Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II

Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of t...

Ausführliche Beschreibung

Gespeichert in:
Bibliographische Detailangaben
Veröffentlicht in:Bioorganic & medicinal chemistry letters 2009-05, Vol.19 (10), p.2627-2629
Hauptverfasser: Kamath, Vivekanand P., Xue, Jie, Juarez-Brambila, Jesus J.
Format: Artikel
Sprache:eng
Schlagworte:
Online-Zugang:Volltext
Tags: Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
container_end_page 2629
container_issue 10
container_start_page 2627
container_title Bioorganic & medicinal chemistry letters
container_volume 19
creator Kamath, Vivekanand P.
Xue, Jie
Juarez-Brambila, Jesus J.
description Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4). Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4).
doi_str_mv 10.1016/j.bmcl.2009.04.018
format Article
fullrecord <record><control><sourceid>proquest_cross</sourceid><recordid>TN_cdi_proquest_miscellaneous_67199536</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><els_id>S0960894X09005095</els_id><sourcerecordid>67199536</sourcerecordid><originalsourceid>FETCH-LOGICAL-c415t-20256fba604f736d360a99fb7f4b3444ce12480ba4123408db4550215cdc198b3</originalsourceid><addsrcrecordid>eNqFkcGKFDEQhoMo7uzoC3iQvrgnu62kK5kOeJFh3R1YcEEFbyFJp50M3Z0x6Rbm5kP4hD7JZpxBb3ooqii-Kqr-n5AXFCoKVLzZVWawfcUAZAVYAW0ekQVFgWWNwB-TBUgBZSPxywW5TGkHQBEQn5ILKutGoBQLYj8exmnrkk9F6Ao96j58_V12IYY290dX3K7714UutvOgx2I_x2NvnG3vQvKtK_bbkHLEQ6-TK_y49cZPIf768fNex6nYbJ6RJ53uk3t-zkvy-f31p_VteffhZrN-d1dapHwqGTAuOqMFYLeqRVsL0FJ2ZtWhqRHROsqwAaORsvxg0xrkHBjltrVUNqZekqvT3n0M32aXJjX4ZF3f69GFOSmxolLyWvwXZMBFzbNIS8JOoI0hpeg6tY9-0PGgKKijB2qnjh6oowcKUGUP8tDL8_bZDK79O3IWPQOvzoBOVvdd1KP16Q_HaIYoZ5l7e-JcFu27d1El691oXeujs5Nqg__XHQ9v0qWO</addsrcrecordid><sourcetype>Aggregation Database</sourcetype><iscdi>true</iscdi><recordtype>article</recordtype><pqid>20563519</pqid></control><display><type>article</type><title>Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II</title><source>MEDLINE</source><source>Elsevier ScienceDirect Journals</source><creator>Kamath, Vivekanand P. ; Xue, Jie ; Juarez-Brambila, Jesus J.</creator><creatorcontrib>Kamath, Vivekanand P. ; Xue, Jie ; Juarez-Brambila, Jesus J.</creatorcontrib><description>Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4). Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4).</description><identifier>ISSN: 0960-894X</identifier><identifier>EISSN: 1464-3405</identifier><identifier>DOI: 10.1016/j.bmcl.2009.04.018</identifier><identifier>PMID: 19386496</identifier><language>eng</language><publisher>Amsterdam: Elsevier Ltd</publisher><subject>Biological and medical sciences ; Cell Proliferation ; Enzyme Inhibitors - chemical synthesis ; Enzyme Inhibitors - chemistry ; Enzyme Inhibitors - pharmacology ; Humans ; Immunomodulators ; Medical sciences ; Pharmacology. Drug treatments ; PNP inhibitor ; Purine Nucleosides - chemical synthesis ; Purine Nucleosides - chemistry ; Purine Nucleosides - pharmacology ; Purine-Nucleoside Phosphorylase - antagonists &amp; inhibitors ; Purine-Nucleoside Phosphorylase - metabolism ; Pyrimidinones - chemical synthesis ; Pyrimidinones - chemistry ; Pyrimidinones - pharmacology ; T-cell proliferation ; T-Lymphocytes - immunology ; T-Lymphocytes - metabolism</subject><ispartof>Bioorganic &amp; medicinal chemistry letters, 2009-05, Vol.19 (10), p.2627-2629</ispartof><rights>2009 Elsevier Ltd</rights><rights>2009 INIST-CNRS</rights><lds50>peer_reviewed</lds50><woscitedreferencessubscribed>false</woscitedreferencessubscribed><citedby>FETCH-LOGICAL-c415t-20256fba604f736d360a99fb7f4b3444ce12480ba4123408db4550215cdc198b3</citedby><cites>FETCH-LOGICAL-c415t-20256fba604f736d360a99fb7f4b3444ce12480ba4123408db4550215cdc198b3</cites></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><linktohtml>$$Uhttps://www.sciencedirect.com/science/article/pii/S0960894X09005095$$EHTML$$P50$$Gelsevier$$H</linktohtml><link.rule.ids>314,776,780,3537,27901,27902,65306</link.rule.ids><backlink>$$Uhttp://pascal-francis.inist.fr/vibad/index.php?action=getRecordDetail&amp;idt=21496152$$DView record in Pascal Francis$$Hfree_for_read</backlink><backlink>$$Uhttps://www.ncbi.nlm.nih.gov/pubmed/19386496$$D View this record in MEDLINE/PubMed$$Hfree_for_read</backlink></links><search><creatorcontrib>Kamath, Vivekanand P.