CAS: 1015-89-0; Phenanthridin-6(5H)-One

该化合物是一个有机化合物,其特征为苯丙胺核心结构,由三个有引信的芳香环组成.该化合物在6个位置上有一个碳基(C=O)组,有助于将其分类为一个酮.该物质通常是晶体固态,显示黄色为黄色至非白色的颜色.该物质在芬辛丁结构中存在氮原子,具有基本特性,允许其参与各种化学反应,包括核生殖替代和与金属离子的复合.6(5H)-Phenanthridinone由于其潜在的生物活动,包括抗微生物和抗腐蚀特性,对医药化学具有兴趣.其溶剂的溶性因溶剂而异,通常比水中溶解得更溶.此外,它可以作为合成其他含氮的乙基循环的前体,使其在有机合成和药物研究中具有价值.应查询所有化学材料的处理和储存数据.

结构式图片

相似化合物

58217-30-4 157848-52-7 27353-48-6

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合成工艺路线路线简述

  • 合成目标产物 6(5H)-Phenanthridone 主要起始原料 9-Fluorenone
  • (文献来源)合成步骤主要原料 9-Fluorenone
二氢-3-(异十二碳烯基)呋喃-2,5-二酮置于甲醇,Samarium Diiodide,草酰氯,Sodium Carbonate,N,N-二甲基甲酰胺,Sodium Bromide体系中,用 四氢呋喃,二氯甲烷,水,乙酸乙酯,乙腈 用作溶剂,化学反应 9.0H,反应生成6(5H)-菲啶酮
参考文献:N-酰氧基酰胺基自由基的电化学形成及其应用:Sp 2和sp 3 C-h键的区域选择性分子内胺化
标题:N-酰氧基酰胺基自由基的电化学形成及其应用:Sp 2和sp 3 C-h键的区域选择性分子内胺化
摘要:首次描述了通过内球电子转移过程电化学生成n-酰氧基酰胺基.以nabr为催化剂和电解质,原位生成的酰胺基自由基经过分子内c(sp 2 / Sp 3)-H胺化反应,得到具有前所未有的区域选择性和化学选择性的内酰胺.此外,通过pj34和phenaglaydon的合成证明了当前方法的合成效用.
Doi:10.1021/acs.Orglett.8B00981

专利信息


专利号:US-5877278-A
优先权日:1992-09-24
标题:Synthesis of N-substituted oligomers
发明人:ZUCKERMANN RONALD N; GOFF DANE A; NG SIMON; SPEAR KERRY; SCOTT BARBARA O; SIGMUND AARON C; GOLDSMITH RICHARD A; MARLOWE CHARLES K; PEI YAZHONG; RICHTER LUTZ; SIMON REYNA
权利人:CHIRON CORP
摘要:A solid-phase method for the synthesis of N-substituted oligomers, such as poly (N-substituted glycines) (referred to herein as poly NSGs) is used to obtain oligomers, such as poly NSGs of potential therapeutic interest which poly NSGs can have a wide variety of side-chain substituents. Each N-substituted glycine monomer is assembled from two 'sub-monomers' directly on the solid support. Each cycle of monomer addition consists of two steps: (1) acylation of a secondary amine bound to the support with an acylating agent comprising a leaving group capable of nucleophilic displacement by -NH2, such as a haloacetic acid, and (2) introduction of the side-chain by nucleophilic displacement of the leaving group, such as halogen (as a solid support-bound alpha -haloacetamide) with a sufficient amount of a second sub-monomer comprising an -NH2 group, such as a primary amine, alkoxyamine, semicarbazide, acyl hydrazide, carbazate or the like. Repetition of the two step cycle of acylation and displacement gives the desired oligomers. The efficient synthesis of a wide variety of oligomeric NSGs using automated synthesis technology of the present method makes these oligomers attractive candidates for the generation and rapid screening of diverse peptidomimetic libraries. The oligomers of the invention, such as N-substituted glycines (i.e. poly NSGs) disclosed here provide a new class of peptide-like compounds not found in nature, but which are synthetically accessible and have been shown to possess significant biological activity and proteolytic stability. Combinatorial libraries of cyclic compounds are disclosed wherein the cyclic compounds are comprised of at least one ring structure derived from cyclization of a peptoid backbone. The diversity of product compounds is generated by the sequential addition of substituted submonomers. The combinatorial library includes 10 or more, preferably 100 or more, and more preferably 1,000 or more distinct and different compounds. The library includes each of the product compounds in retrievable and analyzable amounts and preferably includes at least one biologically active compound. Methods of synthesizing the combinatorial libraries and assay devices produced using the libraries are disclosed as is methodology for screening for and obtaining biologically active cyclic organic compounds.

