NO318441B1 - Benzamider og preparater som inbefatter slike for behandling av neurodegenerative forstyrrelser - Google Patents
Benzamider og preparater som inbefatter slike for behandling av neurodegenerative forstyrrelser Download PDFInfo
- Publication number
- NO318441B1 NO318441B1 NO19974569A NO974569A NO318441B1 NO 318441 B1 NO318441 B1 NO 318441B1 NO 19974569 A NO19974569 A NO 19974569A NO 974569 A NO974569 A NO 974569A NO 318441 B1 NO318441 B1 NO 318441B1
- Authority
- NO
- Norway
- Prior art keywords
- butyl
- tert
- nitrobenzamide
- acetamidobenzamide
- compound
- Prior art date
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- 238000002360 preparation method Methods 0.000 title claims description 40
- 238000011282 treatment Methods 0.000 title claims description 22
- 150000003936 benzamides Chemical class 0.000 title description 22
- 229940054066 benzamide antipsychotics Drugs 0.000 title description 13
- 208000015122 neurodegenerative disease Diseases 0.000 title description 8
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 claims description 62
- 150000001875 compounds Chemical class 0.000 claims description 50
- KXDAEFPNCMNJSK-UHFFFAOYSA-N benzene carboxamide Natural products NC(=O)C1=CC=CC=C1 KXDAEFPNCMNJSK-UHFFFAOYSA-N 0.000 claims description 31
- 229960003638 dopamine Drugs 0.000 claims description 31
- -1 benzamide compound Chemical class 0.000 claims description 28
- 230000000626 neurodegenerative effect Effects 0.000 claims description 23
- 239000000825 pharmaceutical preparation Substances 0.000 claims description 22
- 208000018737 Parkinson disease Diseases 0.000 claims description 21
- 125000000738 acetamido group Chemical group [H]C([H])([H])C(=O)N([H])[*] 0.000 claims description 18
- DJKNRCWSXSZACF-UHFFFAOYSA-N 4-acetamido-n-tert-butylbenzamide Chemical compound CC(=O)NC1=CC=C(C(=O)NC(C)(C)C)C=C1 DJKNRCWSXSZACF-UHFFFAOYSA-N 0.000 claims description 16
- WFKPHYKFAOXUTI-UHFFFAOYSA-N NP-101A Chemical compound CC(=O)NC1=CC=CC=C1C(N)=O WFKPHYKFAOXUTI-UHFFFAOYSA-N 0.000 claims description 15
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims description 15
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 claims description 15
- 125000004432 carbon atom Chemical group C* 0.000 claims description 10
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- 125000000217 alkyl group Chemical group 0.000 claims description 9
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- 230000004065 mitochondrial dysfunction Effects 0.000 claims description 6
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- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 6
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- JVVSKZLOGOWAJJ-UHFFFAOYSA-N 4-acetamido-n-(2-methylbutan-2-yl)benzamide Chemical compound CCC(C)(C)NC(=O)C1=CC=C(NC(C)=O)C=C1 JVVSKZLOGOWAJJ-UHFFFAOYSA-N 0.000 claims description 5
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- BEPRYLWKWWVVQA-UHFFFAOYSA-N 4-nitro-n-pentylbenzamide Chemical compound CCCCCNC(=O)C1=CC=C([N+]([O-])=O)C=C1 BEPRYLWKWWVVQA-UHFFFAOYSA-N 0.000 claims description 5
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- YKWAXXNNKZSHDA-UHFFFAOYSA-N n-(2-methylbutyl)-4-nitrobenzamide Chemical compound CCC(C)CNC(=O)C1=CC=C([N+]([O-])=O)C=C1 YKWAXXNNKZSHDA-UHFFFAOYSA-N 0.000 claims description 5
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- YPJMRFZTVQPTQW-UHFFFAOYSA-N 3-acetamido-n-tert-butylbenzamide Chemical compound CC(=O)NC1=CC=CC(C(=O)NC(C)(C)C)=C1 YPJMRFZTVQPTQW-UHFFFAOYSA-N 0.000 claims description 4
