AR108501A2 - Compuesto de imidazo[4,5-b]pirazin-2-ol sustituido o un compuesto de 1h-imidazo[4,5-b]pirazin-2(3h)-ona sustituido, composición farmacéutica que lo comprende y su uso para preparar un medicamento - Google Patents
Compuesto de imidazo[4,5-b]pirazin-2-ol sustituido o un compuesto de 1h-imidazo[4,5-b]pirazin-2(3h)-ona sustituido, composición farmacéutica que lo comprende y su uso para preparar un medicamentoInfo
- Publication number
- AR108501A2 AR108501A2 ARP170101316A ARP170101316A AR108501A2 AR 108501 A2 AR108501 A2 AR 108501A2 AR P170101316 A ARP170101316 A AR P170101316A AR P170101316 A ARP170101316 A AR P170101316A AR 108501 A2 AR108501 A2 AR 108501A2
- Authority
- AR
- Argentina
- Prior art keywords
- imidazo
- pyrazin
- phenylethyl
- pyrazine
- pentan
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 title abstract 2
- 239000002131 composite material Substances 0.000 title 1
- 229940126601 medicinal product Drugs 0.000 title 1
- 239000008194 pharmaceutical composition Substances 0.000 title 1
- -1 imidazo [4,5-b] pyrazin-2-ol compound Chemical group 0.000 abstract 7
- 125000004343 1-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])(*)C([H])([H])[H] 0.000 abstract 2
- HUTNOYOBQPAKIA-UHFFFAOYSA-N 1h-pyrazin-2-one Chemical compound OC1=CN=CC=N1 HUTNOYOBQPAKIA-UHFFFAOYSA-N 0.000 abstract 2
- OEKBTLYYLIHXOZ-UHFFFAOYSA-N 2-oxo-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazine-5-carboxylic acid Chemical compound OC(=O)C1=CN=C2N(C(CC)CC)C(O)=NC2=N1 OEKBTLYYLIHXOZ-UHFFFAOYSA-N 0.000 abstract 2
- UPHGKXBLNGRTEU-VIFPVBQESA-N 2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carbonitrile Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C#N)=CC=CC=C1 UPHGKXBLNGRTEU-VIFPVBQESA-N 0.000 abstract 2
- FAICLJXBBVXJHR-QMMMGPOBSA-N 2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(N)=O)=CC=CC=C1 FAICLJXBBVXJHR-QMMMGPOBSA-N 0.000 abstract 2
- AUEBQUCREPKUBN-QMMMGPOBSA-N 2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxylic acid Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(O)=O)=CC=CC=C1 AUEBQUCREPKUBN-QMMMGPOBSA-N 0.000 abstract 2
- GXTJPCRFZLLAQY-VIFPVBQESA-N 3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=CN=C32)=O)=CC=CC=C1 GXTJPCRFZLLAQY-VIFPVBQESA-N 0.000 abstract 2
- SFDROONMRQVZOL-ZDUSSCGKSA-N 3-[(1s)-1-phenylethyl]-5-(piperidine-1-carbonyl)-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(N=C32)C(=O)N2CCCCC2)=O)=CC=CC=C1 SFDROONMRQVZOL-ZDUSSCGKSA-N 0.000 abstract 2
- FMCGTDCYKPWFQL-UHFFFAOYSA-N 3-benzyl-5-bromo-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(Br)=CN=C2NC(=O)N1CC1=CC=CC=C1 FMCGTDCYKPWFQL-UHFFFAOYSA-N 0.000 abstract 2
- KUFBAWMESFZISC-NSCUHMNNSA-N 3-cyclopropyl-5-[(e)-prop-1-enyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(/C=C/C)=CN=C2NC(=O)N1C1CC1 KUFBAWMESFZISC-NSCUHMNNSA-N 0.000 abstract 2
- KUFBAWMESFZISC-IHWYPQMZSA-N 3-cyclopropyl-5-[(z)-prop-1-enyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(\C=C/C)=CN=C2NC(=O)N1C1CC1 KUFBAWMESFZISC-IHWYPQMZSA-N 0.000 abstract 2
- WJOZHHCMYYPKPL-UHFFFAOYSA-N 3-cyclopropyl-5-methylsulfanyl-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(SC)=CN=C2NC(=O)N1C1CC1 WJOZHHCMYYPKPL-UHFFFAOYSA-N 0.000 abstract 2
- WSZAYYDHFCRVMT-UHFFFAOYSA-N 3-pentan-3-yl-5-(2h-triazol-4-yl)-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C=1N=C2NC(=O)N(C(CC)CC)C2=NC=1C1=CNN=N1 WSZAYYDHFCRVMT-UHFFFAOYSA-N 0.000 abstract 2
