CAS: 1207-69-8; 9-Chloroacridine

该化合物是一种有机化合物,其特点是其腹脊骨,即含有氮的引信环状结构;其特点是在丙烯环的9个位置上替代氯原子,影响其化学反应和特性;该化合物一般是一种黄色至橙色晶体固体,在有机溶剂中表现出中等溶解性. 9-Chroloacridine因其在药用化学中的潜在用途而闻名,特别是在抗菌剂的研制方面,以及由于氯原子能够与DNA相交而成为荧光探测器.氯原子的存在可加强其生物活动并改变其电子特性,使其成为各种研究领域感兴趣的对象.此外,它与许多丙烯衍生物一样,可能表现出光化学特性,可用于光动力疗法.在处理该化合物时,应当考虑到安全因素,因为如果吸入或摄入,可能会对健康造成危害.

结构式图片

相似化合物

6526-92-7 16492-09-4 88914-95-8

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上下游产品

9-Chloroacridine N-Oxide 10571-17-2
吖啶 Acridin 260-94-6

合成工艺路线路线简述

  • 合成目标产物 9-Chloroacridine 主要起始原料 9(10H)-Acridinimine
  • (文献来源)合成步骤主要原料 9(10H)-Acridinimine
2-氯苯甲酸置于铜,Potassium Carbonate,三氯氧磷体系中,用 N,N-二甲基甲酰胺 用作溶剂,化学反应 8.0H,反应生成9-氯吖啶
参考文献:新型合成的基于cr啶的衍生物作为拓扑异构酶i抑制剂
标题:新型合成的基于cr啶的衍生物作为拓扑异构酶i抑制剂
摘要:有效治疗癌症需要抗拓扑异构酶的新型dna结合剂.合成了一系列新的基于a啶的衍生物7A-7D,并评估了它们对k562和hepg-2细胞系的抗增殖活性.在a啶的c9位上被吡啶-2-基-甲氨基取代的化合物7C对两种细胞系均显示出非常好的抗肿瘤活性.通过紫外可见吸收光谱和荧光发射光谱评估了化合物7C的dna结合亲和力.还测试了dna拓扑异构酶i介导的质粒pbr322 Dna的松弛.我们的结果表明,化合物7C 具有非常好抗肿瘤活性和拓扑异构酶i抑制活性的化合物可以开发为进一步化学优化的主要候选对象.
Doi:10.1016/j.Cclet.2014.03.028

海关参考信息

专利信息


专利号:WO-2017193288-A1
优先权日:2016-05-10
标题:Synthesis of phosphine ligands bearing tunable linkage: methods of their use in catalysis
发明人:KWONG FUK YEE; CHOY PUI YING; WU YINUO; YANG QINGJING
权利人:THE HONG KONG POLYTECHNIC UNIV SHENZHEN RESEARCH INSTITUTE
摘要:A series of novel linked indolyl phosphine ligands for transition metals, the synthesis thereof and their use in catalytic coupling reactions are provided. The ligands provide improvements of trasition-metal-catalyzed reactions, including the range of substrates scope, reaction conditions and efficieny.

专利号:EP-0383803-B1
优先权日:1987-10-28
标题 :Oligonucleotide-polyamide conjugates
发明人:HARALAMBIDIS JIM; TREGEAR GEOFFREY WILLIAM
权利人:HOWARD FLOREY INST OF
摘要:Oligonucleotide-polyamide conjugates of the formula X-L-Y, where X is a polyamide, Y is an oligonucleotide, and L is a linker which forms a covalent bond with the amino-terminus of the polyamide X and the 3' phosphate group of the oligonucleotide Y. Conjugates may be synthesized by assembling a polyamide on a solid support matrix, adding a suitable linker molecule, followed by synthesis of the oligonucleotide. Methods for detecting specific polynucleotides with oligonucleotide-polyamide conjugates are also described.