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- PLKPLRMLCSBJKV-UHFFFAOYSA-N n-butyl-3-nitrobenzamide Chemical compound CCCCNC(=O)C1=CC=CC([N+]([O-])=O)=C1 PLKPLRMLCSBJKV-UHFFFAOYSA-N 0.000 claims description 3
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- 229910000029 sodium carbonate Inorganic materials 0.000 description 1
- 238000013222 sprague-dawley male rat Methods 0.000 description 1
- 230000000707 stereoselective effect Effects 0.000 description 1
- 230000035882 stress Effects 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- KDYFGRWQOYBRFD-UHFFFAOYSA-L succinate(2-) Chemical compound [O-]C(=O)CCC([O-])=O KDYFGRWQOYBRFD-UHFFFAOYSA-L 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 239000006228 supernatant Substances 0.000 description 1
- 238000013268 sustained release Methods 0.000 description 1
- 239000012730 sustained-release form Substances 0.000 description 1
- 239000003765 sweetening agent Substances 0.000 description 1
- 239000003826 tablet Substances 0.000 description 1
- YBRBMKDOPFTVDT-UHFFFAOYSA-N tert-butylamine Chemical compound CC(C)(C)N YBRBMKDOPFTVDT-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 150000003613 toluenes Chemical class 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 231100000419 toxicity Toxicity 0.000 description 1
- 238000002723 toxicity assay Methods 0.000 description 1
- 239000003053 toxin Substances 0.000 description 1
- 231100000765 toxin Toxicity 0.000 description 1
- 230000001052 transient effect Effects 0.000 description 1
- 238000001665 trituration Methods 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/38—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to a carbon atom of a ring other than a six-membered aromatic ring
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/166—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the carbon of a carboxamide group directly attached to the aromatic ring, e.g. procainamide, procarbazine, metoclopramide, labetalol
-
- 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
- A61K31/16—Amides, e.g. hydroxamic acids
- A61K31/165—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide
- A61K31/167—Amides, e.g. hydroxamic acids having aromatic rings, e.g. colchicine, atenolol, progabide having the nitrogen of a carboxamide group directly attached to the aromatic ring, e.g. lidocaine, paracetamol
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C233/00—Carboxylic acid amides
- C07C233/64—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings
- C07C233/65—Carboxylic acid amides having carbon atoms of carboxamide groups bound to carbon atoms of six-membered aromatic rings having the nitrogen atoms of the carboxamide groups bound to hydrogen atoms or to carbon atoms of unsubstituted hydrocarbon radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/30—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having the nitrogen atom of the carboxamide group bound to hydrogen atoms or to acyclic carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C237/00—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups
- C07C237/28—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton
- C07C237/42—Carboxylic acid amides, the carbon skeleton of the acid part being further substituted by amino groups having the carbon atom of at least one of the carboxamide groups bound to a carbon atom of a non-condensed six-membered aromatic ring of the carbon skeleton having nitrogen atoms of amino groups bound to the carbon skeleton of the acid part, further acylated
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2601/00—Systems containing only non-condensed rings
