JP2007514707A5 - - Google Patents
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- Publication number
- JP2007514707A5 JP2007514707A5 JP2006544393A JP2006544393A JP2007514707A5 JP 2007514707 A5 JP2007514707 A5 JP 2007514707A5 JP 2006544393 A JP2006544393 A JP 2006544393A JP 2006544393 A JP2006544393 A JP 2006544393A JP 2007514707 A5 JP2007514707 A5 JP 2007514707A5
- Authority
- JP
- Japan
- Prior art keywords
- dihydrospiro
- pyrimido
- phenylethyl
- oxo
- pyrimidin
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
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- 125000005843 halogen group Chemical group 0.000 claims 7
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 7
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 239000012453 solvate Substances 0.000 claims 7
- 125000003545 alkoxy group Chemical group 0.000 claims 6
- 150000001875 compounds Chemical class 0.000 claims 6
- -1 methylenedioxy group Chemical group 0.000 claims 6
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 5
- 125000001424 substituent group Chemical group 0.000 claims 5
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- 206010028980 Neoplasm Diseases 0.000 claims 3
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 3
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 3
- 230000000069 prophylactic effect Effects 0.000 claims 3
- 230000001225 therapeutic effect Effects 0.000 claims 3
- 125000006273 (C1-C3) alkyl group Chemical group 0.000 claims 2
- 102000019058 Glycogen Synthase Kinase 3 beta Human genes 0.000 claims 2
- 108010051975 Glycogen Synthase Kinase 3 beta Proteins 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- CZPWVGJYEJSRLH-UHFFFAOYSA-N Pyrimidine Chemical compound C1=CN=CN=C1 CZPWVGJYEJSRLH-UHFFFAOYSA-N 0.000 claims 2
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 2
- 208000026106 cerebrovascular disease Diseases 0.000 claims 2
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 2
- 125000006255 cyclopropyl carbonyl group Chemical group [H]C1([H])C([H])([H])C1([H])C(*)=O 0.000 claims 2
- 208000014674 injury Diseases 0.000 claims 2
- 208000015122 neurodegenerative disease Diseases 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 230000008733 trauma Effects 0.000 claims 2
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 1
- CDDLAVQDDNSFQY-FIQOPJFZSA-N 1'-(3-fluorobenzoyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1=CC=CC(F)=C1 CDDLAVQDDNSFQY-FIQOPJFZSA-N 0.000 claims 1
- UQOZHXKUJJVVSJ-HHHXNRCGSA-N 1'-(3-fluorobenzoyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(CC1)CCN1C(=O)C1=CC=CC(F)=C1 UQOZHXKUJJVVSJ-HHHXNRCGSA-N 0.000 claims 1
- PVSVITCIRKHGMN-UHFFFAOYSA-N 1'-(3-fluorobenzoyl)-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound FC1=CC=CC(C(=O)N2CCC3(CC2)N(C=2N(C(C=C(N=2)C=2C=CN=CC=2)=O)CC3)CC(=O)C=2C=CC=CC=2)=C1 PVSVITCIRKHGMN-UHFFFAOYSA-N 0.000 claims 1
- JKUYNVNCFRUTFY-UHFFFAOYSA-N 1'-(3-fluorobenzoyl)-1-phenacyl-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound FC1=CC=CC(C(=O)N2CC3(CC2)N(C=2N(C(C=C(N=2)C=2N=CN=CC=2)=O)CC3)CC(=O)C=2C=CC=CC=2)=C1 JKUYNVNCFRUTFY-UHFFFAOYSA-N 0.000 claims 1
- ODEBGFWHVLXEQH-RUZDIDTESA-N 1'-(cyclobutanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(CC1)CCN1C(=O)C1CCC1 ODEBGFWHVLXEQH-RUZDIDTESA-N 0.000 claims 1
- QPTVQSZSDPEQLH-BRIWLPCBSA-N 1'-(cyclobutanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3N=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CCC1 QPTVQSZSDPEQLH-BRIWLPCBSA-N 0.000 claims 1
