-oxymethylene-3-methoxy or 3-hydroxy-4, 5α-epoxy-17 methyl or 17-cycloalkyl-methyl morphinans |
| US4440932A (en) | 1982-09-09 | 1984-04-03 | Miles Laboratories, Inc. | 7β-Arylalkyl-7α-methyl-6-oxo or 6α-hydroxy-3-methoxy or 3-hydroxy-4,5α-epoxy-17-methyl or 17-cycloalkyl-methylmorphinans |
| US4668685A (en) * | 1984-07-05 | 1987-05-26 | E.I. Du Pont De Nemours And Company | Substituted benzoate ester prodrug derivatives of 3-hydroxymorphinans, which are analgesics or narcotic antagonists |
| AU686203B2 (en) | 1993-07-23 | 1998-02-05 | Toray Industries, Inc. | Morphinan derivative and medicinal use |
| US5464841A (en) | 1993-11-08 | 1995-11-07 | Univ Minnesota | Use of delta opioid receptor antagonists to treat immunoregulatory disorders |
| KR19990077125A (ko) | 1996-01-10 | 1999-10-25 | 파올로 비지, 엔리꼬 카쭐라니 | 헤테로고리-축합 모르핀 유도체 (ⅱ) |
| WO2001002375A1 (en) | 1999-07-01 | 2001-01-11 | Chemrx Advanced Technologies, Inc. | Process for synthesizing oxadiazoles |
| US6451806B2 (en) * | 1999-09-29 | 2002-09-17 | Adolor Corporation | Methods and compositions involving opioids and antagonists thereof |
| AU2001259458B2 (en) * | 2000-05-05 | 2006-09-14 | Albert Einstein College Of Medicine Of Yeshiva University | Opioid antagonist compositions and dosage forms |
| US20040024004A1 (en) | 2001-05-04 | 2004-02-05 | Sherman Barry M. | Novel compositions and methods for enhancing potency or reducing adverse side effects of opioid agonists |
| WO2001085257A2 (en) | 2000-05-05 | 2001-11-15 | Pain Therapeutics, Inc. | Opioid antagonist compositions and dosage forms |
| ATE292625T1 (de) * | 2000-10-31 | 2005-04-15 | Rensselaer Polytech Inst | 8-substituierte 2,6-methano-3-benzazocine und 3- substituierte morphinane als opioidrezeptorbindende agenzien |
| DE60135016D1 (de) * | 2000-11-22 | 2008-09-04 | Toray Industries | Indolderivate und deren verwendung in medikamenten |
| KR100901402B1 (ko) * | 2001-08-23 | 2009-06-05 | 엔.브이.오가논 | 14-히드록시노르모르피논 유도체의 제조 방법 |
| DE10161963A1 (de) | 2001-12-17 | 2003-07-03 | Johannes Schuetz | 6-Aminomorphinanderivate, Herstellungsverfahren dafür und deren Verwendung |
| DE10229842A1 (de) * | 2002-07-03 | 2004-02-05 | Helmut Prof. Dr. Schmidhammer | Morphinanderivate und deren quartäre Ammoniumsalze substituiert in Position 14, Herstellungsverfahren und Verwendung |
| CN1288158C (zh) | 2002-07-11 | 2006-12-06 | 东丽株式会社 | 用于预防恶心和呕吐的治疗剂或预防剂 |
| JP2006502190A (ja) | 2002-09-18 | 2006-01-19 | ザ キュレイターズ オブ ザ ユニバーシティー オブ ミズーリ | デルタ−オピオイド受容体に選択的なオピエート類似物 |
| US20040157784A1 (en) | 2003-02-10 | 2004-08-12 | Jame Fine Chemicals, Inc. | Opiod tannate compositions |
| WO2005105093A2 (en) | 2003-08-26 | 2005-11-10 | Duke University | METHOD OF ARRESTING THE SIDE EFFECTS OF µ-OPIOID RECEPTOR AGONISTS DURING THEIR ADMINISTRATION |
| JP5266492B2 (ja) | 2004-05-28 | 2013-08-21 | ヒューマン バイオモレキュラル リサーチ インスティテュート | 代謝安定性鎮痛薬、疼痛薬物療法及び他の物質の合成 |
| US20060063792A1 (en) | 2004-09-17 | 2006-03-23 | Adolor Corporation | Substituted morphinans and methods of their use |
