KR101571915B1 - Hdac 저해제로서의 술포닐피롤의 신규 제조 방법 - Google Patents
Hdac 저해제로서의 술포닐피롤의 신규 제조 방법 Download PDFInfo
- Publication number
- KR101571915B1 KR101571915B1 KR1020107020293A KR20107020293A KR101571915B1 KR 101571915 B1 KR101571915 B1 KR 101571915B1 KR 1020107020293 A KR1020107020293 A KR 1020107020293A KR 20107020293 A KR20107020293 A KR 20107020293A KR 101571915 B1 KR101571915 B1 KR 101571915B1
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- alkyl
- compound
- alkoxy
- group
- 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
- 0 CN(C)CC(C=C1)=CCC1S(N(CC1)C=C1C=CC(N*)=O)(=O)=O Chemical compound CN(C)CC(C=C1)=CCC1S(N(CC1)C=C1C=CC(N*)=O)(=O)=O 0.000 description 1
- QVGAJFFXMCNCLR-VMPITWQZSA-N CN(C)Cc(cc1)ccc1S([n]1cc(/C=C/C(Cl)=O)cc1)(=O)=O Chemical compound CN(C)Cc(cc1)ccc1S([n]1cc(/C=C/C(Cl)=O)cc1)(=O)=O QVGAJFFXMCNCLR-VMPITWQZSA-N 0.000 description 1
Classifications
-
- 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
- C07D207/48—Sulfur atoms
-
- 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
- A61P1/04—Drugs for disorders of the alimentary tract or the digestive system for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/02—Nasal agents, e.g. decongestants
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P11/00—Drugs for disorders of the respiratory system
- A61P11/06—Antiasthmatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P13/00—Drugs for disorders of the urinary system
- A61P13/08—Drugs for disorders of the urinary system of the prostate
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/02—Drugs for dermatological disorders for treating wounds, ulcers, burns, scars, keloids, or the like
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/02—Drugs for skeletal disorders for joint disorders, e.g. arthritis, arthrosis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P19/00—Drugs for skeletal disorders
- A61P19/06—Antigout agents, e.g. antihyperuricemic or uricosuric agents
-
- 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
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- 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
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- 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
- A61P31/18—Antivirals for RNA viruses for HIV
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/02—Antineoplastic agents specific for leukemia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
- A61P35/04—Antineoplastic agents specific for metastasis
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/02—Immunomodulators
- A61P37/06—Immunosuppressants, e.g. drugs for graft rejection
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P37/00—Drugs for immunological or allergic disorders
- A61P37/08—Antiallergic agents
-
- 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
-
- 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
- A61P9/04—Inotropic agents, i.e. stimulants of cardiac contraction; Drugs for heart failure
-
- 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
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/12—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 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)
- Animal Behavior & Ethology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- Biomedical Technology (AREA)
- Pulmonology (AREA)
- Immunology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Cardiology (AREA)
- Rheumatology (AREA)
- Oncology (AREA)
- Urology & Nephrology (AREA)
- Pain & Pain Management (AREA)
- Heart & Thoracic Surgery (AREA)
- Virology (AREA)
- Physical Education & Sports Medicine (AREA)
- Hospice & Palliative Care (AREA)
- Tropical Medicine & Parasitology (AREA)
- Vascular Medicine (AREA)
- Communicable Diseases (AREA)
- Molecular Biology (AREA)
