CA2841037C - Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease - Google Patents

Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease Download PDF

Info

Publication number
CA2841037C
CA2841037C CA2841037A CA2841037A CA2841037C CA 2841037 C CA2841037 C CA 2841037C CA 2841037 A CA2841037 A CA 2841037A CA 2841037 A CA2841037 A CA 2841037A CA 2841037 C CA2841037 C CA 2841037C
Authority
CA
Canada
Prior art keywords
ethyl
thiadiazol
piperazine
phenyl
difluoro
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
Application number
CA2841037A
Other languages
English (en)
French (fr)
Other versions
CA2841037A1 (en
Inventor
Gerard Griffioen
Giuseppe Cecere
Matthias Nettekoven
Katrien Princen
Hasane Ratni
Mark Rogers-Evans
Walter Vifian
Original Assignee
reMYND NV
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
Application filed by reMYND NV filed Critical reMYND NV
Publication of CA2841037A1 publication Critical patent/CA2841037A1/en
Application granted granted Critical
Publication of CA2841037C publication Critical patent/CA2841037C/en
Active legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00Medicinal preparations containing organic active ingredients
    • A61K31/33Heterocyclic compounds
    • A61K31/395Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/495Heterocyclic 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
    • A61K31/496Non-condensed piperazines containing further heterocyclic rings, e.g. rifampin, thiothixene or sparfloxacin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/14Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
    • A61P25/16Anti-Parkinson drugs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61PSPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P25/00Drugs for disorders of the nervous system
    • A61P25/28Drugs 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D285/00Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01Five-membered rings
    • C07D285/02Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/081,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/04Heterocyclic 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 directly linked by a ring-member-to-ring-member bond
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/02Heterocyclic 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
    • C07D417/12Heterocyclic 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 chain containing hetero atoms as chain links
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D417/00Heterocyclic 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
    • C07D417/14Heterocyclic 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • General Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Neurosurgery (AREA)
  • Engineering & Computer Science (AREA)
  • Neurology (AREA)
  • Biomedical Technology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Psychiatry (AREA)
  • Psychology (AREA)
  • Hospice & Palliative Care (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
CA2841037A 2011-08-17 2012-08-17 Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease Active CA2841037C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
EP11177742.1 2011-08-17
EP11177742 2011-08-17
PCT/EP2012/066136 WO2013024168A1 (en) 2011-08-17 2012-08-17 Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease

Publications (2)

Publication Number Publication Date
CA2841037A1 CA2841037A1 (en) 2013-02-21
CA2841037C true CA2841037C (en) 2020-03-31

Family

ID=46826450

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2841037A Active CA2841037C (en) 2011-08-17 2012-08-17 Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease

Country Status (9)

Country Link
US (2) US9187440B2 (https=)
EP (1) EP2744798B1 (https=)
JP (1) JP6051218B2 (https=)
CN (1) CN103649062B (https=)
AU (1) AU2012296804B2 (https=)
CA (1) CA2841037C (https=)
ES (1) ES2573299T3 (https=)
PL (1) PL2744798T3 (https=)
WO (1) WO2013024168A1 (https=)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
PL2744798T3 (pl) * 2011-08-17 2016-08-31 Remynd Nv Pochodne tiazolu piperazyny użyteczne w leczeniu tauopatii, takich jak choroba alzheimera
WO2015140130A1 (en) * 2014-03-17 2015-09-24 Remynd Nv Oxadiazole compounds
WO2025104092A1 (en) * 2023-11-13 2025-05-22 Remynd N.V. Modulators of septin 6 for use in the prevention and/or treatment of neurodegenerative disorders

