HRP20110018T1 - Derivati pirido(2,1-a)-izokinolina kao inhibitori dpp-iv - Google Patents
Derivati pirido(2,1-a)-izokinolina kao inhibitori dpp-iv Download PDFInfo
- Publication number
- HRP20110018T1 HRP20110018T1 HR20110018T HRP20110018T HRP20110018T1 HR P20110018 T1 HRP20110018 T1 HR P20110018T1 HR 20110018 T HR20110018 T HR 20110018T HR P20110018 T HRP20110018 T HR P20110018T HR P20110018 T1 HRP20110018 T1 HR P20110018T1
- Authority
- HR
- Croatia
- Prior art keywords
- pyrido
- dimethoxy
- hexahydro
- amino
- isoquinolin
- Prior art date
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- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims abstract 22
- 125000000217 alkyl group Chemical group 0.000 claims abstract 16
- 125000000623 heterocyclic group Chemical group 0.000 claims abstract 8
- 125000003545 alkoxy group Chemical group 0.000 claims abstract 7
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 7
- 239000001257 hydrogen Substances 0.000 claims abstract 7
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims abstract 7
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract 6
- 125000004448 alkyl carbonyl group Chemical group 0.000 claims abstract 5
- 125000004390 alkyl sulfonyl group Chemical group 0.000 claims abstract 5
- 229910052717 sulfur Chemical group 0.000 claims abstract 5
- 125000003342 alkenyl group Chemical group 0.000 claims abstract 4
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract 4
- 150000003839 salts Chemical class 0.000 claims abstract 4
- 125000004093 cyano group Chemical group *C#N 0.000 claims abstract 3
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims abstract 3
- 125000005842 heteroatom Chemical group 0.000 claims abstract 3
- 229920006395 saturated elastomer Polymers 0.000 claims abstract 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims abstract 2
- 125000003118 aryl group Chemical group 0.000 claims abstract 2
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical group [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims abstract 2
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 claims abstract 2
- 125000005144 cycloalkylsulfonyl group Chemical group 0.000 claims abstract 2
- 229910052736 halogen Inorganic materials 0.000 claims abstract 2
- 150000002367 halogens Chemical class 0.000 claims abstract 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims abstract 2
- 229910052760 oxygen Inorganic materials 0.000 claims abstract 2
- 239000001301 oxygen Chemical group 0.000 claims abstract 2
- 239000011593 sulfur Chemical group 0.000 claims abstract 2
- 201000010099 disease Diseases 0.000 claims 4
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 4
- NUBNLQCQSWLNCX-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-4-methylpyrrolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CC(C)CC1=O NUBNLQCQSWLNCX-UHFFFAOYSA-N 0.000 claims 3
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical compound C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 3
- 238000011321 prophylaxis Methods 0.000 claims 3
- -1 thiazolidin-3-yl Chemical group 0.000 claims 3
- 238000011282 treatment Methods 0.000 claims 3
- HVZDVNGFZKXGRM-UHFFFAOYSA-N (2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-(1,3-thiazolidin-3-yl)methanone Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1C(=O)N1CCSC1 HVZDVNGFZKXGRM-UHFFFAOYSA-N 0.000 claims 2
- ZFIBBFIUTCQDQR-ULQDDVLXSA-N (2s,3s,11bs)-3-(1,1-dioxothiazinan-2-yl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-2-amine Chemical compound N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)CCCCS1(=O)=O ZFIBBFIUTCQDQR-ULQDDVLXSA-N 0.000 claims 2
- GUYMHFIHHOEFOA-STECZYCISA-N (4r)-1-[(2s,3s,11bs)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one Chemical compound N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)C[C@H](CF)CC1=O GUYMHFIHHOEFOA-STECZYCISA-N 0.000 claims 2
- NUBNLQCQSWLNCX-ZCPGHIKRSA-N (4r)-1-[(2s,3s,11bs)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]-4-methylpyrrolidin-2-one Chemical compound N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)C[C@H](C)CC1=O NUBNLQCQSWLNCX-ZCPGHIKRSA-N 0.000 claims 2