- Psychiatry (AREA)
- AIDS & HIV (AREA)
- Hematology (AREA)
- Psychology (AREA)
- Endocrinology (AREA)
- Reproductive Health (AREA)
- Orthopedic Medicine & Surgery (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP08004567.7 | 2008-03-12 | ||
| EP08004567A EP2100878A1 (en) | 2008-03-12 | 2008-03-12 | Novel method for the production of sulphonylpyrroles as HDAC inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20100121656A KR20100121656A (ko) | 2010-11-18 |
| KR101571915B1 true KR101571915B1 (ko) | 2015-11-25 |
Family
ID=39639400
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020107020293A Active KR101571915B1 (ko) | 2008-03-12 | 2009-03-11 | Hdac 저해제로서의 술포닐피롤의 신규 제조 방법 |
Country Status (22)
| Country | Link |
|---|---|
| US (1) | US8785659B2 (https=) |
| EP (2) | EP2100878A1 (https=) |
| JP (1) | JP5530939B2 (https=) |
| KR (1) | KR101571915B1 (https=) |
| CN (1) | CN101970404B (https=) |
| AT (1) | ATE519739T1 (https=) |
| AU (1) | AU2009224623C1 (https=) |
| BR (1) | BRPI0909752B8 (https=) |
| CA (1) | CA2719074C (https=) |
| CY (1) | CY1111994T1 (https=) |
| DK (1) | DK2265580T3 (https=) |
| EA (1) | EA017929B1 (https=) |
| ES (1) | ES2370592T3 (https=) |
| IL (1) | IL207995A (https=) |
| MX (1) | MX2010010015A (https=) |
| NZ (1) | NZ587824A (https=) |
| PL (1) | PL2265580T3 (https=) |
| PT (1) | PT2265580E (https=) |
| SI (1) | SI2265580T1 (https=) |
| UA (1) | UA102091C2 (https=) |
| WO (1) | WO2009112529A1 (https=) |
| ZA (1) | ZA201006422B (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP2100882A1 (en) * | 2008-03-12 | 2009-09-16 | 4Sc Ag | (E) -N -(2-Amino-phenyl) -3-{1-[4-(1-methyl-1H-pyrazol-4-yl)- benzenesulfonyl]-1H-pyrrol-3-yl} -acrylamide salts |
| WO2017178577A1 (en) | 2016-04-14 | 2017-10-19 | 4Sc Ag | Medical application of resminostat in asian patients |
| TW201912183A (zh) | 2017-08-31 | 2019-04-01 | 德商4Sc製藥公司 | Hdac抑制劑與抗代謝藥劑組合用於癌症治療 |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007039404A1 (en) | 2005-09-21 | 2007-04-12 | Nycomed Gmbh | Novel sulphonylpyrroles as inhibitors of hdac s novel sulphonylpyrroles |
Family Cites Families (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4960787A (en) | 1989-02-06 | 1990-10-02 | Ciba-Geigy Corporation | Certain pyrrolyl-substituted hydroxamic acid derivatives |
| KR100236806B1 (ko) | 1991-12-10 | 2000-01-15 | 시오노 요시히코 | 방향족 설폰아미드계 하이드록삼산 유도체 |
| CA2223154A1 (en) | 1995-06-02 | 1996-12-05 | G.D. Searle & Co. | Heterocyclo substituted hydroxamic acid derivatives as cyclooxygenase-2 and 5-lipoxygenase inhibitors |
| HRP20130810T1 (en) | 2004-03-11 | 2013-09-30 | 4Sc Ag | Sulphonylpyrroles as hdac inhibitors |
| PT1861365E (pt) * | 2005-03-15 | 2009-09-22 | 4Sc Ag | N-sulfonilpirroles e a sua utilização como inibidores de histona-desacetilase |
| CN101287706A (zh) | 2005-09-21 | 2008-10-15 | 尼科梅德有限责任公司 | 作为组蛋白脱乙酰基酶抑制剂的磺酰基吡咯盐酸盐 |
-
2008
- 2008-03-12 EP EP08004567A patent/EP2100878A1/en not_active Ceased
-
2009
- 2009-03-11 AT AT09721108T patent/ATE519739T1/de active
- 2009-03-11 BR BRPI0909752A patent/BRPI0909752B8/pt active IP Right Grant
- 2009-03-11 NZ NZ587824A patent/NZ587824A/en unknown
- 2009-03-11 EP EP09721108A patent/EP2265580B1/en active Active
- 2009-03-11 PT PT09721108T patent/PT2265580E/pt unknown
- 2009-03-11 ES ES09721108T patent/ES2370592T3/es active Active
- 2009-03-11 MX MX2010010015A patent/MX2010010015A/es active IP Right Grant
- 2009-03-11 CA CA2719074A patent/CA2719074C/en active Active
- 2009-03-11 JP JP2010550194A patent/JP5530939B2/ja active Active
- 2009-03-11 KR KR1020107020293A patent/KR101571915B1/ko active Active
- 2009-03-11 CN CN2009801082773A patent/CN101970404B/zh active Active
- 2009-03-11 SI SI200930103T patent/SI2265580T1/sl unknown
- 2009-03-11 PL PL09721108T patent/PL2265580T3/pl unknown
