WO2012031941A3 - 2-(R²-THIO)-10-[3-(4-R1-PIPERAZIN-1-YL)PROPYL]-10H-PHENOTHIAZINE ZUR BEHANDLUNG EINER β-AMYLOIDOPATHIE ODER ALPHA-SYNUCLEOPATHIE SOWIE VERFAHREN ZU DEREN DIAGNOSE ODER PRÄDIAGNOSE - Google Patents

2-(R²-THIO)-10-[3-(4-R1-PIPERAZIN-1-YL)PROPYL]-10H-PHENOTHIAZINE ZUR BEHANDLUNG EINER β-AMYLOIDOPATHIE ODER ALPHA-SYNUCLEOPATHIE SOWIE VERFAHREN ZU DEREN DIAGNOSE ODER PRÄDIAGNOSE Download PDF

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Publication number
WO2012031941A3
WO2012031941A3 PCT/EP2011/064893 EP2011064893W WO2012031941A3 WO 2012031941 A3 WO2012031941 A3 WO 2012031941A3 EP 2011064893 W EP2011064893 W EP 2011064893W WO 2012031941 A3 WO2012031941 A3 WO 2012031941A3
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WO
WIPO (PCT)
Prior art keywords
amyloidopathy
cerebral
prediagnosis
synucleopathy
piperazin
Prior art date
Application number
PCT/EP2011/064893
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English (en)
French (fr)
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WO2012031941A2 (de
Inventor
Jens Pahnke
Original Assignee
Universität Rostock
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
Priority to EP13190419.5A priority Critical patent/EP2693216B1/de
Priority to ES11755294.3T priority patent/ES2605705T3/es
Application filed by Universität Rostock filed Critical Universität Rostock
Priority to EP11755294.3A priority patent/EP2614060B1/de
Priority to JP2013527544A priority patent/JP6084924B2/ja
Priority to BR112013005472-7A priority patent/BR112013005472A2/pt
Priority to PL13190419T priority patent/PL2693216T3/pl
Priority to DK11755294.3T priority patent/DK2614060T3/da
Priority to US13/821,515 priority patent/US20130184268A1/en
Priority to MX2013002612A priority patent/MX357521B/es
Priority to CN201180053670.4A priority patent/CN103237802B/zh
Priority to RU2013110018/04A priority patent/RU2587154C2/ru
Priority to CA2811454A priority patent/CA2811454C/en
Publication of WO2012031941A2 publication Critical patent/WO2012031941A2/de
Publication of WO2012031941A3 publication Critical patent/WO2012031941A3/de
Priority to US14/499,918 priority patent/US9370523B2/en
Priority to US14/847,089 priority patent/US20150374711A1/en

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    • 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
    • A61K31/54—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame
    • A61K31/5415—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one sulfur as the ring hetero atoms, e.g. sulthiame ortho- or peri-condensed with carbocyclic ring systems, e.g. phenothiazine, chlorpromazine, piroxicam
    • 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
    • A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
    • 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
    • A61P39/00—General protective or antinoxious agents
    • A61P39/02—Antidotes
    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18—[b, e]-condensed with two six-membered rings
    • C07D279/22—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom
    • C07D279/24—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/18—[b, e]-condensed with two six-membered rings
    • C07D279/22—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom
    • C07D279/24—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom
    • C07D279/28—[b, e]-condensed with two six-membered rings with carbon atoms directly attached to the ring nitrogen atom with hydrocarbon radicals, substituted by amino radicals, attached to the ring nitrogen atom with other substituents attached to the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
    • C07D417/06—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings linked by a carbon chain containing only aliphatic carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
    • C07D417/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing three or more hetero rings
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N33/00—Investigating or analysing materials by specific methods not covered by groups G01N1/00 - G01N31/00
    • G01N33/48—Biological material, e.g. blood, urine; Haemocytometers
    • G01N33/50—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing
    • G01N33/68—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids
    • G01N33/6893—Chemical analysis of biological material, e.g. blood, urine; Testing involving biospecific ligand binding methods; Immunological testing involving proteins, peptides or amino acids related to diseases not provided for elsewhere
    • G01N33/6896—Neurological disorders, e.g. Alzheimer's disease
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/435—Assays involving biological materials from specific organisms or of a specific nature from animals; from humans
    • G01N2333/46—Assays involving biological materials from specific organisms or of a specific nature from animals; from humans from vertebrates
    • G01N2333/47—Assays involving proteins of known structure or function as defined in the subgroups
    • G01N2333/4701—Details
    • G01N2333/4709—Amyloid plaque core protein
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2333/00—Assays involving biological materials from specific organisms or of a specific nature
    • G01N2333/435—Assays involving biological materials from specific organisms or of a specific nature from animals; from humans
    • G01N2333/705—Assays involving receptors, cell surface antigens or cell surface determinants
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2800/00—Detection or diagnosis of diseases
    • G01N2800/28—Neurological disorders
    • G01N2800/2814—Dementia; Cognitive disorders
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2800/00—Detection or diagnosis of diseases
    • G01N2800/28—Neurological disorders
    • G01N2800/2814—Dementia; Cognitive disorders
    • G01N2800/2821—Alzheimer
    • G—PHYSICS
    • G01—MEASURING; TESTING
    • G01N—INVESTIGATING OR ANALYSING MATERIALS BY DETERMINING THEIR CHEMICAL OR PHYSICAL PROPERTIES
    • G01N2800/00—Detection or diagnosis of diseases
    • G01N2800/28—Neurological disorders
    • G01N2800/2835—Movement disorders, e.g. Parkinson, Huntington, Tourette