- KYYSCRBTDNPBQJ-UHFFFAOYSA-N 1'-(cyclobutanecarbonyl)-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C=1C=CC=CC=1C(=O)CN1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CCC1 KYYSCRBTDNPBQJ-UHFFFAOYSA-N 0.000 claims 1
- FXGFOMVWCWQOBF-UHFFFAOYSA-N 1'-(cyclobutanecarbonyl)-1-phenacyl-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C=1C=CC=CC=1C(=O)CN1C2=NC(C=3N=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CCC1 FXGFOMVWCWQOBF-UHFFFAOYSA-N 0.000 claims 1
- VNIVFGOWNHDTRF-FIQOPJFZSA-N 1'-(cyclohexanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CCCCC1 VNIVFGOWNHDTRF-FIQOPJFZSA-N 0.000 claims 1
- COLSBGNFDNPKKO-HHHXNRCGSA-N 1'-(cyclohexanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(CC1)CCN1C(=O)C1CCCCC1 COLSBGNFDNPKKO-HHHXNRCGSA-N 0.000 claims 1
- QMWSPQGPCMJDFZ-MIJJZIGMSA-N 1'-(cyclohexanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3N=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CCCCC1 QMWSPQGPCMJDFZ-MIJJZIGMSA-N 0.000 claims 1
- MBPJLLVWXATPBB-UHFFFAOYSA-N 1'-(cyclohexanecarbonyl)-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C=1C=CC=CC=1C(=O)CN1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(CC1)CCN1C(=O)C1CCCCC1 MBPJLLVWXATPBB-UHFFFAOYSA-N 0.000 claims 1
- LEPRAUSAZHRQIV-BRIWLPCBSA-N 1'-(cyclopropanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CC1 LEPRAUSAZHRQIV-BRIWLPCBSA-N 0.000 claims 1
- OOKJNSXOIQHDIS-FPSALIRRSA-N 1'-(cyclopropanecarbonyl)-1-[(2s)-2-hydroxy-2-phenylethyl]-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C([C@@H](O)C=1C=CC=CC=1)N1C2=NC(C=3N=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CC1 OOKJNSXOIQHDIS-FPSALIRRSA-N 0.000 claims 1
- IHQQQOBCQKRDKW-UHFFFAOYSA-N 1'-(cyclopropanecarbonyl)-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C=1C=CC=CC=1C(=O)CN1C2=NC(C=3C=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CC1 IHQQQOBCQKRDKW-UHFFFAOYSA-N 0.000 claims 1
- WGMFOMDDRFZEBV-UHFFFAOYSA-N 1'-(cyclopropanecarbonyl)-1-phenacyl-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C=1C=CC=CC=1C(=O)CN1C2=NC(C=3N=CN=CC=3)=CC(=O)N2CCC1(C1)CCN1C(=O)C1CC1 WGMFOMDDRFZEBV-UHFFFAOYSA-N 0.000 claims 1
- SNVDYKINLKAUQH-UHFFFAOYSA-N 1'-methyl-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C1N(C)CCC21N(CC(=O)C=1C=CC=CC=1)C1=NC(C=3C=CN=CC=3)=CC(=O)N1CC2 SNVDYKINLKAUQH-UHFFFAOYSA-N 0.000 claims 1
- ZEKMTKIPEUTXMB-UHFFFAOYSA-N 1'-methyl-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C1CN(C)CCC21N(CC(=O)C=1C=CC=CC=1)C1=NC(C=3C=CN=CC=3)=CC(=O)N1CC2 ZEKMTKIPEUTXMB-UHFFFAOYSA-N 0.000 claims 1
- VTVVKTMXTNLKSE-CILPGNKCSA-N 1-[(2s)-2-hydroxy-2-phenylethyl]-1'-methyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-6-one Chemical compound C1N(C)CCC21N(C[C@@H](O)C=1C=CC=CC=1)C1=NC(C=3C=CN=CC=3)=CC(=O)N1CC2 VTVVKTMXTNLKSE-CILPGNKCSA-N 0.000 claims 1
- RLVUBEQFWSLQMO-JOCHJYFZSA-N 1-[(2s)-2-hydroxy-2-phenylethyl]-1'-methyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C1CN(C)CCC21N(C[C@@H](O)C=1C=CC=CC=1)C1=NC(C=3C=CN=CC=3)=CC(=O)N1CC2 RLVUBEQFWSLQMO-JOCHJYFZSA-N 0.000 claims 1
- QGTKQYWOXBXEOJ-OAQYLSRUSA-N 1-[(2s)-2-hydroxy-2-phenylethyl]-1'-methyl-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-6-one Chemical compound C1CN(C)CCC21N(C[C@@H](O)C=1C=CC=CC=1)C1=NC(C=3N=CN=CC=3)=CC(=O)N1CC2 QGTKQYWOXBXEOJ-OAQYLSRUSA-N 0.000 claims 1
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims 1