- DXQMTYNFSGEMLQ-JTQLQIEISA-N 5-(2-hydroxypropan-2-yl)-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(N=C32)C(C)(C)O)=O)=CC=CC=C1 DXQMTYNFSGEMLQ-JTQLQIEISA-N 0.000 abstract 2
- NYEFRVNUSQHDBP-LBPRGKRZSA-N 5-(2-methylpropyl)-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(=O)NC3=NC=C(N=C32)CC(C)C)=CC=CC=C1 NYEFRVNUSQHDBP-LBPRGKRZSA-N 0.000 abstract 2
- BYVOWOPGLJOQGT-ZDUSSCGKSA-N 5-(4-methylpiperazine-1-carbonyl)-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(=O)N2CCN(C)CC2)=CC=CC=C1 BYVOWOPGLJOQGT-ZDUSSCGKSA-N 0.000 abstract 2
- KCDSJTGZFUDLON-ZDUSSCGKSA-N 5-(morpholin-4-ylmethyl)-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(CN4CCOCC4)N=C32)=O)=CC=CC=C1 KCDSJTGZFUDLON-ZDUSSCGKSA-N 0.000 abstract 2
- RIUFVPWKDKPVEE-AWEZNQCLSA-N 5-[(4-methylpiperazin-1-yl)methyl]-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(CN4CCN(C)CC4)N=C32)=O)=CC=CC=C1 RIUFVPWKDKPVEE-AWEZNQCLSA-N 0.000 abstract 2
- LNSUVMJIGLAFPI-NSHDSACASA-N 5-[(dimethylamino)methyl]-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(CN(C)C)N=C32)=O)=CC=CC=C1 LNSUVMJIGLAFPI-NSHDSACASA-N 0.000 abstract 2
- ATHOGNKKHWAYKT-UHFFFAOYSA-N 5-acetyl-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazin-2-one Chemical compound CC(=O)C1=CN=C2N(C(CC)CC)C(O)=NC2=N1 ATHOGNKKHWAYKT-UHFFFAOYSA-N 0.000 abstract 2
- BKRHNTRJIUKUOI-UHFFFAOYSA-N 5-bromo-3-(2-morpholin-4-ylethyl)-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(Br)=CN=C2NC(=O)N1CCN1CCOCC1 BKRHNTRJIUKUOI-UHFFFAOYSA-N 0.000 abstract 2
- BFUPGUDOZHKGRY-ZDUSSCGKSA-N 5-cyclohexyl-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(N=C32)C2CCCCC2)=O)=CC=CC=C1 BFUPGUDOZHKGRY-ZDUSSCGKSA-N 0.000 abstract 2
- BQHUECBTWVGPTM-UHFFFAOYSA-N 5-cyclopropyl-3-pentan-3-yl-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C=1N=C2NC(=O)N(C(CC)CC)C2=NC=1C1CC1 BQHUECBTWVGPTM-UHFFFAOYSA-N 0.000 abstract 2
- MTWIPZQQMOGYOA-UHFFFAOYSA-N 5-ethenyl-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1=C(C=C)N=C2NC(=O)N(C(CC)CC)C2=N1 MTWIPZQQMOGYOA-UHFFFAOYSA-N 0.000 abstract 2
- BARVETZCMYVZCX-UHFFFAOYSA-N 5-ethyl-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazin-2-one Chemical compound CCC1=CN=C2N(C(CC)CC)C(O)=NC2=N1 BARVETZCMYVZCX-UHFFFAOYSA-N 0.000 abstract 2
- RSQGZEAXODVTOL-UHFFFAOYSA-N 5-ethynyl-3-pentan-3-yl-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C#CC1=CN=C2NC(=O)N(C(CC)CC)C2=N1 RSQGZEAXODVTOL-UHFFFAOYSA-N 0.000 abstract 2
- HQJKFIVXLPPXQC-AWEZNQCLSA-N 5-hexyl-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(O)=NC3=NC=C(N=C32)CCCCCC)=CC=CC=C1 HQJKFIVXLPPXQC-AWEZNQCLSA-N 0.000 abstract 2
- HDJDBIXLNJULNY-UHFFFAOYSA-N 5-methylsulfanyl-3-(oxan-4-yl)-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(SC)=CN=C2NC(=O)N1C1CCOCC1 HDJDBIXLNJULNY-UHFFFAOYSA-N 0.000 abstract 2
- CXKKSQOGGIFLNS-BZEUWDEWSA-N 5-methylsulfinyl-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(N=C32)S(C)=O)=O)=CC=CC=C1 CXKKSQOGGIFLNS-BZEUWDEWSA-N 0.000 abstract 2
- ZEDPIMIYEJBDRX-UHFFFAOYSA-N methyl 2-oxo-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazine-5-carboxylate Chemical compound COC(=O)C1=CN=C2N(C(CC)CC)C(O)=NC2=N1 ZEDPIMIYEJBDRX-UHFFFAOYSA-N 0.000 abstract 2
- WIDYWXVZKVHDEZ-VIFPVBQESA-N methyl 2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxylate Chemical compound C1([C@H](C)N2C(O)=NC3=NC=C(N=C32)C(=O)OC)=CC=CC=C1 WIDYWXVZKVHDEZ-VIFPVBQESA-N 0.000 abstract 2
