Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists
A novel and potent motilin antagonist series was derived based on an understanding of the key binding elements of a known motilin antagonist. A series of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives were synthesized as motilin receptor antagonists. Starting from known motilin antago...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2006-07, Vol.16 (13), p.3362-3366 |
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| container_end_page | 3366 |
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| container_issue | 13 |
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| container_title | Bioorganic & medicinal chemistry letters |
| container_volume | 16 |
| creator | Johnson, Sigmond G. Gunnet, Joseph W. Moore, John B. Miller, William Wines, Pam Rivero, Ralph A. Combs, Don Demarest, Keith T. |
| description | A novel and potent motilin antagonist series was derived based on an understanding of the key binding elements of a known motilin antagonist.
A series of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives were synthesized as motilin receptor antagonists. Starting from known motilin antagonists, 1a and 1b, the cyclopentene scaffold was replaced and the four recognition elements optimized to arrive at a potent novel series. |
| doi_str_mv | 10.1016/j.bmcl.2006.04.017 |
| format | Article |
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A series of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives were synthesized as motilin receptor antagonists. Starting from known motilin antagonists, 1a and 1b, the cyclopentene scaffold was replaced and the four recognition elements optimized to arrive at a potent novel series.</description><subject>Amides - chemical synthesis</subject><subject>Amides - chemistry</subject><subject>Amides - pharmacology</subject><subject>Antagonist</subject><subject>Biological and medical sciences</subject><subject>Cell Line</subject><subject>Cyclohexanes - chemistry</subject><subject>Digestive system</subject><subject>Drug Evaluation, Preclinical</subject><subject>Humans</subject><subject>Medical sciences</subject><subject>Molecular Structure</subject><subject>Motilin</subject><subject>Pharmacology. Drug treatments</subject><subject>Receptors, Gastrointestinal Hormone - antagonists & inhibitors</subject><subject>Receptors, Neuropeptide - antagonists & inhibitors</subject><subject>Stereoisomerism</subject><subject>Structure-Activity Relationship</subject><subject>Urea - chemical synthesis</subject><subject>Urea - chemistry</subject><subject>Urea - pharmacology</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2006</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkU2L1EAQhhtR3NnVP-BB-qInE6uTTqcHvCyLrsKC4Cp4ayrdFaeHfIzdncGc_OsmzsDe9FRQPO9LUQ9jLwTkAoR6u8-b3nZ5AaBykDmI-hHbCKlkVkqoHrMNbBVkeiu_X7DLGPcAQoKUT9mFUKqCWhUb9vt-HtKOoo8cB8fvr7_wseXiTZk5H6cmJp-mRI7b2Xbjjn7NXU9pN3d8CoR_I9h7R9xR8EdM_khLUeTDOGQHOiTvvOX9mHznBx7ILqsxLLGEP8bBxxSfsSctdpGen-cV-_bh_debj9nd59tPN9d3mZWiShmRKgtEpUqlHOqyKC1qsm2DUGFdu21LTVMpibXVlcZGoRWtrupqW7SAJMor9vrUewjjz4liMr2PlroOBxqnaJSGQmsp_wuKWmhQYm0sTqANY4yBWnMIvscwGwFm9WP2ZvVjVj8GpFn8LKGX5_ap6ck9RM5CFuDVGcBosWsDDtbHB67WAAWsZ747cbQ87egpmGg9DZacX96cjBv9v-74AzpUsSo</recordid><startdate>20060701</startdate><enddate>20060701</enddate><creator>Johnson, Sigmond G.</creator><creator>Gunnet, Joseph W.</creator><creator>Moore, John B.</creator><creator>Miller, William</creator><creator>Wines, Pam</creator><creator>Rivero, Ralph A.</creator><creator>Combs, Don</creator><creator>Demarest, Keith T.