</creatorcontrib><creatorcontrib>Xue, Jie</creatorcontrib><creatorcontrib>Juarez-Brambila, Jesus J.</creatorcontrib><title>Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II</title><title>Bioorganic &amp; medicinal chemistry letters</title><addtitle>Bioorg Med Chem Lett</addtitle><description>Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4). Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4).</description><subject>Biological and medical sciences</subject><subject>Cell Proliferation</subject><subject>Enzyme Inhibitors - chemical synthesis</subject><subject>Enzyme Inhibitors - chemistry</subject><subject>Enzyme Inhibitors - pharmacology</subject><subject>Humans</subject><subject>Immunomodulators</subject><subject>Medical sciences</subject><subject>Pharmacology. Drug treatments</subject><subject>PNP inhibitor</subject><subject>Purine Nucleosides - chemical synthesis</subject><subject>Purine Nucleosides - chemistry</subject><subject>Purine Nucleosides - pharmacology</subject><subject>Purine-Nucleoside Phosphorylase - antagonists &amp; inhibitors</subject><subject>Purine-Nucleoside Phosphorylase - metabolism</subject><subject>Pyrimidinones - chemical synthesis</subject><subject>Pyrimidinones - chemistry</subject><subject>Pyrimidinones - pharmacology</subject><subject>T-cell proliferation</subject><subject>T-Lymphocytes - immunology</subject><subject>T-Lymphocytes - metabolism</subject><issn>0960-894X</issn><issn>1464-3405</issn><fulltext>true</fulltext><rsrctype>article</rsrctype><creationdate>2009</creationdate><recordtype>article</recordtype><sourceid>EIF</sourceid><recordid>eNqFkcGKFDEQhoMo7uzoC3iQvrgnu62kK5kOeJFh3R1YcEEFbyFJp50M3Z0x6Rbm5kP4hD7JZpxBb3ooqii-Kqr-n5AXFCoKVLzZVWawfcUAZAVYAW0ekQVFgWWNwB-TBUgBZSPxywW5TGkHQBEQn5ILKutGoBQLYj8exmnrkk9F6Ao96j58_V12IYY290dX3K7714UutvOgx2I_x2NvnG3vQvKtK_bbkHLEQ6-TK_y49cZPIf768fNex6nYbJ6RJ53uk3t-zkvy-f31p_VteffhZrN-d1dapHwqGTAuOqMFYLeqRVsL0FJ2ZtWhqRHROsqwAaORsvxg0xrkHBjltrVUNqZekqvT3n0M32aXJjX4ZF3f69GFOSmxolLyWvwXZMBFzbNIS8JOoI0hpeg6tY9-0PGgKKijB2qnjh6oowcKUGUP8tDL8_bZDK79O3IWPQOvzoBOVvdd1KP16Q_HaIYoZ5l7e-JcFu27d1El691oXeujs5Nqg__XHQ9v0qWO</recordid><startdate>20090515</startdate><enddate>20090515</enddate><creator>Kamath, Vivekanand P.</creator><creator>Xue, Jie</creator><creator>Juarez-Brambila, Jesus J.</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>7T5</scope><scope>7TM</scope><scope>8FD</scope><scope>FR3</scope><scope>H94</scope><scope>P64</scope><scope>7X8</scope></search><sort><creationdate>20090515</creationdate><title>Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II</title><author>Kamath, Vivekanand P. ; Xue, Jie ; Juarez-Brambila, Jesus J.</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-LOGICAL-c415t-20256fba604f736d360a99fb7f4b3444ce12480ba4123408db4550215cdc198b3</frbrgroupid><rsrctype>articles</rsrctype><prefilter>articles</prefilter><language>eng</language><creationdate>2009</creationdate><topic>Biological and medical sciences</topic><topic>Cell Proliferation</topic><topic>Enzyme Inhibitors - chemical synthesis</topic><topic>Enzyme Inhibitors - chemistry</topic><topic>Enzyme Inhibitors - pharmacology</topic><topic>Humans</topic><topic>Immunomodulators</topic><topic>Medical sciences</topic><topic>Pharmacology. Drug treatments</topic><topic>PNP inhibitor</topic><topic>Purine Nucleosides - chemical synthesis</topic><topic>Purine Nucleosides - chemistry</topic><topic>Purine Nucleosides - pharmacology</topic><topic>Purine-Nucleoside Phosphorylase - antagonists &amp; inhibitors</topic><topic>Purine-Nucleoside Phosphorylase - metabolism</topic><topic>Pyrimidinones - chemical synthesis</topic><topic>Pyrimidinones - chemistry</topic><topic>Pyrimidinones - pharmacology</topic><topic>T-cell proliferation</topic><topic>T-Lymphocytes - immunology</topic><topic>T-Lymphocytes - metabolism</topic><toplevel>peer_reviewed</toplevel><toplevel>online_resources</toplevel><creatorcontrib>Kamath, Vivekanand P.