Abstract

Die Erfindung betrifft 2-(R2-Thio)-10-[3-(4-R1-piperazin-1-yl)propyl]-10H-phenothiazine gemäss der allgemeinen Formel I zur Behandlung einer β-Amyloidopathie oder einer α-Synucleinopathie, welche mit einer zerebralen Proteinablagerung und einer verminderten Aktivität des zerebralen ABCC1- Transporters einhergehen. Ebenso betrifft die Erfindung ein Verfahren zur Diagnose oder Prädiagnose einer β-Amyloidopathie oder α-Synucleopathie, welche mit einer zerebralen Proteinablagerung und einer verminderten Aktivität des zerebralen ABCC1-Transporters einhergehen oder zur Ermittlung des Risikos eines Probanden, an einer solchen Krankheit zu erkranken, wobei der Proband bereits Substanzen zu sich nimmt, welche über den zerebralen ABCC1-Transporter transportiert werden.
PCT/EP2011/064893 2010-09-07 2011-08-30 2-(R²-THIO)-10-[3-(4-R1-PIPERAZIN-1-YL)PROPYL]-10H-PHENOTHIAZINE ZUR BEHANDLUNG EINER β-AMYLOIDOPATHIE ODER ALPHA-SYNUCLEOPATHIE SOWIE VERFAHREN ZU DEREN DIAGNOSE ODER PRÄDIAGNOSE WO2012031941A2 (de)

Priority Applications (14)

Application Number Priority Date Filing Date Title
MX2013002612A MX357521B (es) 2010-09-07 2011-08-30 2-(R2-TIO)-10-[3-R1-PIPERAZIN-1-IL) PROPIL]-10H-FENOTIAZINA PARA TRATAR UNA ß-AMILOIDOPATIA O UNA A-SINUCLEINOPATIA Y METODO PARA EL DIAGNOSTICO O PREDIAGNOSTICO DE LAS MISMAS.
US13/821,515 US20130184268A1 (en) 2010-09-07 2011-08-30 2-(r2-thio)-10-[3-(4-r1-piperazin-1-yl) propyl]-10h-phenothiazine for treating a beta-amyloidopathy or an alpha-synucleopathy, and method for the diagnosis or prediagnosis thereof
EP11755294.3A EP2614060B1 (de) 2010-09-07 2011-08-30 Thiethylperazin zur behandlung einer beta-amyloidopathie oder alpha-synucleopathie
ES11755294.3T ES2605705T3 (es) 2010-09-07 2011-08-30 Tietilperazina para el tratamiento de una beta-amiloidopatía o alfa-sinucleopatía
BR112013005472-7A BR112013005472A2 (pt) 2010-09-07 2011-08-30 2-(r tio) 10 3 (4 r1 piperazina 1 il) propil 10h fenotiazina para tratar um amiloidopatia ou um alfa sinucleopatia ou um alfa-sinucleopatia, e método para seu diagnóstico ou pré diagnóstico
PL13190419T PL2693216T3 (pl) 2010-09-07 2011-08-30 Sposób diagnozowania lub wstępnego diagnozowania beta-amyloidopatii
CN201180053670.4A CN103237802B (zh) 2010-09-07 2011-08-30 2‑(R2‑硫代)‑10‑[3‑(4‑R1‑哌嗪‑1‑基)丙基]‑10H‑吩噻嗪用于治疗β‑淀粉样病或α‑共核蛋白病以及诊断或前诊断它们的方法
EP13190419.5A EP2693216B1 (de) 2010-09-07 2011-08-30 Verfahren zur Diagnose oder Prädiagnose einer Beta-Amyloidopathie
JP2013527544A JP6084924B2 (ja) 2010-09-07 2011-08-30 β−アミロイドパシーまたはα−シヌクレオパシーを治療するための２−（Ｒ２−チオ）−１０−［３−（４−Ｒ１−ピペラジン−１−イル）プロピル］−１０Ｈ−フェノチアジン、およびβ−アミロイドパシーまたはα−シヌクレオパシーの診断または事前診断のための方法
DK11755294.3T DK2614060T3 (da) 2010-09-07 2011-08-30 Thiethylperazin til behandlung af en beta-amyloidopati eller alpha-synukleopati
RU2013110018/04A RU2587154C2 (ru) 2010-09-07 2011-08-30 2-(r2-тио)-10-[3-(4-r1-пиперазин-1-ил)пропил]-10h-фенотиазины для лечения бета-амилоидопатии или альфа-синуклеопатии, и способ их диагностики или предварительной диагностики
CA2811454A CA2811454C (en) 2010-09-07 2011-08-30 2-(r2-thio)-10-[3-(4-r1-piperazin-1-yl)propyl]-10h-phenothiazine for treating a b-amyloidopathy or an alpha-synucleopathy, and method for the diagnosis or prediagnosis thereof
US14/499,918 US9370523B2 (en) 2010-09-07 2014-09-29 Method for diagnosing or prediagnosing a beta-amyloidopathy or an alpha-synucleopathy
US14/847,089 US20150374711A1 (en) 2010-09-07 2015-09-08 2-(r2-thio)-10-[3-(4-r1-piperazin-1-yl)propyl]-10h-phenothiazines for treating a b-amyloidopathy or an a-synucleopathy, and method for the diagnosis or prediagnosis thereof