- CFWJGEAWUINBDG-LBPRGKRZSA-N n,n-diethyl-2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound C1([C@H](C)N2C(O)=NC3=NC=C(N=C32)C(=O)N(CC)CC)=CC=CC=C1 CFWJGEAWUINBDG-LBPRGKRZSA-N 0.000 abstract 2
- KCSLBARCQXBZTN-UHFFFAOYSA-N n,n-dimethyl-2-oxo-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound CN(C)C(=O)C1=CN=C2N(C(CC)CC)C(O)=NC2=N1 KCSLBARCQXBZTN-UHFFFAOYSA-N 0.000 abstract 2
- WFUAIWYQPBEHLA-JTQLQIEISA-N n,n-dimethyl-2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(=O)N(C)C)=CC=CC=C1 WFUAIWYQPBEHLA-JTQLQIEISA-N 0.000 abstract 2
- SKZMEPYTEPEEQK-AWEZNQCLSA-N n-benzyl-2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(=O)NCC=2C=CC=CC=2)=CC=CC=C1 SKZMEPYTEPEEQK-AWEZNQCLSA-N 0.000 abstract 2
- NAPPLGJAEMHOAG-UHFFFAOYSA-N n-methyl-2-oxo-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound CNC(=O)C1=CN=C2N(C(CC)CC)C(O)=NC2=N1 NAPPLGJAEMHOAG-UHFFFAOYSA-N 0.000 abstract 2
- QYQZBGDQEVAJKO-VIFPVBQESA-N n-methyl-2-oxo-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazine-5-carboxamide Chemical compound C1([C@H](C)N2C(O)=NC3=NC=C(N=C32)C(=O)NC)=CC=CC=C1 QYQZBGDQEVAJKO-VIFPVBQESA-N 0.000 abstract 2
- CGKLYWOFLUIKCX-UHFFFAOYSA-N 1,3-dihydroimidazo[4,5-b]pyrazin-2-one Chemical group C1=CN=C2NC(=O)NC2=N1 CGKLYWOFLUIKCX-UHFFFAOYSA-N 0.000 abstract 1
- SSZGBXHOXMJQIV-NSCUHMNNSA-N 3-(oxan-4-yl)-5-[(e)-prop-1-enyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(/C=C/C)=CN=C2N=C(O)N1C1CCOCC1 SSZGBXHOXMJQIV-NSCUHMNNSA-N 0.000 abstract 1
- SSZGBXHOXMJQIV-IHWYPQMZSA-N 3-(oxan-4-yl)-5-[(z)-prop-1-enyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(\C=C/C)=CN=C2NC(=O)N1C1CCOCC1 SSZGBXHOXMJQIV-IHWYPQMZSA-N 0.000 abstract 1
- KMPZIANLLDHFPH-NSHDSACASA-N 3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]quinoxalin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC4=CC=CC=C4N=C32)=O)=CC=CC=C1 KMPZIANLLDHFPH-NSHDSACASA-N 0.000 abstract 1
- FGVNKQWCHAKDRY-AWEZNQCLSA-N 3-[(1s)-1-phenylethyl]-5-(piperidin-1-ylmethyl)-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C(NC3=NC=C(CN4CCCCC4)N=C32)=O)=CC=CC=C1 FGVNKQWCHAKDRY-AWEZNQCLSA-N 0.000 abstract 1
- SFPQZTPFSOQKEW-LBPRGKRZSA-N 5-(morpholine-4-carbonyl)-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(=O)N2CCOCC2)=CC=CC=C1 SFPQZTPFSOQKEW-LBPRGKRZSA-N 0.000 abstract 1
- LCZJTRRQEFNMEF-VIFPVBQESA-N 5-acetyl-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)C(C)=O)=CC=CC=C1 LCZJTRRQEFNMEF-VIFPVBQESA-N 0.000 abstract 1
- HYRCCFZTXSFHMB-UHFFFAOYSA-N 5-bromo-3-(1,3-dihydroxypropan-2-yl)-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1=C(Br)N=C2N(C(CO)CO)C(O)=NC2=N1 HYRCCFZTXSFHMB-UHFFFAOYSA-N 0.000 abstract 1
- QZFCGAULXPKETL-UHFFFAOYSA-N 5-bromo-3-cyclopropyl-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C12=NC(Br)=CN=C2NC(=O)N1C1CC1 QZFCGAULXPKETL-UHFFFAOYSA-N 0.000 abstract 1
- AUOSLRIENXAMHD-UHFFFAOYSA-N 5-methylsulfanyl-1-pentan-3-yl-3h-imidazo[4,5-b]pyrazin-2-one Chemical compound CSC1=CN=C2N(C(CC)CC)C(O)=NC2=N1 AUOSLRIENXAMHD-UHFFFAOYSA-N 0.000 abstract 1
- HFHWCPSMUHVXBR-VIFPVBQESA-N 5-methylsulfonyl-3-[(1s)-1-phenylethyl]-1h-imidazo[4,5-b]pyrazin-2-one Chemical compound C1([C@H](C)N2C3=NC(=CN=C3N=C2O)S(C)(=O)=O)=CC=CC=C1 HFHWCPSMUHVXBR-VIFPVBQESA-N 0.000 abstract 1
- 102000007469 Actins Human genes 0.000 abstract 1
- 108010085238 Actins Proteins 0.000 abstract 1
