HRP20151064T1 - Amido spojevi i njihova upotreba kao farmaceutski proizvodi - Google Patents
Amido spojevi i njihova upotreba kao farmaceutski proizvodi Download PDFInfo
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- HRP20151064T1 HRP20151064T1 HRP20151064TT HRP20151064T HRP20151064T1 HR P20151064 T1 HRP20151064 T1 HR P20151064T1 HR P20151064T T HRP20151064T T HR P20151064TT HR P20151064 T HRP20151064 T HR P20151064T HR P20151064 T1 HRP20151064 T1 HR P20151064T1
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- HR
- Croatia
- Prior art keywords
- spiro
- carbonyl
- cyclopropyl
- pyrrolidin
- phenyl
- Prior art date
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- 239000003814 drug Substances 0.000 title claims 6
- 125000003368 amide group Chemical group 0.000 title 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 136
- 150000001875 compounds Chemical class 0.000 claims 46
- -1 cycloaryloxy Chemical group 0.000 claims 44
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 43
- 150000003839 salts Chemical class 0.000 claims 40
- 125000003118 aryl group Chemical group 0.000 claims 28
- 125000001072 heteroaryl group Chemical group 0.000 claims 23
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 23
- 125000000753 cycloalkyl group Chemical group 0.000 claims 21
- 125000005843 halogen group Chemical group 0.000 claims 21
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 21
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims 19
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 18
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 13
- RFIOZSIHFNEKFF-UHFFFAOYSA-M piperazine-1-carboxylate Chemical compound [O-]C(=O)N1CCNCC1 RFIOZSIHFNEKFF-UHFFFAOYSA-M 0.000 claims 13
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 11
- 125000003282 alkyl amino group Chemical group 0.000 claims 10
- 125000001316 cycloalkyl alkyl group Chemical group 0.000 claims 10
- 125000004663 dialkyl amino group Chemical group 0.000 claims 10
- 201000010099 disease Diseases 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 10
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 10
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 10
- 125000004767 (C1-C4) haloalkoxy group Chemical group 0.000 claims 9
- 125000000882 C2-C6 alkenyl group Chemical group 0.000 claims 8
- 125000003601 C2-C6 alkynyl group Chemical group 0.000 claims 8
- 125000000217 alkyl group Chemical group 0.000 claims 8
- 125000003710 aryl alkyl group Chemical group 0.000 claims 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 125000004104 aryloxy group Chemical group 0.000 claims 7
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 6
- 125000004105 2-pyridyl group Chemical group N1=C([*])C([H])=C([H])C([H])=C1[H] 0.000 claims 6
- 208000024172 Cardiovascular disease Diseases 0.000 claims 6
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 6
- 206010020772 Hypertension Diseases 0.000 claims 6
- 206010022489 Insulin Resistance Diseases 0.000 claims 6
- 208000008589 Obesity Diseases 0.000 claims 6
- 125000004446 heteroarylalkyl group Chemical group 0.000 claims 6
- 125000005885 heterocycloalkylalkyl group Chemical group 0.000 claims 6
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 6
- 235000020824 obesity Nutrition 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 125000005466 alkylenyl group Chemical group 0.000 claims 5
- 125000004966 cyanoalkyl group Chemical group 0.000 claims 5
- 125000005553 heteroaryloxy group Chemical group 0.000 claims 5
- 238000004519 manufacturing process Methods 0.000 claims 5
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 5
- 229910052760 oxygen Inorganic materials 0.000 claims 5
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 4
- 125000006648 (C1-C8) haloalkyl group Chemical group 0.000 claims 4
- 125000004648 C2-C8 alkenyl group Chemical group 0.000 claims 4
- 208000028698 Cognitive impairment Diseases 0.000 claims 4
- 206010012289 Dementia Diseases 0.000 claims 4
- 208000032928 Dyslipidaemia Diseases 0.000 claims 4
- 208000010412 Glaucoma Diseases 0.000 claims 4
- 208000002705 Glucose Intolerance Diseases 0.000 claims 4
- 206010018429 Glucose tolerance impaired Diseases 0.000 claims 4
- 206010061218 Inflammation Diseases 0.000 claims 4
- 208000017170 Lipid metabolism disease Diseases 0.000 claims 4
- 208000001132 Osteoporosis Diseases 0.000 claims 4
- 125000005018 aryl alkenyl group Chemical group 0.000 claims 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 4
- 125000005015 aryl alkynyl group Chemical group 0.000 claims 4
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzenecarbonitrile Natural products N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 claims 4
- 229910052799 carbon Inorganic materials 0.000 claims 4
- 208000010877 cognitive disease Diseases 0.000 claims 4
- 206010012601 diabetes mellitus Diseases 0.000 claims 4
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 4
- 125000004447 heteroarylalkenyl group Chemical group 0.000 claims 4
- 125000005114 heteroarylalkoxy group Chemical group 0.000 claims 4
- 125000005312 heteroarylalkynyl group Chemical group 0.000 claims 4
- 125000005326 heteroaryloxy alkyl group Chemical group 0.000 claims 4
- 201000001421 hyperglycemia Diseases 0.000 claims 4
- 230000004054 inflammatory process Effects 0.000 claims 4
- IBBMAWULFFBRKK-UHFFFAOYSA-N picolinamide Chemical compound NC(=O)C1=CC=CC=N1 IBBMAWULFFBRKK-UHFFFAOYSA-N 0.000 claims 4
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- DCPBZINGENDBBD-UHFFFAOYSA-N 1'-[1-[4-(2-oxopyrrolidin-1-yl)phenyl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(=CC=2)N2C(CCC2)=O)CC1 DCPBZINGENDBBD-UHFFFAOYSA-N 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000004183 alkoxy alkyl group Chemical group 0.000 claims 3
- 125000000304 alkynyl group Chemical group 0.000 claims 3
- 125000005160 aryl oxy alkyl group Chemical group 0.000 claims 3
- 125000004432 carbon atom Chemical group C* 0.000 claims 3
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 claims 3
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 3
- APAYAOUCALXXIR-UHFFFAOYSA-N 1'-(1-quinolin-4-ylcyclopropanecarbonyl)spiro[5h-furo[3,4-c]pyridine-1,3'-pyrrolidine]-3,4-dione Chemical compound OC1=NC=CC2=C1C(=O)OC2(C1)CCN1C(=O)C1(C=2C3=CC=CC=C3N=CC=2)CC1 APAYAOUCALXXIR-UHFFFAOYSA-N 0.000 claims 2
- IPRVQASLOXXFLC-UHFFFAOYSA-N 1'-(1-quinolin-6-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=C3C=CC=NC3=CC=2)CC1 IPRVQASLOXXFLC-UHFFFAOYSA-N 0.000 claims 2
- CAKMKMFBUFKNJL-UHFFFAOYSA-N 1'-[1-(4-chlorophenyl)cyclobutanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CCC1 CAKMKMFBUFKNJL-UHFFFAOYSA-N 0.000 claims 2
- IJMLHOGJLWZEPR-UHFFFAOYSA-N 1'-[1-(4-chlorophenyl)cyclobutanecarbonyl]spiro[furo[3,4-b]pyridine-5,3'-pyrrolidine]-7-one Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CN=C2C(=O)O3)CCC1 IJMLHOGJLWZEPR-UHFFFAOYSA-N 0.000 claims 2
- OEMNEKBMYFFICO-UHFFFAOYSA-N 1'-[1-(4-methoxyphenyl)cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1=CC(OC)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CC1 OEMNEKBMYFFICO-UHFFFAOYSA-N 0.000 claims 2
- KCMYEDVWDHGPGG-UHFFFAOYSA-N 1'-[1-(4-pyridin-2-yloxyphenyl)cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(OC=3N=CC=CC=3)=CC=2)CC1 KCMYEDVWDHGPGG-UHFFFAOYSA-N 0.000 claims 2
- CHZOCUVQGPNIPI-UHFFFAOYSA-N 1'-[1-(6-pyrrolidin-1-ylpyridin-3-yl)cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CC2(C3=CC=NC=C3C(=O)O2)CN1C(=O)C1(C=2C=NC(=CC=2)N2CCCC2)CC1 CHZOCUVQGPNIPI-UHFFFAOYSA-N 0.000 claims 2
- KMVGCQRRFBIURH-UHFFFAOYSA-N 1'-[1-[4-(pyrrolidin-1-ylmethyl)phenyl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(CN3CCCC3)=CC=2)CC1 KMVGCQRRFBIURH-UHFFFAOYSA-N 0.000 claims 2
- HAMIHAZNCBXTQF-UHFFFAOYSA-N 1'-[1-[4-[4-(2-cyclopropylacetyl)piperazin-1-yl]-2-fluorophenyl]cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound FC1=CC(N2CCN(CC2)C(=O)CC2CC2)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CC1 HAMIHAZNCBXTQF-UHFFFAOYSA-N 0.000 claims 2
- LSBDFXRDZJMBSC-UHFFFAOYSA-N 2-phenylacetamide Chemical compound NC(=O)CC1=CC=CC=C1 LSBDFXRDZJMBSC-UHFFFAOYSA-N 0.000 claims 2
- 125000003349 3-pyridyl group Chemical group N1=C([H])C([*])=C([H])C([H])=C1[H] 0.000 claims 2
- BFUSQALOKJVZQS-UHFFFAOYSA-N 4-methoxy-1'-(1-quinolin-4-ylcyclopropanecarbonyl)spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound COC1=NC=CC2=C1C(=O)OC2(C1)CCN1C(=O)C1(C=2C3=CC=CC=C3N=CC=2)CC1 BFUSQALOKJVZQS-UHFFFAOYSA-N 0.000 claims 2
- QHHDHTMDHADSSS-UHFFFAOYSA-N 6-chloro-1'-[1-(2,4-difluorophenyl)cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound FC1=CC(F)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC(Cl)=NC=C2C(=O)O3)CC1 QHHDHTMDHADSSS-UHFFFAOYSA-N 0.000 claims 2
- WLINRARKYCOBRP-UHFFFAOYSA-N 6-chloro-1'-[1-(4-methylphenyl)cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1=CC(C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC(Cl)=NC=C2C(=O)O3)CC1 WLINRARKYCOBRP-UHFFFAOYSA-N 0.000 claims 2
- PQSUYGKTWSAVDQ-ZVIOFETBSA-N Aldosterone Chemical compound C([C@@]1([C@@H](C(=O)CO)CC[C@H]1[C@@H]1CC2)C=O)[C@H](O)[C@@H]1[C@]1(C)C2=CC(=O)CC1 PQSUYGKTWSAVDQ-ZVIOFETBSA-N 0.000 claims 2
- PQSUYGKTWSAVDQ-UHFFFAOYSA-N Aldosterone Natural products C1CC2C3CCC(C(=O)CO)C3(C=O)CC(O)C2C2(C)C1=CC(=O)CC2 PQSUYGKTWSAVDQ-UHFFFAOYSA-N 0.000 claims 2
- 206010002383 Angina Pectoris Diseases 0.000 claims 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims 2
- 201000001320 Atherosclerosis Diseases 0.000 claims 2
- 206010070901 Diabetic dyslipidaemia Diseases 0.000 claims 2
- 206010019280 Heart failures Diseases 0.000 claims 2
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 2
- 208000001145 Metabolic Syndrome Diseases 0.000 claims 2
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims 2
- 208000018262 Peripheral vascular disease Diseases 0.000 claims 2
- 101100073357 Streptomyces halstedii sch2 gene Proteins 0.000 claims 2
- 208000006011 Stroke Diseases 0.000 claims 2
- 208000007536 Thrombosis Diseases 0.000 claims 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
- 201000000690 abdominal obesity-metabolic syndrome Diseases 0.000 claims 2
- 229960002478 aldosterone Drugs 0.000 claims 2
- 125000004414 alkyl thio group Chemical group 0.000 claims 2
- 125000004103 aminoalkyl group Chemical group 0.000 claims 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 125000004429 atom Chemical group 0.000 claims 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 claims 2
- 125000006297 carbonyl amino group Chemical group [H]N([*:2])C([*:1])=O 0.000 claims 2
- 125000006355 carbonyl methylene group Chemical group [H]C([H])([*:2])C([*:1])=O 0.000 claims 2
- 208000029078 coronary artery disease Diseases 0.000 claims 2
- 125000006165 cyclic alkyl group Chemical group 0.000 claims 2
- 230000006378 damage Effects 0.000 claims 2
- 125000004985 dialkyl amino alkyl group Chemical group 0.000 claims 2
- 239000003937 drug carrier Substances 0.000 claims 2
- IBUUABGYUBVGAC-UHFFFAOYSA-N ethyl 4-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=C1 IBUUABGYUBVGAC-UHFFFAOYSA-N 0.000 claims 2
- XFBWQXUYFXYWLG-UHFFFAOYSA-N ethyl 4-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCC1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=C1 XFBWQXUYFXYWLG-UHFFFAOYSA-N 0.000 claims 2
- 125000000816 ethylene group Chemical group [H]C([H])([*:1])C([H])([H])[*:2] 0.000 claims 2
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 claims 2
- 125000004995 haloalkylthio group Chemical group 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 208000020346 hyperlipoproteinemia Diseases 0.000 claims 2
- 208000006575 hypertriglyceridemia Diseases 0.000 claims 2
- 208000027866 inflammatory disease Diseases 0.000 claims 2