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
DE102010044561.4 2010-09-07
DE102010044561 2010-09-07

Related Child Applications (3)

Application Number Title Priority Date Filing Date
US13/821,515 A-371-Of-International US20130184268A1 (en) 2010-09-07 2011-08-30 2-(r2-thio)-10-[3-(4-r1-piperazin-1-yl) propyl]-10h-phenothiazine for treating a beta-amyloidopathy or an alpha-synucleopathy, and method for the diagnosis or prediagnosis thereof
US14/499,918 Division US9370523B2 (en) 2010-09-07 2014-09-29 Method for diagnosing or prediagnosing a beta-amyloidopathy or an alpha-synucleopathy
US14/847,089 Division US20150374711A1 (en) 2010-09-07 2015-09-08 2-(r2-thio)-10-[3-(4-r1-piperazin-1-yl)propyl]-10h-phenothiazines for treating a b-amyloidopathy or an a-synucleopathy, and method for the diagnosis or prediagnosis thereof

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WO2012031941A2 WO2012031941A2 (de) 2012-03-15
WO2012031941A3 true WO2012031941A3 (de) 2012-09-20

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PCT/EP2011/064893 WO2012031941A2 (de) 2010-09-07 2011-08-30 2-(R²-THIO)-10-[3-(4-R1-PIPERAZIN-1-YL)PROPYL]-10H-PHENOTHIAZINE ZUR BEHANDLUNG EINER β-AMYLOIDOPATHIE ODER ALPHA-SYNUCLEOPATHIE SOWIE VERFAHREN ZU DEREN DIAGNOSE ODER PRÄDIAGNOSE

Country Status (13)

Country Link
US (3) US20130184268A1 (de)
EP (3) EP2693216B1 (de)
JP (2) JP6084924B2 (de)
CN (2) CN103237802B (de)
BR (1) BR112013005472A2 (de)
CA (2) CA2870626C (de)
DE (2) DE102010062810B4 (de)
DK (2) DK2614060T3 (de)
ES (2) ES2701453T3 (de)
MX (1) MX357521B (de)
PL (2) PL2693216T3 (de)
RU (2) RU2016118021A (de)
WO (1) WO2012031941A2 (de)

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EP3097914A2 (de) 2016-11-30
MX2013002612A (es) 2013-08-01
PL2614060T3 (pl) 2017-05-31
CA2870626A1 (en) 2012-03-15
DK2693216T3 (en) 2019-01-14
US20150374711A1 (en) 2015-12-31
CA2870626C (en) 2018-08-14
DK2614060T3 (da) 2017-01-02
CN103237802A (zh) 2013-08-07
US9370523B2 (en) 2016-06-21
CN103237802B (zh) 2017-06-09
CN106243060A (zh) 2016-12-21
US20130184268A1 (en) 2013-07-18
DE102010062810A1 (de) 2012-03-08
EP2693216B1 (de) 2018-09-12
ES2701453T3 (es) 2019-02-22
PL2693216T3 (pl) 2019-04-30
JP6426663B2 (ja) 2018-11-21
DE102010062810B4 (de) 2014-03-13
RU2016118021A3 (de) 2020-02-26
ES2605705T3 (es) 2017-03-15
DE102011053114A1 (de) 2012-03-08
JP2013537881A (ja) 2013-10-07
BR112013005472A2 (pt) 2020-11-10
MX357521B (es) 2018-07-12
WO2012031941A2 (de) 2012-03-15
EP2614060B1 (de) 2016-08-31
JP2017019776A (ja) 2017-01-26
EP2614060A2 (de) 2013-07-17
RU2587154C2 (ru) 2016-06-20
RU2016118021A (ru) 2018-11-01
EP3097914A3 (de) 2016-12-28
CA2811454A1 (en) 2012-03-15
CA2811454C (en) 2017-03-28
RU2013110018A (ru) 2014-10-20
EP2693216A1 (de) 2014-02-05
US20150024418A1 (en) 2015-01-22
JP6084924B2 (ja) 2017-02-22

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