- 206010006895 Cachexia Diseases 0.000 abstract 1
- 108090000362 Lymphotoxin-beta Proteins 0.000 abstract 1
- 208000007101 Muscle Cramp Diseases 0.000 abstract 1
- 208000010428 Muscle Weakness Diseases 0.000 abstract 1
- 206010028372 Muscular weakness Diseases 0.000 abstract 1
- 102000003505 Myosin Human genes 0.000 abstract 1
- 108060008487 Myosin Proteins 0.000 abstract 1
- 208000008589 Obesity Diseases 0.000 abstract 1
- 102000001708 Protein Isoforms Human genes 0.000 abstract 1
- 108010029485 Protein Isoforms Proteins 0.000 abstract 1
- 208000005392 Spasm Diseases 0.000 abstract 1
- 102000005937 Tropomyosin Human genes 0.000 abstract 1
- 108010030743 Tropomyosin Proteins 0.000 abstract 1
- 102000013534 Troponin C Human genes 0.000 abstract 1
- 102000013394 Troponin I Human genes 0.000 abstract 1
- 108010065729 Troponin I Proteins 0.000 abstract 1
- 102000004987 Troponin T Human genes 0.000 abstract 1
- 108090001108 Troponin T Proteins 0.000 abstract 1
- 208000010399 Wasting Syndrome Diseases 0.000 abstract 1
- 150000005829 chemical entities Chemical class 0.000 abstract 1
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 abstract 1
- 239000012634 fragment Substances 0.000 abstract 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 abstract 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 abstract 1
- 208000018360 neuromuscular disease Diseases 0.000 abstract 1
- 235000020824 obesity Nutrition 0.000 abstract 1
- 125000003538 pentan-3-yl group Chemical group [H]C([H])([H])C([H])([H])C([H])(*)C([H])([H])C([H])([H])[H] 0.000 abstract 1
- 210000002235 sarcomere Anatomy 0.000 abstract 1
- 208000001076 sarcopenia Diseases 0.000 abstract 1
- 210000002027 skeletal muscle Anatomy 0.000 abstract 1
Landscapes
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Se proporcionan ciertas entidades químicas y métodos de uso para modular miosina esquelética, actina esquelética, tropomiosina esquelética, troponina C esquelética. troponina I esquelética, troponina T esquelética, y músculo esquelético incluyendo fragmentos e isoformas de las mismas, así como el sarcómero esquelético, y métodos de uso en el tratamiento de la obesidad, sarcopenia, síndrome de desgaste, debilidad, caquexia, espasmos musculares debilidad muscular después de una operación quirúrgica y post-traumática, enfermedad neuromuscular y otras indicaciones. Reivindicación 1: Un compuesto de imidazo[4,5-b]pirazin-2-ol sustituido o un compuesto de 1H-imidazo[4,5-b]pirazin-2(3H)-ona sustituido, caracterizado porque se selecciona de: 6-(1H-1,2,3-triazol-4-il)-1-(etilpropil)imidazo[4,5-b]pirazin-2-ol; (E)-1-ciclopropil-6-(prop-1-enil)-1H-imidazo[4,5-b]pirazin-2-ol; (E)-6-(prop-1-enil)-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-(2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-6-il)(4-metilpiperazin-1-il)metanona; (S)-(2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-6-il)(morfolino)metanona; (S)-(2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-6-il)(piperidin-1-il)metanona; (S)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-1-(1-feniletil)-1H-imidazo[4,5-b]quinoxalin-2-ol; (S)-1-(1-feniletil)-6-(piperidin-1-ilmetil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-1-(2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-6-il)etanona; (S)-2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carbonitrilo; (S)-2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxamida; ácido (S)-2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxílico; (S)-2-hidroxi-N,N-dimetil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxamida; (S)-2-hidroxi-N-metil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxamida; (S)-6-((4-metilpiperazin-1-il)metil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-((dimetilamino)metil)-1-(1feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-(2-hidroxipropan-2-il)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-(metilsulfonil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-(morfolinometil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-ciclohexil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-hexil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-6-isobutil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; (S)-metil-2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxilato; (S)-N,N-dietil-2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxamida; (S)-N-bencil-2-hidroxi-1-(1-feniletil)-1H-imidazo[4,5-b]pirazina-6-carboxamida; (Z)-1-ciclopropil-6-(prop-1-enil)-1H-imidazo[4,5-b]pirazin-2-ol; (Z)-6-(prop-1-enil)-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2-ol; 1-(2-hidroxi-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-5-il)etanona; 1-(pentan-3-il)-5-vinil-1H-imidazo[4,5-b]pirazin-2-ol; 1-bencil-6-bromo-1H-imidazo[4,5-b]pirazin-2-ol; 1-ciclopropil-6-(metiltio)-1H-imidazo[4,5-b]pirazin-2-ol; 2-(6-bromo-2-hidroxi-1H-imidazo[4,5-b]pirazin-1-il)propano-1,3-diol; ácido 2-hidroxi-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazina-5-carboxílico; 2-hidroxi-N,N-dimetil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazina-5-carboxamida; 2-hidroxi-N-metil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazina-5-carboxamida; 5-(metiltio)-1-(pentan-3-il)-1H-imidazo[4,5b]pirazin-2-ol; 5-etil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2-ol; 6-(metilsulfinil)-1-((S)-1-feniletil)-1H-imidazo[4,5-b]pirazin-2-ol; 6-(metiltio)-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2-ol; 6-bromo-1-(2-morfolinoetil)-1H-imidazo[4,5-b]pirazin-2-ol; 6-bromo-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2-ol; 6-bromo-1-ciclopropil-1H-imidazo[4,5-b]pirazin-2-ol; 6-ciclopropil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2-ol; 6-etinil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2-ol; 2-hidroxi-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazina-5-carboxilato de metilo; 6-(dimetilamino)-1-(etilpropil)imidazo[4,5-]pirazin-2-ol; 6-etinil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 1-(pentan-3-il)-6-(1H-1,2,3-triazol-4-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (E)-1-ciclopropil-6-(prop-1-enil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (E)-6-(prop-1-enil)-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)ona; (S)-1-(1-feniletil)-1H-imidazo[4,5-b]quinoxalin-2(3H)ona; (S)-1-(1-feniletil-6-(piperidin-1-ilmetil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-1-(1-feniletil)-6-(piperidina-1-carbonil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carbonitrilo; (S)-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxamida; ácido (S)-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxílico; (S)-6-((4-metilpiperazin-1-il)metil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-((dimetilamino)metil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-(2-hidroxipropan-2-il)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-(4-metilpiperazina-1-carbonil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-(metilsulfonil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-(morfolino-4-carbonil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-(morfolinometil)-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-acetil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-ciclohexil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-hexil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-6-isobutil-1-(1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (S)-metil-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazin-5-carboxilato; (S)-N,N-dietil-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazin-5-carboxamida; (S)-N,N-dimetil-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxamida; (S)-N-bencil-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxamida; (S)-N-metil-2-oxo-3-(1-feniletil)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxamida; (Z)-1-ciclopropil-6-(prop-1-enil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; (Z)-6-(prop-1-enil)-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 1-(pentan-3-il)-5-vinil-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 1-bencil-6-bromo-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 1-ciclopropil-6-(metiltio)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; ácido 2-oxo-1-(pentan-3-il)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxílico; 5-(metiltio)-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 5-acetil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 5-etil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-(metilsulfinil)-1-((S)-1-feniletil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-(metiltio)-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-bromo-1-(1,3-dihidroxipropan-2-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-bromo-1-(2-morfolinoetil)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-bromo-1-(tetrahidro-2H-piran-4-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-bromo-1-ciclopropil-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 6-ciclopropil-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona; 2-oxo-1-(pentan-3-il)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxilato de metilo; N,N-dimetil-2-oxo-1-(pentan-3-il)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxamida; N-metil-2-oxo-1-(pentan-3-il)-2,3-dihidro-1H-imidazo[4,5-b]pirazina-5-carboxamida; y 6-(dietilamino)-1-(pentan-3-il)-1H-imidazo[4,5-b]pirazin-2(3H)-ona.
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| CA2849213A1 (en) * | 2011-07-13 | 2013-01-17 | Cytokinetics, Inc. | Combination of riluzole and ck-2017357 for treating als |
| EP2836590A4 (en) * | 2012-04-11 | 2016-04-13 | Cytokinetics Inc | METHOD FOR IMPROVING THE RESISTANCE TO SKELETON MUSCULAR FEEDING |
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| GB2400101A (en) * | 2003-03-28 | 2004-10-06 | Biofocus Discovery Ltd | Compounds capable of binding to the active site of protein kinases |
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| CN101522681B (zh) | 2012-10-03 |
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