BRPI0519794A2 - derivados de [4-(heteroaril)piperazin-1-il]-(fenil 2,5-substituìdo)metanona como inibidores de transportador de glicina 1 (glyt-1) para o tratamento de distúrbios neurológicos e neuropsiquiátricos - Google Patents

derivados de [4-(heteroaril)piperazin-1-il]-(fenil 2,5-substituìdo)metanona como inibidores de transportador de glicina 1 (glyt-1) para o tratamento de distúrbios neurológicos e neuropsiquiátricos

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Publication number
BRPI0519794A2
BRPI0519794A2 BRPI0519794-5A BRPI0519794A BRPI0519794A2 BR PI0519794 A2 BRPI0519794 A2 BR PI0519794A2 BR PI0519794 A BRPI0519794 A BR PI0519794A BR PI0519794 A2 BRPI0519794 A2 BR PI0519794A2
Authority
BR
Brazil
Prior art keywords
lower alkyl
halogen
glyt
piperazin
neurological
Prior art date
Application number
BRPI0519794-5A
Other languages
English (en)
Inventor
Synese Jolidon
Roger David Norcross
Emmanuel Pinard
Robert Narquizian
Original Assignee
Hoffmann La Roche
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 Hoffmann La Roche filed Critical Hoffmann La Roche
Publication of BRPI0519794A2 publication Critical patent/BRPI0519794A2/pt

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/08—1,2,4-Thiadiazoles; Hydrogenated 1,2,4-thiadiazoles
    • 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
    • A61K31/41—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with two or more ring hetero atoms, at least one of which being nitrogen, e.g. tetrazole
    • A61K31/433—Thidiazoles
    • 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
    • A61P25/04—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
    • A61P25/00—Drugs for disorders of the nervous system
    • A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
    • 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
    • A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/38—Nitrogen atoms
    • C07D277/42—Amino or imino radicals substituted by hydrocarbon or substituted hydrocarbon radicals
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
    • C07D277/20—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members
    • C07D277/32—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having two or three double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D277/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D285/00—Heterocyclic compounds containing rings having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by groups C07D275/00 - C07D283/00
    • C07D285/01—Five-membered rings
    • C07D285/02—Thiadiazoles; Hydrogenated thiadiazoles
    • C07D285/04—Thiadiazoles; Hydrogenated thiadiazoles not condensed with other rings
    • C07D285/12—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles
    • C07D285/125—1,3,4-Thiadiazoles; Hydrogenated 1,3,4-thiadiazoles with oxygen, sulfur or nitrogen atoms, directly attached to ring carbon atoms, the nitrogen atoms not forming part of a nitro radical
    • C07D285/135—Nitrogen 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
    • C07D417/02—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
    • C07D417/12—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 chain containing hetero atoms as chain links

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Engineering & Computer Science (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Biomedical Technology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Neurology (AREA)
  • Neurosurgery (AREA)
  • Psychiatry (AREA)
  • Hospice & Palliative Care (AREA)
  • Pain & Pain Management (AREA)
  • Epidemiology (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Thiazole And Isothizaole Compounds (AREA)
  • Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
  • Pyridine Compounds (AREA)