</creatorcontrib><creatorcontrib>Xue, Jie</creatorcontrib><creatorcontrib>Juarez-Brambila, Jesus J.</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>Immunology Abstracts</collection><collection>Nucleic Acids Abstracts</collection><collection>Technology Research Database</collection><collection>Engineering Research Database</collection><collection>AIDS and Cancer Research Abstracts</collection><collection>Biotechnology and BioEngineering Abstracts</collection><collection>MEDLINE - Academic</collection><jtitle>Bioorganic &amp; medicinal chemistry letters</jtitle></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext</fulltext></delivery><addata><au>Kamath, Vivekanand P.</au><au>Xue, Jie</au><au>Juarez-Brambila, Jesus J.</au><format>journal</format><genre>article</genre><ristype>JOUR</ristype><atitle>Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II</atitle><jtitle>Bioorganic &amp; medicinal chemistry letters</jtitle><addtitle>Bioorg Med Chem Lett</addtitle><date>2009-05-15</date><risdate>2009</risdate><volume>19</volume><issue>10</issue><spage>2627</spage><epage>2629</epage><pages>2627-2629</pages><issn>0960-894X</issn><eissn>1464-3405</eissn><abstract>Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4). Forodesine HCl is being investigated as a potential therapeutic target for the control of T-cell proliferation. During the filing process for a New Drug Application (NDA) it became evident that there was a need to synthesize some stereo-isomers of forodesine HCl. Herein we present the synthesis of these three novel compounds ( 2– 4).</abstract><cop>Amsterdam</cop><pub>Elsevier Ltd</pub><pmid>19386496</pmid><doi>10.1016/j.bmcl.2009.04.018</doi><tpages>3</tpages></addata></record>
fulltext fulltext
identifier ISSN: 0960-894X
ispartof Bioorganic & medicinal chemistry letters, 2009-05, Vol.19 (10), p.2627-2629
issn 0960-894X
1464-3405
language eng
recordid cdi_proquest_miscellaneous_67199536
source MEDLINE; Elsevier ScienceDirect Journals
subjects Biological and medical sciences
Cell Proliferation
Enzyme Inhibitors - chemical synthesis
Enzyme Inhibitors - chemistry
Enzyme Inhibitors - pharmacology
Humans
Immunomodulators
Medical sciences
Pharmacology. Drug treatments
PNP inhibitor
Purine Nucleosides - chemical synthesis
Purine Nucleosides - chemistry
Purine Nucleosides - pharmacology
Purine-Nucleoside Phosphorylase - antagonists & inhibitors
Purine-Nucleoside Phosphorylase - metabolism
Pyrimidinones - chemical synthesis
Pyrimidinones - chemistry
Pyrimidinones - pharmacology
T-cell proliferation
T-Lymphocytes - immunology
T-Lymphocytes - metabolism
title Synthesis of analogs of forodesine HCl, a human purine nucleoside phosphorylase inhibitor—Part II
url https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-02-04T02%3A58%3A21IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-proquest_cross&rft_val_fmt=info:ofi/fmt:kev:mtx:journal&rft.genre=article&rft.atitle=Synthesis%20of%20analogs%20of%20forodesine%20HCl,%20a%20human%20purine%20nucleoside%20phosphorylase%20inhibitor%E2%80%94Part%20II&rft.jtitle=Bioorganic%20&%20medicinal%20chemistry%20letters&rft.au=Kamath,%20Vivekanand%20P.&rft.date=2009-05-15&rft.volume=19&rft.issue=10&rft.spage=2627&rft.epage=2629&rft.pages=2627-2629&rft.issn=0960-894X&rft.eissn=1464-3405&rft_id=info:doi/10.1016/j.bmcl.2009.04.018&rft_dat=%3Cproquest_cross%3E67199536%3C/proquest_cross%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_pqid=20563519&rft_id=info:pmid/19386496&rft_els_id=S0960894X09005095&rfr_iscdi=true