专利号:US-2004127467-A1
优先权日:2002-04-17
标 题:Synthesis of pancratistatin prodrugs
发明人:PETTIT GEORGE R; ORR BRIAN; DUCKI SYLVIE
摘要:A new and efficient synthesis of the (+)-pancratistatin phosphate prodrug 2 a has been accomplished. Selective protection (tetraacetate 4 ) of (+)-pancratistatin ( 1 a ) was followed by phosphorylation (to 5 ) with dibenzyl chlorophosphite (prepared in situ from dibenzyl phosphite). Cleavage of the acetate (with sodium methoxide) and benzyl (by hydrogenolysis) protecting groups followed by concomitant reaction with two equivalents of sodium methoxide afforded good yield of disodium (+)-pancratistatin phosphate ( 2 a ). Further increases in yields of the prodrug ( 2 a ) were realized by avoiding heat in the final purification steps. Fourteen ( 2 b - o ) additional metal and ammonium derived phosphate prodrugs were also synthesized.

专利号:US-8268936-B2
优先权日:2005-01-04
标题:Synthesis of hybrid block copolymers and uses thereof
发明人:BREITENKAMP KURT; SILL KEVIN N
权利人:BREITENKAMP KURT; SILL KEVIN N; INTEZYNE TECHNOLOGIES INC
摘要:The present invention relates to the field of polymer chemistry and more particularly to multiblock copolymers and methods of preparing the same.

专利号:US-2012196989-A1
优先权日:2005-02-11
标题:Synthesis of homopolymers and block copolymers
发明人:BREITENKAMP KURT; SILL KEVIN N
权利人:BREITENKAMP KURT; SILL KEVIN N; INTEZYNE TECHNOLOGIES INC
摘要:The present invention relates to the field of polymer chemistry and more particularly to homopolymers and block copolymers and methods of preparing the same.

专利号:US-7320993-B1
优先权日:1997-12-17
标题 :Aryl-substituted pyridylalkane, alkene, and alkine carboxamides useful as cytostatic useful as cytostatic and immuosuppressive agents
发明人:BIEDERMANN ELFI; HASMANN MAX; LOESER ROLAND; RATTEL BENNO; REITER FRIEDEMANN; SCHEIN BARBARA; SEIBEL KLAUS; VOGT KLAUS; WOSIKOWSKI KATJA; SCHEMAINDA ISABEL
权利人:ASTELLAS DEUTSCHLAND GMBH
摘要:The invention relates to new pyridylalkane, alkene, and alkine acid amides substituted with an aryl and/or heteroaryl residue according to the general formula (I), with a saturated or one or several-fold unsaturated hydrocarbon residue in the carboxylic acid group, methods for the synthesis of these compounds, medicaments containing these and their production as well as their therapeutic use, especially as cytostatic agents and immunosuppressive agents, for example in the treatment or prevention of various types of tumors and control of immune reactions such as autoimmune diseases.

专利号:US-2006172914-A1
优先权日:2005-01-04
标题:Synthesis of hybrid block copolymers and uses thereof
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主要参考文献

1. Perkins, E., Sun, D., Nguyen, A., et al. Novel inhibitors of poly(ADP-ribose) polymerase/PARP1 and PARP2 identified using a cell-based screen in yeast. Cancer Res. 61(10), 4175-4183 (2001). 2. Weltin, D., Holl, V., Hyun, J.W., et al. Effect of 6(5H)-phenanthridinone, a poly (ADP-ribose)polymerase inhibitor, and ionizing radiation on the growth of cultured lymphoma cells. Int. J. Radiat. Biol. 72(6), 685-692 (1997). 3. Chiarugi, A. Inhibitors of poly(ADP-ribose) polymerase-1 suppress transcriptional activation in lymphocytes and ameliorate autoimmune encephalomyelitis in rats. Br. J. Pharmacol. 137(6), 761-770 (2002). 4. Banasik, M., Stedeford, T., Strosznajder, R.P., et al. Inhibition of poly(ADP-ribose) polymerase-1 attenuates the toxicity of carbon tetrachloride. J. Enzyme Inhib. Med. Chem. 26(6), 883-889 (2011).

合成参考文献


摘要:Black, D. A.; Fagnou, K., Science of Synthesis, (2010) 45, 606.
摘要:Silva, V. L. M.; Pinto, D. C. G. A.; Santos, C. M. M.; Rocha, D. H. A., Science of Synthesis Knowledge Updates, (2022) 3, 213.
摘要:A. Albert and J. N. Phillips. J. Chem. Soc. 1956, 1294.
参考文献:10.1038/sj.cdd.4400884
摘要:Moroni F, Meli E, Peruginelli F, Chiarugi A, Cozzi A, Picca R, Romagnoli P, Pellicciari R, Pellegrini-Giampietro DE. Poly(ADP-ribose) polymerase inhibitors attenuate necrotic but not apoptotic neuronal death in experimental models of cerebral ischemia. Cell Death Differ. 2001 Sep;8(9):921–32. doi: 10.1038/sj.cdd.4400884.
参考文献:10.1042/bj20040593
摘要:Li M, Naidu P, Yu Y, Berger NA, Kannan P. Dual regulation of AP-2alpha transcriptional activation by poly(ADP-ribose) polymerase-1. Biochem J. 2004 Aug 15;382(Pt 1):323–9.
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