{"id":2669,"date":"2015-09-15T11:17:00","date_gmt":"2015-09-15T10:17:00","guid":{"rendered":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/?p=2669"},"modified":"2026-01-26T16:28:05","modified_gmt":"2026-01-26T16:28:05","slug":"triazolo-benzodiazepine-chemistry-to-i-bet-jq1-analogues-for-the-bump-and-hole-approach-and-bd2-selectivity","status":"publish","type":"post","link":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/2015\/09\/15\/triazolo-benzodiazepine-chemistry-to-i-bet-jq1-analogues-for-the-bump-and-hole-approach-and-bd2-selectivity\/","title":{"rendered":"Triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity"},"content":{"rendered":"<p>Our new paper on triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity is now published in J. Med. Chem.<\/p>\n<p><a href=\"http:\/\/pubs.acs.org\/doi\/abs\/10.1021\/acs.jmedchem.5b01135\">You can read our open access Article ASAP<\/a>.<\/p>\n<p>Obtain our compound \u201c<strong>TC AC 28<\/strong>\u201d (6-(1H-Indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4-acetic acid methyl ester) from the\u00a0<a href=\"https:\/\/www.tocris.com\/dispprod.php?ItemId=519094#.WOrM31Pytp8\">Tocris catalogue<\/a>.<\/p>\n<h2 class=\"wp-block-heading\">Related Links<\/h2>\n<ul>\n<li><a href=\"https:\/\/www.tocris.com\/dispprod.php?ItemId=519094#.WOrM31Pytp8\" target=\"_blank\" rel=\"noreferrer noopener\">New! (March 2017): TC AC 28 (Cat. No. 6105) available from the Tocris catalogue<\/a><\/li>\n<\/ul>\n<div id='gallery-1' class='gallery galleryid-2669 gallery-columns-3 gallery-size-large'><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics.png'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"382\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics-1024x382.png\" class=\"attachment-large size-large\" alt=\"Table of contents triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics-1024x382.png 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics-300x112.png 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics-768x286.png 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics-1536x572.png 1536w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-ToC-Graphics.png 1586w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"559\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_-1024x559.jpg\" class=\"attachment-large size-large\" alt=\"Figure 1 - triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_-1024x559.jpg 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_-300x164.jpg 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_-768x419.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_-1536x838.jpg 1536w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-1_.jpg 2009w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"507\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_-1024x507.jpg\" class=\"attachment-large size-large\" alt=\"Figure 2: triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_-1024x507.jpg 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_-300x148.jpg 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_-768x380.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_-1536x760.jpg 1536w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-FIGURE-2_.jpg 1976w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon portrait'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Figure-3__0.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"512\" height=\"1024\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Figure-3__0-512x1024.jpg\" class=\"attachment-large size-large\" alt=\"Figure 3:triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Figure-3__0-512x1024.jpg 512w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Figure-3__0-150x300.jpg 150w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Figure-3__0-768x1536.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Figure-3__0.jpg 1000w\" sizes=\"auto, (max-width: 512px) 100vw, 512px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme1.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"308\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme1-1024x308.jpg\" class=\"attachment-large size-large\" alt=\"Scheme 1. Synthesis of 14 and its methylated derivative 15\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme1-1024x308.jpg 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme1-300x90.jpg 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme1-768x231.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme1.jpg 1041w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme2.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"783\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme2-1024x783.jpg\" class=\"attachment-large size-large\" alt=\"Scheme 2: Scheme 1. Synthesis of 14 and its methylated derivative 15\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme2-1024x783.jpg 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme2-300x229.jpg 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme2-768x587.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme2.jpg 1031w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme3.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"325\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme3-1024x325.jpg\" class=\"attachment-large size-large\" alt=\"Scheme 3. Proposed retrosynthetic analysis for the functionalization of the chlorophenyl ring\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme3-1024x325.jpg 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme3-300x95.jpg 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme3-768x243.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme3.jpg 1044w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure><figure class='gallery-item'>\n\t\t\t<div class='gallery-icon landscape'>\n\t\t\t\t<a href='https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme4.jpg'><img loading=\"lazy\" decoding=\"async\" width=\"1024\" height=\"484\" src=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme4-1024x484.jpg\" class=\"attachment-large size-large\" alt=\"Scheme 4. Racemic synthesis of analogues 24-28\" srcset=\"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme4-1024x484.jpg 1024w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme4-300x142.jpg 300w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme4-768x363.jpg 768w, https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-content\/uploads\/sites\/233\/2024\/01\/triazolo-benzodiazepine-Scheme4.jpg 1034w\" sizes=\"auto, (max-width: 1024px) 100vw, 1024px\" \/><\/a>\n\t\t\t<\/div><\/figure>\n\t\t<\/div>\n\n","protected":false},"excerpt":{"rendered":"<p>Our new paper on triazolo-benzodiazepine chemistry to I-BET\/JQ1 analogues for the bump-and-hole approach and BD2-selectivity is now published in J. Med. Chem. You can read our open access Article ASAP. Obtain our compound \u201cTC AC 28\u201d (6-(1H-Indol-4-yl)-8-methoxy-1-methyl-4H-[1,2,4]triazolo[4,3-a][1,4]benzodiazepine-4-acetic acid methyl ester) from the\u00a0Tocris catalogue. Related Links New! (March 2017): TC AC 28 (Cat. No. 6105) available [&hellip;]<\/p>\n","protected":false},"author":1,"featured_media":0,"comment_status":"open","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[21,4],"tags":[],"class_list":["post-2669","post","type-post","status-publish","format-standard","hentry","category-21","category-news"],"blocksy_meta":[],"_links":{"self":[{"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/posts\/2669","targetHints":{"allow":["GET"]}}],"collection":[{"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/posts"}],"about":[{"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/types\/post"}],"author":[{"embeddable":true,"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/users\/1"}],"replies":[{"embeddable":true,"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/comments?post=2669"}],"version-history":[{"count":2,"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/posts\/2669\/revisions"}],"predecessor-version":[{"id":4876,"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/posts\/2669\/revisions\/4876"}],"wp:attachment":[{"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/media?parent=2669"}],"wp:term":[{"taxonomy":"category","embeddable":true,"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/categories?post=2669"},{"taxonomy":"post_tag","embeddable":true,"href":"https:\/\/sites.dundee.ac.uk\/alessio-ciulli\/wp-json\/wp\/v2\/tags?post=2669"}],"curies":[{"name":"wp","href":"https:\/\/api.w.org\/{rel}","templated":true}]}}