| US7142420B2 (en) | 2004-09-20 | 2006-11-28 | Qualcomm, Incorporated | Devices and methods for controlling relative movement between layers of an electronic device |
| WO2006126529A1 (ja) | 2005-05-25 | 2006-11-30 | Shionogi & Co., Ltd. | 6,7-不飽和-7-カルバモイル置換モルヒナン誘導体 |
| BR112013011593B1 (pt) | 2010-11-12 | 2022-02-22 | Shionogi & Co., Ltd | Sal de ácido p-toluenossulfônico |
-
2006
- 2006-05-23 WO PCT/JP2006/310231 patent/WO2006126529A1/ja not_active Ceased
- 2006-05-24 TW TW095118443A patent/TWI311056B/zh active
- 2006-05-25 PT PT67468330T patent/PT1889848E/pt unknown
- 2006-05-25 MX MX2007014588A patent/MX2007014588A/es active IP Right Grant
- 2006-05-25 US US11/920,851 patent/US8084460B2/en not_active Ceased
- 2006-05-25 DK DK06746833.0T patent/DK1889848T3/en active
- 2006-05-25 US US15/064,511 patent/USRE46365E1/en active Active
- 2006-05-25 JP JP2007517895A patent/JP4323547B2/ja active Active
- 2006-05-25 EP EP06746833.0A patent/EP1889848B8/en active Active
- 2006-05-25 AU AU2006250390A patent/AU2006250390B2/en not_active Ceased
- 2006-05-25 WO PCT/JP2006/310454 patent/WO2006126637A1/ja not_active Ceased
- 2006-05-25 PL PL06746833T patent/PL1889848T3/pl unknown
- 2006-05-25 RU RU2007148412/04A patent/RU2403255C2/ru active
- 2006-05-25 ES ES06746833.0T patent/ES2525215T3/es active Active
- 2006-05-25 CN CN2006800271187A patent/CN101228172B/zh active Active
- 2006-05-25 CA CA2609733A patent/CA2609733C/en active Active
- 2006-05-25 BR BRPI0610343A patent/BRPI0610343B8/pt not_active IP Right Cessation
-
2007
- 2007-11-23 KR KR1020077027287A patent/KR100912782B1/ko active Active
-
2011
- 2011-11-30 US US13/308,483 patent/US8536192B2/en not_active Ceased
-
2016
- 2016-03-08 US US15/064,538 patent/USRE46375E1/en active Active
-
2019
- 2019-06-20 FR FR19C1042C patent/FR19C1042I2/fr active Active
- 2019-06-24 BE BE2019C533C patent/BE2019C533I2/nl unknown
- 2019-06-26 NL NL300996C patent/NL300996I2/nl unknown
- 2019-07-03 HU HUS1900034C patent/HUS1900034I1/hu unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2001037785A2 (en) * | 1999-11-29 | 2001-05-31 | Adolor Corporation | Novel methods and compositions involving opioids and antagonists thereof |
Non-Patent Citations (1)
| Title |
|---|
| Chem. Pharm. Bulletin, 52(6), pp747-750 (2004.06)* |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR101486686B1 (ko) * | 2010-11-12 | 2015-01-26 | 시오노기세야쿠 가부시키가이샤 | 6,7-불포화-7-카르바모일 모르피난 유도체의 결정 및 그의 제조 방법 |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| KR100912782B1 (ko) | 6,7-불포화-7-카르바모일 치환 모르피난 유도체 | |
| JP7367169B2 (ja) | Rip1阻害剤化合物並びにそれを製造及び使用するための方法 | |
| JP7443495B2 (ja) | ヘテロ環式rip1キナーゼ阻害剤 | |
| JP5070364B2 (ja) | 6,7−不飽和−7−カルバモイルモルヒナン誘導体の結晶およびその製造方法 | |
| TWI723511B (zh) | 一種高活性sting蛋白激動劑化合物 | |
| RU2434851C1 (ru) | Циклические n, n'-диарилтиомочевины или n, n'-диарилмочевины - антагонисты андрогенных рецепторов, противораковое средство, способ получения и применения | |
| BRPI0709771A2 (pt) | modulador de receptor de androgÊnio para o tratamento de cÂncer de pràstata e doenÇas associadas com receptor de androgÊnio | |
| JPWO2008001859A1 (ja) | オピオイドδ受容体アゴニスト | |
