A new class of bradykinin B1 receptor antagonists with high oral bioavailability and minimal PXR activity
The design and synthesis of a novel class of human bradykinin B1 antagonists featuring difluoroethyl ether and isoxazole carboxamide moieties are disclosed. Compound 7g displayed excellent pharmacokinetic properties, efficient ex vivo receptor occupancy, and low potential for P450 induction via PXR...
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| Veröffentlicht in: | Bioorganic & medicinal chemistry letters 2008-01, Vol.18 (2), p.682-687 |
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| container_title | Bioorganic & medicinal chemistry letters |
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| creator | FENG, Dong-Mei DIPARDO, Robert M PETTIBONE, Douglas J BOCK, Mark G KUDUK, Scott D WAI, Jenny M CHANG, Ronald K DI MARCO, Christina N MURPHY, Kathy L RANSOM, Richard W REISS, Duane R CUYUE TANG PRUEKSARITANONT, Thomayant |
| description | The design and synthesis of a novel class of human bradykinin B1 antagonists featuring difluoroethyl ether and isoxazole carboxamide moieties are disclosed. Compound 7g displayed excellent pharmacokinetic properties, efficient ex vivo receptor occupancy, and low potential for P450 induction via PXR activation. |
| doi_str_mv | 10.1016/j.bmcl.2007.11.057 |
| format | Article |
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Compound 7g displayed excellent pharmacokinetic properties, efficient ex vivo receptor occupancy, and low potential for P450 induction via PXR activation.</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2007.11.057</identifier><identifier>PMID: 18240388</identifier><language>eng</language><publisher>Oxford: Elsevier</publisher><subject>Administration, Oral ; Analgesics ; Animals ; Biological and medical sciences ; Biological Availability ; Bradykinin B1 Receptor Antagonists ; Dogs ; Humans ; Isoxazoles - pharmacokinetics ; Isoxazoles - pharmacology ; Macaca mulatta ; Medical sciences ; Neuropharmacology ; Neurotransmitters. Neurotransmission. Receptors ; Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems ; Pharmacology. Drug treatments ; Pregnane X Receptor ; Rats ; Rats, Sprague-Dawley ; Receptors, Steroid - drug effects</subject><ispartof>Bioorganic & medicinal chemistry letters, 2008-01, Vol.18 (2), p.682-687</ispartof><rights>2008 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c271t-5fd45e89791f47617658bbc35fc84835a40cd4336a6b538827286bd28cd2a46d3</citedby><cites>FETCH-LOGICAL-c271t-5fd45e89791f47617658bbc35fc84835a40cd4336a6b538827286bd28cd2a46d3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>315,782,786,27933,27934</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&idt=20040241$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/18240388$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>FENG, Dong-Mei</creatorcontrib><creatorcontrib>DIPARDO, Robert M</creatorcontrib><creatorcontrib>PETTIBONE, Douglas J</creatorcontrib><creatorcontrib>BOCK, Mark G</creatorcontrib><creatorcontrib>KUDUK, Scott D</creatorcontrib><creatorcontrib>WAI, Jenny M</creatorcontrib><creatorcontrib>CHANG, Ronald K</creatorcontrib><creatorcontrib>DI MARCO, Christina N</creatorcontrib><creatorcontrib>MURPHY, Kathy L</creatorcontrib><creatorcontrib>RANSOM, Richard W</creatorcontrib><creatorcontrib>REISS, Duane R</creatorcontrib><creatorcontrib>CUYUE TANG</creatorcontrib><creatorcontrib>PRUEKSARITANONT, Thomayant</creatorcontrib><title>A new class of bradykinin B1 receptor antagonists with high oral bioavailability and minimal PXR activity</title><title>Bioorganic & medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>The design and synthesis of a novel class of human bradykinin B1 antagonists featuring difluoroethyl ether and isoxazole carboxamide moieties are disclosed. Compound 7g displayed excellent pharmacokinetic properties, efficient ex vivo receptor occupancy, and low potential for P450 induction via PXR activation.