- 2009-03-11 DK DK09721108.0T patent/DK2265580T3/da active
- 2009-03-11 US US12/921,928 patent/US8785659B2/en active Active
- 2009-03-11 UA UAA201011865A patent/UA102091C2/ru unknown
- 2009-03-11 AU AU2009224623A patent/AU2009224623C1/en active Active
- 2009-03-11 WO PCT/EP2009/052870 patent/WO2009112529A1/en not_active Ceased
- 2009-03-11 EA EA201001270A patent/EA017929B1/ru not_active IP Right Cessation
-
2010
- 2010-09-05 IL IL207995A patent/IL207995A/en active IP Right Grant
- 2010-09-07 ZA ZA2010/06422A patent/ZA201006422B/en unknown
-
2011
- 2011-11-03 CY CY20111101060T patent/CY1111994T1/el unknown
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2007039404A1 (en) | 2005-09-21 | 2007-04-12 | Nycomed Gmbh | Novel sulphonylpyrroles as inhibitors of hdac s novel sulphonylpyrroles |
Also Published As
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2712803T3 (es) | Inhibidores de histona desacetilasa | |
| CN108530310B (zh) | 2-(取代苯杂基)芳香甲酸类fto抑制剂,其制备方法及其应用 | |
| KR20210052331A (ko) | Ezh2 저해제 및 e3 리가제 바인더를 포함하는 화합물 및 이를 유효성분으로 함유하는 ezh2 관련 질환의 예방 또는 치료용 약학적 조성물 | |
| AU2020200846A1 (en) | Piperidine derivatives as hdac1/2 inhibitors | |
| EA012451B1 (ru) | Новые амидозамещённые гидрокси-6-фенилфенантридины | |
| CA2947134A1 (en) | Compounds comprising 1,1',2,5'-tetrahydrospiro[indole-3,2'-pyrrole]-2,5'-dione system as inhibitors p53-mdm2 protein-protein interaction | |
| CA2907528A1 (en) | Novel compounds | |
| KR101571915B1 (ko) | Hdac 저해제로서의 술포닐피롤의 신규 제조 방법 | |
| CN108689937B (zh) | 吲唑类化合物及其在制备ido抑制剂类药物上的用途 | |
| PT2419422E (pt) | Derivados de imidazolidina-2,4-diona e sua utilização como um medicamento | |
| WO2023061368A1 (zh) | 一类羟肟酸衍生物及其应用 | |
| CN118684666A (zh) | Kif18a抑制剂及其用途 | |
| WO1999040063A1 (en) | Novel azapeptide type hydroxamic acid derivatives | |
| KR101900574B1 (ko) | 신규한 n-히드록시벤즈아미드 및 이의 용도 | |
| WO2021082181A1 (zh) | Set8赖氨酸甲基转移酶抑制剂及其制备方法和用途 | |
| HK1150319B (en) | Novel method for the production of sulphonylpyrroles as hdac inhibitors | |
| WO2025194094A1 (en) | Small molecule modulators of sirt5 and uses thereof | |
| KR20180071890A (ko) | 신규한 히드록삼산 및 이의 용도 | |
| KR20120109667A (ko) | 열쇼크 단백질의 활성을 저해하는 신규 화합물 | |
| Mohameda et al. | Novel chalcone derivatives: Design, synthesis and histone deacetylase inhibition activity | |
| KR20120056447A (ko) | 퀴녹살린 유도체 또는 이의 염을 유효성분으로 포함하는 암 예방 또는 치료용 약학 조성물 | |
| CN114158266A (zh) | 化合物3-(苯并[d][1,3]二氧杂环戊烯-5-基)-7-(1-羟基丙-2-基)-1-(1H-吲哚-3-基)-6,7-二氢-3H-噁唑并[3,4-a]吡嗪-5,8-二酮的立体异构体及其作为抗肿瘤剂和磷酸二酯酶抑制剂的用途 | |
| JP2020186182A (ja) | 標的蛋白質分解誘導化合物 | |
| BR112020000564A2 (pt) | novos derivados de heteroarilamida como inibidores seletivos das histonas desacetilases 1 e/ou 2 (hdac1-2) |
Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PA0105 | International application |
Patent event date: 20100910 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: 20140228 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: 20150528 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: 20151027 |
|
| GRNT | Written decision to grant | ||
| PR0701 | Registration of establishment |
Comment text: Registration of Establishment Patent event date: 20151119 Patent event code: PR07011E01D |
|
| PR1002 | Payment of registration fee |
Payment date: 20151119 End annual number: 3 Start annual number: 1 |
|
| PG1601 | Publication of registration | ||
| PR1001 | Payment of annual fee |
Payment date: 20201109 Start annual number: 6 End annual number: 6 |
|
| PR1001 | Payment of annual fee |
Payment date: 20211111 Start annual number: 7 End annual number: 7 |
|
| PR1001 | Payment of annual fee |
Payment date: 20221110 Start annual number: 8 End annual number: 8 |
|
| PR1001 | Payment of annual fee |
Payment date: 20231107 Start annual number: 9 End annual number: 9 |