- 201000004384 Alopecia Diseases 0.000 claims 1
- 208000024827 Alzheimer disease Diseases 0.000 claims 1
- 208000004736 B-Cell Leukemia Diseases 0.000 claims 1
- 208000020925 Bipolar disease Diseases 0.000 claims 1
- 206010006187 Breast cancer Diseases 0.000 claims 1
- 208000026310 Breast neoplasm Diseases 0.000 claims 1
- CGTRWSHZNJWXNW-UHFFFAOYSA-N C1(CCCCC1)C(=O)N1CC2(CC1)N(C=1N(CC2)CC=C(N1)C1=NC=NC=C1)CC(C1=CC=CC=C1)=O Chemical compound C1(CCCCC1)C(=O)N1CC2(CC1)N(C=1N(CC2)CC=C(N1)C1=NC=NC=C1)CC(C1=CC=CC=C1)=O CGTRWSHZNJWXNW-UHFFFAOYSA-N 0.000 claims 1
- 208000010412 Glaucoma Diseases 0.000 claims 1
- 208000008589 Obesity Diseases 0.000 claims 1
- 208000018737 Parkinson disease Diseases 0.000 claims 1
- 208000017442 Retinal disease Diseases 0.000 claims 1
- 206010038923 Retinopathy Diseases 0.000 claims 1
- 208000000389 T-cell leukemia Diseases 0.000 claims 1
- 208000028530 T-cell lymphoblastic leukemia/lymphoma Diseases 0.000 claims 1
- 208000024770 Thyroid neoplasm Diseases 0.000 claims 1
- 208000030886 Traumatic Brain injury Diseases 0.000 claims 1
- 201000004810 Vascular dementia Diseases 0.000 claims 1
- 241000700605 Viruses Species 0.000 claims 1
- 230000002159 abnormal effect Effects 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 230000001154 acute effect Effects 0.000 claims 1
- 231100000360 alopecia Toxicity 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 208000028683 bipolar I disease Diseases 0.000 claims 1
- 206010008118 cerebral infarction Diseases 0.000 claims 1
- 125000006637 cyclobutyl carbonyl group Chemical group 0.000 claims 1
- 125000004663 dialkyl amino group Chemical group 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 230000000694 effects Effects 0.000 claims 1
- MMZIGLOEQPUKIX-HSZRJFAPSA-N ethyl 1-[(2s)-2-hydroxy-2-phenylethyl]-6-oxo-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-1'-carboxylate Chemical compound C1CN(C(=O)OCC)CCC21N(C[C@@H](O)C=1C=CC=CC=1)C1=NC(C=3C=CN=CC=3)=CC(=O)N1CC2 MMZIGLOEQPUKIX-HSZRJFAPSA-N 0.000 claims 1
- ITAWROLSIUBPCL-JGKWMGOWSA-N ethyl 1-[(2s)-2-hydroxy-2-phenylethyl]-6-oxo-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-1'-carboxylate Chemical compound C1N(C(=O)OCC)CCC21N(C[C@@H](O)C=1C=CC=CC=1)C1=NC(C=3N=CN=CC=3)=CC(=O)N1CC2 ITAWROLSIUBPCL-JGKWMGOWSA-N 0.000 claims 1
- PGLCAKNHVNWUDW-JOCHJYFZSA-N ethyl 1-[(2s)-2-hydroxy-2-phenylethyl]-6-oxo-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-1'-carboxylate Chemical compound C1CN(C(=O)OCC)CCC21N(C[C@@H](O)C=1C=CC=CC=1)C1=NC(C=3N=CN=CC=3)=CC(=O)N1CC2 PGLCAKNHVNWUDW-JOCHJYFZSA-N 0.000 claims 1
- DWISMUXXYVZDKG-UHFFFAOYSA-N ethyl 6-oxo-1-phenacyl-8-pyridin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-1'-carboxylate Chemical compound C1CN(C(=O)OCC)CCC21N(CC(=O)C=1C=CC=CC=1)C1=NC(C=3C=CN=CC=3)=CC(=O)N1CC2 DWISMUXXYVZDKG-UHFFFAOYSA-N 0.000 claims 1
- XPXFBJHONABRMM-UHFFFAOYSA-N ethyl 6-oxo-1-phenacyl-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,3'-pyrrolidine]-1'-carboxylate Chemical compound C1N(C(=O)OCC)CCC21N(CC(=O)C=1C=CC=CC=1)C1=NC(C=3N=CN=CC=3)=CC(=O)N1CC2 XPXFBJHONABRMM-UHFFFAOYSA-N 0.000 claims 1
- ZYHTVVXDJPSSOU-UHFFFAOYSA-N ethyl 6-oxo-1-phenacyl-8-pyrimidin-4-ylspiro[3,4-dihydropyrimido[1,2-a]pyrimidine-2,4'-piperidine]-1'-carboxylate Chemical compound C1CN(C(=O)OCC)CCC21N(CC(=O)C=1C=CC=CC=1)C1=NC(C=3N=CN=CC=3)=CC(=O)N1CC2 ZYHTVVXDJPSSOU-UHFFFAOYSA-N 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 150000004677 hydrates Chemical class 0.000 claims 1