专利号:US-5866335-A
优先权日:1994-06-24
标题:Preparation of derivatized 10,10'-substituted-9,9'-biacridine luminescent molecules and signal solutions
发明人:KATSILOMETES GEORGE W; HO PAK T
权利人:KATSILOMETES GEORGE W
摘要:The synthesis of 10,10'-substituted-9,9'-biacridine molecules and their derivatives is disclosed. These molecules are shown to catalyze the production of light by chemiluminescence in the presence of a signal solution having at a pH from about 10.0 to about 14.0, at a concentration effective for producing a chemiluminescent signal, a chelating agent, a sulfoxide, a reducing sugar, an oxidant or combination of oxidants, an alcohol and aqueous sodium tetraborate. These 10,10'-substituted-9,9'-biacridines are used alone or attached to haptens or macromolecules and are utilized as labels in the preparation of chemiluminescent, homogeneous or heterogeneous assays. They are also used in conjunction with other chemiluminescent label molecules to produce multiple analyte chemiluminescent assays.

专利号:US-5525465-A
优先权日:1987-10-28
标 题:Oligonucleotide-polyamide conjugates and methods of production and applications of the same
发明人:HARALAMBIDIS JIM; TREGEAR GEOFFREY W
权利人:FLOREY HOWARD INST
摘要:Oligonucleotide-polyamide conjugates of the formula X--L--Y, where X is a polyamide, Y is an oligonucleotide, and L is a linker which forms a covalent bond with the amino-terminus of the polyamide X and the 3' phosphate group of the oligonucleotide Y. Conjugates may be synthesized by assembling a polyamide on a solid support matrix, adding a suitable linker molecule, followed by synthesis of the oligonucleotide. Methods for detecting specific polynucleotides with oligonucleotide-polyamide conjugates are also described.

专利号:CN-110698399-A
优先权日:2019-10-24
标题 :A kind of palladium-catalyzed synthesis of aryl acridine derivative and preparation method thereof

专利号:US-5552540-A
优先权日:1987-06-24
标题 :Nucleoside derivatives
发明人:HARALAMBIDIS JIM
权利人:FLOREY HOWARD INST
摘要:A nucleoside derivative of formula (1), characterized in that: Y is H or OH or a protected hydroxy group; X is H, a phosphonate group or a phosphoramidite group of formula (II), where R 1 and R 2 are the same or different, and are selected from alkyl and substituted alkyl, which may be branched or unbranched; and Q is a phosphate protecting group; Z is H, a phosphate or triphosphate group or hydroxy protecting group; X' is a C 1-15 alkyl group which may be branched or unbranched; R is an amino protecting group or a fluorophore, or other non-radioactive detectable marker; or the group Y'NHA, where Y' is an alkyl (C 1-40 ) carbonyl group which may be branched or unbranched, and A is an amino protecting group or a fluorophore or other non-radioactive detectable marker. Methods for the synthesis and sequencing of polynucleotides utilizing compounds of formula (I).
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主要参考文献

[参考文献]: Arumugasamy Elangovan, Et Al. Arylethynylacridines: Electrochemiluminescence And Photophysical Properties. Org Biomol Chem. 2004 Nov 7;2(21):3113-8.
[参考文献]: Josipa Brglez, Et Al. Designed Intercalators For Modification Of Dna Origami Surface Properties. Chemistry. 2015 Jun 22;21(26):9440-6.
[参考文献]: V Tomar, Et Al. Synthesis Of New Chalcone Derivatives Containing Acridinyl Moiety With Potential Antimalarial Activity. Eur J Med Chem. 2010 Feb;45(2):745-51.
[参考文献]: Yeh-Long Chen, Et Al. Synthesis And Anti-Inflammatory Evaluation Of 9-Phenoxyacridine And 4-Phenoxyfuro[2,3-B]Quinoline Derivatives. Part 2. Bioorg Med Chem. 2003 Sep 1;11(18):3921-7.

合成参考文献


参考文献:10.1016/j.ejmech.2009.11.022
摘要:Tomar V, