Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability
Herein we present a short synthetic method for the generation of 4-amino-2-(diethylaminomethyl)phenol (ADOC) analogs 4a-c and 6a-c from commercially available and inexpensive acetaminophen (2). The method was used to prepare and make available a pilot-scale library of analogs for in vitro biological...
Gespeichert in:
| Hauptverfasser: | , , |
|---|---|
| Format: | Report |
| Sprache: | eng |
| Schlagworte: | |
| Online-Zugang: | Volltext bestellen |
| Tags: |
Tag hinzufügen
Keine Tags, Fügen Sie den ersten Tag hinzu!
|
| container_end_page | |
|---|---|
| container_issue | |
| container_start_page | |
| container_title | |
| container_volume | |
| creator | Canter,Zachary Martin,Kevin Hepperle,Michael |
| description | Herein we present a short synthetic method for the generation of 4-amino-2-(diethylaminomethyl)phenol (ADOC) analogs 4a-c and 6a-c from commercially available and inexpensive acetaminophen (2). The method was used to prepare and make available a pilot-scale library of analogs for in vitro biological evaluation in the USAMRICD's multi-agent screen for nerve agent-inhibited acetylcholinesterase reactivation. Our hope is that this method will facilitate SAR studies directed toward the development ADOC-based, non-oxime therapies for treating nerve agent intoxication. |
| format | Report |
| fullrecord | <record><control><sourceid>dtic_1RU</sourceid><recordid>TN_cdi_dtic_stinet_AD1047011</recordid><sourceformat>XML</sourceformat><sourcesystem>PC</sourcesystem><sourcerecordid>AD1047011</sourcerecordid><originalsourceid>FETCH-dtic_stinet_AD10470113</originalsourceid><addsrcrecordid>eNqFjbFqw0AQRNW4CHH-IMWWdiGwEoPrw06IIeAQuzer00q3sL4Vd-vAfVV-MZFJn2pmeMPMXfV9LNECZc6gPSB8sKjB0aMQvHObMJUJrGu8cNT6CRYdk4Uit3y52SWMgaIKLNzusF2Ciyg6XClDrwlOlI3jMK0c0oBRx6B5DGhU72Pglo06cJ6siA8qHH_7lDATfBJ64y801giuZWEr82rWo2R6-NP76vH15bR9qztjf56eyM5u16zWm1XTPP-DfwAAKVaN</addsrcrecordid><sourcetype>Open Access Repository</sourcetype><iscdi>true</iscdi><recordtype>report</recordtype></control><display><type>report</type><title>Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability</title><source>DTIC Technical Reports</source><creator>Canter,Zachary ; Martin,Kevin ; Hepperle,Michael</creator><creatorcontrib>Canter,Zachary ; Martin,Kevin ; Hepperle,Michael ; U.S. Army Medical Research Institute of Chemical Defense Aberdeen Proving Ground United States</creatorcontrib><description>Herein we present a short synthetic method for the generation of 4-amino-2-(diethylaminomethyl)phenol (ADOC) analogs 4a-c and 6a-c from commercially available and inexpensive acetaminophen (2). The method was used to prepare and make available a pilot-scale library of analogs for in vitro biological evaluation in the USAMRICD's multi-agent screen for nerve agent-inhibited acetylcholinesterase reactivation. Our hope is that this method will facilitate SAR studies directed toward the development ADOC-based, non-oxime therapies for treating nerve agent intoxication.</description><language>eng</language><subject>acetaminophen ; acetylcholinesterase ; ADOC analogs ; ADOC(amino-(diethylaminomethyl)phenol) ; nerve agents ; Physical Chemistry ; reactivator ; REAGENTS ; sar(structure activity relationship)</subject><creationdate>2018</creationdate><rights>Approved For Public Release</rights><oa>free_for_read</oa><woscitedreferencessubscribed>false</woscitedreferencessubscribed></display><links><openurl>$$Topenurl_article</openurl><openurlfulltext>$$Topenurlfull_article</openurlfulltext><thumbnail>$$Tsyndetics_thumb_exl</thumbnail><link.rule.ids>230,776,881,27546,27547</link.rule.ids><linktorsrc>$$Uhttps://apps.dtic.mil/sti/citations/AD1047011$$EView_record_in_DTIC$$FView_record_in_$$GDTIC$$Hfree_for_read</linktorsrc></links><search><creatorcontrib>Canter,Zachary</creatorcontrib><creatorcontrib>Martin,Kevin</creatorcontrib><creatorcontrib>Hepperle,Michael</creatorcontrib><creatorcontrib>U.S. Army Medical Research Institute of Chemical Defense Aberdeen Proving Ground United States</creatorcontrib><title>Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability</title><description>Herein we present a short synthetic method for the generation of 4-amino-2-(diethylaminomethyl)phenol (ADOC) analogs 4a-c and 6a-c from commercially available and inexpensive acetaminophen (2). The method was used to prepare and make available a pilot-scale library of analogs for in vitro biological evaluation in the USAMRICD's multi-agent screen for nerve agent-inhibited acetylcholinesterase reactivation. Our hope is that this method will facilitate SAR studies directed toward the development ADOC-based, non-oxime therapies for treating nerve agent intoxication.