- NUBNLQCQSWLNCX-STECZYCISA-N (4s)-1-[(2s,3s,11bs)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]-4-methylpyrrolidin-2-one Chemical compound N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)C[C@@H](C)CC1=O NUBNLQCQSWLNCX-STECZYCISA-N 0.000 claims 2
- YRRZMQVMDNBBLU-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-2,3-dihydropyridin-6-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCC=CC1=O YRRZMQVMDNBBLU-UHFFFAOYSA-N 0.000 claims 2
- GUYMHFIHHOEFOA-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-4-(fluoromethyl)pyrrolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CC(CF)CC1=O GUYMHFIHHOEFOA-UHFFFAOYSA-N 0.000 claims 2
- OXRRHYRRQWIHIV-UHFFFAOYSA-N 2,3-dihydro-1h-pyridin-6-one Chemical compound O=C1NCCC=C1 OXRRHYRRQWIHIV-UHFFFAOYSA-N 0.000 claims 2
- WXDAFCAAWAJFAG-UHFFFAOYSA-N 3-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-5-methyl-1,3-oxazolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CC(C)OC1=O WXDAFCAAWAJFAG-UHFFFAOYSA-N 0.000 claims 2
- GUYMHFIHHOEFOA-ZCPGHIKRSA-N Carmegliptin Chemical compound N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)C[C@@H](CF)CC1=O GUYMHFIHHOEFOA-ZCPGHIKRSA-N 0.000 claims 2
- 108010067722 Dipeptidyl Peptidase 4 Proteins 0.000 claims 2
- 102100025012 Dipeptidyl peptidase 4 Human genes 0.000 claims 2
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 125000004356 hydroxy functional group Chemical group O* 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- XUWHAWMETYGRKB-UHFFFAOYSA-N piperidin-2-one Chemical compound O=C1CCCCN1 XUWHAWMETYGRKB-UHFFFAOYSA-N 0.000 claims 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 2
- IDVRYJZZCUBUJS-UHFFFAOYSA-N (2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-(azetidin-1-yl)methanone Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1C(=O)N1CCC1 IDVRYJZZCUBUJS-UHFFFAOYSA-N 0.000 claims 1
- NWFBJRXBWCRZHR-UHFFFAOYSA-N (2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-pyrrolidin-1-ylmethanone Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1C(=O)N1CCCC1 NWFBJRXBWCRZHR-UHFFFAOYSA-N 0.000 claims 1
- NUBNLQCQSWLNCX-BASLNEPJSA-N (4r)-1-[(2r,3r,11br)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]-4-methylpyrrolidin-2-one Chemical compound N1([C@@H]2CN3CCC=4C=C(C(=CC=4[C@H]3C[C@H]2N)OC)OC)C[C@H](C)CC1=O NUBNLQCQSWLNCX-BASLNEPJSA-N 0.000 claims 1
- NUBNLQCQSWLNCX-WBQNTZJQSA-N (4s)-1-[(2r,3r,11br)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]-4-methylpyrrolidin-2-one Chemical compound N1([C@@H]2CN3CCC=4C=C(C(=CC=4[C@H]3C[C@H]2N)OC)OC)C[C@@H](C)CC1=O NUBNLQCQSWLNCX-WBQNTZJQSA-N 0.000 claims 1
- DDKJYXSAKVWFLS-LSKWAPIISA-N (4s)-1-[(2s,3s,11bs)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]-4-(fluoromethyl)pyrrolidin-2-one;dihydrochloride Chemical compound Cl.Cl.N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)C[C@@H](CF)CC1=O DDKJYXSAKVWFLS-LSKWAPIISA-N 0.000 claims 1
- OYELEBBISJGNHJ-UHFFFAOYSA-N 1,3-oxazinan-2-one Chemical compound O=C1NCCCO1 OYELEBBISJGNHJ-UHFFFAOYSA-N 0.000 claims 1
- UORKUFQLSBYWNL-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-3-methylpyrrolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCC(C)C1=O UORKUFQLSBYWNL-UHFFFAOYSA-N 0.000 claims 1
- RRMHXFUPTNJEEM-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-4-ethylpyrrolidin-2-one Chemical compound O=C1CC(CC)CN1C1C(N)CC2C3=CC(OC)=C(OC)C=C3CCN2C1 RRMHXFUPTNJEEM-UHFFFAOYSA-N 0.000 claims 1
- WVBKPWPUNZOWNG-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-4-methylpiperidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCC(C)CC1=O WVBKPWPUNZOWNG-UHFFFAOYSA-N 0.000 claims 1
- DMHQAAKROHVXNB-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-5-methylpiperidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CC(C)CCC1=O DMHQAAKROHVXNB-UHFFFAOYSA-N 0.000 claims 1
- ARQNYGOILDZRGJ-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-5-methylpyrrolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1C(C)CCC1=O ARQNYGOILDZRGJ-UHFFFAOYSA-N 0.000 claims 1