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 claims 2
- 208000017169 kidney disease Diseases 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- BDQCDIWFPIDPQU-UHFFFAOYSA-N n-methyl-5-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 BDQCDIWFPIDPQU-UHFFFAOYSA-N 0.000 claims 2
- BDQCDIWFPIDPQU-NDEPHWFRSA-N n-methyl-5-[4-[1-[(1r)-3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl]cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2C[C@@]3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 BDQCDIWFPIDPQU-NDEPHWFRSA-N 0.000 claims 2
- 125000004971 nitroalkyl group Chemical group 0.000 claims 2
- 230000008816 organ damage Effects 0.000 claims 2
- 239000008194 pharmaceutical composition Substances 0.000 claims 2
- 125000004194 piperazin-1-yl group Chemical group [H]N1C([H])([H])C([H])([H])N(*)C([H])([H])C1([H])[H] 0.000 claims 2
- DNUTZBZXLPWRJG-UHFFFAOYSA-M piperidine-1-carboxylate Chemical compound [O-]C(=O)N1CCCCC1 DNUTZBZXLPWRJG-UHFFFAOYSA-M 0.000 claims 2
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 2
- 230000002792 vascular Effects 0.000 claims 2
- HGRZCVKEBHSNPC-UHFFFAOYSA-N (1-pyridin-2-ylcyclopropyl) 3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carboxylate Chemical compound N1=C(C=CC=C1)C1(CC1)OC(=O)N1CC2(CC1)OC(C1=C2C=CC=C1)=O HGRZCVKEBHSNPC-UHFFFAOYSA-N 0.000 claims 1
- BNHYPAHGUDCVMK-UHFFFAOYSA-N (6-hydroxyspiro[1h-2-benzofuran-3,3'-pyrrolidine]-1'-yl)-[1-(4-methylphenyl)cyclopropyl]methanone Chemical compound C1=CC(C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=C(O)C=C2CO3)CC1 BNHYPAHGUDCVMK-UHFFFAOYSA-N 0.000 claims 1
- 125000000027 (C1-C10) alkoxy group Chemical group 0.000 claims 1
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 1
- GKMLZFOOOCMTKH-UHFFFAOYSA-N 1'-(1-naphthalen-1-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C3=CC=CC=C3C=CC=2)CC1 GKMLZFOOOCMTKH-UHFFFAOYSA-N 0.000 claims 1
- WVTYFOJBTISQKM-UHFFFAOYSA-N 1'-(1-naphthalen-1-ylcyclopropanecarbonyl)spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CC2(C3=CC=NC=C3C(=O)O2)CN1C(=O)C1(C=2C3=CC=CC=C3C=CC=2)CC1 WVTYFOJBTISQKM-UHFFFAOYSA-N 0.000 claims 1
- FGUUNNYEXJEKAL-UHFFFAOYSA-N 1'-(1-naphthalen-2-ylcyclopropanecarbonyl)spiro[furo[3,4-b]pyridine-5,3'-pyrrolidine]-7-one Chemical compound C1CC2(C3=CC=CN=C3C(=O)O2)CN1C(=O)C1(C=2C=C3C=CC=CC3=CC=2)CC1 FGUUNNYEXJEKAL-UHFFFAOYSA-N 0.000 claims 1
- NJNWKJLKZVOPDM-UHFFFAOYSA-N 1'-(1-naphthalen-2-ylcyclopropanecarbonyl)spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CC2(C3=CC=NC=C3C(=O)O2)CN1C(=O)C1(C=2C=C3C=CC=CC3=CC=2)CC1 NJNWKJLKZVOPDM-UHFFFAOYSA-N 0.000 claims 1
- UIWXTMPDASDQKJ-UHFFFAOYSA-N 1'-(1-pyridin-3-ylcyclobutanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=NC=CC=2)CCC1 UIWXTMPDASDQKJ-UHFFFAOYSA-N 0.000 claims 1
- YDUGPAPTGFVPQL-UHFFFAOYSA-N 1'-(1-pyridin-3-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=NC=CC=2)CC1 YDUGPAPTGFVPQL-UHFFFAOYSA-N 0.000 claims 1
- ZQCHZDHWLYWOKM-UHFFFAOYSA-N 1'-(1-pyridin-4-ylcyclobutanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CN=CC=2)CCC1 ZQCHZDHWLYWOKM-UHFFFAOYSA-N 0.000 claims 1
- YYIAYXMANDNDOT-UHFFFAOYSA-N 1'-(1-pyridin-4-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CN=CC=2)CC1 YYIAYXMANDNDOT-UHFFFAOYSA-N 0.000 claims 1
- IBXKGKXDRLCPFI-UHFFFAOYSA-N 1'-(1-quinolin-2-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2N=C3C=CC=CC3=CC=2)CC1 IBXKGKXDRLCPFI-UHFFFAOYSA-N 0.000 claims 1
- IRDDXVXJOWRLFX-UHFFFAOYSA-N 1'-(1-quinolin-3-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=C3C=CC=CC3=NC=2)CC1 IRDDXVXJOWRLFX-UHFFFAOYSA-N 0.000 claims 1
- OYVHXJGRJJOMNC-UHFFFAOYSA-N 1'-(1-quinolin-4-ylcyclopropanecarbonyl)spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C3=CC=CC=C3N=CC=2)CC1 OYVHXJGRJJOMNC-UHFFFAOYSA-N 0.000 claims 1
- YVSDQDZWEQMGNF-UHFFFAOYSA-N 1'-(1-quinolin-4-ylcyclopropanecarbonyl)spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1CC2(C3=CC=NC=C3C(=O)O2)CN1C(=O)C1(C=2C3=CC=CC=C3N=CC=2)CC1 YVSDQDZWEQMGNF-UHFFFAOYSA-N 0.000 claims 1
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- UOEQUQJRUTVTJC-UHFFFAOYSA-N 6-[3-fluoro-4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]-n-methylpyridine-3-carboxamide Chemical compound N1=CC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C(F)=C1 UOEQUQJRUTVTJC-UHFFFAOYSA-N 0.000 claims 1
- JKFVULZEPMDMQR-UHFFFAOYSA-N 6-chloro-1'-[1-(2-fluorophenyl)cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound FC1=CC=CC=C1C1(C(=O)N2CC3(CC2)C2=CC(Cl)=NC=C2C(=O)O3)CC1 JKFVULZEPMDMQR-UHFFFAOYSA-N 0.000 claims 1
- VEEQCJAWUCVUJU-UHFFFAOYSA-N 6-chloro-1'-[1-(3,4-dichlorophenyl)cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1=NC(Cl)=CC2=C1C(=O)OC2(C1)CCN1C(=O)C1(C=2C=C(Cl)C(Cl)=CC=2)CC1 VEEQCJAWUCVUJU-UHFFFAOYSA-N 0.000 claims 1
- BWVFZEBSMDDAGT-UHFFFAOYSA-N 6-chloro-1'-[1-(4-methoxyphenyl)cyclopropanecarbonyl]spiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-3-one Chemical compound C1=CC(OC)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC(Cl)=NC=C2C(=O)O3)CC1 BWVFZEBSMDDAGT-UHFFFAOYSA-N 0.000 claims 1
- JPXRTVLKYDINHX-UHFFFAOYSA-N 6-hydroxy-1'-[1-(4-methylphenyl)cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C1=CC(C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=C(O)C=C2C(=O)O3)CC1 JPXRTVLKYDINHX-UHFFFAOYSA-N 0.000 claims 1
- UYHHYRYDSYGDPX-UHFFFAOYSA-N 6-methoxy-1'-[1-(4-methylphenyl)cyclopropanecarbonyl]spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C=1C(OC)=CC=C2C=1C(=O)OC2(C1)CCN1C(=O)C1(C=2C=CC(C)=CC=2)CC1 UYHHYRYDSYGDPX-UHFFFAOYSA-N 0.000 claims 1
- 125000002853 C1-C4 hydroxyalkyl group Chemical group 0.000 claims 1
- KXDHJXZQYSOELW-UHFFFAOYSA-M Carbamate Chemical compound NC([O-])=O KXDHJXZQYSOELW-UHFFFAOYSA-M 0.000 claims 1
- SGOPHGHEQHYSBI-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-(1,1-dioxospiro[2h-1,2-benzothiazole-3,3'-pyrrolidine]-1'-yl)methanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2S(=O)(=O)N3)CC1 SGOPHGHEQHYSBI-UHFFFAOYSA-N 0.000 claims 1
- GHRVUEYZZRMWAF-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-spiro[1,2-dihydroindene-3,4'-piperidine]-1'-ylmethanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CCC3(C4=CC=CC=C4CC3)CC2)CC1 GHRVUEYZZRMWAF-UHFFFAOYSA-N 0.000 claims 1
- PABXGPPGHOSUGY-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-spiro[1,3-dihydroindene-2,4'-piperidine]-1'-ylmethanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CCC3(CC4=CC=CC=C4C3)CC2)CC1 PABXGPPGHOSUGY-UHFFFAOYSA-N 0.000 claims 1
- XQSLSFLVKFYYBE-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-spiro[1h-2-benzofuran-3,3'-pyrrolidine]-1'-ylmethanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2CO3)CC1 XQSLSFLVKFYYBE-UHFFFAOYSA-N 0.000 claims 1
- FBQXGUWRWHAJBB-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-spiro[1h-2-benzofuran-3,4'-piperidine]-1'-ylmethanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CCC3(CC2)C2=CC=CC=C2CO3)CC1 FBQXGUWRWHAJBB-UHFFFAOYSA-N 0.000 claims 1
- QVMKCWFWUWVRHJ-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-spiro[2,3-dihydro-1h-isoquinoline-4,4'-piperidine]-1'-ylmethanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CCC3(CC2)C2=CC=CC=C2CNC3)CC1 QVMKCWFWUWVRHJ-UHFFFAOYSA-N 0.000 claims 1
- CRLLLMMFQXXYCH-UHFFFAOYSA-N [1-(4-chlorophenyl)cyclopropyl]-spiro[chromene-2,4'-piperidine]-1'-ylmethanone Chemical compound C1=CC(Cl)=CC=C1C1(C(=O)N2CCC3(CC2)C=CC2=CC=CC=C2O3)CC1 CRLLLMMFQXXYCH-UHFFFAOYSA-N 0.000 claims 1
- USSWRRAUPDKCNC-UHFFFAOYSA-N [1-[6-[4-(2-fluorophenyl)piperazin-1-yl]pyridin-3-yl]cyclopropyl]-spiro[1H-2-benzofuran-3,3'-pyrrolidine]-1'-ylmethanone Chemical compound FC1=C(C=CC=C1)N1CCN(CC1)C1=CC=C(C=N1)C1(CC1)C(=O)N1CC2(CC1)OCC1=C2C=CC=C1 USSWRRAUPDKCNC-UHFFFAOYSA-N 0.000 claims 1
- AMNPXXIGUOKIPP-UHFFFAOYSA-N [4-(carbamothioylamino)phenyl]thiourea Chemical compound NC(=S)NC1=CC=C(NC(N)=S)C=C1 AMNPXXIGUOKIPP-UHFFFAOYSA-N 0.000 claims 1
- 125000003302 alkenyloxy group Chemical group 0.000 claims 1
- MPVDXIMFBOLMNW-UHFFFAOYSA-N chembl1615565 Chemical compound OC1=CC=C2C=C(S(O)(=O)=O)C=C(S(O)(=O)=O)C2=C1N=NC1=CC=CC=C1 MPVDXIMFBOLMNW-UHFFFAOYSA-N 0.000 claims 1
- 125000004465 cycloalkenyloxy group Chemical group 0.000 claims 1
- 125000000000 cycloalkoxy group Chemical group 0.000 claims 1
- 125000005356 cycloalkylalkenyl group Chemical group 0.000 claims 1
- 125000005112 cycloalkylalkoxy group Chemical group 0.000 claims 1
- 125000005357 cycloalkylalkynyl group Chemical group 0.000 claims 1
- 125000001995 cyclobutyl group Chemical group [H]C1([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- TVXVPFMWLGNLTR-UHFFFAOYSA-N ethyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OCC)CCC(C=2C=CC(=CC=2)C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)=C1 TVXVPFMWLGNLTR-UHFFFAOYSA-N 0.000 claims 1
- ZYXBEZZXIHZBSU-UHFFFAOYSA-N ethyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 ZYXBEZZXIHZBSU-UHFFFAOYSA-N 0.000 claims 1
- JFDWFTYRJYBHOZ-UHFFFAOYSA-N ethyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCC1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 JFDWFTYRJYBHOZ-UHFFFAOYSA-N 0.000 claims 1
- QDPZNXFTWHNRRC-UHFFFAOYSA-N ethyl 4-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OCC)CCC(C=2C=CC(=CC=2)C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)=C1 QDPZNXFTWHNRRC-UHFFFAOYSA-N 0.000 claims 1
- QGFWCXLQWUJMLR-UHFFFAOYSA-N ethyl 4-[5-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCC)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=N1 QGFWCXLQWUJMLR-UHFFFAOYSA-N 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 claims 1
- 125000000959 isobutyl group Chemical group [H]C([H])([H])C([H])(C([H])([H])[H])C([H])([H])* 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- LVZFHTDUYUWRNC-UHFFFAOYSA-N methyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]-3,6-dihydro-2h-pyridine-1-carboxylate Chemical compound C1N(C(=O)OC)CCC(C=2C=CC(=CC=2)C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)=C1 LVZFHTDUYUWRNC-UHFFFAOYSA-N 0.000 claims 1
- AQXPWDPKXAKKBR-UHFFFAOYSA-N methyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 AQXPWDPKXAKKBR-UHFFFAOYSA-N 0.000 claims 1
- GWEDCRLLYDZHCN-UHFFFAOYSA-N methyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC)CCC1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 GWEDCRLLYDZHCN-UHFFFAOYSA-N 0.000 claims 1
- LCFXIPXBMFRXLV-UHFFFAOYSA-N methyl 4-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC)CCC1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=C1 LCFXIPXBMFRXLV-UHFFFAOYSA-N 0.000 claims 1
- OPKBAFVFMSMVQY-UHFFFAOYSA-N methyl 4-[5-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=N1 OPKBAFVFMSMVQY-UHFFFAOYSA-N 0.000 claims 1
- CLQHDJJWJYZDLB-UHFFFAOYSA-N methyl n-[3-fluoro-4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]carbamate Chemical compound FC1=CC(NC(=O)OC)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CC1 CLQHDJJWJYZDLB-UHFFFAOYSA-N 0.000 claims 1
- IOWXRESXXOJCLI-UHFFFAOYSA-N methyl n-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)CC1 IOWXRESXXOJCLI-UHFFFAOYSA-N 0.000 claims 1
- CCDLSSQDIKDSCP-UHFFFAOYSA-N n,n-diethyl-5-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)N(CC)CC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 CCDLSSQDIKDSCP-UHFFFAOYSA-N 0.000 claims 1
- JKGJRLMQVFYGBU-UHFFFAOYSA-N n,n-dimethyl-1-[5-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]piperidine-4-carboxamide Chemical compound C1CC(C(=O)N(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=N1 JKGJRLMQVFYGBU-UHFFFAOYSA-N 0.000 claims 1
- QAIGJUZIFQYNEX-UHFFFAOYSA-N n,n-dimethyl-4-[5-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]benzamide Chemical compound C1=CC(C(=O)N(C)C)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=N1 QAIGJUZIFQYNEX-UHFFFAOYSA-N 0.000 claims 1
