4-(Hydroxymethyl)Phenylboronic Acid Mida Ester置于sodium Hydroxide,水体系中,用 四氢呋喃 作为反应溶剂,化学反应 0.17H,以85%的收率获得产物4-羟甲基苯硼酸 参考文献:由简单 Mida 硼酸酯多步合成复杂硼酸 标题:由简单 Mida 硼酸酯多步合成复杂硼酸 摘要:由于其对大多数合成试剂的敏感性,通常需要在使用之前引入硼酸官能团.克服了这一重要限制,我们在此报道空气和色谱稳定的 Mida 硼酸盐与多种常用试剂兼容,这使得能够从简单的含 B 起始材料多步合成复杂的硼酸结构单元.x 射线和变温 NMR 研究将 Mida 硼酸盐的独特稳定性与潜在反应性硼 P 轨道和/或氮孤对电子的动力学不可接近性联系起来.这些发现被共同利用,通过结构复杂的 Mida 保护的卤代硼酸构件的迭代交叉偶联,实现了 (+)-Crocacin C 的短程模块化全合成. DOI:10.1021/ja8063759
专利号:US-2020181095-A1 优先权日:2017-06-06 标题:Selective matrix metalloproteinase-13 inhibitors 发明人:FIELDS GREGG B; ROUSH WILLIAM R; CHOI JUN YONG; FUERST RITA 权利人:FLORIDA ATLANTIC UNIV BOARD OF TRUSTEES; SCRIPPS RESEARCH INST 摘要:We describe the use of comparative structural analysis and structure-guided molecular design to develop potent and selective inhibitors (10d and (S)-17b) of matrix metalloproteinase 13 (MMP-13). We applied a three-step process, starting with a comparative analysis of the X-ray crystallographic structure of compound 5 in complex with MMP-13 with published structures of known MMP-13 inhibitor complexes followed by molecular design and synthesis of potent, but non-selective zinc-chelating MMP inhibitors (e.g., 10a and 10b). After demonstrating that the pharmacophores of the chelating inhibitors (S)-10a, (R)-10a, and 10b were binding within the MMP-13 active site, the Zn2+ chelating unit was replaced with non-chelating polar residues that bridged over the Zn2+ binding site and reach into a solvent accessible area. After two rounds of structural optimization, these design approaches led to small molecule MMP-13 inhibitors 10d and (S)-17b which bind within the substrate-binding site of MMP-13 and surround the catalytically active Zn2+ ion without chelating to the metal. These compounds exhibit at least 500-fold selectivity versus other MMPs.
专利号:US-6825185-B2 优先权日:2000-12-21 标题:Substituted aryl compounds as novel cyclooxygenase-2 selective inhibitors, compositions and methods of use 发明人:KHANAPURE SUBHASH P; GARVEY DAVID S; EARL RICHARD A; EZAWA MAIKO; FANG XINQIN; GASTON RICKY D 权利人:NITROMED INC 摘要:The invention describes novel substituted aryl compounds that are cyclooxygenase 2 (COX-2) selective inhibitors and novel compositions comprising at least one cyclooxygenase 2 (COX-2) selective inhibitor, and, optionally, at least one compound that donates, transfers or releases nitric oxide, stimulates endogenous synthesis of nitric oxide, elevates endogenous levels of endothelium-derived relaxing factor or is a substrate for nitric oxide synthase, and/or, optionally, at least one therapeutic agent, such as, steroids, nonsterodal antiinflammatory compounds (NSAID), 5-lipoxygenase (5-LO) inhibitors, leukotriene B 4 (LTB 4 ) receptor antagonists, leukotriene A 4 (LTA 4 ) hydrolase inhibitors, 5-HT agonists, 3-hydroxy-3-methylglutaryl coenzyme A (HMG-CoA) inhibitors, H 2 antagonists, antineoplastic agents, antiplatelet agents, thrombin inhibitors, thromboxane inhibitors, decongestants, diuretics, sedating or non-sedating anti-histamines, inducible nitric oxide synthase inhibitors, opioids, analgesics, Helicobacter pylori inhibitors, proton pump inhibitors, isoprostane inhibitors, and mixtures thereof. The invention also provides novel kits comprising at least one COX-2 selective inhibitor, and, optionally, at least one nitric oxide donor, and/or, optionally, at least one therapeutic agent. The novel cyclooxygenase 2 selective inhibitors of the invention can be optionally nitrosated and/or nitrosylated. The invention also provides methods for treating inflammation, pain and fever; for treating and/or improving the gastrointestinal properties of COX-2 selective inhibitors; for facilitating wound healing; for treating and/or preventing renal toxicity or other toxicities; for treating and/or preventing other disorders resulting from elevated levels of cyclooxygenase-2; and for improving the cardiovascular profile of COX-2 selective inhibitors.