- HNCSYKUUKHXRCJ-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)azepan-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCCCCC1=O HNCSYKUUKHXRCJ-UHFFFAOYSA-N 0.000 claims 1
- QSVZHKOHWFGXHF-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)piperidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCCCC1=O QSVZHKOHWFGXHF-UHFFFAOYSA-N 0.000 claims 1
- INWWWTILZXHHJN-UHFFFAOYSA-N 1-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)pyrrolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCCC1=O INWWWTILZXHHJN-UHFFFAOYSA-N 0.000 claims 1
- QSVZHKOHWFGXHF-BRWVUGGUSA-N 1-[(2r,3r,11br)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]piperidin-2-one Chemical compound N1([C@@H]2CN3CCC=4C=C(C(=CC=4[C@H]3C[C@H]2N)OC)OC)CCCCC1=O QSVZHKOHWFGXHF-BRWVUGGUSA-N 0.000 claims 1
- QSVZHKOHWFGXHF-ULQDDVLXSA-N 1-[(2s,3s,11bs)-2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl]piperidin-2-one Chemical compound N1([C@H]2CN3CCC=4C=C(C(=CC=4[C@@H]3C[C@@H]2N)OC)OC)CCCCC1=O QSVZHKOHWFGXHF-ULQDDVLXSA-N 0.000 claims 1
- IZXIZTKNFFYFOF-UHFFFAOYSA-N 2-Oxazolidone Chemical compound O=C1NCCO1 IZXIZTKNFFYFOF-UHFFFAOYSA-N 0.000 claims 1
- CCTPKHROVIWMRG-UHFFFAOYSA-N 3-(1,1-dioxo-1,2-thiazolidin-2-yl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-2-amine Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCCS1(=O)=O CCTPKHROVIWMRG-UHFFFAOYSA-N 0.000 claims 1
- ZFIBBFIUTCQDQR-UHFFFAOYSA-N 3-(1,1-dioxothiazinan-2-yl)-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-2-amine Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCCCS1(=O)=O ZFIBBFIUTCQDQR-UHFFFAOYSA-N 0.000 claims 1
- NSDPVRNHTOFONC-UHFFFAOYSA-N 3-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-1,3-oxazinan-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCCOC1=O NSDPVRNHTOFONC-UHFFFAOYSA-N 0.000 claims 1
- KDYHKCSEXBPFCA-UHFFFAOYSA-N 3-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-1,3-oxazolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CCOC1=O KDYHKCSEXBPFCA-UHFFFAOYSA-N 0.000 claims 1
- QFENECDXQMZEDF-UHFFFAOYSA-N 3-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)-5-(fluoromethyl)-1,3-oxazolidin-2-one Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1N1CC(CF)OC1=O QFENECDXQMZEDF-UHFFFAOYSA-N 0.000 claims 1
- AOCWQPKHSMJWPL-UHFFFAOYSA-N 3-methylpyrrolidin-2-one Chemical compound CC1CCNC1=O AOCWQPKHSMJWPL-UHFFFAOYSA-N 0.000 claims 1
- ZBCUGJNJBOSHIA-UHFFFAOYSA-N 4-ethylpyrrolidin-2-one Chemical compound CCC1CNC(=O)C1 ZBCUGJNJBOSHIA-UHFFFAOYSA-N 0.000 claims 1
- WKBDRRWUJFWHFP-UHFFFAOYSA-N 4-fluoro-1-methylpyrrolidin-2-one Chemical compound CN1CC(F)CC1=O WKBDRRWUJFWHFP-UHFFFAOYSA-N 0.000 claims 1
- PTSGHGGLRADEFP-UHFFFAOYSA-N 4-methylpiperidin-2-one Chemical compound CC1CCNC(=O)C1 PTSGHGGLRADEFP-UHFFFAOYSA-N 0.000 claims 1
- YRKRGYRYEQYTOH-UHFFFAOYSA-N 4-methylpyrrolidin-2-one Chemical compound CC1CNC(=O)C1 YRKRGYRYEQYTOH-UHFFFAOYSA-N 0.000 claims 1
- KMVXQRLMTSRFBF-UHFFFAOYSA-N 5-(fluoromethyl)-1,3-oxazolidin-2-one Chemical compound FCC1CNC(=O)O1 KMVXQRLMTSRFBF-UHFFFAOYSA-N 0.000 claims 1
- HBRXQSHUXIJOKV-UHFFFAOYSA-N 5-methyl-1,3-oxazolidin-2-one Chemical compound CC1CNC(=O)O1 HBRXQSHUXIJOKV-UHFFFAOYSA-N 0.000 claims 1
- NSRPFJGOCZUUHE-UHFFFAOYSA-N 5-methylpiperidin-2-one Chemical compound CC1CCC(=O)NC1 NSRPFJGOCZUUHE-UHFFFAOYSA-N 0.000 claims 1
- 206010009900 Colitis ulcerative Diseases 0.000 claims 1
- 208000011231 Crohn disease Diseases 0.000 claims 1
- 208000002705 Glucose Intolerance Diseases 0.000 claims 1
- 206010020772 Hypertension Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 201000006704 Ulcerative Colitis Diseases 0.000 claims 1
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 1
- 239000013543 active substance Substances 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- HONIICLYMWZJFZ-UHFFFAOYSA-N azetidine Chemical compound C1CNC1 HONIICLYMWZJFZ-UHFFFAOYSA-N 0.000 claims 1
- 210000000227 basophil cell of anterior lobe of hypophysis Anatomy 0.000 claims 1
- 230000009286 beneficial effect Effects 0.000 claims 1
