A novel series of potent γ-secretase inhibitors based on a benzobicyclo[4.2.1]nonane core
[Display omitted] A new series of γ-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated.
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| Published in: | Bioorganic & medicinal chemistry letters Vol. 15; no. 2; pp. 373 - 378 |
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| Main Authors: | , , , , , , , , , , , , |
| Format: | Journal Article |
| Language: | English |
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Oxford
Elsevier Ltd
17-01-2005
Elsevier |
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| Abstract | [Display omitted]
A new series of γ-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated. |
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| AbstractList | [Display omitted]
A new series of γ-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated. A new series of gamma-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies led to the development of a series of potent inhibitors and in vivo efficacy was demonstrated. |
| Author | Castro, J. Luis Harrison, Timothy Peachey, James E. Shearman, Mark S. Smith, Adrian L. Clarke, Earl Stevenson, Graeme I. Lindon, Matthew J. Beher, Dirk Neduvelil, Joseph G. Best, Jonathan D. Lewis, Stephen J. Jones, A. Brian |
| Author_xml | – sequence: 1 givenname: Stephen J. surname: Lewis fullname: Lewis, Stephen J. email: stephen_lewis@merck.com organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 2 givenname: Adrian L. surname: Smith fullname: Smith, Adrian L. organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 3 givenname: Joseph G. surname: Neduvelil fullname: Neduvelil, Joseph G. organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 4 givenname: Graeme I. surname: Stevenson fullname: Stevenson, Graeme I. organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 5 givenname: Matthew J. surname: Lindon fullname: Lindon, Matthew J. organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 6 givenname: A. Brian surname: Jones fullname: Jones, A. Brian organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 7 givenname: Mark S. surname: Shearman fullname: Shearman, Mark S. organization: Department of Molecular and Cellular Neuroscience, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 8 givenname: Dirk surname: Beher fullname: Beher, Dirk organization: Department of Molecular and Cellular Neuroscience, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 9 givenname: Earl surname: Clarke fullname: Clarke, Earl organization: Department of Molecular and Cellular Neuroscience, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 10 givenname: Jonathan D. surname: Best fullname: Best, Jonathan D. organization: Department of In-Vivo Neuroscience, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 11 givenname: James E. surname: Peachey fullname: Peachey, James E. organization: Department of In-Vivo Neuroscience, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 12 givenname: Timothy surname: Harrison fullname: Harrison, Timothy organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK – sequence: 13 givenname: J. Luis surname: Castro fullname: Castro, J. Luis organization: Department of Medicinal Chemistry, Merck Sharp & Dohme Research Laboratories, The Neuroscience Research Centre, Terlings Park, Harlow, Essex CM20 2QR, UK |
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| Cites_doi | 10.1016/S0165-0270(00)00280-6 10.1021/jm990622z 10.1126/science.1064638 10.1517/13543776.9.2.135 10.1021/jo00143a032 10.1016/S0040-4039(00)99407-3 10.2165/00002512-200016020-00004 10.1038/ng0993-22 |
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| Keywords | γ-Secretase inhibitors Imidazole derivatives Alzheimer disease Nitrogen heterocycle Morpholine derivatives Pyrrolidine derivatives Pyridine derivatives Thiophene derivatives Structure activity relation Piperidine derivatives Degenerative disease Aspartic endopeptidases Aromatic compound Inhibition Chemical synthesis Nervous system diseases Sulfonamide Enzyme Aliphatic compound Rodentia Benzene derivatives Oral administration Enzyme inhibitor Aminoether Antialzheimer agent Tricyclic compound In vitro Amyloid precursor protein Cerebral disorder Peptidases In vivo Vertebrata Chemotherapy Sulfur heterocycle Experimental disease Mammalia Treatment Mouse Animal Central nervous system disease Hydrolases Carboxamide Piperazine derivatives |
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| References | bib9 Lamb, Sisodia, Lawler, Slunt, Kitt, Kearns, Pearson, Price, Gearhart (bib10) 1993; 5 Esler, Wolfe, Moore, Wolfe (bib2) 2001; 293 bib8 bib6 Belanger, Young, Scheigetz, Dufresne, Springer (bib5) 1982; 47 Van Denberg, Kazmi, Jann (bib1) 2000; 16 Munyemana, Frisque-Hesbain, Devos, Ghosez (bib7) 1989; 30 Clarke, Shearman (bib4) 2000; 102 Harrison, Churcher, Beher, Rishton, Retz, Tempest, Novotny, Kahn, Treanor, Lile, Citron (bib3) 2004; 7 Esler (10.1016/j.bmcl.2004.10.062_bib2_1) 2001; 293 Harrison (10.1016/j.bmcl.2004.10.062_bib3a) 2004; 7 Belanger (10.1016/j.bmcl.2004.10.062_bib5) 1982; 47 Munyemana (10.1016/j.bmcl.2004.10.062_bib7) 1989; 30 Lamb (10.1016/j.bmcl.2004.10.062_bib10) 1993; 5 Clarke (10.1016/j.bmcl.2004.10.062_bib4) 2000; 102 Rishton (10.1016/j.bmcl.2004.10.062_bib3b) 2000; 43 Moore (10.1016/j.bmcl.2004.10.062_bib2_2) 1999; 9 Van Denberg (10.1016/j.bmcl.2004.10.062_bib1) 2000; 16 |
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A new series of γ-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead... A new series of gamma-secretase inhibitors was developed from an in-house screening hit based on a benzobicyclo[4.2.1]nonane core. Lead optimisation studies... |
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| SubjectTerms | Alkanes - chemical synthesis Alkanes - pharmacology Alzheimer Disease - drug therapy Alzheimer Disease - metabolism Amides - chemistry Amines - chemistry Amyloid Precursor Protein Secretases Animals Aspartic Acid Endopeptidases Biological and medical sciences Brain - drug effects Brain - metabolism Endopeptidases - metabolism Heterocyclic Compounds - chemistry Medical sciences Mice Neuropharmacology Pharmacology. Drug treatments Protease Inhibitors - chemical synthesis Protease Inhibitors - pharmacology Psychoanaleptics: cns stimulant, antidepressant agent, nootropic agent, mood stabilizer..., (alzheimer disease) Psychology. Psychoanalysis. Psychiatry Psychopharmacology Structure-Activity Relationship γ-Secretase inhibitors |
| Title | A novel series of potent γ-secretase inhibitors based on a benzobicyclo[4.2.1]nonane core |
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