- UXNMZBJEUXWHIT-UHFFFAOYSA-N n,n-dimethyl-4-[5-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]piperazine-1-carboxamide Chemical compound C1CN(C(=O)N(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=N1 UXNMZBJEUXWHIT-UHFFFAOYSA-N 0.000 claims 1
- BDWOLIFPVUSXBW-UHFFFAOYSA-N n,n-dimethyl-5-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)N(C)C)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 BDWOLIFPVUSXBW-UHFFFAOYSA-N 0.000 claims 1
- CLOXAHMJBRTVHB-UHFFFAOYSA-N n-[1-[5-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]pyrrolidin-3-yl]acetamide Chemical compound C1C(NC(=O)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=N1 CLOXAHMJBRTVHB-UHFFFAOYSA-N 0.000 claims 1
- TUEBCCSVCUDGOE-UHFFFAOYSA-N n-[3-[5-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]phenyl]acetamide Chemical compound CC(=O)NC1=CC=CC(C=2N=CC(=CC=2)C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)=C1 TUEBCCSVCUDGOE-UHFFFAOYSA-N 0.000 claims 1
- MDGJJXYNFIKMKB-UHFFFAOYSA-N n-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CC1 MDGJJXYNFIKMKB-UHFFFAOYSA-N 0.000 claims 1
- AREWKUALYOCRQU-UHFFFAOYSA-N n-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]benzenesulfonamide Chemical compound C1CC2(C3=CC=CC=C3C(=O)O2)CN1C(=O)C1(C=2C=CC(NS(=O)(=O)C=3C=CC=CC=3)=CC=2)CC1 AREWKUALYOCRQU-UHFFFAOYSA-N 0.000 claims 1
- HPINANIHKATUHE-UHFFFAOYSA-N n-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]cyclopropanecarboxamide Chemical compound C1CC1C(=O)NC(C=C1)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CC1 HPINANIHKATUHE-UHFFFAOYSA-N 0.000 claims 1
- RDRPAZAFJOLVDL-UHFFFAOYSA-N n-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]methanesulfonamide Chemical compound C1=CC(NS(=O)(=O)C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)CC1 RDRPAZAFJOLVDL-UHFFFAOYSA-N 0.000 claims 1
- KGEPZUTYXVDBAU-UHFFFAOYSA-N n-cyclopropyl-4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]benzamide Chemical compound C=1C=C(C=2C=CC(=CC=2)C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=CC=1C(=O)NC1CC1 KGEPZUTYXVDBAU-UHFFFAOYSA-N 0.000 claims 1
- MKAJDVKPYDKIGX-UHFFFAOYSA-N n-ethyl-5-[3-fluoro-4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NCC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C(F)=C1 MKAJDVKPYDKIGX-UHFFFAOYSA-N 0.000 claims 1
- ZYPWTMZGMJTJNK-UHFFFAOYSA-N n-ethyl-5-[3-fluoro-4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NCC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C(F)=C1 ZYPWTMZGMJTJNK-UHFFFAOYSA-N 0.000 claims 1
- IOEDKLDCPJSWRH-UHFFFAOYSA-N n-ethyl-5-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-2-carboxamide Chemical compound C1=NC(C(=O)NCC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 IOEDKLDCPJSWRH-UHFFFAOYSA-N 0.000 claims 1
- MAPMDFMRDAOZDM-UHFFFAOYSA-N n-methyl-4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]benzamide Chemical compound C1=CC(C(=O)NC)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)CC1 MAPMDFMRDAOZDM-UHFFFAOYSA-N 0.000 claims 1
- MTHCZEZJOIARBI-UHFFFAOYSA-N n-methyl-4-[5-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]benzamide Chemical compound C1=CC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=N1 MTHCZEZJOIARBI-UHFFFAOYSA-N 0.000 claims 1
- VABUOMJBILYMLL-UHFFFAOYSA-N n-methyl-6-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]pyridine-3-carboxamide Chemical compound N1=CC(C(=O)NC)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 VABUOMJBILYMLL-UHFFFAOYSA-N 0.000 claims 1
- ATCLTGMYIHRRLI-UHFFFAOYSA-N n-methyl-n-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]cyclopropanecarboxamide Chemical compound C=1C=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=CC=1N(C)C(=O)C1CC1 ATCLTGMYIHRRLI-UHFFFAOYSA-N 0.000 claims 1
- 229960003966 nicotinamide Drugs 0.000 claims 1
- 235000005152 nicotinamide Nutrition 0.000 claims 1
- 239000011570 nicotinamide Substances 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 125000004043 oxo group Chemical group O=* 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- IVXQBCUBSIPQGU-UHFFFAOYSA-N piperazine-1-carboxamide Chemical compound NC(=O)N1CCNCC1 IVXQBCUBSIPQGU-UHFFFAOYSA-N 0.000 claims 1
- IXUCURCPQBYPOH-UHFFFAOYSA-N propan-2-yl 4-[3-fluoro-4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C(F)=C1 IXUCURCPQBYPOH-UHFFFAOYSA-N 0.000 claims 1
- SVARCFHJCIBUOM-UHFFFAOYSA-N propan-2-yl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 SVARCFHJCIBUOM-UHFFFAOYSA-N 0.000 claims 1
- MTZXBKKQPPFOAB-UHFFFAOYSA-N propan-2-yl 4-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperidine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C)CCC1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=C1 MTZXBKKQPPFOAB-UHFFFAOYSA-N 0.000 claims 1
- BUKVQIZBWVRPNS-UHFFFAOYSA-N propan-2-yl 4-[5-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)C=N1 BUKVQIZBWVRPNS-UHFFFAOYSA-N 0.000 claims 1
- SZGJGZDJKUUIFJ-UHFFFAOYSA-N propyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OCCC)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 SZGJGZDJKUUIFJ-UHFFFAOYSA-N 0.000 claims 1
- BRDKSYZPIQLKJI-UHFFFAOYSA-N spiro[2-benzofuran-3,3'-pyrrolidine]-1-one Chemical compound C12=CC=CC=C2C(=O)OC21CCNC2 BRDKSYZPIQLKJI-UHFFFAOYSA-N 0.000 claims 1
- 125000004089 sulfido group Chemical group [S-]* 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- LFKMFMULEPIRMV-UHFFFAOYSA-N tert-butyl 1'-[1-(4-chlorophenyl)cyclopropanecarbonyl]spiro[1,3-dihydroisoquinoline-4,4'-piperidine]-2-carboxylate Chemical compound C1N(C(=O)OC(C)(C)C)CC2=CC=CC=C2C1(CC1)CCN1C(=O)C1(C=2C=CC(Cl)=CC=2)CC1 LFKMFMULEPIRMV-UHFFFAOYSA-N 0.000 claims 1
- MHBDVTXQHKQZGO-UHFFFAOYSA-N tert-butyl 1'-[1-(4-chlorophenyl)cyclopropanecarbonyl]spiro[2h-indole-3,4'-piperidine]-1-carboxylate Chemical compound C12=CC=CC=C2N(C(=O)OC(C)(C)C)CC1(CC1)CCN1C(=O)C1(C=2C=CC(Cl)=CC=2)CC1 MHBDVTXQHKQZGO-UHFFFAOYSA-N 0.000 claims 1
- PECLONWGSYIVOW-UHFFFAOYSA-N tert-butyl 2-[4-[1-(3-oxospiro[furo[3,4-c]pyridine-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenoxy]acetate Chemical compound C1=CC(OCC(=O)OC(C)(C)C)=CC=C1C1(C(=O)N2CC3(CC2)C2=CC=NC=C2C(=O)O3)CC1 PECLONWGSYIVOW-UHFFFAOYSA-N 0.000 claims 1
- MWYFTCDRXUUWFR-UHFFFAOYSA-N tert-butyl 4-[4-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]phenyl]piperazine-1-carboxylate Chemical compound C1CN(C(=O)OC(C)(C)C)CCN1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=C1 MWYFTCDRXUUWFR-UHFFFAOYSA-N 0.000 claims 1
- VRSJGFABQLMDBQ-UHFFFAOYSA-N tert-butyl n-[4-[5-[1-(3-oxospiro[2-benzofuran-1,3'-pyrrolidine]-1'-carbonyl)cyclopropyl]pyridin-2-yl]phenyl]carbamate Chemical compound C1=CC(NC(=O)OC(C)(C)C)=CC=C1C1=CC=C(C2(CC2)C(=O)N2CC3(CC2)C2=CC=CC=C2C(=O)O3)C=N1 VRSJGFABQLMDBQ-UHFFFAOYSA-N 0.000 claims 1
Classifications
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- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/04—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D207/06—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with radicals, containing only hydrogen and carbon atoms, attached to ring carbon atoms
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- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/407—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with other heterocyclic ring systems, e.g. ketorolac, physostigmine
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- A61K31/438—The ring being spiro-condensed with carbocyclic or heterocyclic ring systems
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- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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Claims (42)
1. Spoj koji ima formulu Va ili Vb:
[image]
ili njihove farmaceutski prihvatljive soli, gdje je:
prsten B vezana 5 ili 6-očlana aril ili heteroaril grupa; Q1 je O, S, NH, CH2, CO, CS, SO, SO2, OCH2, SCH2, NHCH2, CH2CH2, CH=CH, COCH2, CONH, COO, SOCH2, SONH, SO2CH2 ili SO2NH;
Q2 je O, S, NH, CH2, CO, CS, SO, SO2, OCH2, SCH2, NHCH2, CH2CH2, CH=CH, COCH2, CONH, COO, SOCH2, SONH, SO2CH2 ili SO2NH;
Cy je aril, heteroaril, cikloalkil ili heterocikloalkil, svaki opcionalno supstituiran pomoću 1, 2, 3, 4 ili 5 –W-X-Y-Z;
R1 i R2 zajedno sa C atomom za koji su vezani formiraju 3-, 4-, 5-, 6- ili 7-očlanu cikloalkil grupu ili 3-, 4-, 5-, 6- ili 7-očlanu heterocikloalkil grupu, svaka opcionalno supstituirana pomoću 1, 2 ili 3 R5;
R5 je halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-4 haloalkil, aril, cikloalkil, heteroaril, heterocikloalkil, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)Rb, OC(O)NRcRd, NRcRd, NRcC(O)Rd, NRcC(O)Ra, S(O)Rb, S(O)NRcRd, S(O)2Rb ili S(O)2NRcRd;
W, W’ i W’’ svaki je, nezavisno, odsutan, C1-6 alkilenil, C2-6 alkinilenil, O, S, NRe, CO, CS, COO, CONRe, OCONRe, SO, SO2, SONRe ili NReCONRf; gdje su sspomenuti C1-6 alkilenil, C2-6 alkenilenil opcionalno supstituirani pomoću 1,2 ili 3 halo, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino;
X, X’ i X’’ svaki je nezavisno odsutan, C1-8 alkilenil, C2-8 alkenilenil, C2-8 alkinilenil, aril, cikloaril, heteroaril, heterocikloalkil, arilalkil, cikloalkilalkil, heteroarilalkil, heterocikloalkilalkil, arilalkenil, cikloalkilalkenil, heteroarilalkenil, heterocikloalkilalkenil, arilalkinil, cikloalkilalkinil, heteroarilalkinil, heterocikloalkilalkinil, od kojih je svaki opcionalno supstituiran pomoću jednog ili više halo, CN, NO2, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino;
Y, Y’ i Y’’ je svaki nezavisno odsutan, C1-6 alkilenil, C2-6 alkenilenil, C2-6 alkinilenil, O, S, NRe, CO, CS, COO, CONRe, OCONRe, SO, SO2, SONRe ili NReCONRf gdje su sspomenuti , C1-6 alkilenil, C2-6 alkenilenil, C2-6 alkinilenil opcionalno supstituirani sa 1, 2 ili 3 halo, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino;
Z, Z’ i Z’’ svaki je nezavisno, H, halo, okso, sulfido, CN, NO2, OH, C1-4 alkoksi, C1-4 haloalkoksi, amino, C1-4 alkilamino ili C2-8 dialkilamino, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil, gdje su spomenuti C1-6 alkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil opcionalno supstituirani sa 1, 2 ili 3 halo, C1-6 alkil, C2-6 alkenil, C2-6 alkinil, C1-4 haloalkil, aril, cikloalkil, heteroaril, heterocikloalkil, CN, NO2, ORa, SRa, C(O)Rb, C(O)NRcRd, C(O)ORa, OC(O)NRcRd, NRcRd, NRcC(O)Rd, NRcC(O)ORa, S(O)Rb, S(O)NRcRd, S(O)2Rb ili S(O)2NRcRd;
gdje su dva –W-X-Y-Z vezana za isti atom opcionalno formirajući 3-20-očlanu cikloalkil ili heterocikloalkil grupu opcionalno supstituiranu sa 1, 2 ili 3 –W’’-X’’-Y’’-Z’’;
gdje je –W-X-Y-Z sve osim H;
gdje je –W‘-X‘-Y‘-Z sve osim H;
gdje je –W‘‘-X‘‘-Y‘‘-Z sve osim H;
Ra je H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, (C1-6 alkoksi)-C1-6 alkil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil;
Rb je H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, heteroaril ili heterocikloalkil;
Rc i Rd je svaki, nezavisno, H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, arilalkil ili cikloalkilalkil;
ili su Rci Rd zajedno vezani za N atom i formiraju 4-, 5-, 6- ili 7-očlanu heterocikloalkil grupu;
Re i Rf su nezavisno, H, C1-6 alkil, C1-6 haloalkil, C2-6 alkenil, C2-6 alkinil, aril, cikloalkil, arilalkil ili cikloalkilalkil;
ili su Re i Rf vezani za N atom i formiraju 4-, 5-, 6- ili 7-očlanu heterocikloalkil grupu;
q je 0 ili 1;
v je 0, 1 ili 2;
r je 0, 1 ili 2;
s je 0, 1 ili 2;
i suma r i s je 0, 1 ili 2; i gdje se
“alkenil” odnosi na alkil grupu koja ima jednu ili više ugljik-ugljik dvostrukih veza;
“alkinil” odnosi na alkil grupu koja ima jednu ili više ugljik-ugljik trostrukih veza;
“cikloalkil” odnosi na nearomatične ciklične ugljikovodike uključujući ciklične alkil, alkenil i alkinil grupe; i “heterocikloalkil odnosi na nearomatične heterocikle uključujući ciklični alkil, alkenil i alkinil grupe gdje je jedan ili više ugljika koji formiraju prsten zamijenjen heteroatomom kao što je O, N ili S atom.
2. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je Cy aril ili heteroaril, opcionalno je supstituiran sa 1, 2, 3, 4 ili 5 –W-X-Y-Z.
3. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je Cy aril, opcionalno je supstituiran sa 1, 2, 3, 4 ili 5 –W-X-Y-Z.
4. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je Cy aril, opcionalno je supstituiran sa 1, 2 ili 3 halo, C1-4 alkil, C1-4 alkoksi, C1-4 haloalkil ili sa C1-4 haloalkoksi.
5. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je Cy fenil, opcionalno je supstituiran sa 1, 2 ili 3 halo, C1-4 alkil, C1-4 alkoksi, C1-4 haloalkil ili sa C1-4 haloalkoksi.
6. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje su R1 i R2 zajedno vezani za C atom, formiraju 3-, 4-, 5-, 6-, ili 7-očlanu cikloalkil grupu.
7. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje su R1 i R2 zajedno vezani za C atom, formiraju ciklopropil grupu.
8. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je –W-X-Y-Z halo, cijano, C1-4 cijanoalkil, nitro, C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-4 alkiltio, C1-4 haloalkiltio, C1-8 alkoksi, C2-8 alkeniloksi, C1-4 haloakloksi, OH, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, OC(O)NRcRd, NRcC(O)Rd, NRcC(O)ORa, NRcS(O)2Rd, C(O)ORa, C(O)Ra, C(O)NRaNRbRd, S(O)2Rd, SRd, C(O)NRcRd, C(S)NRcRd, ariloksi, heteroariloksi, cikloariloksi, cikloalkeniloksi, heterocikloalkiloksi, arilalkiloksi, heteroarilalkiloksi, cikloalkilalkiloksi, heterocikloalkilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili heterocikloalkilalkil; gdje je svaki od spomenutih C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-4 alkiltio, C1-4 haloalkiltio, C1-8 alkoksi, ariloksi, heteroariloksi, arilalkiloksi, heteroarilalkiloksi, heteroariloksialkil, ariloksi, heteroariloksi, cikloalkiloksi, cikloalkeniloksi, heterocikloalkiloksi, arilalkiloksi, heteroarilalkiloksi, cikloalkilalkiloksi, heterocikloalkilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili je heterocikloalkilalkil opcionalno supstituiran sa 1, 2 ili 3 halo, cijano, nitro, hidroksil-(C1-6 alkil), aminoalkil, dialkilaminoalkil, C1-4 alkil, C1-4 halo alkil, C1-4 cijanoalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, ORa, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, C(O)NRcRd, C(O)ORa, C(O)Ra, (ciklocalkilalkil)-C(O)-, NRcC(O)Rd, NRcC(O)ORa, NRcS(O)2Rd, C(S)NRcRd, S(O)2Rd, SRd, (C1-4 alkil)sulfonil, arilsulfonil, aril su opcionalno supstituirani sa halo, heteroaril, cikloalkilalkil, cikloalkil ili heterocikloalkilom.
9. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je -W-X-Y-Z halo, cijano, C1-4 cijanoalkil, nitro, C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-10 alkoksi, C1-4 haloalkoksi, OH, C1-8 alkoksialkil, amino, C1-4 alkilamino, C2-8 dialkilamino, OC(O)NRcRd, NRcC(O)Rd, NRcC(O)ORa, ariloksi, heteroariloksi, arilalkiloksi, heteroarilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili heterocikloalkilalkil; gdje je svaki od spomenutih C1-8 alkil, C2-8 alkenil, C1-8 haloalkil, C1-8 alkoksi, ariloksi, heteroariloksi, arilalkiloksi, heteroarilalkiloksi, heteroariloksialkil, ariloksialkil, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, arilalkenil, arilalkinil, heteroarilalkil, heteroarilalkenil, heteroarilalkinil, cikloalkilalkil ili heterocikloalkilalkil opcionalno supstituiran sa 1, 2 ili 3 halo, cijano, nitro, hidroksil-(C1-6 alkil), aminoalkil, dialkilaminoalkil, C1-4 alkil, C1-4 haloalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, C1-8 alkoksialkil, amino, C1-4 alkilamino, C2-8 dialkilamino, C(O)NRcRd, C(O)ORa , NRcC(O)Rd, NRcS(O)2Rd, (C1-4 alkil)sulfonil, arilsulfonil, aril, heteroaril, cikloalkil ili heterocikloalkilom.
10. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol gdje je -W-X-Y-Z halo, cijano, C1-4 cijanoalkil, nitro, C1-4 nitroalkil, C1-4 alkil, C1-4 haloalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil ili heterocikloalkilalkil.
11. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, -W-X-Y-Z je halo, C1-4 alkil ili C1-4 alkoksi.
12. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je:
-W’-X’-Y’-Z’ halo, OH, cijano, CHO, COOH, C(O)O-(C1-4 alkil), C(O)-(C1-4 alkil), SO2-(C1-4 alkil), C1-4 alkil,
C1-4 alkoksi ili -1-R7, gdje je spomenuti C1-4 alkil ili C1-4 alkoksi opcionalno supstituiran jednim ili više halo, OH,
COOH ili C(O)O-(C1-4 alkil);
L je odsutan, O, CH2, NHSO2 ili N[C(O)-(C1-4 alkil)]; i
R7 je aril ili heteroaril, svaki je opcionalno supstituiran sa 1, 2 ili 3 halo, OH, cijano, CHO, COOH, C(O)O-(C1-4 alkil), C(O)-(C1-4 alkil), SO2-(C1-4 alkil), SO2-NH(C1-4 alkil), C1-4 alkil, C1-4 alkoksi, C1-4 haloalkil, C1-4 hidroksialkil, aril, heteroaril ili ariloksi.
13. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je -W’-X’-Y’-Z’ halo; C1-4 alkil;
C1-4 haloalkil; OH; C1-4 alkoksi; C1-4 haloalkoksi; hidroksialkil; alkoksialkil; aril; heteroaril; aril supstituiran sa halo,
C1-4 alkil, C1-4 alkoksi, aril, heteroaril ili ariloksi; ili heteroaril supstituiran sa halo, C1-4 alkil, C1-4 alkoksi, aril ili heteroaril.
14. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje su dva -W’-X’-Y’-Z’ vezana za isti atom i opcionalno formiraju 3-20-očlani cikloalkil ili heterocikloalkil grupu opcionalno supstituiranu sa 1, 2 ili 3 -W’’-X’’-Y’’-Z’’.
15. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, gdje je -W"-X"-Y"-Z" halo, cijano, C1-4 cijanoalkil, nitro, C1-4 nitroalkil, C1-4 alkil, C1-4 haloalkil, C1-4 alkoksi, C1-4 haloalkoksi, OH, (C1-4 alkoksi)-C1-4 alkil, amino, C1-4 alkilamino, C2-8 dialkilamino, aril, heteroaril, cikloalkil, heterocikloalkil, arilalkil, heteroarilalkil, cikloalkilalkil, or heterocikloalkilalkil.
16. Spoj iz zahtjeva 1 ili njegova farmaceutski prihvatljiva sol, koje ima formulu VI:
[image]
gdje je svaki Q3 i Q4,nezavisno, CH ili N.
17. Spoj iz zahtjeva 16 ili njegove farmaceutski prihvatljive soli, imaju formulu VII:
[image]
18. Spoj iz zahtjeva 16 ili njegove farmaceutski prihvatljive soli, imaju formulu Formula VIII:
[image]
19. Spoj iz zahtjeva 1 izabran od:
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-2,3-dihidrospiro[inden-1,4’-piperidin];
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-1-metilspiro[indol-3,4’-piperidin]-2(1H)-on;
terc-butil 1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[indol-3,4’-piperidin]-1(2H)-karboksilat;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-2,3-dihidro-1H-spiro[izokinolin-4,4’-piperidin];
terc-butil 1’-{[1-(4-klorofenil)ciklopropil]karbonil}-1H-spiro[izokinolin-4,4’-piperidin]-2(3H)-karboksilat;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-1,3-dihidrospiro[inden-2,4’-piperidin];
1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[kromen-2,4’-piperidin];
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,4’-piperidin];
1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[indol-3,4’-piperidin]-2(1H)-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[1,2-benzizotiazol-3,3’-pirolidin]-1,1-dioksid;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’- pirolidin]-3-on;
1’-({1-[4-(piridin-2-iloksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(2,4-diklorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin];
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-1H-spiro[furo[3,4-c]piridin-3,3’-pirolidin]-1-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[indol-3,3’-pirolidin]-2(1H)-on;
1’-({1-[4-(1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(difluorometoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(6-fenilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(6-fenilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-pirolidin-1-ilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-pirolidin-1-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on; i
1’-{[1-(6-pirolidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on ili
njihove farmaceutski prihvatljive soli.
20. Spoj iz zahtjeva 1 izabrano od:
1’-{[1-(6-pirolidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-feniletoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(1-fetilciklopropil)metoksi]fenil}ciklopropil)-karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[(2-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(kinolin-2-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-[(1-{4-[(3-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(1,3-benzotiazol-2-ilmetoksi)fenil]ciklopropil}-karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-{[1-(4-{[3,5-bis(trifluorometil)benzil]oksi}fenil)-ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-[(1-{4-[2-(4-fluorofenil)etoksi]fenil}ciklopropil)-karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
4-[(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenoksi)metil]
benzonitril;
1’-{[1-(4-fenoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(piridin-4-ilmetoksi)fenil]ciklopropil}-karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(piridin-2-ilmetoksi)fenil]ciklopropil}-karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-piridin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-ciklopropilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(2-fluoro-4-piridin-2-ilfenil)ciklopropil]-karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(E)-2-(4-metilfenil)vinil]fenil}-ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-piridin-2-iletoksi)fenil]ciklopropil}-karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-piridin-2-iletoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{ 4-[(E)-2-piridin-4-ilvinil]fenil}ciklopropil)-karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(3,5-dimetilizoksazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1-metil-1H-pirazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4’-(metilsulfonil)bifenil-4-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(3-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(4-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(2H-indazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(1H-benzimidazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-metil-1H-imidazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1H-1,2,4-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(1-Hidroksiciklopentil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-Ciklopentilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1 -[4-(1-Hidroksiciklopentil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1-Hidroksiciklobutil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(1-Hidroksiciklobutil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(tetrahidro-2H-piran-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-{[1-(4-ciklobutilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(4-hidroksitetrahidro-2H-piran-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[4-(4-Hidroksitetrahidro-2H-piran-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(2-amino-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-metil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-etil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-amino-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-metil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[trans-1-(4-klorofenil)-3-hidroksiciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[cis-1-(4-klorofenil)-3-fluorociklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[cis-1-(4-klorofenil)-3-fluorociklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin];
1’-{[cis-1-(4-klorofenil)-3-fluorociklobutil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[cis-1-(4-klorofenil)-3-fluorociklobutil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(4-klorofenil)ciklobutil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-({1-[4-(1H-indazol-1-il)fenil]ciklobutil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklobutil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1H-benzimidazol-1-il)fenil]ciklobutil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklobutil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-piridin-4-ilciklobutil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1{[1-(4-piridin-4-ilfenil)ciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
N,N-dimetil-4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)piridin-2-
il]piperazin-1-karboksamid;
1’-[(1-{6-[4-(metilsulfonil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{6-[4-(2-fluorofenil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[6-(3,3-difluoropirolidin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on.
1’-[(1-{6-[3-Hidroksipirolidin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
N-{1-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]pirolidin-
3-il}acetamid;
1’-({1-[6-(1,3-dihidro-2H-izoindol-2-il)piridin-3-il]ciklo-propil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[6-(3,4-dihidro-izokinolin-2(1H)-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-{[1-(6-morfolin-4-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[6-(4-hidroksipipendin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
N-{4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]fenil
acetamid;
1’-({1 -[6-(2-fluorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[6-(1-benzotien-3-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(2,3’-bipiridin-5-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[6-(1-metil-1H-indol-5-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’ -pirolidin]-3-
on;
1’-[(1-{6-[3-(trifluorometoksi)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[6-(3-tienil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{6-[3-(trifluorometil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[6-(1-metil-1H-pirazol-4-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-{[1-(6-kloropiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[6-(benziloksi)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-kinolin-3-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[6-(1-metil-1H-pirazol-4-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[6-(benziloksi)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(6-kloropiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[6-(3,4-dihidroizokinolin-2(1H)-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[6-(1,3-dihidro-2H-izoindol-2-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[6-(3,3-difluoropirolidin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
Izobutil 4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil}piridin-2-
il)piperazin-1-karboksilat;
2-[4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil}piridin-2-il)piperazin-
1-il]benzonitril;
1’-[(1-{6-[4-(4-fluorofenil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-[(1-{6-[3-(trifluorometil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{6-[3-(trifluorometoksi)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)benzonitril;
1’-({1-[6-(3-kloro-4-fluorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{6-[4-(metoksimetil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3--on;
N-[3-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)fenil]
acetamid; i
4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-il)benzamid, ili njihove farmaceutski prihvatljive soli.