</description><subject>acetaminophen</subject><subject>acetylcholinesterase</subject><subject>ADOC analogs</subject><subject>ADOC(amino-(diethylaminomethyl)phenol)</subject><subject>nerve agents</subject><subject>Physical Chemistry</subject><subject>reactivator</subject><subject>REAGENTS</subject><subject>sar(structure activity relationship)</subject><fulltext>true</fulltext><rsrctype>report</rsrctype><creationdate>2018</creationdate><recordtype>report</recordtype><sourceid>1RU</sourceid><recordid>eNqFjbFqw0AQRNW4CHH-IMWWdiGwEoPrw06IIeAQuzer00q3sL4Vd-vAfVV-MZFJn2pmeMPMXfV9LNECZc6gPSB8sKjB0aMQvHObMJUJrGu8cNT6CRYdk4Uit3y52SWMgaIKLNzusF2Ciyg6XClDrwlOlI3jMK0c0oBRx6B5DGhU72Pglo06cJ6siA8qHH_7lDATfBJ64y801giuZWEr82rWo2R6-NP76vH15bR9qztjf56eyM5u16zWm1XTPP-DfwAAKVaN</recordid><startdate>20180201</startdate><enddate>20180201</enddate><creator>Canter,Zachary</creator><creator>Martin,Kevin</creator><creator>Hepperle,Michael</creator><scope>1RU</scope><scope>BHM</scope></search><sort><creationdate>20180201</creationdate><title>Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability</title><author>Canter,Zachary ; Martin,Kevin ; Hepperle,Michael</author></sort><facets><frbrtype>5</frbrtype><frbrgroupid>cdi_FETCH-dtic_stinet_AD10470113</frbrgroupid><rsrctype>reports</rsrctype><prefilter>reports</prefilter><language>eng</language><creationdate>2018</creationdate><topic>acetaminophen</topic><topic>acetylcholinesterase</topic><topic>ADOC analogs</topic><topic>ADOC(amino-(diethylaminomethyl)phenol)</topic><topic>nerve agents</topic><topic>Physical Chemistry</topic><topic>reactivator</topic><topic>REAGENTS</topic><topic>sar(structure activity relationship)</topic><toplevel>online_resources</toplevel><creatorcontrib>Canter,Zachary</creatorcontrib><creatorcontrib>Martin,Kevin</creatorcontrib><creatorcontrib>Hepperle,Michael</creatorcontrib><creatorcontrib>U.S. Army Medical Research Institute of Chemical Defense Aberdeen Proving Ground United States</creatorcontrib><collection>DTIC Technical Reports</collection><collection>DTIC STINET</collection></facets><delivery><delcategory>Remote Search Resource</delcategory><fulltext>fulltext_linktorsrc</fulltext></delivery><addata><au>Canter,Zachary</au><au>Martin,Kevin</au><au>Hepperle,Michael</au><aucorp>U.S. Army Medical Research Institute of Chemical Defense Aberdeen Proving Ground United States</aucorp><format>book</format><genre>unknown</genre><ristype>RPRT</ristype><btitle>Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability</btitle><date>2018-02-01</date><risdate>2018</risdate><abstract>Herein we present a short synthetic method for the generation of 4-amino-2-(diethylaminomethyl)phenol (ADOC) analogs 4a-c and 6a-c from commercially available and inexpensive acetaminophen (2). The method was used to prepare and make available a pilot-scale library of analogs for in vitro biological evaluation in the USAMRICD's multi-agent screen for nerve agent-inhibited acetylcholinesterase reactivation. Our hope is that this method will facilitate SAR studies directed toward the development ADOC-based, non-oxime therapies for treating nerve agent intoxication.</abstract><oa>free_for_read</oa></addata></record> |
| fulltext | fulltext_linktorsrc |
| identifier | |
| ispartof | |
| issn | |
| language | eng |
| recordid | cdi_dtic_stinet_AD1047011 |
| source | DTIC Technical Reports |
| subjects | acetaminophen acetylcholinesterase ADOC analogs ADOC(amino-(diethylaminomethyl)phenol) nerve agents Physical Chemistry reactivator REAGENTS sar(structure activity relationship) |
| title | Synthesis of a Pilot Scale Library of 4-amino-2 (diethylaminomethyl) phenol (ADOC) Analogues for Testing of Organophosphate-Inhibited Acetylcholinesterase Reactivation Ability |
| url | https://sfx.bib-bvb.de/sfx_tum?ctx_ver=Z39.88-2004&ctx_enc=info:ofi/enc:UTF-8&ctx_tim=2025-01-23T04%3A43%3A03IST&url_ver=Z39.88-2004&url_ctx_fmt=infofi/fmt:kev:mtx:ctx&rfr_id=info:sid/primo.exlibrisgroup.com:primo3-Article-dtic_1RU&rft_val_fmt=info:ofi/fmt:kev:mtx:book&rft.genre=unknown&rft.btitle=Synthesis%20of%20a%20Pilot%20Scale%20Library%20of%204-amino-2%20(diethylaminomethyl)%20phenol%20(ADOC)%20Analogues%20for%20Testing%20of%20Organophosphate-Inhibited%20Acetylcholinesterase%20Reactivation%20Ability&rft.au=Canter,Zachary&rft.aucorp=U.S.%20Army%20Medical%20Research%20Institute%20of%20Chemical%20Defense%20Aberdeen%20Proving%20Ground%20United%20States&rft.date=2018-02-01&rft_id=info:doi/&rft_dat=%3Cdtic_1RU%3EAD1047011%3C/dtic_1RU%3E%3Curl%3E%3C/url%3E&disable_directlink=true&sfx.directlink=off&sfx.report_link=0&rft_id=info:oai/&rft_id=info:pmid/&rfr_iscdi=true |