专利号:US-8062756-B2 优先权日:2005-08-26 标题:Stepwise growth of oligomeric redox-active molecules on a surface without the use of protecting groups 发明人:BOCIAN DAVID F; LINDSEY JONATHAN S; JIAO JIEYING 权利人:BOCIAN DAVID F; LINDSEY JONATHAN S; JIAO JIEYING; REGENTS OFT THE UNIVERSITY OF CALIFORNIA; UNIV NORTH CAROLINA STATE 摘要:This invention provides a procedure for growing oligomers via a stepwise process. The oligomers can include porphyrins, which have been previously shown to be attractive candidates for molecular-based information storage. The stepwise synthesis procedure requires no protecting groups, thus eliminating protection/deprotection reactions that add complexity to the process.
专利号:US-11192912-B1 优先权日:2020-10-15 标 题 :Synthesis of biaryl ketones and biaryl diketones via carbonylative Suzuki-Miyaura coupling reactions catalyzed by bridged bis(N-heterocyclic carbene)palladium(II) catalysts 发明人:EL ALI BASSAM; MANSOUR WASEEM; FETTOUHI MOHAMMED 权利人:UNIV KING FAHD PET & MINERALS; SAUDI ARABIAN OIL CO 摘要:This disclosure relates to bridged bis(N-heterocyclic carbene)palladium(II) complexes, methods of preparing the complexes, and methods of using the complexes in Suzuki-Miyaura coupling reactions.
专利号:US-11767302-B2 优先权日:2020-10-01 标题 :Reagents and methods for tetrazine synthesis 发明人:FOX JOSEPH M; LAMBERT WILLIAM; FANG YINZHI; AM ENDE CHRISTOPHER WILLIAM; MAHAPATRA SUBHAM; XIE YIXIN; WANG CHUANQI 权利人:UNIV DELAWARE 摘要:Disclosed herein are mono- and di-substituted tetrazines and methods of their preparation and converting an oxetanyl ester to a thio-substituted tetrazine, which is then converted to a mono-substituted tetrazine, a di-substituted tetrazine, or a vinylether disubstituted tetrazine.
专利号:US-9708336-B2 优先权日:2014-01-22 标题 :Metallo-beta-lactamase inhibitors 发明人:MANDAL MIHIR; TANG HAIFENG; XIAO LI; SU JING; LI GUOQING; YANG SHU-WEI; PAN WEIDONG; TANG HAIQUN; DEJESUS REYNALDA; HICKS JACQUELINE; LOMBARDO MATTHEW; CHU HONG; HAGMANN WILLIAM; PASTERNAK ALEX; GU XIN; JIANG JINLONG; DONG SHUZHI; DING FA-XIANG; LONDON CLARE; BISWAS DIPSHIKHA; YOUNG KATHERINE; HUNTER DAVID N; ZHAO ZHIQIANG; YANG DEXI 权利人:MERCK SHARP & DOHME 摘要:The present invention relates to compounds of formula (I) that are metallo-β-lactamase inhibitors, the synthesis of such compounds, and the use of such compounds for use with β-lactam antibiotics for overcoming resistance.