| JP2013545760A (ja) | キノリン誘導体化合物、その製造方法およびそれを含む薬学組成物 | |
| JP5599519B2 (ja) | キノリン誘導体化合物、その製造方法およびそれを含む薬学組成物 | |
| AU2012217903A1 (en) | Peripherially acting mu opioid antagonists | |
| EP1844792A1 (en) | Therapeutic agent for constipation | |
| WO2006064779A1 (ja) | 6’位にカルボキシを有するインドロモルヒナン誘導体 | |
| JPWO2007043518A1 (ja) | 嘔気および/または嘔吐治療剤 | |
| CN101119728A (zh) | 6’位上具有羧基的吲哚并吗啡喃衍生物 |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| A201 | Request for examination | ||
| PA0105 | International application |
Patent event date: 20071123 Patent event code: PA01051R01D Comment text: International Patent Application |
|
| PA0201 | Request for examination |
Patent event code: PA02012R01D Patent event date: 20071123 Comment text: Request for Examination of Application |
|
| PG1501 | Laying open of application | ||
| E902 | Notification of reason for refusal | ||
| PE0902 | Notice of grounds for rejection |
Comment text: Notification of reason for refusal Patent event date: 20090102 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: 20090731 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 20090811 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 20090811 End annual number: 3 Start annual number: 1 |
|
| PG1601 | Publication of registration | ||
| FPAY | Annual fee payment |
Payment date: 20120724 Year of fee payment: 4 |
|
| PR1001 | Payment of annual fee |
Payment date: 20120724 Start annual number: 4 End annual number: 4 |
|
| FPAY | Annual fee payment |
Payment date: 20130719 Year of fee payment: 5 |
|
| PR1001 | Payment of annual fee |
Payment date: 20130719 Start annual number: 5 End annual number: 5 |
|
| FPAY | Annual fee payment |
Payment date: 20140721 Year of fee payment: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20140721 Start annual number: 6 End annual number: 6 |
|
| FPAY | Annual fee payment |
Payment date: 20150716 Year of fee payment: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20150716 Start annual number: 7 End annual number: 7 |
|
| FPAY | Annual fee payment |
Payment date: 20160720 Year of fee payment: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 20160720 Start annual number: 8 End annual number: 8 |
|
| FPAY | Annual fee payment |
Payment date: 20170720 Year of fee payment: 9 |
|
| PR1001 | Payment of annual fee |
Payment date: 20170720 Start annual number: 9 End annual number: 9 |
|
| FPAY | Annual fee payment |
Payment date: 20180719 Year of fee payment: 10 |
|
| PR1001 | Payment of annual fee |
Payment date: 20180719 Start annual number: 10 End annual number: 10 |
|
| FPAY | Annual fee payment |
Payment date: 20190722 Year of fee payment: 11 |
|
| PR1001 | Payment of annual fee |
Payment date: 20190722 Start annual number: 11 End annual number: 11 |
|
| PR1001 | Payment of annual fee |
Payment date: 20200720 Start annual number: 12 End annual number: 12 |
|
| PR1001 | Payment of annual fee |
Payment date: 20220720 Start annual number: 14 End annual number: 14 |
|
| PR1001 | Payment of annual fee |
Payment date: 20230705 Start annual number: 15 End annual number: 15 |