21. Spoj iz zahtjeva 1 izabran od:
1’-[(1-{6-[4-(metilsulfonil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[6-(1-metil-1H-indol-5-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[6-(1-benzotien-5-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-{[1-(6-kinolin-3-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[6-(3-tienil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-okso-2,3-dihidro-1H-indol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(3-metil-2-okso-2,3-dihidro-1H-benzimidazol-1-il)fenil]ciklopropil} karbonil)-3H-spiro[furo[3,4-
c]piridin-1,3’-pirolidin]-3-on;
4-1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}benzonitril;
4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil} benzenkarbotioamid;
1’-[(1-{4-[1-(metilsulfonil)-1,2,3,6-tetrahidropiridin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-
c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(E)-2-piridin-4-ilvinil]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-[(1-{4-[ciklopentil(fluoro)metil]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(tetrahidro-2H-piran-4-iloksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
terc-butil (4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenoksi)acetat;
(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil} fenoksi)acetonitril;
1’-[(1-{4-[(5-metilizoksazol-3-il)metoksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(ciklopentilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(kinolin-3-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(kinolin-4-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(kinolin-6-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(piridin-3-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-(trifluorometil)-1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(trifluorometoksi)fenil]ciklopropil}karbonil)-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
4-fluoro-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-4-fluoro-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
7-fluoro-1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-{[1-(4-bromofenil)ciklopropil]karbonil}-7-fluoro-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-6-kloro-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-kloro-1’-({1-[4-(trifluorometoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
6-kloro-1’-{[1-(2-fluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(4-klorofenil)-1,3-tiazol-2-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)benzonitril;
1’-{[1-(4-bromofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(pirolidin-1-ilkarbonil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) benzohidrazid;
N-metil-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)benzamid;
4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) benzenkarbotioamid;
1’-[(1-{4-[2-(trifluorometil)-1H-imidazol-4-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1-metil-1H-pirazol-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on ;
N-ciklopropil-4’-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)bifenil-4-
karboksamid;
1’-[(1-{4-[5-(trifluorometil)-1H-1,2,4-triazol-3-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-
pirolidin]-3-on;
1’-({1-[4-(1H-tetrazol-5-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-amino-1,3-oksazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-pirimidin-5-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(6-fluoropiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(6-pirolidin-1-ilpiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
N-ciklopropil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]
piridin-2-karboksamid;
N-metil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piridin-
2-karboksamid;
1’-({1-[4-(metilsulfonil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-kloro-2-fluorofenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-oksopiridin-1(2H)-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
Metil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-
1-carboksilat;
1’-[(1-{4-[4-(metilsulfonil)-2-oksopiperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
7-fluoro-1’-[(1-{4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-
1,3’-pirolidin]-3-on;
N-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]ciklopropankarboksamid;
N-[4-(1-{[3-Okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]benzenesulfonamid;
Metil allil[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]karbamat;
1’-({1-[4-(1H-1,2,4-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-kinolin-6-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-piridin-4-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-kinolin-2-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-piridin-2-ilciklopropil)carboxil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-({1-[4-(pirolidin-1-ilmetil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
6-kloro-1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
6-kloro-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(3-tienil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(2-naftil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(piridin-4-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[izockromene-3,3’-pirolidin]-1(4H)-on;
1’-{[1-(2-fluoro-4-piridin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
5-metoksi-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3-okso-3H-spiro[2-benzofuran-1,3’-pirolidin]-5-karbonitril;
1’-({1-[3’-(hidroksimetil)bifenil-4-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[2’-(metiltio)bifenil-4-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(1,3-benzotiazol-2-il)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(2-naftil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-({1-[4-(difluorometoksi)fenil]ciklopropil}karbonil)-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(4-{[4-(trifluorometoksi)benzil]oksi}fenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on; i
1’-[(1-{4-[1-(4-bromofenil)etoksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on ili njihove farmaceutski prihvatljive soli.
22. Spoj iz zahtjeva 1 izabran od:
1’-{[1-(4-piridin-3-ilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirrolidin]-3-on;
[4-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenil)-1,3-tiazol-
2-il]acetonitril;
1’-({1-[4-(2-piridin-3-il-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1-propionil-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-
1,3’-pirolidin]-3-on;
Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]-3,6-dihidropiridin-1(2H)-karboksilat;
4-[(E)-2-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenil)vinil]
benzonitril;
1’-{[1-(2-fluoro-4-piridin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{2-fluoro-4-[3-(trifluorometil)-1H-pirazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-
1,3’-pirolidin]-3-on;
1’-({1-[4-(2H-indazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(3,3-difluoropirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[2-fluoro-4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[4-izopropil-2-okso-1,3-oksazolidin-3-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(2-oksoimidazolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-oksoimidazolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[4-izopropil-2-okso-1,3-oksazolidin-3-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[2-fluoro-4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[2-fluoro-4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
metil 3-okso-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piperazin-
1-karboksilat;
1’-[(1-{6-[4-(ciklopropilkarbonil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-
pirolidin]-3-on;
1’-[(1-{6-[4-(piridin-4-iloksi)piperidin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{6-[3-(piridin-4-iloksi)pirolidin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(6-metoksipiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
[4’-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)bifenil-3-il]acetonitril;
1’-({1-[4-(6-aminopiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(6-hidroksipiridin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(5-metilpiridin-2-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(piridin-2-iloksi)metil]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(piridin-3-iloksi)metil]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(piridin-4-iloksi)metil]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
3-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)benzonitril;
1’-[(1-bifenil-3-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(1-naftil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-kinolin-6-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(5-metilizoksazol-3-il)metoksi]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[4-(2-piridin-3-il-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-[(1-{4-[5-(trifluorometil)-1,3,4-oksadiazol-2-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-
pirolidin]-3-on;
1’-{[1-(4-terc-butil-1,3-tiazol-2-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(4-klorofenil)-1,3-tiazol-2-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’,1"-[1,4-fenilenbis(ciklopropan-1,1-diilkarbonil)]bis(3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on);
4-hidroksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
4-metoksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-piridin-3-ilciklobutil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklobutil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklobutil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-{[1-(2,4-diklorofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-{[1-(4-bromofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-{[1-(4-metoksifenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-{[1-(4-fenoksifenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-
2(1H)-on;
1’-{[1-(3-bromofenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-{[1-(3-metoksifenil)ciklopropil]karbonil}spiro[pirido[3,4-d][1,3]oksazin-4,3’-pirolidin]-2(1H)-on;
1’-{[1-(6-kloropiridin-3-il)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on; i
1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on ili njihova farmaceutski prihvatljiva sol.
23. Spoj iz zahtjeva 1 izabran od:
1’-{[1-(4-Metoksifenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-({1-[4-(trifluorometoksi)fenil]ciklopropil}karbonil)-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(4-fluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1 -(2-kloro-4-fluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(3-klorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{-(3,4-diklorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(2,3-difluorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
1’-{[1-(2,4-diklorofenil)ciklopropil]karbonil}-7H-spiro[furo[3,4-b]piridin-5,3’-pirolidin]-7-on;
Etil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-
1-karboksilat;
1’-[(1-{6-[4-(etilsulfonil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[6-(4-metilpiperazin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[6-(4-fenilpiperazin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-[(1-{6-[4-(3-metilbutanoil)piperazin-1-il]piridin-3-il}ciklopropilkarbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{6-[4-(ciklopropilmetil)piperazin-1-il]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-
pirolidin]-3-on;
1’-({1-[6-(2,5-dihidro-1H-pirol-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-{[1-(6-piperidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(4-metil-2-oksopiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[4-(4-acetil-2-okso-piperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
terc-butil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]piperazin-
1-karboksilat;
1’-({1-[4-(4-Izobutirilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-[(1-{4-[4-(ciklopropil karbonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[4-(metilsulfonil)piperazin-1-il]fenil}ciklopropil karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[4-(4-metilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
N-metil-N-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]ciklopropankarboksamid;
N-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) fenil]acetamid;
1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-oksopiperidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1-metil-3-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]imidazolidin-
2,4-dion;
1’-{[1-(4-morfolin-4-ilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-piridin-3-ilciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
N-metil-4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)piridin-2-
il]benzamid;
N,N-dimetil-4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)piridin-2-
il]benzamid;
1’-[(1-{6-[4-(metilsulfonil)fenil]piridin-3-il}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(piridin-2-iloksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(piridin-3-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(izokinolin-1-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-vinilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
metil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]-3,6-dihidropiridin-
1(2H)-karboksilat;
Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil} ciklopropil)fenil]-3,6-dihidropiridin-
1(2H)-karboksilat;
1’-({1-[4-(1-acetil-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro [2-benzofuran-1,3’-
pirolidin]-3-on;
1’-[(1-{4-[1-(3-metilbutanoil)-1,2,3,6-tetrahidropiridin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-
1,3’-pirolidin]-3-on;
5-hidroksi-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-5-ol;
1’-({1-[4-(pirolidin-1-ilmetil)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-{[1-(6-pirolidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[6-(4-fenilpiperazin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolid in]-3-on;
metil 4-[5-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-
il]piperazin-1-karboksilat ;
Etil 4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-
il)piperazin-1-karboksilat;
Izopropil 4-(5-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}piridin-2-
il)piperazin-1-karboksilat;
1’-({1-[6-(4-klorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[6-(4-fluorofenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[6-(4-fluoro-2-metilfenil)piridin-3-il]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
4-kloro-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
4-hidroksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
4-metoksi-1’-[(1-kinolin-4-ilciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(4-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-{[4-(trifluorometil)benzil]oksi}fenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[(2-kloro-4-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[(4-bromo-2-fluorobenzil)oksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
3-fluoro-4-[(4- {1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenoksi)
metil]benzonitril;
1’-[(1-{4-[1-(2-fluorofenil)etoksi]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
4-[1-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklo-propil}fenoksi)
etil]benzonitril;
1’-({1-[4-(kinolin-2-ilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-kloro-1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-metoksifenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(ciklopentiloksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(alliloksi)fenil]ciklo-propil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-metoksietoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(ciklopropilmetoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-vinilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(E)-2-piridin-2-ilvinil]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1-izobutiril-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-
1,3’-pirolidin]-3-on;
1’-({1-[4-(1-acetilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
Etil 4-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil] ciklopropil}fenil)piperidin-
1-karboksilat;
1’-({1-[4-(1-izobutirilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1-propionilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-[(1-{4-[1-(3-metilbutanoil)piperidin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-piriolidin]-3-on;
1’-({1-[4-(2-izopropil-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[2-(dimetilamino)-1,3-tiazol-4-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(2-amino-1,3-tiazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
3-fluoro-4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklo-propil}benzonitril;
1’-({1-[2-fluoro-4-(4-metil-1,3-tiazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on; i
1’-[(1-{4-[5-(trifluorometil)-1,3,4-oksadiazol-2-il]fenil}ciklo-propil)karbonil]-3H-spiro[furo[3,4-c]piridin-
1,3’-pirolidin]-3-on ili njihova farmaceutski prihvatljiva sol.
24. Spoj iz zahtjeva 1 izabrano od:
1’-({1-[4-(3-metilizoksazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-piridin-2-iletil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[2-fluoro-4-(1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[2-fluoro-4-(3-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(3-amino-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1H-benzimidazol-1-il)-2-fluorofenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{2-fluoro-4-[2-(trifluoro-metil)-1H-benzimidazol-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-
c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(2-metoksi-1H-benzimidazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
Etil 4-(4-{1-[(3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il)karbonil]ciklopropil}fenil)piperazin-
1-karboksilat;
Izopropil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piperazin-1-karboksilat;
1’-({1-[4-(4-propionilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(4-izobutirilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[4-(ciklopropil karbonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro [furo[3,4-c]piridin-
1,3’-pirolidin]-3-on;
1’-[(1-{4-[4-(Metilsulfonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(2-oksopiridin-1(2H)-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
Metil [4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]karbamat;
N-[4-(1-{[3-Okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]metansulfonamid;
1’-{[1-(2-fluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-klorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-bromofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[2-(Trifluorometil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-metoksifenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2,3-difluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-kloro-6-fluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(1-naftil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-fluorofenil)ciklopropil]karbonil}-6-(trifluorometil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
6-kloro-1’-{[1-(4-metilfenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-kloro-1’-({1-[4-(trifluoro-metil)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
6-kloro-1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-kloro-1’-({1-[3-(difluorometoksi)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-{[1-(2,4-diklorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-4-metoksi-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklopropil]karbonil}-4-hidroksi-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-kloro-1’-{[1-(3,4-diklorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-kloro-2-fluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
6-kloro-1’-{[1-(2,4-difluorofenil)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2-kloro-4-fluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(2,4-difluorofenil)ciklo-propil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[4-(metiltio)fenil]ciklo-propil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[(trifluorometil)tio]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-{[1-(4-klorofenil)ciklo-pentil]karbonil}-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
Metil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-
1-karboksilat;
N,N-dimetil-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piperazin-1-karboksamid;
Metil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piperazin-1-karboksilat;
1’-({1-[2-fluoro-4-(4-propionilpiperazin-1-il)fenil]ciklo-propil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[2-fluoro-4-(4-izobutirilpiperazin-1-il)fenil]ciklo-propil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[4-(ciklopropil karbonil)piperazin-1-il]-2-fluoro-fenil}ciklopropil) karbonil]-3H-spiro[2-benzofuran-
1,3’-pirolidin]-3-on;
1’-({1-[4-(4-acetilpiperazin-1-il)-2-fluorofenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,Ndimetilpiperazin-1-karboksamid;
1’-({1-[4-(4-hidroksipiperidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
N,N-dimetil-1-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piperidin-4-karboksamid;
Metil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-
1-karboksilat;
Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-1-
karboksilat;
1’-({1-[4-(1-acetilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(1-izobutirilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[4-(1-propionilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-[(1-{4-[1-(3-metilbutanoil)piperidin-4-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1-acetilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-({1-[4-(1-izobutirilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
1’-({1-[4-(1-propionilpiperidin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-
on;
1’-[(1-{4-[1-(3-metilbutanoil)piperidin-4-il]fenil}ciklo-propil)karbonil]-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
Metil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-
1-karboksilat;
Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperidin-
1-karboksilat;
Izopropil-4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperidin-1-karboksilat;
Metil 4-hidroksi-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piperidin-1-karboksilat;
Etil 4-hidroksi-4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piperidin-1-karboksilat;
Izopropil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piperazin-
1-karboksilat;
1’-[(1-{4-[6-(pirolidin-1-ilkarbonil)piridin-3-il]fenil}ciklo-propil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
N-Etil-N-metil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]
piridin-2-karboksamid;
N,N-dietil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)fenil]piridin-
2-karboksamid;
terc-butil {4-[5-(-1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-
il]fenil}karbamat;
N,N-dimetil-1-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklo-propil)piridin-2-
il]piperidin-4-karboksamid; i
1’-{[1-(6-piperidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on ili njihove farmaceutski prihvatljive soli.