</description><subject>Administration, Oral</subject><subject>Analgesics</subject><subject>Animals</subject><subject>Biological and medical sciences</subject><subject>Biological Availability</subject><subject>Bradykinin B1 Receptor Antagonists</subject><subject>Dogs</subject><subject>Humans</subject><subject>Isoxazoles - pharmacokinetics</subject><subject>Isoxazoles - pharmacology</subject><subject>Macaca mulatta</subject><subject>Medical sciences</subject><subject>Neuropharmacology</subject><subject>Neurotransmitters. Neurotransmission. Receptors</subject><subject>Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems</subject><subject>Pharmacology. Drug treatments</subject><subject>Pregnane X Receptor</subject><subject>Rats</subject><subject>Rats, Sprague-Dawley</subject><subject>Receptors, Steroid - drug effects</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2008</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNpFkMtOxCAUQInR6Pj4AReGje5agVJglmp8JSYao4k7cqHUYaTtCB3N_L1MnOiKxT335HIQOqakpISK83lpOhtKRogsKS1JLbfQhHLBi4qTehtNyFSQQk352x7aT2lOCOWE8120RxXjpFJqgvwF7t03tgFSwkOLTYRm9eF73-NLiqOzbjEOEUM_wvvQ-zQm_O3HGZ759xkeIgRs_ABf4AMYH_y4ymiDuyzo8uzp7RmDHf1XHhyinRZCckeb9wC93ly_XN0VD4-391cXD4Vlko5F3Ta8dmoqp7TlUlApamWMrerWKq6qGjixDa8qAcLU-QtMMiVMw5RtGHDRVAfo7Ne7iMPn0qVRdz5ZFwL0blgmLQnLHskzyH5BG4eUomv1Iuar40pToteB9VyvA-t1YE2pzoHz0snGvjSda_5XNkUzcLoBIFkIbYTe-vTHZRfPB9DqB523hN4</recordid><startdate>20080115</startdate><enddate>20080115</enddate><creator>FENG, Dong-Mei</creator><creator>DIPARDO, Robert M</creator><creator>PETTIBONE, Douglas J</creator><creator>BOCK, Mark G</creator><creator>KUDUK, Scott D</creator><creator>WAI, Jenny M</creator><creator>CHANG, Ronald K</creator><creator>DI MARCO, Christina N</creator><creator>MURPHY, Kathy L</creator><creator>RANSOM, Richard W</creator><creator>REISS, Duane R</creator><creator>CUYUE TANG</creator><creator>PRUEKSARITANONT, Thomayant</creator><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>7X8</scope></search><sort><creationdate>20080115</creationdate><title>A new class of bradykinin B1 receptor antagonists with high oral bioavailability and minimal PXR activity</title><author>FENG, Dong-Mei ; DIPARDO, Robert M ; PETTIBONE, Douglas J ; BOCK, Mark G ; KUDUK, Scott D ; WAI, Jenny M ; CHANG, Ronald K ; DI MARCO, Christina N ; MURPHY, Kathy L ; RANSOM, Richard W ; REISS, Duane R ; CUYUE TANG ; PRUEKSARITANONT, Thomayant</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c271t-5fd45e89791f47617658bbc35fc84835a40cd4336a6b538827286bd28cd2a46d3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2008</creationdate><topic>Administration, Oral</topic><topic>Analgesics</topic><topic>Animals</topic><topic>Biological and medical sciences</topic><topic>Biological Availability</topic><topic>Bradykinin B1 Receptor Antagonists</topic><topic>Dogs</topic><topic>Humans</topic><topic>Isoxazoles - pharmacokinetics</topic><topic>Isoxazoles - pharmacology</topic><topic>Macaca mulatta</topic><topic>Medical sciences</topic><topic>Neuropharmacology</topic><topic>Neurotransmitters. Neurotransmission. Receptors</topic><topic>Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems</topic><topic>Pharmacology. 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| fulltext | fulltext |
| identifier | ISSN: 0960-894X |
| ispartof | Bioorganic & medicinal chemistry letters, 2008-01, Vol.18 (2), p.682-687 |
| issn | 0960-894X 1464-3405 |
| language | eng |
| recordid | cdi_proquest_miscellaneous_70248374 |
| source | MEDLINE; Access via ScienceDirect (Elsevier) |
| subjects | Administration, Oral Analgesics Animals Biological and medical sciences Biological Availability Bradykinin B1 Receptor Antagonists Dogs Humans Isoxazoles - pharmacokinetics Isoxazoles - pharmacology Macaca mulatta Medical sciences Neuropharmacology Neurotransmitters. Neurotransmission. Receptors Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems Pharmacology. Drug treatments Pregnane X Receptor Rats Rats, Sprague-Dawley Receptors, Steroid - drug effects |
| title | A new class of bradykinin B1 receptor antagonists with high oral bioavailability and minimal PXR activity |
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