Abstract

DERIVADOS DE [4-(HETEROARIL)PIPERAZIN-1- IL]-(FENIL 2,5-SUBSTITUìDO)METANONA COMO INIBIDORES DE TRANSPORTADOR DE GLICINA 1 (GLYT-1) PARA O TRATAMENTO DE DISTúRBIOS NEUROLóGICOS E NEUROPSIQUIáTRICOS. A presente invenção refere-se aos compostos da fórmula geral em que R¹ é -OR¹', -SR¹' ou é um grupo de heterocicloalquila; R¹' é alquila inferior, alquila inferior substituida por halogênio ou é - (CH~ 2~)~ n~ -cicIoaIquila; R² é -S(O)~ 2~-alquiía inferior, -S(O)~ 2~NH-aíquiía inferior, NO~ 2~ ou CN; X¹ é CR³ ou N; X² é CR³ ou N; R³/R³' são independentemente um do outro hidrogênio, halogênio, aí- quila inferior, CN, NO~ 2~, -S(O)~ 2~-fenila, -S(O)~ 2~-alquila inferior, -S(O)~ 2~-piridin-2, 3 ou 4-ila, fenila, opcionalmente substituida por um ou dois substituintes se- lecionados do grupo consistindo em NO~ 2~ ou halogênio, ou é alquila inferior substituida por halogênio ou é -C(O)-alquila inferior; n é 0,1 ou 2; e aos sais de adição de ácido farmaceuticamente aceitáveis dos mesmos. Foi descoberto que os compostos de fórmula geral I são bons inibidores do veículo de glicina 1 (GIyT-1). Eles podem ser usados no tratamento de esquizofrenia.
BRPI0519794-5A 2005-01-07 2005-12-28 derivados de [4-(heteroaril)piperazin-1-il]-(fenil 2,5-substituìdo)metanona como inibidores de transportador de glicina 1 (glyt-1) para o tratamento de distúrbios neurológicos e neuropsiquiátricos BRPI0519794A2 (pt)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP05100077 2005-01-07
PCT/EP2005/014082 WO2006072436A1 (en) 2005-01-07 2005-12-28 [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

Publications (1)

Publication Number Publication Date
BRPI0519794A2 true BRPI0519794A2 (pt) 2009-03-17

Family

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Family Applications (1)

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BRPI0519794-5A BRPI0519794A2 (pt) 2005-01-07 2005-12-28 derivados de [4-(heteroaril)piperazin-1-il]-(fenil 2,5-substituìdo)metanona como inibidores de transportador de glicina 1 (glyt-1) para o tratamento de distúrbios neurológicos e neuropsiquiátricos

Country Status (19)

Country Link
US (1) US7220744B2 (pt)
EP (1) EP1838308B1 (pt)
JP (1) JP5006799B2 (pt)
KR (1) KR100895752B1 (pt)
CN (1) CN101137363B (pt)
AR (1) AR052866A1 (pt)
AT (1) ATE472327T1 (pt)
AU (1) AU2005324024B2 (pt)
BR (1) BRPI0519794A2 (pt)
CA (1) CA2593463C (pt)
DE (1) DE602005022113D1 (pt)
ES (1) ES2346335T3 (pt)
IL (1) IL184353A (pt)
MX (1) MX2007008189A (pt)
NO (1) NO20073667L (pt)
RU (1) RU2396270C2 (pt)
TW (1) TWI313174B (pt)
WO (1) WO2006072436A1 (pt)
ZA (1) ZA200705472B (pt)

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ZA200705472B (en) 2008-09-25
KR100895752B1 (ko) 2009-04-30
ES2346335T3 (es) 2010-10-14
DE602005022113D1 (de) 2010-08-12
NO20073667L (no) 2007-07-24
EP1838308A1 (en) 2007-10-03
RU2007124545A (ru) 2009-02-20
JP2008526796A (ja) 2008-07-24
EP1838308B1 (en) 2010-06-30
JP5006799B2 (ja) 2012-08-22
CN101137363A (zh) 2008-03-05
TWI313174B (en) 2009-08-11
ATE472327T1 (de) 2010-07-15
US7220744B2 (en) 2007-05-22
MX2007008189A (es) 2007-08-07
CA2593463C (en) 2013-10-08
AU2005324024B2 (en) 2011-02-17
IL184353A0 (en) 2007-10-31
AR052866A1 (es) 2007-04-11
US20060167009A1 (en) 2006-07-27
IL184353A (en) 2012-06-28
WO2006072436A1 (en) 2006-07-13
AU2005324024A1 (en) 2006-07-13
CN101137363B (zh) 2010-09-15
RU2396270C2 (ru) 2010-08-10
CA2593463A1 (en) 2006-07-13
KR20070092759A (ko) 2007-09-13
TW200635585A (en) 2006-10-16

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