{"id":11883,"date":"2022-12-30T07:43:12","date_gmt":"2022-12-29T23:43:12","guid":{"rendered":"https:\/\/www.pyrazoles-derivatives.com\/?p=11883"},"modified":"2022-12-30T07:43:12","modified_gmt":"2022-12-29T23:43:12","slug":"kalgutkar-amit-s-et-al-published-their-research-in-journal-of-medicinal-chemistry-in-2000-cas-3528-58-3","status":"publish","type":"post","link":"https:\/\/www.pyrazoles-derivatives.com\/?p=11883","title":{"rendered":"Kalgutkar, Amit S. et al. published their research in Journal of Medicinal Chemistry in 2000 | CAS: 3528-58-3"},"content":{"rendered":"<p>Ester and Amide Derivatives of the Nonsteroidal Antiinflammatory Drug, Indomethacin, as Selective Cyclooxygenase-2 Inhibitors was written by Kalgutkar, Amit S.;Marnett, Alan B.;Crews, Brenda C.;Remmel, Rory P.;Marnett, Lawrence J.. And the article was included in Journal of Medicinal Chemistry in 2000.<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">Computed Properties of C5H9N3<\/a> This article mentions the following:<\/p>\n<p>Recent studies from our laboratory have shown that derivatization of the carboxylate moiety in substrate analog inhibitors, such as 5,8,11,14-eicosatetraynoic acid, and in nonsteroidal antiinflammatory drugs (NSAIDs), such as indomethacin and meclofenamic acid, results in the generation of potent and selective cyclooxygenase-2 (COX-2) inhibitors (Kalgutkar et al. Proc. Natl. Acad. Sci. U.S.A. 2000, 97, 925-930). This paper summarizes details of the structure-activity studies involved in the transformation of the arylacetic acid NSAID, indomethacin, into a COX-2-selective inhibitor. Many of the structurally diverse indomethacin esters and amides inhibited purified human COX-2 with IC<sub>50<\/sub> values in the low-nanomolar range but did not inhibit ovine COX-1 activity at concentrations as high as 66 \u03bcM. Primary and secondary amide analogs of indomethacin were more potent as COX-2 inhibitors than the corresponding tertiary amides. Replacement of the 4-chlorobenzoyl group in indomethacin esters or amides with the 4-bromobenzyl functionality or hydrogen afforded inactive compounds Likewise, exchanging the 2-Me group on the indole ring in the ester and amide series with a hydrogen also generated inactive compounds Inhibition kinetics revealed that indomethacin amides behave as slow, tight-binding inhibitors of COX-2 and that selectivity is a function of the time-dependent step. Conversion of indomethacin into ester and amide derivatives provides a facile strategy for generating highly selective COX-2 inhibitors and eliminating the gastrointestinal side effects of the parent compound In the experiment, the researchers used many compounds, for example, 1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">Computed Properties of C5H9N3<\/a>).<\/p>\n<p>1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 \u00b0C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">Computed Properties of C5H9N3<\/a><\/p>\n<p>Referemce:<br \/><a href=\"https:\/\/en.wikipedia.org\/wiki\/Pyrazole\">Pyrazole &#8211; Wikipedia<\/a>,<br \/><a href=\"https:\/\/www.sciencedirect.com\/topics\/chemistry\/pyrazoles\">Pyrazoles &#8211; an overview | ScienceDirect Topics<\/a><\/p>\n","protected":false},"excerpt":{"rendered":"<p>1-Ethyl-1H-pyrazol-5-amine (cas: 3528-58-3) belongs to pyrazole derivatives. Pyrazole is a weak base, with pKb 11.5 (pKa of the conjugated acid 2.49 at 25 \u00b0C).Pyrazole used as a ligand to prepare organometallic compounds. Pyrazole rings have been used as core components of several leading non-steroidal anti-inflammatory drugs (NSAIDs) and antihypertensive drugs. It has also been found to be useful as a bifunctional ligand for metal catalysis.<a href=\"https:\/\/www.ambeed.com\/products\/3528-58-3.html\">Computed Properties of C5H9N3<\/a><\/p>\n","protected":false},"author":8,"featured_media":0,"comment_status":"closed","ping_status":"open","sticky":false,"template":"","format":"standard","meta":{"footnotes":""},"categories":[131],"tags":[128],"class_list":["post-11883","post","type-post","status-publish","format-standard","hentry","category-pyrazoles-derivatives","tag-100-200"],"yoast_head":"<!-- This site is optimized with the Yoast SEO plugin v24.9 - https:\/\/yoast.com\/wordpress\/plugins\/seo\/ -->\n<title>Kalgutkar, Amit S. et al. published their research in Journal of Medicinal Chemistry in 2000 | CAS: 3528-58-3 | pyrazoles-derivatives<\/title>\n<meta name=\"description\" content=\"Ester and Amide Derivatives of the Nonsteroidal Antiinflammatory Drug, Indomethacin, as Selective Cyclooxygenase-2 Inhibitors was written by Kalgutkar, Amit S.;Marnett, Alan B.;Crews, Brenda C.;Remmel, Rory P.;Marnett, Lawrence J.. 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And the article was included in Journal of Medicinal Chemistry in 2000.Computed Properties of C5H9N3 This article mentions the following:","og_url":"https:\/\/www.pyrazoles-derivatives.com\/?p=11883","og_site_name":"pyrazoles-derivatives","article_published_time":"2022-12-29T23:43:12+00:00","author":"Jessica.F","twitter_card":"summary_large_image","twitter_misc":{"Written by":"Jessica.F","Est. reading time":"2 minutes"},"schema":{"@context":"https:\/\/schema.org","@graph":[{"@type":"WebPage","@id":"https:\/\/www.pyrazoles-derivatives.com\/?p=11883","url":"https:\/\/www.pyrazoles-derivatives.com\/?p=11883","name":"Kalgutkar, Amit S. et al. published their research in Journal of Medicinal Chemistry in 2000 | CAS: 3528-58-3 | pyrazoles-derivatives","isPartOf":{"@id":"https:\/\/www.pyrazoles-derivatives.com\/#website"},"datePublished":"2022-12-29T23:43:12+00:00","author":{"@id":"https:\/\/www.pyrazoles-derivatives.com\/#\/schema\/person\/d9a9f27bed675392c6f363a01ffd49f1"},"description":"Ester and Amide Derivatives of the Nonsteroidal Antiinflammatory Drug, Indomethacin, as Selective Cyclooxygenase-2 Inhibitors was written by Kalgutkar, Amit S.;Marnett, Alan B.;Crews, Brenda C.;Remmel, Rory P.;Marnett, Lawrence J.. 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