- 238000006243 chemical reaction Methods 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 239000002934 diuretic Substances 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- JBKVHLHDHHXQEQ-UHFFFAOYSA-N epsilon-caprolactam Chemical compound O=C1CCCCCN1 JBKVHLHDHHXQEQ-UHFFFAOYSA-N 0.000 claims 1
- YVIVRJLWYJGJTJ-UHFFFAOYSA-N gamma-Valerolactam Chemical compound CC1CCC(=O)N1 YVIVRJLWYJGJTJ-UHFFFAOYSA-N 0.000 claims 1
- RZLRUIOODAEHEX-UHFFFAOYSA-N n-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)butanamide Chemical compound C1CC2=CC(OC)=C(OC)C=C2C2N1CC(NC(=O)CCC)C(N)C2 RZLRUIOODAEHEX-UHFFFAOYSA-N 0.000 claims 1
- IYFPXHSCQNVJEU-UHFFFAOYSA-N n-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)cyclopropanecarboxamide Chemical compound NC1CC2C=3C=C(OC)C(OC)=CC=3CCN2CC1NC(=O)C1CC1 IYFPXHSCQNVJEU-UHFFFAOYSA-N 0.000 claims 1
- BPBNQPDORGSCJP-UHFFFAOYSA-N n-(2-amino-9,10-dimethoxy-2,3,4,6,7,11b-hexahydro-1h-benzo[a]quinolizin-3-yl)propanamide Chemical compound C1CC2=CC(OC)=C(OC)C=C2C2N1CC(NC(=O)CC)C(N)C2 BPBNQPDORGSCJP-UHFFFAOYSA-N 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 201000009104 prediabetes syndrome Diseases 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 125000006239 protecting group Chemical group 0.000 claims 1
- ALSCEGDXFJIYES-UHFFFAOYSA-N pyrrolidine-2-carbonitrile Chemical compound N#CC1CCCN1 ALSCEGDXFJIYES-UHFFFAOYSA-N 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 abstract 1
Classifications
-
- 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
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/0012—Galenical forms characterised by the site of application
- A61K9/0019—Injectable compositions; Intramuscular, intravenous, arterial, subcutaneous administration; Compositions to be administered through the skin in an invasive manner
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
- A61K9/14—Particulate form, e.g. powders, Processes for size reducing of pure drugs or the resulting products, Pure drug nanoparticles
- A61K9/16—Agglomerates; Granulates; Microbeadlets ; Microspheres; Pellets; Solid products obtained by spray drying, spray freeze drying, spray congealing,(multiple) emulsion solvent evaporation or extraction
- A61K9/1605—Excipients; Inactive ingredients
- A61K9/1617—Organic compounds, e.g. phospholipids, fats
- A61K9/1623—Sugars or sugar alcohols, e.g. lactose; Derivatives thereof; Homeopathic globules
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K9/00—Medicinal preparations characterised by special physical form
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Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP03013404 | 2003-06-20 | ||
PCT/EP2004/006355 WO2005000848A1 (fr) | 2003-06-20 | 2004-06-11 | Derives de pyrido[2,1-a]isoquinoline utilises comme inhibiteurs de dpp-iv |
Publications (1)
Publication Number | Publication Date |
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HRP20110018T1 true HRP20110018T1 (hr) | 2011-02-28 |
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HR20110018T HRP20110018T1 (hr) | 2003-06-20 | 2011-01-12 | Derivati pirido(2,1-a)-izokinolina kao inhibitori dpp-iv |
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US (1) | US7122555B2 (fr) |
EP (1) | EP1638970B1 (fr) |
JP (1) | JP4160616B2 (fr) |
KR (1) | KR100730867B1 (fr) |
CN (1) | CN100374439C (fr) |
AR (1) | AR044795A1 (fr) |
AT (1) | ATE489387T1 (fr) |
AU (1) | AU2004251830B8 (fr) |
BR (1) | BRPI0411713B8 (fr) |
CA (1) | CA2529443C (fr) |
CO (1) | CO5640155A2 (fr) |
CR (1) | CR8147A (fr) |
CY (1) | CY1111425T1 (fr) |
DE (1) | DE602004030244D1 (fr) |
DK (1) | DK1638970T3 (fr) |
EA (1) | EA009591B1 (fr) |
EC (1) | ECSP056240A (fr) |
ES (1) | ES2355105T3 (fr) |
HK (1) | HK1093503A1 (fr) |
HR (1) | HRP20110018T1 (fr) |
IL (1) | IL172618A (fr) |
MA (1) | MA27883A1 (fr) |
MX (1) | MXPA05013904A (fr) |
MY (1) | MY140039A (fr) |
NO (1) | NO332126B1 (fr) |
NZ (1) | NZ544221A (fr) |
PL (1) | PL1638970T3 (fr) |
PT (1) | PT1638970E (fr) |
RS (1) | RS52397B (fr) |
SI (1) | SI1638970T1 (fr) |
TN (1) | TNSN05320A1 (fr) |
TW (1) | TWI297011B (fr) |
UA (1) | UA82242C2 (fr) |
WO (1) | WO2005000848A1 (fr) |
