MXPA04008364A - Derivados de 2-piridinil y 2-pirimidinil-6, 7, 8, 9-tetrahidropirmido [1,2-a] pirimidin-4-ona substituidos por heteroarilo. - Google Patents
Derivados de 2-piridinil y 2-pirimidinil-6, 7, 8, 9-tetrahidropirmido [1,2-a] pirimidin-4-ona substituidos por heteroarilo.Info
- Publication number
- MXPA04008364A MXPA04008364A MXPA04008364A MXPA04008364A MXPA04008364A MX PA04008364 A MXPA04008364 A MX PA04008364A MX PA04008364 A MXPA04008364 A MX PA04008364A MX PA04008364 A MXPA04008364 A MX PA04008364A MX PA04008364 A MXPA04008364 A MX PA04008364A
- Authority
- MX
- Mexico
- Prior art keywords
- pyrimidin
- tetrahydro
- pyrimido
- ylmethyl
- dihydro
- Prior art date
Links
- -1 2-PYRIDINYL Chemical class 0.000 title claims description 63
- JOQYRATWFVJNPN-UHFFFAOYSA-N 2-pyrimidin-2-yl-1,6,7,8-tetrahydropyrimido[1,2-a]pyrimidin-4-one Chemical class N1=C2NCCCN2C(=O)C=C1C1=NC=CC=N1 JOQYRATWFVJNPN-UHFFFAOYSA-N 0.000 title 1
- 101150053721 Cdk5 gene Proteins 0.000 claims abstract description 35
- 150000003839 salts Chemical class 0.000 claims abstract description 33
- 239000003814 drug Substances 0.000 claims abstract description 28
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 26
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 25
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 24
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims abstract description 22
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 21
- 239000004480 active ingredient Substances 0.000 claims abstract description 20
- 125000005843 halogen group Chemical group 0.000 claims abstract description 20
- 125000004433 nitrogen atom Chemical group N* 0.000 claims abstract description 19
- 150000008318 pyrimidones Chemical class 0.000 claims abstract description 16
- 230000004770 neurodegeneration Effects 0.000 claims abstract description 15
- 208000015122 neurodegenerative disease Diseases 0.000 claims abstract description 15
- 230000003449 preventive effect Effects 0.000 claims abstract description 15
- 230000001225 therapeutic effect Effects 0.000 claims abstract description 14
- 208000024827 Alzheimer disease Diseases 0.000 claims abstract description 13
- 230000002159 abnormal effect Effects 0.000 claims abstract description 13
- 125000004430 oxygen atom Chemical group O* 0.000 claims abstract description 13
- 229910052717 sulfur Inorganic materials 0.000 claims abstract description 11
- 125000005842 heteroatom Chemical group 0.000 claims abstract description 10
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims abstract description 10
- 125000004434 sulfur atom Chemical group 0.000 claims abstract description 10
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims abstract description 8
- 125000000229 (C1-C4)alkoxy group Chemical group 0.000 claims abstract description 4
- 125000005678 ethenylene group Chemical group [H]C([*:1])=C([H])[*:2] 0.000 claims abstract description 4
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 112
- DNCYBUMDUBHIJZ-UHFFFAOYSA-N 1h-pyrimidin-6-one Chemical compound O=C1C=CN=CN1 DNCYBUMDUBHIJZ-UHFFFAOYSA-N 0.000 claims description 88
- 125000000339 4-pyridyl group Chemical group N1=C([H])C([H])=C([*])C([H])=C1[H] 0.000 claims description 19
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 16
- 239000000126 substance Substances 0.000 claims description 16
- 201000010099 disease Diseases 0.000 claims description 15
- 125000004527 pyrimidin-4-yl group Chemical group N1=CN=C(C=C1)* 0.000 claims description 15
- 229910052799 carbon Inorganic materials 0.000 claims description 13
- 125000003545 alkoxy group Chemical group 0.000 claims description 12
- 238000002360 preparation method Methods 0.000 claims description 12
- 239000012453 solvate Substances 0.000 claims description 12
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- 229920006395 saturated elastomer Polymers 0.000 claims description 6