25. Spoj iz zahtjeva 1 izabran od:
1’-({1-[2-fluoro-4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[2-fluoro-4-(2-okso-1,3-oksazolidin-3-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-({1-[4-(2-oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[2-fluoro-4-(2-oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[4-(2-Oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[2-fluoro-4-(2-oksoazetidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-
3-on;
Propil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-
1-karboksilat;
Izobutil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-
1-karboksilat;
Izopropil 4-[5-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)piridin-2-il]piperazin-
1-karboksilat;
Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-
1-karboksilat;
Propil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-
1-karboksilat;
Izobutil 4-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-
1-karboksilat;
1’-[(1-{4-[4-(ciklopropilacetil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-(4-[4-(ciklopropilacetil)piperazin-1-il]-2-fluorofenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-
1,3’-pirolidin]-3-on;
1’-[(1-{4-[4-(3-metilbutanoil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{2-fluoro-4-[4-(3-metilbutanoil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro [2-benzofuran-
1,3’-pirolidin]-3-on;
1’-[(1-{4-[4-(tetrahidro-2H-piran-4-ilkarbonil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-
1,3’-pirolidin]-3-on;
Etil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-
1-karboksilat;
Propil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
piperazin-1-karboksilat;
4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilpiperazin-1-karboksamid;
1’-({1-[2-fluoro-4-(4-izobutirilpiperazin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
1’-[(1-{4-[4-(ciklopropilacetil)piperazin-1-il]-2-fluorofenil}ciklopropil)karbonil]-3H-spiro[2-benzofuran-
1,3’-pirolidin]-3-on;
Metil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
piperazin-1-karboksilat;
Etil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
piperazin-1-karboksilat;
Propil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
piperazin-1-karboksilat;
izo-propil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)
fenil]piperazin-1-karboksilat;
izo-butil 4-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)
fenil]piperazin-1-karboksilat;
1’-[(1-{4-[4-(ciklopropilkarbonil)piperazin-1-il]-2-fluorofenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-
1,3’-pirolidin]-3-on;
1’-[(1-{2-fluoro-4-[4-(3-metilbutanoil)piperazin-1-il]fenil}ciklopropil)karbonil]-3H-spiro[furo[3,4-c]piridin-
1,3’-pirolidin]-3-on;
N,N-dimetil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-
2-karboksamid;
N-etil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-
2-karboksamid;
N-izopropil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-
2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilpiridin-
2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-etilpiridin-
2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-i-propilpiridin-2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,N-dimetilpiridin-2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilpiridin-2-karboksamid;
N-etil-5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)
fenil]piridin-2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-izopropilpiridin-2-karboksamid;
5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-
N,N-dimetilpiridin-2-karboksamid;
6-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-metilnikotinamid;
6-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N,N-dimetilnikotinamid;
N-metil-6-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]nikotinamid;
N,N-dimetil-6-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
nikotinamid;
1’-({1-[4-(1-izobutiril-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-
pirolidin]-3-on;
1’-({1-[4-(1-propionil-1,2,3,6-tetrahidropiridin-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-
pirolidin]-3-on;
1’-({1-[3-fluoro-4-(3-metil-1H-pirazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-
pirolidin]-3-on;
1’-{[1-(6-azetidin-1-ilpiridin-3-il)ciklopropil]karbonil}-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-({1-[6-(2-oksoazetidin-1-il)piridin-3-il]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
Metil [3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
karbamat;
Metil [3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]karbamat;
1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-3-on;
1’-[(1-{4-[4-(ciklopropilkarbonil)piperazin-1-il]fenil}ciklobutil)karbonil]-3H-spiro[2-benzofuran-1,3’-pirolidin]-
3-on;
Etil 4-[4-(1-{[3-okso-1’H,3H-spiro[furo[3,4-c]piridin-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piperazin-
1-karboksilat;
N,N-dietil-5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
piridin-2-karboksamid;
1’-({1-[4-(2-oksopirolidin-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-on;
1’-({1-[2-fluoro-4-(1H-1,2,3-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[2-fluoro-4-(2H-1,2,3-triazol-2-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[2-fluoro-4-(1H-1,2,4-triazol-1-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
1’-({1-[2-fluoro-4-(4H-1,2,4-triazol-4-il)fenil]ciklopropil}karbonil)-3H-spiro[2-benzofuran-1,3’-pirolidin]-3-
on;
N-etil-5-[3-fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]
piridin-2-karboksamid i
5-[3-Fluoro-4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]-N-izopropilpiridin-2-karboksamid ili njihove farmaceutski prihvatljive soli.
26. Postupak moduliranja aktivnosti 11βHSD1 ili MR ex vivo sadrži spomenute 11βHSD1 ili MR sa spojevima prema bilo kojem zahtjevu od 1 do 25 ili njihove farmaceutski prihvatljive soli.
27. Spomenuti Postupak iz zahtjeva 26 gdje se spomenuto moduliranje inhibira.
28. Spojevi prema bilo kojem zahtjevu od 1 do 25 ili njihove farmaceutski prihvatljive soli za upotrebu u proizvodnji lijeka za liječenje bolesti, pri čemu je spomenuta bolest gojaznost, dijabetes, intolerancija na glukozu, otpornost na inzulin, hiperglikemija, hipertenzija, hiperlipidemija, kognitivno oštećenje, demencija, glaukom, kardiovaskularni poremećaji, osteoporoza ili upala.
29. Spojevi prema bilo kojem zahtjevu od 1 do 25 ili njihove farmaceutski prihvatljive soli za upotrebu u proizvodnji lijeka za tretman bolesti pri čemu je spomenuta bolest hipertenzija, kardiovaskularna bolest, bolest bubrega, upalne bolesti, otkazivanje srca, ateroskleroza, arteroskleroza, koronarna bolest arterija, tromboza, angina, periferalne vaskularne bolesti, oštećenje vaskularnog zida, moždani udar, dislipidemija, hiperlipoproteinemija, dijabetička dislipidemija, miješana dislipidemija, hiperkolesterolemija, hipertrigliceridinemija, dijabetes tip 1, tip 2, gojaznost, metabolički sindrom, otpornost na inzulin ili generalno oštećenje organa vezano za aldosteron.
30. Upotreba spoja prema bilo kojem zahtjevu od 1 do 25 ili njihove farmaceutski prihvatljive soli, u proizvodnji lijeka za tretman dijabetesa tipa 2.
31. Farmaceutski sastavi koji sadrže spojeve prema bilo kojem od zahtjeva od 1 do 25 ili njihove farmaceutski prihvatljive soli i farmaceutski prihvatljiv nosač.
32. Spojevi prema bilo kojem zahtjevu od 1 do 25 ili njihove farmaceutski prihvatljive soli za upotrebu u tretmanu bolesti pri čemu je spomenuta bolest gojaznost, dijabetes, intolerancija na glukozu, otpornost na inzulin, hiperglikemija, hipertenzija, hiperlipidemija, kognitivno oštećenje, demencija, glaukom, kardiovaskularni poremećaji, osteoporoza ili upala.
33. Spojevi prema bilo kojem zahtjevu od 1 do 25 ili njihove farmaceutski prihvatljive soli, za upotrebu u tretmanu bolesti, pri čemu je spomenuta bolest hipertenzija, kardiovaskularne bolesti, bolesti bubrega, upalne bolesti, otkazivanje srca, ateroskleroza, arteroskleroza, koronarna bolest arterija, tromboza, angina, periferalne vaskularne bolesti, oštećenje vaskularnog zida, moždani udar, dislipidemija, hiperlipoproteinemija, dijabetička dislipidemija, miješana dislipidemija, hiperkolesterolemija, hipertrigliceridinemija, dijabetes tip 1, tip 2, gojaznost, metabolički sindrom, otpornost na inzulin ili generalno oštećenje organa vezano za aldosteron.
34. Spoj prema bilo kojem zahtjevu od 1 do 25 ili njegova farmaceutski prihvatljiva sol za upotrebu u tretmanu dijabetesa tipa 2.
35. Spoj koje je N-metil-5-[4-(1-{[3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid ili njegova farmaceutski prihvatljiva sol.
36. Spoj koje je N-metil-5-[4-(1-{[(1R)-3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil)fenil]piridin-2-karboksamid ili njegova farmaceutski prihvatljiva sol.
37. Spoj koje je N-metil-5-[4-(1-{[(1R)-3-okso-1’H,3H-spiro[2-benzofuran-1,3’-pirolidin]-1’-il]karbonil}ciklopropil) fenil]piridin-2-karboksamid.
38. Farmaceutska kompozicija sadrži spojeve prema zahtjevu 35 ili 36 ili njihove farmaceutski prihvatljive soli ili spoj prema zahtjevu 37, kao i farmaceutski prihvatljiv nosač.
39. Upotreba spojeva prema zahtjevu 35 ili 36 ili njihove farmaceutski prihvatljive soli, ili spoj prema zahtjevu 37, u proizvodnji lijekova za tretman pacijenata izabranih sa bolestima kao što su gojaznost, dijabetes, intolerancija na glukozu, otpornost na inzulin, hiperglikemija, hipertenzija, hiperlipidemija, kognitivno oštećenje, demencija, glaukom, kardiovaskularni poremećaji, osteoporoza ili upala.
40. Upotreba spoja prema zahtjevu 35 ili 36 ili njihova farmaceutski prihvatljiva sol, ili spoj prema zahtjevu 37, u proizvodnji lijeka za tretman dijabetesa tipa 2.
41. Spoj prema zahtjevu 35 ili 36 ili njegove farmaceutski prihvatljive soli, ili spoj prema zahtjevu 37, za upotrebu u tretmanu pacijenata sa bolestima izabranim od gojaznosti, dijabetesa, intolerancije na glukozu, otpornosti na inzulin, hiperglikemiju, hipertenzije, hiperlipidemije, kognitivnog oštećenja, demencije, glaukoma, kardiovaskularnih poremećaja, osteoporoze, i upala.
42. Spoj prema zahtjevu 35 ili 36 ili njegova farmaceutski prihvatljiva sol, ili spoj prema zahtjevu 37, za upotrebu u tretmanu dijabetesa tipa 2.