ZA (1) | ZA200510298B (fr) |
Families Citing this family (88)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2003002531A2 (fr) | 2001-06-27 | 2003-01-09 | Smithkline Beecham Corporation | Fluoropyrrolidines inhibitrices de la dipeptidyl peptidase |
US7407955B2 (en) | 2002-08-21 | 2008-08-05 | Boehringer Ingelheim Pharma Gmbh & Co., Kg | 8-[3-amino-piperidin-1-yl]-xanthines, the preparation thereof and their use as pharmaceutical compositions |
US20040242568A1 (en) | 2003-03-25 | 2004-12-02 | Syrrx, Inc. | Dipeptidyl peptidase inhibitors |
MXPA05013734A (es) * | 2003-06-20 | 2006-03-08 | Hoffmann La Roche | Hexahidropiroisoquinolinas como inhibidores de dpp-iv. |
US7169926B1 (en) | 2003-08-13 | 2007-01-30 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
US7790736B2 (en) | 2003-08-13 | 2010-09-07 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
US7678909B1 (en) | 2003-08-13 | 2010-03-16 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
US7790734B2 (en) | 2003-09-08 | 2010-09-07 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
US7501426B2 (en) | 2004-02-18 | 2009-03-10 | Boehringer Ingelheim International Gmbh | 8-[3-amino-piperidin-1-yl]-xanthines, their preparation and their use as pharmaceutical compositions |
US7732446B1 (en) | 2004-03-11 | 2010-06-08 | Takeda Pharmaceutical Company Limited | Dipeptidyl peptidase inhibitors |
CN102134229B (zh) | 2004-03-15 | 2020-08-04 | 武田药品工业株式会社 | 二肽基肽酶抑制剂 |
WO2005118555A1 (fr) | 2004-06-04 | 2005-12-15 | Takeda Pharmaceutical Company Limited | Inhibiteurs de la dipeptidyl peptidase |
WO2006019965A2 (fr) | 2004-07-16 | 2006-02-23 | Takeda San Diego, Inc. | Inhibiteurs de la dipeptidyl peptidase |
DE102004054054A1 (de) | 2004-11-05 | 2006-05-11 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | Verfahren zur Herstellung chiraler 8-(3-Amino-piperidin-1-yl)-xanthine |
RU2401267C2 (ru) * | 2004-11-30 | 2010-10-10 | Ф.Хоффманн-Ля Рош Аг | Замещенные производные бензохинолизина |
WO2006068978A2 (fr) | 2004-12-21 | 2006-06-29 | Takeda Pharmaceutial Company Limited | Inhibiteurs de dipeptidyle peptidase |
DOP2006000008A (es) | 2005-01-10 | 2006-08-31 | Arena Pharm Inc | Terapia combinada para el tratamiento de la diabetes y afecciones relacionadas y para el tratamiento de afecciones que mejoran mediante un incremento de la concentración sanguínea de glp-1 |
ZA200708179B (en) | 2005-04-22 | 2009-12-30 | Alantos Pharmaceuticals Holding Inc | Dipeptidyl peptidase-IV inhibitors |
MX2007014494A (es) * | 2005-05-24 | 2008-02-11 | Hoffmann La Roche | Preparaciones de (s)-4-fluorometil-dihidro-furan-2-ona. |
DE102005035891A1 (de) | 2005-07-30 | 2007-02-08 | Boehringer Ingelheim Pharma Gmbh & Co. Kg | 8-(3-Amino-piperidin-1-yl)-xanthine, deren Herstellung und deren Verwendung als Arzneimittel |
KR20080030652A (ko) * | 2005-08-11 | 2008-04-04 | 에프. 호프만-라 로슈 아게 | Dpp-iv 억제제를 포함하는 약학 조성물 |
PL1942898T5 (pl) | 2005-09-14 | 2014-10-31 | Takeda Pharmaceuticals Co | Inhibitory peptydazy dipeptydylowej do leczenia cukrzycy |
CN102675221A (zh) | 2005-09-16 | 2012-09-19 | 武田药品工业株式会社 | 用于制备嘧啶二酮衍生物的方法中的中间体 |
WO2007112347A1 (fr) | 2006-03-28 | 2007-10-04 | Takeda Pharmaceutical Company Limited | Inhibiteurs de la dipeptidyl peptidase |
UA97479C2 (ru) | 2006-04-11 | 2012-02-27 | Арена Фармасьютикалз, Инк. | Применение g-белок-связанного рецептора (gpcr) для идентификации средств, которые усиливают секрецию глюкозозависимого инсулинотропного пептида (gi) |
PE20071221A1 (es) | 2006-04-11 | 2007-12-14 | Arena Pharm Inc | Agonistas del receptor gpr119 en metodos para aumentar la masa osea y para tratar la osteoporosis y otras afecciones caracterizadas por masa osea baja, y la terapia combinada relacionada a estos agonistas |
JP2009533393A (ja) | 2006-04-12 | 2009-09-17 | プロビオドルグ エージー | 酵素阻害薬 |
EA030606B1 (ru) | 2006-05-04 | 2018-08-31 | Бёрингер Ингельхайм Интернациональ Гмбх | Способы приготовления лекарственного средства, содержащего полиморфы |
EP1852108A1 (fr) | 2006-05-04 | 2007-11-07 | Boehringer Ingelheim Pharma GmbH & Co.KG | Compositions d'inhibiteurs de la DPP IV |