- 208000001072 type 2 diabetes mellitus Diseases 0.000 claims description 6
- RWRDLPDLKQPQOW-UHFFFAOYSA-N Pyrrolidine Chemical group C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 claims description 5
- 206010038923 Retinopathy Diseases 0.000 claims description 5
- 208000030886 Traumatic Brain injury Diseases 0.000 claims description 5
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- 206010002026 amyotrophic lateral sclerosis Diseases 0.000 claims description 5
- 125000004429 atom Chemical group 0.000 claims description 5
- 208000027232 peripheral nervous system disease Diseases 0.000 claims description 5
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- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 5
- 210000000278 spinal cord Anatomy 0.000 claims description 5
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims description 4
- JQFIEMVIUQQBST-UHFFFAOYSA-N 2-pyrimidin-4-yl-1,6,7,8-tetrahydropyrimido[1,2-a]pyrimidin-4-one Chemical compound N1=C2NCCCN2C(=O)C=C1C1=CC=NC=N1 JQFIEMVIUQQBST-UHFFFAOYSA-N 0.000 claims description 4
- 201000004384 Alopecia Diseases 0.000 claims description 4
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- 208000010412 Glaucoma Diseases 0.000 claims description 4
- 208000008589 Obesity Diseases 0.000 claims description 4
- NQRYJNQNLNOLGT-UHFFFAOYSA-N Piperidine Chemical compound C1CCNCC1 NQRYJNQNLNOLGT-UHFFFAOYSA-N 0.000 claims description 4
- 208000000389 T-cell leukemia Diseases 0.000 claims description 4
- 208000028530 T-cell lymphoblastic leukemia/lymphoma Diseases 0.000 claims description 4
- 208000024770 Thyroid neoplasm Diseases 0.000 claims description 4
- 241000700605 Viruses Species 0.000 claims description 4
- 231100000360 alopecia Toxicity 0.000 claims description 4
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims description 4
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- JKNDVLXZVYOLCU-INIZCTEOSA-N 9-[[(2s)-2,3-dihydro-1-benzofuran-2-yl]methyl]-7,7-dimethyl-2-pyrimidin-4-yl-6,8-dihydropyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C(=O)N2CC(C)(C)CN(C[C@H]3OC4=CC=CC=C4C3)C2=NC=1C1=CC=NC=N1 JKNDVLXZVYOLCU-INIZCTEOSA-N 0.000 claims description 3
- 125000004122 cyclic group Chemical group 0.000 claims description 3
- 125000000814 indol-3-yl group Chemical group [H]C1=C([H])C([H])=C2N([H])C([H])=C([*])C2=C1[H] 0.000 claims description 3
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 3
- CSIYPJQZODIRND-UHFFFAOYSA-N 1-[2-(1h-indol-3-yl)ethyl]-7-pyridin-4-yl-2,3-dihydroimidazo[1,2-a]pyrimidin-5-one Chemical compound N1=C2N(CCC=3C4=CC=CC=C4NC=3)CCN2C(=O)C=C1C1=CC=NC=C1 CSIYPJQZODIRND-UHFFFAOYSA-N 0.000 claims description 2
- TUQPSMBVVMPFJS-UHFFFAOYSA-N 2-pyridin-4-yl-1,6,7,8-tetrahydropyrimido[1,2-a]pyrimidin-4-one Chemical compound N1=C2NCCCN2C(=O)C=C1C1=CC=NC=C1 TUQPSMBVVMPFJS-UHFFFAOYSA-N 0.000 claims description 2
- YQQRUNHROWAJIV-UHFFFAOYSA-N 9-(6,7-dihydro-5h-cyclopenta[b]pyrazin-6-ylmethyl)-7,7-dimethyl-2-pyrimidin-4-yl-6,8-dihydropyrimido[1,2-a]pyrimidin-4-one Chemical compound C=1C(=O)N2CC(C)(C)CN(CC3CC4=NC=CN=C4C3)C2=NC=1C1=CC=NC=N1 YQQRUNHROWAJIV-UHFFFAOYSA-N 0.000 claims description 2
- CDCRELCQVYXHBD-UHFFFAOYSA-N 9-[2-(1h-indol-3-yl)ethyl]-2-pyridin-4-yl-7,8-dihydro-6h-pyrimido[1,2-a]pyrimidin-4-one Chemical compound N1=C2N(CCC=3C4=CC=CC=C4NC=3)CCCN2C(=O)C=C1C1=CC=NC=C1 CDCRELCQVYXHBD-UHFFFAOYSA-N 0.000 claims description 2
- YNAVUWVOSKDBBP-UHFFFAOYSA-N Morpholine Chemical group C1COCCN1 YNAVUWVOSKDBBP-UHFFFAOYSA-N 0.000 claims description 2
- ZSIQJIWKELUFRJ-UHFFFAOYSA-N azepane Chemical group C1CCCNCC1 ZSIQJIWKELUFRJ-UHFFFAOYSA-N 0.000 claims description 2
- 125000004193 piperazinyl group Chemical group 0.000 claims description 2
- 125000006514 pyridin-2-ylmethyl group Chemical group [H]C1=C([H])C([H])=C([H])C(=N1)C([H])([H])* 0.000 claims description 2
- 230000000472 traumatic effect Effects 0.000 claims description 2