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Families Citing this family (82)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US7064211B2 (en) * | 2002-03-22 | 2006-06-20 | Eisai Co., Ltd. | Hemiasterlin derivatives and uses thereof |
TWI350168B (en) | 2004-05-07 | 2011-10-11 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
BRPI0512410A (pt) * | 2004-06-24 | 2008-03-04 | Incyte Corp | compostos de amido e seu uso como produtos farmacêuticos |
CA2589565A1 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
CA2570694A1 (en) * | 2004-06-24 | 2006-02-02 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
WO2006002361A2 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | 2-methylpropanamides and their use as pharmaceuticals |
CA2570637A1 (en) | 2004-06-24 | 2006-02-02 | Wenqing Yao | N-substituted piperidines and their use as pharmaceuticals |
EP1758882A4 (en) * | 2004-06-24 | 2008-01-23 | Incyte Corp | AMID COMPOUNDS AND THEIR USE AS MEDICAMENTS |
KR101257233B1 (ko) * | 2004-07-29 | 2013-04-29 | 아더시스 인코포레이티드 | 세로토닌 수용체 조절제로서의 트리사이클릭 인데노-피롤유도체 |
EP1778229A4 (en) * | 2004-08-10 | 2009-06-17 | Incyte Corp | AMID COMPOUNDS AND THEIR USE AS MEDICAMENTS |
ES2547724T3 (es) * | 2004-11-10 | 2015-10-08 | Incyte Corporation | Compuestos de lactama y su uso como productos farmacéuticos |
US8110581B2 (en) * | 2004-11-10 | 2012-02-07 | Incyte Corporation | Lactam compounds and their use as pharmaceuticals |
WO2006055752A2 (en) * | 2004-11-18 | 2006-05-26 | Incyte Corporation | INHIBITORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1 AND METHODS OF USING THE SAME |
US7759383B2 (en) | 2005-02-22 | 2010-07-20 | The Regents Of The University Of Michigan | Small molecule inhibitors of MDM2 and the uses thereof |
WO2006105127A2 (en) | 2005-03-31 | 2006-10-05 | Takeda San Diego, Inc. | Hydroxysteroid dehydrogenase inhibitors |
AR053710A1 (es) | 2005-04-11 | 2007-05-16 | Xenon Pharmaceuticals Inc | Compuestos espiroheterociclicos y sus usos como agentes terapeuticos |
MY158766A (en) | 2005-04-11 | 2016-11-15 | Xenon Pharmaceuticals Inc | Spiro-oxindole compounds and their uses as therapeutic agents |
DE102005044813A1 (de) | 2005-05-19 | 2007-10-04 | Grünenthal GmbH | Substituierte Spiro-Verbindungen und deren Verwendung zur Herstellung von Arzneimitteln |
US20090291988A1 (en) * | 2005-06-14 | 2009-11-26 | Renata Oballa | Reversible Inhibitors of Monoamine Oxidase A and B |
US20070066584A1 (en) * | 2005-09-21 | 2007-03-22 | Wenqing Yao | Amido compounds and their use as pharmaceuticals |
BRPI0616463A2 (pt) | 2005-09-29 | 2011-06-21 | Merck & Co Inc | composto, composição farmacêutica, e, uso de um composto |
BRPI0619446A2 (pt) * | 2005-12-05 | 2011-10-04 | Incyte Corp | compostos de lactama, suas composições e método de modulação da atividade de 11bhsd1 |
WO2007084314A2 (en) * | 2006-01-12 | 2007-07-26 | Incyte Corporation | MODULATORS OF 11-ß HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
KR101081293B1 (ko) | 2006-01-18 | 2011-11-08 | 에프. 호프만-라 로슈 아게 | 11 베타-에이치에스디1 억제제로서 티아졸 |
EA200870216A1 (ru) * | 2006-01-31 | 2009-02-27 | Инсайт Корпорейшн | Амидо соединения и их применение в качестве лекарственных средств |
PA8713501A1 (es) | 2006-02-07 | 2009-09-17 | Wyeth Corp | INHIBIDORES DE 11-BETA HIDROXIESTEROIDE DEHIDROGENASA - 11ßHSD1 |
TW200808807A (en) * | 2006-03-02 | 2008-02-16 | Incyte Corp | Modulators of 11-β hydroxyl steroid dehydrogenase type 1, pharmaceutical compositions thereof, and methods of using the same |
WO2007103719A2 (en) * | 2006-03-03 | 2007-09-13 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
US7834050B2 (en) | 2006-03-29 | 2010-11-16 | Duke University | Small molecule insulin mimetics absent quinones |
US20070293529A1 (en) * | 2006-05-01 | 2007-12-20 | Yun-Long Li | Tetrasubstituted ureas as modulators of 11-beta hydroxyl steroid dehydrogenase type 1 |
PE20080251A1 (es) | 2006-05-04 | 2008-04-25 | Boehringer Ingelheim Int | Usos de inhibidores de dpp iv |
WO2007137066A2 (en) * | 2006-05-17 | 2007-11-29 | Incyte Corporation | HETEROCYCLIC INHIBITORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE I AND METHODS OF USING THE SAME |
US8222288B2 (en) | 2006-08-30 | 2012-07-17 | The Regents Of The University Of Michigan | Small molecule inhibitors of MDM2 and the uses thereof |
US7737174B2 (en) | 2006-08-30 | 2010-06-15 | The Regents Of The University Of Michigan | Indole inhibitors of MDM2 and the uses thereof |
US7638526B2 (en) * | 2006-09-15 | 2009-12-29 | Schering Corporation | Azetidine derivatives useful in treating pain, diabetes and disorders of lipid metabolism |
WO2008033468A2 (en) | 2006-09-15 | 2008-03-20 | Schering Corporation | Azetidine and azetidone derivatives useful in treating pain and disorders of lipid metabolism |
WO2008033460A2 (en) * | 2006-09-15 | 2008-03-20 | Schering Corporation | Treating pain, diabetes, and lipid metabolism disorders |
TW200833695A (en) | 2006-10-12 | 2008-08-16 | Xenon Pharmaceuticals Inc | Use of spiro-oxindole compounds as therapeutic agents |
WO2008142859A1 (ja) * | 2007-05-18 | 2008-11-27 | Kowa Company, Ltd. | 新規なスピロオキシインドール化合物及びこれを含有する医薬 |
CA2689692A1 (en) * | 2007-06-05 | 2008-12-11 | Clas Sonesson | New disubstituted phenylpyrrolidines as modulators of cortical catecholaminergic neurotransmission |
CL2008001839A1 (es) * | 2007-06-21 | 2009-01-16 | Incyte Holdings Corp | Compuestos derivados de 2,7-diazaespirociclos, inhibidores de 11-beta hidroxil esteroide deshidrogenasa tipo 1; composicion farmaceutica que comprende a dichos compuestos; utiles para tratar la obesidad, diabetes, intolerancia a la glucosa, diabetes tipo ii, entre otras enfermedades. |
PE20091057A1 (es) | 2007-12-19 | 2009-07-20 | Lilly Co Eli | Antagonistas del receptor mineralcorticoide y metodos de uso |
US20100022572A1 (en) | 2008-07-18 | 2010-01-28 | Kowa Company, Ltd. | Novel spiro compound and medicine comprising the same |
TW201010975A (en) | 2008-08-29 | 2010-03-16 | Kowa Co | 1-adamantylazetidin-2-one derivatives and drugs containing same |
US8101647B2 (en) | 2008-10-17 | 2012-01-24 | Xenon Pharmaceuticals Inc. | Spiro-oxindole compounds and their use as therapeutic agents |
CN105175433A (zh) | 2008-10-17 | 2015-12-23 | 泽农医药公司 | 螺羟吲哚化合物及其作为治疗剂的用途 |
US8252781B2 (en) | 2008-10-29 | 2012-08-28 | Kowa Company, Ltd. | 1,2-diazetidin-3-one derivatives and drugs containing same |
EP2370451B1 (en) | 2008-12-02 | 2016-11-16 | Wave Life Sciences Japan, Inc. | Method for the synthesis of phosphorus atom modified nucleic acids |
JP5609150B2 (ja) * | 2009-02-27 | 2014-10-22 | アステラス製薬株式会社 | ピペリジン誘導体 |
ES2350077B1 (es) | 2009-06-04 | 2011-11-04 | Laboratorios Salvat, S.A. | Compuestos inhibidores de 11beta-hidroxiesteroide deshidrogenasa de tipo 1. |
AR077252A1 (es) | 2009-06-29 | 2011-08-10 | Xenon Pharmaceuticals Inc | Enantiomeros de compuestos de espirooxindol y sus usos como agentes terapeuticos |
AU2010270714B2 (en) | 2009-07-06 | 2015-08-13 | Wave Life Sciences Ltd. | Novel nucleic acid prodrugs and methods use thereof |
AU2010306768B2 (en) | 2009-10-14 | 2016-08-04 | Xenon Pharmaceuticals Inc. | Synthetic methods for spiro-oxindole compounds |
WO2011060049A2 (en) | 2009-11-12 | 2011-05-19 | The Regents Of The University Of Michigan | Spiro-oxindole mdm2 antagonists |
PE20121699A1 (es) | 2010-02-26 | 2012-12-22 | Xenon Pharmaceuticals Inc | Composiciones farmaceuticas del compuesto espiro-oxindol para administracion topica |
WO2011140425A1 (en) | 2010-05-06 | 2011-11-10 | Vertex Pharmaceuticals Incorporated | Heterocyclic chromene-spirocyclic piperidine amides as modulators of ion channels |
EP2620428B1 (en) * | 2010-09-24 | 2019-05-22 | Wave Life Sciences Ltd. | Asymmetric auxiliary group |
CN103298818B (zh) | 2010-11-12 | 2016-06-29 | 密歇根大学董事会 | 螺-吲哚酮mdm2拮抗剂 |
SG192248A1 (en) | 2011-02-02 | 2013-09-30 | Vertex Pharma | Pyrrolopyrazine-spirocyclic piperidine amides as modulators of ion channels |
CN103443105A (zh) | 2011-02-18 | 2013-12-11 | 沃泰克斯药物股份有限公司 | 作为离子通道调节剂的苯并二氢吡喃-螺环哌啶酰胺 |
WO2012125613A1 (en) | 2011-03-14 | 2012-09-20 | Vertex Pharmaceuticals Incorporated | Morpholine-spirocyclic piperidine amides as modulators of ion channels |
CN103717605B (zh) | 2011-05-11 | 2016-05-18 | 密执安州立大学董事会 | 螺-羟吲哚mdm2拮抗剂 |
JP6128529B2 (ja) | 2011-07-19 | 2017-05-17 | ウェイブ ライフ サイエンシズ リミテッドWave Life Sciences Ltd. | 官能化核酸の合成のための方法 |
US9073881B2 (en) | 2011-09-23 | 2015-07-07 | Hoffmann-La Roche Inc. | Benzoic acid derivatives |
US8921576B2 (en) | 2011-10-19 | 2014-12-30 | Kowa Company, Ltd. | Spiroindoline compound, and medicinal agent comprising same |
US9617547B2 (en) | 2012-07-13 | 2017-04-11 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant |
EP2872485B1 (en) | 2012-07-13 | 2020-12-16 | Wave Life Sciences Ltd. | Asymmetric auxiliary group |
CN104661664B (zh) | 2012-07-13 | 2020-07-03 | 波涛生命科学有限公司 | 手性控制 |
WO2015108048A1 (ja) | 2014-01-15 | 2015-07-23 | 株式会社新日本科学 | 抗腫瘍作用を有するキラル核酸アジュバンド及び抗腫瘍剤 |
JPWO2015108047A1 (ja) | 2014-01-15 | 2017-03-23 | 株式会社新日本科学 | 免疫誘導活性を有するキラル核酸アジュバンド及び免疫誘導活性剤 |
US10322173B2 (en) | 2014-01-15 | 2019-06-18 | Shin Nippon Biomedical Laboratories, Ltd. | Chiral nucleic acid adjuvant having anti-allergic activity, and anti-allergic agent |
CA2936712A1 (en) | 2014-01-16 | 2015-07-23 | Meena | Chiral design |
WO2015164308A1 (en) * | 2014-04-22 | 2015-10-29 | Merck Sharp & Dohme Corp. | FACTOR XIa INHIBITORS |
US9682033B2 (en) | 2015-02-05 | 2017-06-20 | Teva Pharmaceuticals International Gmbh | Methods of treating postherpetic neuralgia with a topical formulation of a spiro-oxindole compound |
WO2017074833A1 (en) * | 2015-10-29 | 2017-05-04 | Merck Sharp & Dohme Corp. | Macrocyclic spirocarbamate derivatives as factor xia inhibitors, pharmaceutically acceptable compositions and their use |
EP3235813A1 (en) | 2016-04-19 | 2017-10-25 | Cidqo 2012, S.L. | Aza-tetra-cyclo derivatives |
WO2020048826A1 (en) | 2018-09-03 | 2020-03-12 | Bayer Aktiengesellschaft | 5-substituted 1-oxa-3,9-diazaspiro[5.5]undecan-2-one compounds |
TW202024083A (zh) | 2018-09-03 | 2020-07-01 | 德商拜耳廠股份有限公司 | 3,9-二氮雜螺[5.5]十一烷化合物 |
WO2020048830A1 (en) | 2018-09-03 | 2020-03-12 | Bayer Aktiengesellschaft | 5-aryl-3,9-diazaspiro[5.5]undecan-2-one compounds |
CN110305141B (zh) * | 2019-07-18 | 2022-01-11 | 深圳市三启药物开发有限公司 | 一种螺(3,3’-异丙基吡咯烷氧化吲哚)类肝x受体调节剂及其制备方法和应用 |
EP4308125A1 (en) * | 2021-03-18 | 2024-01-24 | Merck Sharp & Dohme LLC | Plasma kallikrein inhibitors |
EP4326274A1 (en) * | 2021-04-22 | 2024-02-28 | Merck Sharp & Dohme LLC | Plasma kallikrein inhibitors |
Family Cites Families (92)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
NL262366A (hr) * | 1960-03-14 | |||
US3201466A (en) * | 1963-03-08 | 1965-08-17 | Gulf Oil Corp | Substituted cyclopropanecarboxanilide herbicides |
DE2114420A1 (de) * | 1971-03-25 | 1972-10-05 | Merck Patent Gmbh, 6100 Darmstadt | Substituierte Phenylalkanol-Derivate und Verfahren zu ihrer Herstellung |
GB1460389A (en) * | 1974-07-25 | 1977-01-06 | Pfizer Ltd | 4-substituted quinazoline cardiac stimulants |
US3933829A (en) * | 1974-08-22 | 1976-01-20 | John Wyeth & Brother Limited | 4-Aminoquinoline derivatives |
TR18917A (tr) | 1974-10-31 | 1977-12-09 | Ciba Geigy Ag | 1-(bis-triflormetilfenil)-2-oksopirolidin-4-karbonik asitleri ve bunlarin tuerevleri |
FR2312247A1 (fr) | 1975-05-30 | 1976-12-24 | Parcor | Derives de la thieno-pyridine, leur procede de preparation et leurs applications |
US4145435A (en) * | 1976-11-12 | 1979-03-20 | The Upjohn Company | 2-aminocycloaliphatic amide compounds |