PE20110235A1 (es) | 2006-05-04 | 2011-04-14 | Boehringer Ingelheim Int | Combinaciones farmaceuticas que comprenden linagliptina y metmorfina |
WO2007148185A2 (fr) * | 2006-06-21 | 2007-12-27 | Pfizer Products Inc. | 3-amino-pyrrolidino-4-lactames substitués |
US8324383B2 (en) | 2006-09-13 | 2012-12-04 | Takeda Pharmaceutical Company Limited | Methods of making polymorphs of benzoate salt of 2-[[6-[(3R)-3-amino-1-piperidinyl]-3,4-dihydro-3-methyl-2,4-dioxo-1(2H)-pyrimidinyl]methyl]-benzonitrile |
EP2069343A2 (fr) * | 2006-09-15 | 2009-06-17 | F. Hoffmann-Roche AG | Méthode de préparation de dérivés de pyrido[2,1-a]isoquinoline par hydrogénation asymétrique catalytique d'une énamine |
WO2008031749A1 (fr) * | 2006-09-15 | 2008-03-20 | F. Hoffmann-La Roche Ag | Méthode de préparation de dérivés de pyrido[2,1-a]isoquinoline comprenant une résolution optique d'une énamine |
US7956201B2 (en) * | 2006-11-06 | 2011-06-07 | Hoffman-La Roche Inc. | Process for the preparation of (S)-4-fluoromethyl-dihydro-furan-2-one |
WO2008055945A1 (fr) | 2006-11-09 | 2008-05-15 | Probiodrug Ag | Dérivés 3-hydr0xy-1,5-dihydr0-pyrr0l-2-one utiles en tant qu' inhibiteurs de la glutaminyl-cyclase dans le traitement des ulcères, du cancer et d'autres maladies |
TW200838536A (en) | 2006-11-29 | 2008-10-01 | Takeda Pharmaceutical | Polymorphs of succinate salt of 2-[6-(3-amino-piperidin-1-yl)-3-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-ylmethy]-4-fluor-benzonitrile and methods of use therefor |
US9126987B2 (en) | 2006-11-30 | 2015-09-08 | Probiodrug Ag | Inhibitors of glutaminyl cyclase |
US8093236B2 (en) | 2007-03-13 | 2012-01-10 | Takeda Pharmaceuticals Company Limited | Weekly administration of dipeptidyl peptidase inhibitors |
EP2142514B1 (fr) | 2007-04-18 | 2014-12-24 | Probiodrug AG | Dérivés de thio-urée utilisés comme inhibiteurs de la glutaminyl cyclase |
CL2008002424A1 (es) * | 2007-08-16 | 2009-09-11 | Boehringer Ingelheim Int | Composicion farmaceutica que comprende un compuesto derivado de pirazol-o-glucosido; y uso de la composicion farmaceutica para el tratamiento de la diabetes mellitus, tolerancia anormal a la glucosa e hiperglucemia, trastornos metabolicos, entre otras. |
PE20090938A1 (es) * | 2007-08-16 | 2009-08-08 | Boehringer Ingelheim Int | Composicion farmaceutica que comprende un derivado de benceno sustituido con glucopiranosilo |
EP3542801A1 (fr) * | 2007-08-17 | 2019-09-25 | Boehringer Ingelheim International GmbH | Dérivés de la purine destinés à être utilisés dans le traitement de maladies associées à fab |
US20090105480A1 (en) * | 2007-08-30 | 2009-04-23 | Ulrike Bromberger | Process for the preparation of a dpp-iv inhibitor |
US20090163718A1 (en) * | 2007-12-19 | 2009-06-25 | Stefan Abrecht | PROCESS FOR THE PREPARATION OF PYRIDO[2,1-a] ISOQUINOLINE DERIVATIVES |
PE20091730A1 (es) | 2008-04-03 | 2009-12-10 | Boehringer Ingelheim Int | Formulaciones que comprenden un inhibidor de dpp4 |
EP2108960A1 (fr) | 2008-04-07 | 2009-10-14 | Arena Pharmaceuticals, Inc. | Procédés d'utilisation d'un récepteur couplé à protéine G pour identifier les secrétagogues de peptide YY (PYY) et composés utiles dans le traitement des conditions modulées de secrétagogues BY (PYY) et composés utiles dans le traitement des conditions par PYY |
PE20100156A1 (es) * | 2008-06-03 | 2010-02-23 | Boehringer Ingelheim Int | Tratamiento de nafld |
UY32030A (es) | 2008-08-06 | 2010-03-26 | Boehringer Ingelheim Int | "tratamiento para diabetes en pacientes inapropiados para terapia con metformina" |
KR20200118243A (ko) | 2008-08-06 | 2020-10-14 | 베링거 인겔하임 인터내셔날 게엠베하 | 메트포르민 요법이 부적합한 환자에서의 당뇨병 치료 |
PE20110297A1 (es) | 2008-08-15 | 2011-05-26 | Boehringer Ingelheim Int | Inhibidores de dpp-4 para la cicatrizacion de heridas |
KR20110067096A (ko) | 2008-09-10 | 2011-06-21 | 베링거 인겔하임 인터내셔날 게엠베하 | 당뇨병 및 관련 상태를 치료하기 위한 병용 요법 |
US20200155558A1 (en) | 2018-11-20 | 2020-05-21 | Boehringer Ingelheim International Gmbh | Treatment for diabetes in patients with insufficient glycemic control despite therapy with an oral antidiabetic drug |