- 239000003112 inhibitor Substances 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 208000002154 non-small cell lung carcinoma Diseases 0.000 claims 1
- 235000020824 obesity Nutrition 0.000 claims 1
- 125000004430 oxygen atom Chemical group O* 0.000 claims 1
- 208000033808 peripheral neuropathy Diseases 0.000 claims 1
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims 1
- 201000000980 schizophrenia Diseases 0.000 claims 1
- 210000000278 spinal cord Anatomy 0.000 claims 1
- 239000000126 substance Substances 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
- 125000004434 sulfur atom Chemical group 0.000 claims 1
- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Substances C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims 1
- 201000002510 thyroid cancer Diseases 0.000 claims 1
- 208000029729 tumor suppressor gene on chromosome 11 Diseases 0.000 claims 1
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims 1
- 0 C*C(C)CC(C)C(N(CC(C)C(C1)(C(C2)CC2N(*)C1=O)C(C)CN12)C1=NC(*)=C(*)C2=O)=* Chemical compound C*C(C)CC(C)C(N(CC(C)C(C1)(C(C2)CC2N(*)C1=O)C(C)CN12)C1=NC(*)=C(*)C2=O)=* 0.000 description 2
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP03293236A EP1557417B1 (en) | 2003-12-19 | 2003-12-19 | Substituted 8'-pyri(mi)dinyl-dihydrospiro-[cycloalkylamine]-pyrimido[1,2-a] pyrimidin-6-one derivatives |
| EP03293236.0 | 2003-12-19 | ||
| PCT/EP2004/014846 WO2005058908A1 (en) | 2003-12-19 | 2004-12-17 | SUBSTITUTED 8’-PYRI(MI)DINYL-DIHYDROSPIRO-[CYCLOALKYLAMINE]-PYRIMIDO[1,2-a]PYRIMIDIN-6-ONE DERIVATIVES |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2007514707A JP2007514707A (ja) | 2007-06-07 |
| JP2007514707A5 true JP2007514707A5 (https=) | 2007-11-01 |
| JP4896734B2 JP4896734B2 (ja) | 2012-03-14 |
Family
ID=34626443
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2006544393A Expired - Fee Related JP4896734B2 (ja) | 2003-12-19 | 2004-12-17 | 置換８’−ピリ（ミ）ジニル−ジヒドロスピロ−［シクロアルキルアミン］−ピリミド［１，２−ａ］ピリミジン−６−オン誘導体 |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US7294631B2 (https=) |
| EP (2) | EP1557417B1 (https=) |
| JP (1) | JP4896734B2 (https=) |
| KR (1) | KR20060127055A (https=) |
| CN (1) | CN1914208B (https=) |
| AR (1) | AR047056A1 (https=) |
| AT (1) | ATE360632T1 (https=) |
| AU (1) | AU2004299285B2 (https=) |
| BR (1) | BRPI0417208A (https=) |
| CA (1) | CA2550168A1 (https=) |
| CY (1) | CY1107982T1 (https=) |
| DE (1) | DE602004006169T2 (https=) |
| DK (1) | DK1699795T3 (https=) |
| EA (1) | EA010419B1 (https=) |
| ES (1) | ES2286707T3 (https=) |
| HR (1) | HRP20070328T3 (https=) |
| IL (1) | IL176287A0 (https=) |
| ME (1) | MEP21408A (https=) |
| MX (1) | MXPA06006931A (https=) |
| NO (1) | NO20063187L (https=) |
| NZ (1) | NZ547956A (https=) |
| PL (1) | PL1699795T3 (https=) |
| PT (1) | PT1699795E (https=) |
| RS (1) | RS50519B (https=) |
| SI (1) | SI1699795T1 (https=) |
| TW (1) | TWI346664B (https=) |
| WO (1) | WO2005058908A1 (https=) |
| ZA (1) | ZA200604960B (https=) |
Families Citing this family (37)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US20080206356A1 (en) * | 2005-07-29 | 2008-08-28 | Universidad De Barcelona | Pharmaceutical Compositions for the Treatment of Neurodegenerative Disorders |