- C07C2601/02—Systems containing only non-condensed rings with a three-membered ring
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Medicinal Chemistry (AREA)
- Biomedical Technology (AREA)
- Neurosurgery (AREA)
- General Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Epidemiology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (AREA)
- Psychology (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US41567795A | 1995-04-03 | 1995-04-03 | |
| US08/415,847 US5643965A (en) | 1995-04-03 | 1995-04-03 | Aminobenzamide compounds for the treatment of neurodegenerative disorders |
| US08/415,248 US5659082A (en) | 1995-04-03 | 1995-04-03 | Nitro- and aminobenzamide compounds for neurodegenerative disorders |
| US08/415,694 US5658953A (en) | 1995-04-03 | 1995-04-03 | Pharmaceutical compositions of acetamidobenzamide compounds for neurodegenerative disorders |
| PCT/US1996/004538 WO1996031462A1 (en) | 1995-04-03 | 1996-04-03 | Benzamides for neurodegenerative disorder treatment |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| NO974569D0 NO974569D0 (no) | 1997-10-02 |
| NO974569L NO974569L (no) | 1997-11-21 |
| NO318441B1 true NO318441B1 (no) | 2005-03-21 |
Family
ID=27503636
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| NO19974569A NO318441B1 (no) | 1995-04-03 | 1997-10-02 | Benzamider og preparater som inbefatter slike for behandling av neurodegenerative forstyrrelser |
Country Status (39)
| Country | Link |
|---|---|
| EP (1) | EP0819113B1 (et) |
| JP (1) | JP3479658B2 (et) |
| KR (1) | KR100429120B1 (et) |
| CN (1) | CN1073552C (et) |
| AR (1) | AR002978A1 (et) |
| AT (1) | ATE202552T1 (et) |
| AU (1) | AU721045B2 (et) |
| BG (1) | BG63384B1 (et) |
| CA (1) | CA2215166A1 (et) |
| CO (1) | CO4700431A1 (et) |
| CZ (1) | CZ295852B6 (et) |
| DE (1) | DE69613567T2 (et) |
| DK (1) | DK0819113T3 (et) |
| DZ (1) | DZ2012A1 (et) |
| EA (1) | EA002031B1 (et) |
| EE (1) | EE03437B1 (et) |
| ES (1) | ES2160240T3 (et) |
| GR (1) | GR3036466T3 (et) |
| HK (1) | HK1016964A1 (et) |
| HR (1) | HRP960156B1 (et) |
| HU (1) | HUP9801759A3 (et) |
| IL (1) | IL117629A (et) |
| IS (1) | IS1919B (et) |
| MA (1) | MA23837A1 (et) |
| MX (1) | MX9707596A (et) |
| MY (1) | MY121206A (et) |
| NO (1) | NO318441B1 (et) |
| NZ (1) | NZ306204A (et) |
| PL (1) | PL184121B1 (et) |
| PT (1) | PT819113E (et) |
| RO (1) | RO116190B1 (et) |
| SA (1) | SA96160739B1 (et) |
| SI (1) | SI0819113T1 (et) |
| SK (1) | SK282900B6 (et) |
| TN (1) | TNSN96051A1 (et) |
| TR (1) | TR199701114T1 (et) |
| TW (1) | TW381073B (et) |
| WO (1) | WO1996031462A1 (et) |
| YU (1) | YU21096A (et) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AP898A (en) * | 1996-04-17 | 2000-11-17 | Centaur Pharmaceuticals Inc | Benzamidine treatment of dementia associated with Aids Virus (HIV-1) infection. |
| AU9646298A (en) * | 1997-10-27 | 1999-05-17 | Sumitomo Pharmaceuticals Company, Limited | Amide derivatives |
| AU3985699A (en) * | 1998-05-19 | 1999-12-06 | Centaur Pharmaceuticals, Inc. | Amide therapeutics for the treatment of inflammatory bowel disease |
| WO1999059569A1 (en) * | 1998-05-19 | 1999-11-25 | Centaur Pharmaceuticals, Inc. | Benzamide therapeutics for the treatment of inflammatory bowel disease |
| AU3679800A (en) * | 1999-04-23 | 2000-11-10 | Sumitomo Pharmaceuticals Company, Limited | Apoptosis inhibitors |
| CN101817761B (zh) * | 2010-01-29 | 2014-06-25 | 浙江大学 | 苯甲酸酯类衍生物及制备方法和应用 |
| EP2535059A4 (en) * | 2010-02-10 | 2014-03-12 | Public Univ Corp Yokohama City | USE OF A MSIN3B-BINDING COMPOUND WHICH BINDES SPECIFICLY TO THE SILENCER FACTOR OF NRSF NEURONIC SPECIFICATION |