JP2012512848A (ja) | 2008-12-23 | 2012-06-07 | ベーリンガー インゲルハイム インターナショナル ゲゼルシャフト ミット ベシュレンクテル ハフツング | 有機化合物の塩の形態 |
AR074990A1 (es) | 2009-01-07 | 2011-03-02 | Boehringer Ingelheim Int | Tratamiento de diabetes en pacientes con un control glucemico inadecuado a pesar de la terapia con metformina |
TWI466672B (zh) | 2009-01-29 | 2015-01-01 | Boehringer Ingelheim Int | 小兒科病人糖尿病之治療 |
NZ594044A (en) | 2009-02-13 | 2014-08-29 | Boehringer Ingelheim Int | Antidiabetic medications comprising a dpp-4 inhibitor (linagliptin) optionally in combination with other antidiabetics |
WO2010092125A1 (fr) | 2009-02-13 | 2010-08-19 | Boehringer Ingelheim International Gmbh | Composition pharmaceutique contenant un inhibiteur sglt-2, un inhibiteur dpp-iv et facultativement un autre agent antidiabétique et ses utilisations |
AR077642A1 (es) | 2009-07-09 | 2011-09-14 | Arena Pharm Inc | Moduladores del metabolismo y el tratamiento de trastornos relacionados con el mismo |
SG178953A1 (en) | 2009-09-11 | 2012-04-27 | Probiodrug Ag | Heterocylcic derivatives as inhibitors of glutaminyl cyclase |
BR112012012641A2 (pt) | 2009-11-27 | 2020-08-11 | Boehringer Ingelheim International Gmbh | TRATAMENTO DE PACIENTES DIABÉTICOS GENOTIPADOS COM INIBIDORES DE DPP-lVTAL COMO LINAGLIPTINA |
ES2586231T3 (es) | 2010-03-03 | 2016-10-13 | Probiodrug Ag | Inhibidores de glutaminil ciclasa |
DK2545047T3 (da) | 2010-03-10 | 2014-07-28 | Probiodrug Ag | Heterocycliske inhibitorer af glutaminylcyclase (QC, EC 2.3.2.5) |
WO2011113947A1 (fr) | 2010-03-18 | 2011-09-22 | Boehringer Ingelheim International Gmbh | Combinaisons d'agonistes de gpr119 et d'inhibiteurs de dpp-iv, linagliptine, pour le traitement du diabète et d'états apparentés |
MX2012011631A (es) | 2010-04-06 | 2013-01-18 | Arena Pharm Inc | Moduladores del receptor gpr119 y el tratamiento de trastornos relacionados con el mismo. |
WO2011131748A2 (fr) | 2010-04-21 | 2011-10-27 | Probiodrug Ag | Nouveaux inhibiteurs |
WO2011138421A1 (fr) | 2010-05-05 | 2011-11-10 | Boehringer Ingelheim International Gmbh | Combinaison thérapeutique |
EP3366304B1 (fr) | 2010-06-24 | 2020-05-13 | Boehringer Ingelheim International GmbH | Traitement du diabète |
BR112013008100A2 (pt) | 2010-09-22 | 2016-08-09 | Arena Pharm Inc | "moduladores do receptor de gpr19 e o tratamento de distúrbios relacionados a eles." |
US9034883B2 (en) | 2010-11-15 | 2015-05-19 | Boehringer Ingelheim International Gmbh | Vasoprotective and cardioprotective antidiabetic therapy |
AR085689A1 (es) | 2011-03-07 | 2013-10-23 | Boehringer Ingelheim Int | Composiciones farmaceuticas de metformina, linagliptina y un inhibidor de sglt-2 |
ES2570167T3 (es) | 2011-03-16 | 2016-05-17 | Probiodrug Ag | Derivados de benzimidazol como inhibidores de glutaminil ciclasa |
US20140018371A1 (en) | 2011-04-01 | 2014-01-16 | Arena Pharmaceuticals, Inc. | Modulators Of The GPR119 Receptor And The Treatment Of Disorders Related Thereto |
WO2012145361A1 (fr) | 2011-04-19 | 2012-10-26 | Arena Pharmaceuticals, Inc. | Modulateurs du récepteur gpr119 et traitement de troubles liés à celui-ci |
WO2012145603A1 (fr) | 2011-04-22 | 2012-10-26 | Arena Pharmaceuticals, Inc. | Modulateurs du récepteur gpr119 et traitement de troubles liés à celui-ci |
WO2012145604A1 (fr) | 2011-04-22 | 2012-10-26 | Arena Pharmaceuticals, Inc. | Modulateurs du récepteur gpr119 et traitement de troubles liés à celui-ci |
WO2012170702A1 (fr) | 2011-06-08 | 2012-12-13 | Arena Pharmaceuticals, Inc. | Modulateurs du récepteur gpr119 et traitement de troubles associés à celui-ci |
WO2013010964A1 (fr) | 2011-07-15 | 2013-01-24 | Boehringer Ingelheim International Gmbh | Quinazolines substituées, la préparation de celles-ci et l'utilisation de celles-ci dans des compositions pharmaceutiques |
WO2013055910A1 (fr) | 2011-10-12 | 2013-04-18 | Arena Pharmaceuticals, Inc. | Modulateurs du récepteur gpr119 et traitement de troubles associés |
US9555001B2 (en) | 2012-03-07 | 2017-01-31 | Boehringer Ingelheim International Gmbh | Pharmaceutical composition and uses thereof |
