http://rdf.ncbi.nlm.nih.gov/pubchem/patent/ES-2702187-T3

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filingDate 2014-12-19-04:00^^<http://www.w3.org/2001/XMLSchema#date>
grantDate 2019-02-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
inventor http://rdf.ncbi.nlm.nih.gov/pubchem/patentinventor/MD5_042608148b9935fdc836aa1aa692363c
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publicationDate 2019-02-27-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber ES-2702187-T3
titleOfInvention Modulators of tetrahydropyridopyrazine type of GPR6
abstract The compound of formula I ** Formula ** or its pharmaceutically acceptable salt, wherein R 1 is selected from the group consisting of: C 3-8 cycloalkyl optionally substituted with 1 to 3 substituents that are independently selected from the group consisting of: alkoxy C1-4, halo, hydroxy and C1-4 alkyl optionally substituted with C1-4 alkoxy, halo and hydroxy; C3-6 heterocyclyl optionally substituted on the ring carbons with 1 to 4 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, halo and hydroxyl, and optionally substituted on any ring nitrogen with an alkyl C1-4; C6-10 aryl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, cyano, halo, hydroxy, amino, trifluoromethyl and trifluoromethoxy; and C1-10 heteroaryl optionally substituted with 1 to 3 substituents on a carbon that are independently selected from the group consisting of amino, C1-8 alkylamino, C1-9 amide, C1-4 alkyl, C1-4 alkoxy, cyano, halo, hydroxyl, oxo, trifluoromethyl and trifluoromethoxy, and optionally substituted in an annular nitrogen with a C1-4 alkyl; X1 is N and X2 is CH; or X1 is CH and X2 is N; or X1 is N and X2 is N; when X1 is N, Z is selected from the group consisting of C1-6 alkylene, C1-6 haloalkylene, -C (O) -, and -S (O) 2-; when X1 is CH, Z is selected from the group consisting of C1-6 alkylene, C1-6 haloalkylene, -O-, -C (O) -, -NH-, -S-, -S (O) - and - S (O) 2-; q is 0, 1 or 2; s is 0, 1 or 2; R2 is -OR5 or -NR6R7; R3, each time it is taken, is independently selected from the group consisting of: C1-6 alkyl, C3-8 cycloalkyl and trifluoromethyl; p is 0, 1 or 2; R4, each time it is taken, is independently selected from the group consisting of C1-6 alkyl, hydroxy and halo; r is 0 or 1; R5 is selected from the group consisting of C1-6 alkyl and C3-8 cycloalkyl; R6 is selected from the group consisting of hydrogen and C1-6 alkyl; R7 is selected from the group consisting of: C1-6 alkyl optionally substituted with 1 to 7 substituents that are independently selected from the group consisting of C1-4 alkoxy, C1-9 amide, amino, C1-8 alkylamino, C1 oxycarbonyl -5, cyano, C3-8 cycloalkyl, halo, hydroxy and C3-6 heterocyclyl optionally substituted on any ring nitrogen with C1-4 alkyl; C1-10 heteroaryl; and phenyl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, C1-9 amide, amino, C1-8 alkylamino, C1-5 oxycarbonyl, cyano, halo , hydroxyl, nitro, C1-8 sulfonyl, and trifluoromethyl; C3-8 cycloalkyl; C6-10 aryl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, cyano, halo, hydroxy, amino, trifluoromethyl and trifluoromethoxy; C1-10 heteroaryl optionally substituted with 1 to 3 substituents on a carbon that are independently selected from the group consisting of amino, C1-8 alkylamino, C1-9 amide, C1-4 alkyl, C1-4 alkoxy, cyano, halo , hydroxyl, oxo, trifluoromethyl and trifluoromethoxy, and optionally substituted on an annular nitrogen with a C1-4 alkyl; and C3-6 heterocyclyl optionally substituted on the ring carbons with 1 to 4 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, halo and hydroxyl, and optionally substituted on any ring nitrogen with a C1-4 alkyl; X3 is selected from the group consisting of CH2 and CHR4 and X4 is NR8; or X3 is NR8 and X4 is selected from the group consisting of CH2 and CHR4; R8 is selected from the group consisting of C1-6 alkyl, C1-6 haloalkyl, C3-8 cycloalkyl, -S (O) 2-R9, -C (O) -R10, -C (O) -N (R11) (R12) and -C (O) -OR13; R9 is selected from the group consisting of C1-6 alkyl, C3-8 cycloalkyl and phenyl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, C1- amide 9, amino, C1-8 alkylamino, C1-5 oxycarbonyl, cyano, halo, hydroxy, nitro, C1-8 sulfonyl and trifluoromethyl; R10 is selected from the group consisting of: hydrogen; C1-6 alkyl optionally substituted with 1 to 7 substituents that are independently selected from the group consisting of: C1-4 alkoxy, C1-9 amide, amino, C1-8 alkylamino, C1-5 oxycarbonyl, cyano, C3- cycloalkyl 8, halo, hydroxy and C3-6 heterocyclyl optionally substituted on any ring nitrogen with C1-4 alkyl, C1-10 heteroaryl, and phenyl optionally substituted with 1 to 5 substituents which are independently selected from the group consisting of: C1 alkyl -4, C1-4 alkoxy, C1-9 amide, amino, C1-8 alkylamino, C1-5 oxycarbonyl, cyano, halo, hydroxy, nitro, C1-8 sulfonyl, and trifluoromethyl; C3-8 cycloalkyl; C6-10 aryl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, cyano, halo, hydroxy, amino, trifluoromethyl and trifluoromethoxy; C1-10 heteroaryl optionally substituted with 1 to 3 substituents on a carbon that are independently selected from the group consisting of amino, C1-8 alkylamino, C1-9 amide, C1-4 alkyl, C1-4 alkoxy, cyano, halo , hydroxyl, oxo, trifluoromethyl and trifluoromethoxy, and optionally substituted on an annular nitrogen with a C1-4 alkyl; and C3-6 heterocyclyl optionally substituted on the ring carbons with 1 to 4 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, halo and hydroxy, and optionally substituted on any ring nitrogen with a C1-4 alkyl; R11 is selected from the group consisting of hydrogen and C1-6 alkyl; R12 is selected from the group consisting of hydrogen, C1-6 alkyl and C3-8 cycloalkyl; or R11 and R12 are taken together with the nitrogen to which they bind to form a saturated 4- to 7-membered ring that optionally has 1 additional annular heteroatom that is selected from the group N, O and S; wherein the saturated ring of 4 to 7 members is optionally substituted on any of the annular carbon atoms with 1 to 5 substituents that are independently selected from the group consisting of: cyano; halo; hydroxy; Not me; C3-6 heterocyclyl optionally substituted on the ring carbons with 1 to 4 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, halo and hydroxy and optionally substituted on any ring nitrogen with a C1 alkyl -4; C1-9 amide; C1-6 alkyl optionally substituted with 1 to 7 substituents that are independently selected from the group consisting of: C1-4 alkoxy; C1-9 amide; Not me; C1-8 alkylamino; C1-5 oxycarbonyl; cyano; C3-8 cycloalkyl; halo; hydroxy; and C3-6 heterocyclyl optionally substituted on any ring nitrogen with C1-4 alkyl; C1-10 heteroaryl; and phenyl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, C1-9 amide, amino, C1-8 alkylamino, C1-5 oxycarbonyl, cyano, halo , hydroxyl, nitro, C1-8 sulfonyl, and trifluoromethyl; and C1-4 alkoxy; and wherein the 4 to 7-membered saturated ring is substituted on any additional ring nitrogen with a substituent that is selected from the group consisting of: hydrogen, C3-8 cycloalkyl and C1-6 alkyl optionally substituted with 1 to 7 substituents that are selected independently of the group consisting of: C1-4 alkoxy; C1-9 amide; Not me; C1-8 alkylamino; C1-5 oxycarbonyl; cyano; C3-8 cycloalkyl; halo; hydroxy; and C3-6 heterocyclyl optionally substituted on any ring nitrogen with C1-4 alkyl; C1-10 heteroaryl; and phenyl optionally substituted with 1 to 5 substituents that are independently selected from the group consisting of C1-4 alkyl, C1-4 alkoxy, C1-9 amide, amino, C1-8 alkylamino, C1-5 oxycarbonyl, cyano, halo , hydroxyl, nitro, C1-8 sulfonyl, and trifluoromethyl; and R13 is selected from the group consisting of C1-6 alkyl and C3-8 cycloalkyl.
priorityDate 2013-12-20-04:00^^<http://www.w3.org/2001/XMLSchema#date>
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Total number of triples: 400.