| WO2014155184A1 (en) * | 2013-03-28 | 2014-10-02 | Rhenovia Pharma | Treatment for parkinson's disease |
| CN115594603A (zh) * | 2022-10-09 | 2023-01-13 | 湖北师范大学（Cn） | 微通道反应器制备n-叔丁基-4-氨基苯甲酰胺的方法 |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IT1069882B (it) * | 1975-12-22 | 1985-03-25 | Mallinckrodt Inc | 3 5 bis acilammino benzammidi particolarmente utili come agenti di contrasto per raffi x e procedimento per la loro preparazione |
| JPS5721320A (en) * | 1980-07-11 | 1982-02-04 | Chugai Pharmaceut Co Ltd | Blood sugar level depressing agent |
| JPS5867657A (ja) * | 1981-10-15 | 1983-04-22 | Chugai Pharmaceut Co Ltd | ペンズアミド誘導体 |
| US5472983A (en) * | 1994-04-14 | 1995-12-05 | Centaur Pharmaceuticals, Inc. | Benzamide-containing pharmaceutical compositions |
-
1996
- 1996-03-24 IL IL11762996A patent/IL117629A/xx active IP Right Grant
- 1996-03-27 DZ DZ960053A patent/DZ2012A1/fr active
- 1996-03-28 AR AR10196396A patent/AR002978A1/es unknown
- 1996-03-28 TW TW085103754A patent/TW381073B/zh active
- 1996-04-01 MA MA24193A patent/MA23837A1/fr unknown
- 1996-04-02 CO CO96016205A patent/CO4700431A1/es unknown
- 1996-04-02 YU YU21096A patent/YU21096A/sh unknown
- 1996-04-03 CN CN96193000A patent/CN1073552C/zh not_active Expired - Fee Related
- 1996-04-03 NZ NZ306204A patent/NZ306204A/xx unknown
- 1996-04-03 CA CA002215166A patent/CA2215166A1/en not_active Abandoned
- 1996-04-03 WO PCT/US1996/004538 patent/WO1996031462A1/en active IP Right Grant
- 1996-04-03 EA EA199700287A patent/EA002031B1/ru not_active IP Right Cessation
- 1996-04-03 SI SI9630313T patent/SI0819113T1/xx unknown
- 1996-04-03 EP EP96911550A patent/EP0819113B1/en not_active Expired - Lifetime
- 1996-04-03 MY MYPI96001225A patent/MY121206A/en unknown
- 1996-04-03 KR KR1019970706966A patent/KR100429120B1/ko not_active IP Right Cessation
- 1996-04-03 PL PL96322625A patent/PL184121B1/pl not_active IP Right Cessation
- 1996-04-03 ES ES96911550T patent/ES2160240T3/es not_active Expired - Lifetime
- 1996-04-03 TN TNTNSN96051A patent/TNSN96051A1/fr unknown
- 1996-04-03 CZ CZ19973098A patent/CZ295852B6/cs not_active IP Right Cessation
- 1996-04-03 DK DK96911550T patent/DK0819113T3/da active
- 1996-04-03 SK SK1325-97A patent/SK282900B6/sk unknown
- 1996-04-03 JP JP53043896A patent/JP3479658B2/ja not_active Expired - Fee Related
- 1996-04-03 EE EE9700235A patent/EE03437B1/et not_active IP Right Cessation
- 1996-04-03 AU AU54404/96A patent/AU721045B2/en not_active Ceased
- 1996-04-03 HU HU9801759A patent/HUP9801759A3/hu unknown
- 1996-04-03 DE DE69613567T patent/DE69613567T2/de not_active Expired - Fee Related
- 1996-04-03 PT PT96911550T patent/PT819113E/pt unknown
- 1996-04-03 TR TR97/01114T patent/TR199701114T1/xx unknown
- 1996-04-03 AT AT96911550T patent/ATE202552T1/de not_active IP Right Cessation
- 1996-04-03 HR HR960156A patent/HRP960156B1/xx not_active IP Right Cessation
- 1996-04-03 RO RO97-01826A patent/RO116190B1/ro unknown
- 1996-04-15 SA SA96160739A patent/SA96160739B1/ar unknown
-
1997
- 1997-09-25 IS IS4569A patent/IS1919B/is unknown
- 1997-09-29 BG BG101929A patent/BG63384B1/bg unknown
- 1997-10-02 NO NO19974569A patent/NO318441B1/no unknown
- 1997-10-02 MX MX9707596A patent/MX9707596A/es not_active IP Right Cessation
-
1998
- 1998-11-18 HK HK98112098A patent/HK1016964A1/xx not_active IP Right Cessation
-
2001
- 2001-08-30 GR GR20010401321T patent/GR3036466T3/el not_active IP Right Cessation
Also Published As
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