| EP2061767B1 (de) | 2006-08-08 | 2014-12-17 | Sanofi | Arylaminoaryl-alkyl-substituierte Imidazolidin-2,4-dione, Verfahren zu ihrer Herstellung, diese Verbindungen enthaltende Arzneimittel und ihre Verwendung |
| EP1921080B1 (en) * | 2006-11-07 | 2009-08-05 | Sanofi-Aventis | Subsitituted 8-piperidinyl-2-pyridinyl-pyrimido(1,2-a)pyrimidin-6-one and 8-piperidinyl-2-pyrimidinyl-pyrimido(1,2-a)pyrimidin-6-one derivatives |
| EP2025674A1 (de) | 2007-08-15 | 2009-02-18 | sanofi-aventis | Substituierte Tetrahydronaphthaline, Verfahren zu ihrer Herstellung und ihre Verwendung als Arzneimittel |
| EP2090578A1 (en) | 2008-01-29 | 2009-08-19 | Sanofi-Aventis | Substituted arylamide diazepinopyrimidone derivatives for the treatment of neurodegenerative diseases caused by abnormal activity of GSK3-beta |
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| AU2019318209B2 (en) | 2018-08-10 | 2025-09-25 | Diapin Therapeutics, Llc | Tri-peptides and treatment of metabolic, cardiovascular and inflammatory disorders |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0948496A2 (en) * | 1996-12-05 | 1999-10-13 | Amgen inc. | Substituted pyrimidinone and pyridone compounds and methods of use |
| AR030587A1 (es) * | 2000-09-01 | 2003-08-27 | Sanofi Aventis | Derivados de 2-piridinil-6,7,8,9-tetrahidropirimido[1,2-a]pirimidin-4-ona y 7-piridinil-2,3-dihidroimidazo[1,2-a]pirimidin-5(1h)-ona |
| CA2457965C (en) * | 2001-09-21 | 2010-06-01 | Sanofi-Synthelabo | Substituted 2-pyridinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 7-pyridinyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1h)one derivatives |
| EP1340760A1 (en) * | 2002-02-28 | 2003-09-03 | Sanofi-Synthelabo | Substituted 2-pyrimidinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 7-pyrimidinyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)one derivatives |
| EA007165B1 (ru) * | 2001-09-21 | 2006-08-25 | Санофи-Авентис | Производные замещенного 2-пиримидинил-6, 7, 8, 9-тетрагидропиримидо [1,2-а]пиримидин-4-она и 7-пиримидинил-2,3-дигидроимидазо[1, 2-а]пиримидин-5( 1н )она для нейродегенеративных нарушений |
| EP1340761A1 (en) * | 2002-02-28 | 2003-09-03 | Sanofi-Synthelabo | Substituted 2-pyridinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-one and 7-pyridinyl-2,3-dihydroimidazo[1,2-a]pyrimidin-5(1H)one derivatives |
| EP1295884A1 (en) * | 2001-09-21 | 2003-03-26 | Sanofi-Synthelabo | 2-pyrimidinyl-6,7,8,9-tetrahydropyrimido[1,2-a]Pyrimidin-4-one and 7-Pyrimidinyl-2,3-Dihydroimidazo[1,2-a]Pyrimidin-5(1H)one derivatives |
| EP1295885A1 (en) * | 2001-09-21 | 2003-03-26 | Sanofi-Synthelabo | Substituted 2-pyridinyl-6,7,8,9-tetrahydropyrimido(1,2-a)pyrimidin-4-one and 7-pyridinyl-2,3-dihydroimidazo(1,2-a)pyrimidin-5(1H)one derivatives |
| DE60302221T2 (de) * | 2002-02-28 | 2006-08-03 | Sanofi-Aventis | Heteroaryl substituierte 2-pyridinyl und 2-pyrimidinyl-6,7,8,9-tetrahydropyrimido[1,2-a]pyrimidin-4-onderivate |
| US7192948B2 (en) * | 2004-05-28 | 2007-03-20 | Bristol-Myers Squibb Company | Bicyclic heterocycles as HIV integrase inhibitors |
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- 2003-12-19 EP EP03293236A patent/EP1557417B1/en not_active Expired - Lifetime
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- 2004-12-14 TW TW093138812A patent/TWI346664B/zh not_active IP Right Cessation
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- 2004-12-17 DK DK04804431T patent/DK1699795T3/da active
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