WO2013171167A1 (fr) | 2012-05-14 | 2013-11-21 | Boehringer Ingelheim International Gmbh | Dérivé de xanthine en tant qu'inhibiteur de dpp-4 pour l'utilisation dans le traitement de troubles associés aux podocytes et/ou un syndrome néphrotique |
WO2013174767A1 (fr) | 2012-05-24 | 2013-11-28 | Boehringer Ingelheim International Gmbh | Dérivé de xanthine en tant qu'inhibiteur de la dpp-4 à utiliser dans la modification de l'apport alimentaire et dans la régulation des préférences alimentaires |
WO2014074668A1 (fr) | 2012-11-08 | 2014-05-15 | Arena Pharmaceuticals, Inc. | Modulateurs de gpr119 et traitement de troubles associés à ceux-ci |
ES2950384T3 (es) | 2014-02-28 | 2023-10-09 | Boehringer Ingelheim Int | Uso médico de un inhibidor de DPP-4 |
CA2979033A1 (fr) | 2015-03-09 | 2016-09-15 | Intekrin Therapeutics, Inc. | Methodes de traitement de la steatose hepatique non alcoolique et/ou de la lipodystrophie |
EP3468562A1 (fr) | 2016-06-10 | 2019-04-17 | Boehringer Ingelheim International GmbH | Combinaisons de linagliptine et de metformine |
US11253508B2 (en) | 2017-04-03 | 2022-02-22 | Coherus Biosciences, Inc. | PPARy agonist for treatment of progressive supranuclear palsy |
PL3461819T3 (pl) | 2017-09-29 | 2020-11-30 | Probiodrug Ag | Inhibitory cyklazy glutaminylowej |
Family Cites Families (20)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5681956A (en) | 1990-12-28 | 1997-10-28 | Neurogen Corporation | 4-aryl substituted piperazinylmethyl phenylimidazole derivatives; a new class of dopamine receptor subtype specific ligands |
GB9313913D0 (en) | 1993-07-06 | 1993-08-18 | Smithkline Beecham Plc | Novel compounds |
US5455351A (en) | 1993-12-13 | 1995-10-03 | Abbott Laboratories | Retroviral protease inhibiting piperazine compounds |
DE19616486C5 (de) | 1996-04-25 | 2016-06-30 | Royalty Pharma Collection Trust | Verfahren zur Senkung des Blutglukosespiegels in Säugern |
US6011155A (en) | 1996-11-07 | 2000-01-04 | Novartis Ag | N-(substituted glycyl)-2-cyanopyrrolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
TW492957B (en) | 1996-11-07 | 2002-07-01 | Novartis Ag | N-substituted 2-cyanopyrrolidnes |
US6803357B1 (en) | 1998-02-02 | 2004-10-12 | New England Medical Center Hospitals, Inc. | Method of regulating glucose metabolism, and reagents related thereto |
DE19834591A1 (de) | 1998-07-31 | 2000-02-03 | Probiodrug Ges Fuer Arzneim | Verfahren zur Steigerung des Blutglukosespiegels in Säugern |
GB9817118D0 (en) | 1998-08-07 | 1998-10-07 | Glaxo Group Ltd | Pharmaceutical compounds |
CO5150173A1 (es) | 1998-12-10 | 2002-04-29 | Novartis Ag | Compuestos n-(glicilo sustituido)-2-cianopirrolidinas inhibidores de peptidasa de dipeptidilo-iv (dpp-iv) los cuales son efectivos en el tratamiento de condiciones mediadas por la inhibicion de dpp-iv |
US6110949A (en) | 1999-06-24 | 2000-08-29 | Novartis Ag | N-(substituted glycyl)-4-cyanothiazolidines, pharmaceutical compositions containing them and their use in inhibiting dipeptidyl peptidase-IV |
WO2001019805A1 (fr) | 1999-09-10 | 2001-03-22 | Takeda Chemical Industries, Ltd. | Composes heterocycliques et procede de preparation de ces derniers |
JP2003535034A (ja) | 1999-11-12 | 2003-11-25 | ギルフォード ファーマシューティカルズ インコーポレイテッド | ジペプチジルペプチダーゼiv阻害剤並びにジペプチジルペプチダーゼiv阻害剤の製造及び使用法 |
GB9928330D0 (en) | 1999-11-30 | 2000-01-26 | Ferring Bv | Novel antidiabetic agents |
EP1254113A1 (fr) | 2000-01-24 | 2002-11-06 | Novo Nordisk A/S | 2-cyanopyroles et -pyrrolines a substitution n inhibant l'enzyme dpp-iv |
JP2003523396A (ja) | 2000-02-25 | 2003-08-05 | ノボ ノルディスク アクティーゼルスカブ | ベータ細胞変性の抑制 |
ES2334858T3 (es) * | 2000-08-10 | 2010-03-16 | Mitsubishi Tanabe Pharma Corporation | Derivados de prolina y uso de los mismos como farmacos. |
CA2424964C (fr) | 2000-10-06 | 2007-12-04 | Tanabe Seiyaku Co., Ltd. | Composes azotes a noyau a cinq elements |
US6861440B2 (en) * | 2001-10-26 | 2005-03-01 | Hoffmann-La Roche Inc. | DPP IV inhibitors |
US6727261B2 (en) * | 2001-12-27 | 2004-04-27 | Hoffman-La Roche Inc. | Pyrido[2,1-A]Isoquinoline derivatives |
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