GB2068961B (en) * | 1980-02-13 | 1983-11-30 | Sankyo Co | Quinazoline derivatives |
JPS57156450A (en) * | 1981-03-24 | 1982-09-27 | Ihara Chem Ind Co Ltd | 1-(4-chlorophenyl)-1-cyclopentanecarboxylic acid derivative, its preparation, and aquatic life repellent containing said compound as active component |
US4439606A (en) * | 1982-05-06 | 1984-03-27 | American Cyanamid Company | Antiatherosclerotic 1-piperazinecarbonyl compounds |
EP0273659A1 (en) | 1986-12-27 | 1988-07-06 | Takeda Chemical Industries, Ltd. | Azaspiro compounds, their production and use |
US5206240A (en) * | 1989-12-08 | 1993-04-27 | Merck & Co., Inc. | Nitrogen-containing spirocycles |
US5852029A (en) * | 1990-04-10 | 1998-12-22 | Israel Institute For Biological Research | Aza spiro compounds acting on the cholinergic system with muscarinic agonist activity |
JPH04334357A (ja) | 1991-05-02 | 1992-11-20 | Fujirebio Inc | 酵素阻害作用を有するアシル誘導体 |
DE4234295A1 (de) * | 1992-10-12 | 1994-04-14 | Thomae Gmbh Dr K | Carbonsäurederivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
TW239211B (en) * | 1993-04-02 | 1995-01-21 | Hyundai Electronics America | Electromagnetic lens actuator for optical disk drive |
FR2705343B1 (fr) * | 1993-05-17 | 1995-07-21 | Fournier Ind & Sante | Dérivés de beta,beta-diméthyl-4-pipéridineéthanamine, leur procédé de préparation et leur utilisation en thérapeutique. |
FR2724656B1 (fr) * | 1994-09-15 | 1996-12-13 | Adir | Nouveaux derives du benzopyranne, leur procede de preparation et les compositions pharmaceutiques qui les contiennent |
FR2736053B1 (fr) * | 1995-06-28 | 1997-09-19 | Sanofi Sa | Nouvelles 1-phenylalkyl-1,2,3,6-tetrahydropyridines |
GB9517622D0 (en) * | 1995-08-29 | 1995-11-01 | Univ Edinburgh | Regulation of intracellular glucocorticoid concentrations |
AU754554B2 (en) | 1998-07-02 | 2002-11-21 | Merck & Co., Inc. | Inhibitors of prenyl-protein transferase |
TWI248435B (en) | 1998-07-04 | 2006-02-01 | Boehringer Ingelheim Pharma | Benzimidazoles, the preparation thereof and their use as pharmaceutical compositions |
JP2002541138A (ja) * | 1999-04-02 | 2002-12-03 | デュポン ファーマシューティカルズ カンパニー | マトリックスメタロプロテアーゼ、TNF−α、およびアグレカナーゼの阻害剤としての新規アミド誘導体 |
IT1313552B1 (it) | 1999-06-29 | 2002-09-09 | European Molecular Biology Lab Embl | Isoforme del recettore alfa degli estrogeni umano |
US6659293B1 (en) | 1999-07-07 | 2003-12-09 | Odwalla, Inc. | Pull-out shelf stocking system |
ES2218191T3 (es) | 1999-07-21 | 2004-11-16 | Astrazeneca Ab | Nuevos compuestos. |
DE50006615D1 (de) | 1999-08-07 | 2004-07-01 | Boehringer Ingelheim Pharma | Carbonsäureamide, deren herstellung und deren verwendung als arzneimittel |
CA2389034A1 (en) | 1999-10-27 | 2001-05-03 | Cor Therapeutics, Inc. | Pyridyl-containing spirocyclic compounds as inhibitors of fibrinogen-dependent platelet aggregation |
US6496627B1 (en) | 2000-07-14 | 2002-12-17 | Tyco Telecommunications (Us) Inc. | Device and method for improved long term signal attenuation performance of fiber optic cable and apparatus interfaces |
US7294637B2 (en) * | 2000-09-11 | 2007-11-13 | Sepracor, Inc. | Method of treating addiction or dependence using a ligand for a monamine receptor or transporter |
AU9087301A (en) * | 2000-09-11 | 2002-03-26 | Sepracor Inc | Ligands for monoamine receptors and transporters, and methods of use thereof |
US7102009B2 (en) * | 2001-01-12 | 2006-09-05 | Amgen Inc. | Substituted amine derivatives and methods of use |
US6713479B2 (en) * | 2001-03-02 | 2004-03-30 | Sepracor Inc. | Piperidine-piperazine ligands for neurotransmitter receptors |
US7365205B2 (en) * | 2001-06-20 | 2008-04-29 | Daiichi Sankyo Company, Limited | Diamine derivatives |
US6547958B1 (en) | 2001-07-13 | 2003-04-15 | Chevron U.S.A. Inc. | Hydrocarbon conversion using zeolite SSZ-59 |
AU2002318478A1 (en) * | 2001-07-13 | 2003-01-29 | Chevron U.S.A. Inc. | Zeolite ssz-59 |
GB0118238D0 (en) | 2001-07-26 | 2001-09-19 | Smithkline Beecham Plc | Medicaments |
US20050143372A1 (en) | 2001-10-30 | 2005-06-30 | Shomir Ghosh | Compounds, pharmaceutical compositions and methods of use therefor |
GB0126292D0 (en) | 2001-11-01 | 2002-01-02 | Smithkline Beecham Plc | Compounds |
US6649606B1 (en) * | 2001-11-09 | 2003-11-18 | Bristol-Myers Squibb Co. | Tetrahydroisoquinoline analogs as modulators of chemokine receptor activity |
EA200400708A1 (ru) * | 2001-11-22 | 2004-10-28 | Биовитрум Аб | Ингибиторы 11-бета-гидроксистероиддегидрогеназы типа 1 |
US7030141B2 (en) | 2001-11-29 | 2006-04-18 | Christopher Franklin Bigge | Inhibitors of factor Xa and other serine proteases involved in the coagulation cascade |
WO2003049736A1 (en) * | 2001-12-11 | 2003-06-19 | Sepracor, Inc. | 4-substituted piperidines, and methods of use thereof |
PE20030701A1 (es) | 2001-12-20 | 2003-08-21 | Schering Corp | Compuestos para el tratamiento de trastornos inflamatorios |
JP2003231633A (ja) | 2002-02-06 | 2003-08-19 | Tanabe Seiyaku Co Ltd | 医薬組成物 |
US6818772B2 (en) * | 2002-02-22 | 2004-11-16 | Abbott Laboratories | Antagonists of melanin concentrating hormone effects on the melanin concentrating hormone receptor |
TWI329111B (en) | 2002-05-24 | 2010-08-21 | X Ceptor Therapeutics Inc | Azepinoindole and pyridoindole derivatives as pharmaceutical agents |
AR040241A1 (es) | 2002-06-10 | 2005-03-23 | Merck & Co Inc | Inhibidores de la 11-beta-hidroxiesteroide deshidrogrenasa 1 para el tratamiento de la diabetes obesidad y dislipidemia |
SE0202133D0 (sv) | 2002-07-08 | 2002-07-08 | Astrazeneca Ab | Novel compounds |
TW200413351A (en) | 2002-08-21 | 2004-08-01 | Astrazeneca Ab | Chemical compounds |
AU2003267551A1 (en) | 2002-08-21 | 2004-03-11 | Astrazeneca Ab | Thieno-pyrrole compounds as antagonists of gonadotropin releasing hormone |
WO2004022554A1 (en) | 2002-09-07 | 2004-03-18 | Celltech R & D Limited | Quinazolinone derivatives |
CA2498106A1 (en) * | 2002-09-12 | 2004-03-25 | Merck & Co., Inc. | Substituted bicyclic thiophene derivatives, compositions containing such compounds and methods of use |
BR0315166A (pt) * | 2002-10-11 | 2005-08-16 | Astrazeneca Ab | Uso de um composto ou de um sal farmaceuticamente aceitável do mesmo, composto ou um sal farmaceuticamente aceitável do mesmo, composição farmacêutica, e, método para produzir um efeito inibidor de 11betahsd1 em um animal de sangue quente, tal como o homem, que necessita de tratamento |
WO2004058727A1 (en) | 2002-12-20 | 2004-07-15 | Bayer Pharmaceuticals Corporation | Substituted 3,5-dihydro-4h-imidazol-4-ones for the treatment of obesity |
WO2004056744A1 (en) | 2002-12-23 | 2004-07-08 | Janssen Pharmaceutica N.V. | Adamantyl acetamides as hydroxysteroid dehydrogenase inhibitors |
TW200503994A (en) | 2003-01-24 | 2005-02-01 | Novartis Ag | Organic compounds |
WO2004089470A2 (en) | 2003-04-11 | 2004-10-21 | Novo Nordisk A/S | New amide derivatives and pharmaceutical use thereof |
US7205318B2 (en) | 2003-03-18 | 2007-04-17 | Bristol-Myers Squibb Company | Lactam-containing cyclic diamines and derivatives as a factor Xa inhibitors |
WO2004094347A2 (en) | 2003-03-26 | 2004-11-04 | Chevron U.S.A. Inc. | Molecular sieve ssz-65 |
US20040188324A1 (en) * | 2003-03-26 | 2004-09-30 | Saleh Elomari | Hydrocarbon conversion using molecular sieve SSZ-65 |
WO2004094371A2 (en) | 2003-04-17 | 2004-11-04 | Merck & Co., Inc. | Heterocyclic cyclopentyl tetrahydroisoquinoline and tetrahydropyridopyridine modulators of chemokine receptor activity |
EA009296B1 (ru) | 2003-04-24 | 2007-12-28 | Инсайт Корпорейшн | Производные азаспироалканов в качестве ингибиторов металлопротеаз |
SE0302755D0 (sv) | 2003-10-17 | 2003-10-17 | Astrazeneca Ab | Novel compounds |
JPWO2005047286A1 (ja) | 2003-11-13 | 2007-05-31 | 小野薬品工業株式会社 | スピロ複素環化合物 |
JP2007514731A (ja) | 2003-12-19 | 2007-06-07 | ファイザー インコーポレイテッド | 糖尿病及び肥満症の治療のための11−ベータ−ヒドロキシステロイドデヒドロゲナーゼ1型(11−β−hsd−1)の阻害剤としてのベンゼンスルホニルアミノ−ピリジン−2−イル誘導体及び関連化合物 |
SE0303541D0 (sv) | 2003-12-22 | 2003-12-22 | Astrazeneca Ab | New compounds |
WO2005108359A1 (en) | 2004-05-06 | 2005-11-17 | Pfizer Inc. | Novel compounds of proline and morpholine derivatives |
TWI350168B (en) * | 2004-05-07 | 2011-10-11 | Incyte Corp | Amido compounds and their use as pharmaceuticals |
CA2589565A1 (en) * | 2004-06-24 | 2006-01-05 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
WO2006002361A2 (en) | 2004-06-24 | 2006-01-05 | Incyte Corporation | 2-methylpropanamides and their use as pharmaceuticals |
CA2570637A1 (en) | 2004-06-24 | 2006-02-02 | Wenqing Yao | N-substituted piperidines and their use as pharmaceuticals |
CA2570694A1 (en) * | 2004-06-24 | 2006-02-02 | Incyte Corporation | Amido compounds and their use as pharmaceuticals |
EP1758882A4 (en) | 2004-06-24 | 2008-01-23 | Incyte Corp | AMID COMPOUNDS AND THEIR USE AS MEDICAMENTS |
BRPI0512410A (pt) * | 2004-06-24 | 2008-03-04 | Incyte Corp | compostos de amido e seu uso como produtos farmacêuticos |
EP1778229A4 (en) | 2004-08-10 | 2009-06-17 | Incyte Corp | AMID COMPOUNDS AND THEIR USE AS MEDICAMENTS |
MX2007004799A (es) | 2004-10-22 | 2007-06-25 | Cargill Inc | Proceso para la produccion de maltodextrinas y maltodextrinas. |
US8110581B2 (en) * | 2004-11-10 | 2012-02-07 | Incyte Corporation | Lactam compounds and their use as pharmaceuticals |
ES2547724T3 (es) | 2004-11-10 | 2015-10-08 | Incyte Corporation | Compuestos de lactama y su uso como productos farmacéuticos |
WO2006055752A2 (en) * | 2004-11-18 | 2006-05-26 | Incyte Corporation | INHIBITORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1 AND METHODS OF USING THE SAME |
JP5133702B2 (ja) * | 2005-01-05 | 2013-01-30 | アボット・ラボラトリーズ | 11−β−ヒドロキシステロイドデヒドロゲナーゼ1型酵素の阻害薬 |
EP1866285A1 (en) * | 2005-03-03 | 2007-12-19 | F. Hoffmann-Roche AG | 1-sulfonyl-piperdine-3-carboxylic acid amide derivatives as inhibitors of 11-beta-hydroxysteroid dehydrogenase for the treatment of type ii diabetes mellitus |
US20070066584A1 (en) * | 2005-09-21 | 2007-03-22 | Wenqing Yao | Amido compounds and their use as pharmaceuticals |
BRPI0619446A2 (pt) * | 2005-12-05 | 2011-10-04 | Incyte Corp | compostos de lactama, suas composições e método de modulação da atividade de 11bhsd1 |
WO2007084314A2 (en) | 2006-01-12 | 2007-07-26 | Incyte Corporation | MODULATORS OF 11-ß HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
EA200870216A1 (ru) | 2006-01-31 | 2009-02-27 | Инсайт Корпорейшн | Амидо соединения и их применение в качестве лекарственных средств |
TW200808807A (en) | 2006-03-02 | 2008-02-16 | Incyte Corp | Modulators of 11-β hydroxyl steroid dehydrogenase type 1, pharmaceutical compositions thereof, and methods of using the same |
WO2007103719A2 (en) | 2006-03-03 | 2007-09-13 | Incyte Corporation | MODULATORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE 1, PHARMACEUTICAL COMPOSITIONS THEREOF, AND METHODS OF USING THE SAME |
US20070293529A1 (en) * | 2006-05-01 | 2007-12-20 | Yun-Long Li | Tetrasubstituted ureas as modulators of 11-beta hydroxyl steroid dehydrogenase type 1 |
WO2007137066A2 (en) * | 2006-05-17 | 2007-11-29 | Incyte Corporation | HETEROCYCLIC INHIBITORS OF 11-β HYDROXYL STEROID DEHYDROGENASE TYPE I AND METHODS OF USING THE SAME |
CL2008001839A1 (es) * | 2007-06-21 | 2009-01-16 | Incyte Holdings Corp | Compuestos derivados de 2,7-diazaespirociclos, inhibidores de 11-beta hidroxil esteroide deshidrogenasa tipo 1; composicion farmaceutica que comprende a dichos compuestos; utiles para tratar la obesidad, diabetes, intolerancia a la glucosa, diabetes tipo ii, entre otras enfermedades. |
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