- 125000005913 (C3-C6) cycloalkyl group Chemical group 0.000 claims 1
- YOBYLQSAZIBJKW-UHFFFAOYSA-N 1-[3-(1h-indol-3-yl)propyl]-7-pyridin-4-yl-2,3-dihydroimidazo[1,2-a]pyrimidin-5-one Chemical compound N1=C2N(CCCC=3C4=CC=CC=C4NC=3)CCN2C(=O)C=C1C1=CC=NC=C1 YOBYLQSAZIBJKW-UHFFFAOYSA-N 0.000 claims 1
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- 125000004076 pyridyl group Chemical group 0.000 claims 1
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- 125000005677 ethinylene group Chemical group [*:2]C#C[*:1] 0.000 abstract description 3
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical group [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 abstract description 2
- 102000019058 Glycogen Synthase Kinase 3 beta Human genes 0.000 abstract 2
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- WBYWAXJHAXSJNI-UHFFFAOYSA-N methyl p-hydroxycinnamate Natural products OC(=O)C=CC1=CC=CC=C1 WBYWAXJHAXSJNI-UHFFFAOYSA-N 0.000 description 1
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- LJXQPZWIHJMPQQ-UHFFFAOYSA-N pyrimidin-2-amine Chemical compound NC1=NC=CC=N1 LJXQPZWIHJMPQQ-UHFFFAOYSA-N 0.000 description 1
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Classifications
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- A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
- A01N43/90—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having two or more relevant hetero rings, condensed among themselves or with a common carbocyclic ring system
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- A61K31/495—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with two or more nitrogen atoms as the only ring heteroatoms, e.g. piperazine or tetrazines
- A61K31/505—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim
- A61K31/519—Pyrimidines; Hydrogenated pyrimidines, e.g. trimethoprim ortho- or peri-condensed with heterocyclic rings
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- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
- C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
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- C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
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Landscapes
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Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP02290486A EP1348708A1 (en) | 2002-02-28 | 2002-02-28 | Heteroaryl 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 |
| EP02290485A EP1340758A1 (en) | 2002-02-28 | 2002-02-28 | Heteroaryl 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 |
| PCT/EP2003/002651 WO2003072579A1 (en) | 2002-02-28 | 2003-02-26 | HETEROARYL SUBSTITUTED 2-PYRIDINYL AND 2-PYRIMIDINYL -6,7,8,9- TETRAHYDROPYRIMIDO[1,2-a] PYRIMIDIN-4-ONE DERIVATIVES |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| MXPA04008364A true MXPA04008364A (es) | 2005-07-26 |
Family
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| MXPA04008364A MXPA04008364A (es) | 2002-02-28 | 2003-02-26 | Derivados de 2-piridinil y 2-pirimidinil-6, 7, 8, 9-tetrahidropirmido [1,2-a] pirimidin-4-ona substituidos por heteroarilo. |
Country Status (22)
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|---|---|
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| EP (1) | EP1480983B1 (enExample) |
| JP (1) | JP4458851B2 (enExample) |
| KR (1) | KR101030629B1 (enExample) |
| CN (1) | CN1315832C (enExample) |
| AR (1) | AR038619A1 (enExample) |
| AT (1) | ATE309247T1 (enExample) |
| AU (1) | AU2003221500B9 (enExample) |
| BR (1) | BR0308109A (enExample) |
| CA (1) | CA2474823C (enExample) |
| DE (1) | DE60302221T2 (enExample) |
| DK (1) | DK1480983T3 (enExample) |
| EA (1) | EA007737B1 (enExample) |
| ES (1) | ES2250883T3 (enExample) |
| IL (1) | IL163287A (enExample) |
| MX (1) | MXPA04008364A (enExample) |
| NO (1) | NO329805B1 (enExample) |
| NZ (1) | NZ534466A (enExample) |
| PL (1) | PL372465A1 (enExample) |