</creator><general>Elsevier Ltd</general><general>Elsevier</general><scope>IQODW</scope><scope>CGR</scope><scope>CUY</scope><scope>CVF</scope><scope>ECM</scope><scope>EIF</scope><scope>NPM</scope><scope>AAYXX</scope><scope>CITATION</scope><scope>7QO</scope><scope>8FD</scope><scope>FR3</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20060701</creationdate><title>Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists</title><author>Johnson, Sigmond G. ; Gunnet, Joseph W. ; Moore, John B. ; Miller, William ; Wines, Pam ; Rivero, Ralph A. ; Combs, Don ; Demarest, Keith T.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-ee632aa66366da8323ca8ecfba05a77d9febb564a7c858ab6ac1f857592f0ae13</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2006</creationdate><topic>Amides - chemical synthesis</topic><topic>Amides - chemistry</topic><topic>Amides - pharmacology</topic><topic>Antagonist</topic><topic>Biological and medical sciences</topic><topic>Cell Line</topic><topic>Cyclohexanes - chemistry</topic><topic>Digestive system</topic><topic>Drug Evaluation, Preclinical</topic><topic>Humans</topic><topic>Medical sciences</topic><topic>Molecular Structure</topic><topic>Motilin</topic><topic>Pharmacology. Drug treatments</topic><topic>Receptors, Gastrointestinal Hormone - antagonists & inhibitors</topic><topic>Receptors, Neuropeptide - antagonists & inhibitors</topic><topic>Stereoisomerism</topic><topic>Structure-Activity Relationship</topic><topic>Urea - chemical synthesis</topic><topic>Urea - chemistry</topic><topic>Urea - pharmacology</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Johnson, Sigmond G.</creatorcontrib><creatorcontrib>Gunnet, Joseph W.</creatorcontrib><creatorcontrib>Moore, John B.</creatorcontrib><creatorcontrib>Miller, William</creatorcontrib><creatorcontrib>Wines, Pam</creatorcontrib><creatorcontrib>Rivero, Ralph A.</creatorcontrib><creatorcontrib>Combs, Don</creatorcontrib><creatorcontrib>Demarest, Keith T.</creatorcontrib><collection>Pascal-Francis</collection><collection>Medline</collection><collection>MEDLINE</collection><collection>MEDLINE (Ovid)</collection><collection>MEDLINE</collection><collection>MEDLINE</collection><collection>PubMed</collection><collection>CrossRef</collection><collection>Biotechnology Research Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic & medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Johnson, Sigmond G.</au><au>Gunnet, Joseph W.</au><au>Moore, John B.</au><au>Miller, William</au><au>Wines, Pam</au><au>Rivero, Ralph A.</au><au>Combs, Don</au><au>Demarest, Keith T.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists</atitle><jtitle>Bioorganic & medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2006-07-01</date><risdate>2006</risdate><volume>16</volume><issue>13</issue><spage>3362</spage><epage>3366</epage><pages>3362-3366</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>A novel and potent motilin antagonist series was derived based on an understanding of the key binding elements of a known motilin antagonist.
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| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2006-07, Vol.16 (13), p.3362-3366 |
| issn | 0960-894X 1464-3405 |
| language | eng |
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| source | MEDLINE; ScienceDirect Journals (5 years ago - present) |
| subjects | Amides - chemical synthesis Amides - chemistry Amides - pharmacology Antagonist Biological and medical sciences Cell Line Cyclohexanes - chemistry Digestive system Drug Evaluation, Preclinical Humans Medical sciences Molecular Structure Motilin Pharmacology. Drug treatments Receptors, Gastrointestinal Hormone - antagonists & inhibitors Receptors, Neuropeptide - antagonists & inhibitors Stereoisomerism Structure-Activity Relationship Urea - chemical synthesis Urea - chemistry Urea - pharmacology |
| title | Synthesis and SAR of 1,3-disubstituted cyclohexylmethyl urea and amide derivatives as non-peptidic motilin receptor antagonists |
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