AR080878A1 - Derivados heterociclicos de ariletinilo, composiciones farmaceuticas que los contienen, metodo para prepararlos y uso de los mismos en el tratamiento de la esquizofrenia y trastornos cognitivos. - Google Patents

Derivados heterociclicos de ariletinilo, composiciones farmaceuticas que los contienen, metodo para prepararlos y uso de los mismos en el tratamiento de la esquizofrenia y trastornos cognitivos.

Info

Publication number
AR080878A1
AR080878A1 ARP110101210A ARP110101210A AR080878A1 AR 080878 A1 AR080878 A1 AR 080878A1 AR P110101210 A ARP110101210 A AR P110101210A AR P110101210 A ARP110101210 A AR P110101210A AR 080878 A1 AR080878 A1 AR 080878A1
Authority
AR
Argentina
Prior art keywords
cycloalkyl
attached
hydrogen
carbon atom
lower alkyl
Prior art date
Application number
ARP110101210A
Other languages
English (en)
Inventor
Georg Jaeschke
Synese Jolidon
Wolfgang Guba
Heinz Stadler
Lothar Lindemann
Eric Vieira
Luke Green
Antonio Ricci
Daniel Rueher
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 AR080878A1 publication Critical patent/AR080878A1/es

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D471/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00
    • C07D471/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, at least one ring being a six-membered ring with one nitrogen atom, not provided for by groups C07D451/00 - C07D463/00 in which the condensed system contains two hetero rings
    • C07D471/04—Ortho-condensed systems
    • 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
    • A61K31/42—Oxazoles
    • A61K31/422—Oxazoles not condensed and containing further heterocyclic rings
    • 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
    • A61P25/18—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
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/14—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing three or more hetero rings
    • 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
    • C07D403/04—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 directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
    • C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D491/00—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00
    • C07D491/02—Heterocyclic compounds containing in the condensed ring system both one or more rings having oxygen atoms as the only ring hetero atoms and one or more rings having nitrogen atoms as the only ring hetero atoms, not provided for by groups C07D451/00 - C07D459/00, C07D463/00, C07D477/00 or C07D489/00 in which the condensed system contains two hetero rings
    • C07D491/10—Spiro-condensed systems
    • C07D491/107—Spiro-condensed systems with only one oxygen atom as ring hetero atom in the oxygen-containing ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D498/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms
    • C07D498/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having nitrogen and oxygen atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D498/04—Ortho-condensed systems

Abstract

La presente se refiere a derivados de etinilo de la formula (1) en la que: U es =N- o =C(R5)-; V es -CH= o -N=; W es =CH- o =N-; con la condicion de que solamente uno de U, V o W pueda ser nitrogeno, R5 es hidrogeno, metilo o halogeno; Y es -N(R6)-, -O-, -C(R7')(R7)-, -CH2O- o -CH2S(O)2-; dicho R6 es hidrogeno o alquilo inferior y R7/R7' con independencia entre sí son hidrogeno, hidroxi, alquilo inferior o alcoxi inferior; R1 es fenilo o heteroarilo, que están opcionalmente sustituidos por uno o dos sustituyentes elegidos entre halogeno, alquilo inferior y alcoxi inferior; R2/R2' con independencia entre sí son hidrogeno, alquilo inferior, hidroxi, alcoxi inferior, cicloalquilo C3-6, CH2-alcoxi inferior o junto con el átomo de carbono al que están unidos pueden formar un cicloalquilo C3-6 o un anillo que contiene -CH2OCH2-; m es el numero 0, 1 o 2; en el caso de que m sea 1, R3/R3' con independencia entre sí son hidrogeno, alquilo inferior, CH2-alcoxi inferior o junto con el átomo de carbono al que están unidos pueden formar un cicloalquilo C3-6; o R3 y R2 junto con el átomo de carbono al que están unidos pueden formar un cicloalquilo C3-6 o un anillo que contiene -(CH2)2OCH2-; n es el numero 0 o 1; en el caso de que n sea 1, R4/R4' con independencia entre sí son hidrogeno, alquilo inferior, CH2-alcoxi inferior o junto con el átomo de carbono al que están unidos pueden formar un cicloalquilo C3-6; R4 y R2 junto con el átomo de carbono al que están unidos pueden formar un cicloalquilo C3-6; o si n es O e Y es -N(R6)-, entonces R6 y R2 junto con el átomo de carbono y el átomo de nitrogeno al que están unidos pueden formar un cicloalquilo C3-6; o si n y m son 0, entonces R2 y R7 junto con los átomos de carbono a los que están unidos pueden formar un cicloalquilo C3-6; o a una sal de adicion de ácido farmacéuticamente aceptable, a una mezcla racémica o a sus enantiomeros y/o isomeros opticos y/o estereoisomeros correspondientes. Ahora se ha encontrado que los compuestos de la formula general 1 son moduladores alostéricos del receptor de glutamato metabotropico del subtipo 5 (mGIuR5).
ARP110101210A 2010-04-13 2011-04-11 Derivados heterociclicos de ariletinilo, composiciones farmaceuticas que los contienen, metodo para prepararlos y uso de los mismos en el tratamiento de la esquizofrenia y trastornos cognitivos. AR080878A1 (es)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
EP10159754 2010-04-13