| SI (1) | SI1480983T1 (enExample) |
| TW (1) | TWI303637B (enExample) |
| WO (1) | WO2003072579A1 (enExample) |
Families Citing this family (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1454910A1 (en) | 2003-03-07 | 2004-09-08 | Sanofi-Synthelabo | Substituted pyrimidinyl-2-(diaza-bicyclo-alkyl)-pyrimidone derivatives |
| SI1603910T1 (sl) | 2003-03-07 | 2009-12-31 | Sanofi Aventis | Substituirani 2-(diaza-biciklo-alkil)-pirimidonski derivati |
| EP1557417B1 (en) * | 2003-12-19 | 2007-03-07 | Sanofi-Aventis | Substituted 8'-pyri(mi)dinyl-dihydrospiro-[cycloalkylamine]-pyrimido[1,2-a] pyrimidin-6-one derivatives |
| US20080050314A1 (en) * | 2004-02-26 | 2008-02-28 | Bayer Healthcare Ag | Diagnostics and Therapeutics for Diseases Associated With Glycogen Synthase Kinase 3 Beta (Gsk3b) |
| DE102004010207A1 (de) * | 2004-03-02 | 2005-09-15 | Aventis Pharma S.A. | Neue 4-Benzimidazol-2-yl-pyridazin-3-on-Derivate |
| DE102004010194A1 (de) * | 2004-03-02 | 2005-10-13 | Aventis Pharma Deutschland Gmbh | 4-Benzimidazol-2-yl-pyridazin-3-on-Derivate, ihre Herstellung und Verwendung in Arzneimitteln |
| EP2275095A3 (en) | 2005-08-26 | 2011-08-17 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation |
| EP2258359A3 (en) | 2005-08-26 | 2011-04-06 | Braincells, Inc. | Neurogenesis by muscarinic receptor modulation with sabcomelin |
| CA2625153A1 (en) | 2005-10-21 | 2007-04-26 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
| CA2625210A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| JP2009536669A (ja) | 2006-05-09 | 2009-10-15 | ブレインセルス，インコーポレイティド | アンジオテンシン調節による神経新生 |
| US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
| WO2010099217A1 (en) | 2009-02-25 | 2010-09-02 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
| FR2947551B1 (fr) * | 2009-07-02 | 2012-05-18 | Sanofi Aventis | Nouveaux derives de 1,2,3,4-tetrahydro-pyrimido{1,2-a)pyrimidin-6-one, leur preparation et leur utilisation pharmaceutique comme inhibiteurs de phosphorylation d'akt (pkb) |
| AU2010267814B2 (en) * | 2009-07-02 | 2015-07-16 | Sanofi | Novel 2,3-dihydro-1H-imidazo(1,2-a)pyrimidin-5-one derivatives, preparation thereof, and pharmaceutical use thereof |
| FR2947550B1 (fr) * | 2009-07-02 | 2012-05-18 | Sanofi Aventis | Nouveaux derives de 2,3-dihydro-1h-imidazo{1,2-a}pyrimidin-5-one, leur preparation et leur utilisation pharmaceutique comme inhibiteurs de phosphorylation d'akt (pkb) |
| US8846670B2 (en) * | 2009-07-02 | 2014-09-30 | Sanofi | 1,2,3,4-tetrahydro-pyrimido(1,2-a)pyrimidin-6-one derivatives, preparation thereof, and pharmaceutical use thereof |
| CN102715186A (zh) * | 2012-06-15 | 2012-10-10 | 王学权 | 一种增效除草组合物 |
| FR2992314B1 (fr) | 2012-06-22 | 2015-10-16 | Sanofi Sa | Nouveaux derives de 2,3-dihydro-1h-imidazo{1,2-a}pyrimidin-5-one et 1,2,3,4-tetrahydro-pyrimido{1,2-a}pyrimidin-6-one comportant une morpholine substituee, leur preparation et leur utilisation pharmaceutique |
| AP2016009465A0 (en) * | 2014-04-01 | 2016-09-30 | Pfizer | Chromene and 1,1 a,2,7b-tetrahydrocyclopropa[c]chromene pyridopyrazinediones as gamma-secretase modulators |
| US20170165230A1 (en) | 2014-04-09 | 2017-06-15 | Christopher Rudd | Use of gsk-3 inhibitors or activators which modulate pd-1 or t-bet expression to modulate t cell immunity |
| ES2968804T3 (es) * | 2017-05-24 | 2024-05-14 | Abbisko Therapeutics Co Ltd | Derivado de azaarilo, método de preparación del mismo y uso farmacéutico del mismo |
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| AR038955A1 (es) * | 1996-12-05 | 2005-02-02 | Amgen Inc | Compuestos de pirimidinona y piridona sustituidos y metodos para su uso |
| TWI241298B (en) * | 1998-09-25 | 2005-10-11 | Mitsubishi Chem Corp | Pyrimidone derivatives |
| SI1315731T1 (en) | 2000-09-01 | 2005-02-28 | Sanofi-Aventis | 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 |
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