Family Cites Families (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102004032567A1 (de) 2004-07-05 2006-03-02 Grünenthal GmbH Substituierte 1-Propiolyl-piperazine
AU2005324024B2 (en) * 2005-01-07 2011-02-17 F. Hoffmann-La Roche Ag [4-(Heteroaryl) piperazin-1-yl]-(2,5-substituted -phenyl)methanone derivatives as glycine transporter 1 (GlyT-1) inhibitors for the treatment of neurological and neuropsychiatric disorders
EP1705474B1 (en) 2005-03-21 2010-04-28 F.Hoffmann-La Roche Ag Method for determining lipophilicity
PE20070099A1 (es) * 2005-06-30 2007-02-06 Janssen Pharmaceutica Nv N-heteroarilpiperazinil ureas como moduladores de la amida hidrolasa del acido graso
GB0602335D0 (en) * 2006-02-07 2006-03-15 Remynd Nv Thiadiazole Derivatives For The Treatment Of Neurodegenerative Diseases
CA2676715A1 (en) * 2007-02-12 2008-08-21 Merck & Co., Inc. Piperazine derivatives for treatment of ad and related conditions
EP2726470B1 (en) * 2011-07-01 2015-04-29 reMynd NV 1,2,4-thiadiazol-5-ylpiperazine derivatives useful in the treatment of neurodegenerative diseases
PL2744798T3 (pl) 2011-08-17 2016-08-31 Remynd Nv Pochodne tiazolu piperazyny użyteczne w leczeniu tauopatii, takich jak choroba alzheimera

Also Published As

Publication number Publication date
HK1192848A1 (zh) 2014-09-05
US20140206699A1 (en) 2014-07-24
ES2573299T3 (es) 2016-06-07
US9187440B2 (en) 2015-11-17
US9808456B2 (en) 2017-11-07
JP6051218B2 (ja) 2016-12-27
JP2014521737A (ja) 2014-08-28
AU2012296804A1 (en) 2014-01-30
US20160101102A1 (en) 2016-04-14
WO2013024168A1 (en) 2013-02-21
CA2841037A1 (en) 2013-02-21
PL2744798T3 (pl) 2016-08-31
AU2012296804B2 (en) 2017-04-20
CN103649062B (zh) 2015-10-07
CN103649062A (zh) 2014-03-19
EP2744798B1 (en) 2016-03-30
EP2744798A1 (en) 2014-06-25

Similar Documents

Publication Publication Date Title
CA2837247C (en) 1 , 2 , 4 -thiadiazol- 5 -ylpiperazine derivatives useful in the treatment neurodegenerative diseases
US7541359B2 (en) N-heteroarylpiperazinyl ureas as modulators of fatty acid amide hydrolase
US10538498B2 (en) 1,3,4-oxadiazole sulfonamide derivative compounds as histone deacetylase 6 inhibitor, and the pharmaceutical composition comprising the same
AU2005230392B2 (en) Thiadiazolidinones as GSK-3 inhibitors
US8093266B2 (en) Rho kinase inhibitors
AU2005324024B2 (en) [4-(Heteroaryl) piperazin-1-yl]-(2,5-substituted -phenyl)methanone derivatives as glycine transporter 1 (GlyT-1) inhibitors for the treatment of neurological and neuropsychiatric disorders
US20110257171A1 (en) Novel imidazo[1,2-a]pyridine derivatives, method for the preparation thereof, use thereof as medicaments, pharmaceutical compositions and novel use in particular as met inhibitors
WO2005042525A1 (en) Pyrimidin-4-yl-3, 4-thione compounds and their use in therapy
JP2013544256A (ja) 複素環式アミンおよびその使用
JP2009502846A (ja) Gsk−3阻害剤
CA2841037C (en) Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease
WO2004067000A1 (en) Benzthiazole-3 oxides useful for the treatment of proliferative disorders
HK1192848B (en) Piperazine thiazole derivatives useful in the treatment of tauopathies such as alzheimer's disease
US20250367209A1 (en) Identification of novel benzothiazones as tau-sh3 interaction inhibitors for the treatment of alzheimer’s disease
US20050192289A1 (en) Novel cinnamic amides
HK1192726B (en) 1,2,4-thiadiazol-5-ylpiperazine derivatives useful in the treatment of neurodegenerative diseases

Legal Events

Date Code Title Description
EEER Examination request

Effective date: 20170616

H11 Ip right ceased following rejected request for revival

Free format text: ST27 STATUS EVENT CODE: T-6-6-H10-H11-H101 (AS PROVIDED BY THE NATIONAL OFFICE); EVENT TEXT: TIME LIMIT FOR REVERSAL EXPIRED

Effective date: 20250219