Publications (1)

Publication Number Publication Date
AR080878A1 true AR080878A1 (es) 2012-05-16

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
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Country Status (33)

Country Link
US (4) US8420661B2 (es)
EP (1) EP2558457B1 (es)
JP (1) JP5559418B2 (es)
KR (1) KR101431367B1 (es)
CN (1) CN102947289B (es)
AR (1) AR080878A1 (es)
AU (1) AU2011240131B2 (es)
BR (1) BR112012026004A2 (es)
CA (1) CA2786216C (es)
CL (1) CL2012002771A1 (es)
CR (1) CR20120480A (es)
CY (1) CY1117441T1 (es)
DK (1) DK2558457T3 (es)
EC (1) ECSP12012212A (es)
ES (1) ES2565761T3 (es)
HK (1) HK1179607A1 (es)
HR (1) HRP20160617T1 (es)
HU (1) HUE027105T2 (es)
IL (1) IL220982A (es)
MA (1) MA34078B1 (es)
MX (1) MX2012011841A (es)
MY (1) MY160490A (es)
NZ (1) NZ601024A (es)
PE (1) PE20130155A1 (es)
PL (1) PL2558457T3 (es)
RS (1) RS54708B1 (es)
RU (1) RU2573560C2 (es)
SG (1) SG183974A1 (es)
SI (1) SI2558457T1 (es)
TW (1) TWI445706B (es)
UA (1) UA107491C2 (es)
WO (1) WO2011128279A1 (es)
ZA (1) ZA201207285B (es)

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IL220982A0 (en) 2012-09-24
MY160490A (en) 2017-03-15
AU2011240131B2 (en) 2015-01-22
EP2558457B1 (en) 2016-03-09
IL220982A (en) 2015-09-24
PE20130155A1 (es) 2013-02-21
MA34078B1 (fr) 2013-03-05
NZ601024A (en) 2014-08-29
ZA201207285B (en) 2013-06-26
CN102947289B (zh) 2014-06-11
ECSP12012212A (es) 2012-10-30
KR101431367B1 (ko) 2014-08-20
CA2786216C (en) 2017-05-30
TWI445706B (zh) 2014-07-21
PL2558457T3 (pl) 2016-09-30
BR112012026004A2 (pt) 2016-06-28
SG183974A1 (en) 2012-10-30
CL2012002771A1 (es) 2013-04-12
UA107491C2 (uk) 2015-01-12
RU2012145237A (ru) 2014-05-20
US9315498B2 (en) 2016-04-19
US20110251169A1 (en) 2011-10-13
US8513273B2 (en) 2013-08-20
ES2565761T3 (es) 2016-04-06
US20140155602A1 (en) 2014-06-05
JP2013523854A (ja) 2013-06-17
EP2558457A1 (en) 2013-02-20
RU2573560C2 (ru) 2016-01-20
CA2786216A1 (en) 2011-10-20
MX2012011841A (es) 2012-11-09
HUE027105T2 (en) 2016-08-29
WO2011128279A1 (en) 2011-10-20
CN102947289A (zh) 2013-02-27
AU2011240131A1 (en) 2012-07-19
TW201136924A (en) 2011-11-01
CY1117441T1 (el) 2017-04-26
SI2558457T1 (sl) 2016-05-31
RS54708B1 (en) 2016-08-31
DK2558457T3 (en) 2016-03-29
KR20130018294A (ko) 2013-02-20
US20130178456A1 (en) 2013-07-11
HK1179607A1 (en) 2013-10-04
HRP20160617T1 (hr) 2016-07-01
CR20120480A (es) 2012-10-30
JP5559418B2 (ja) 2014-07-23
US8420661B2 (en) 2013-04-16
US8618296B2 (en) 2013-12-31
US20130274464A1 (en) 2013-10-17

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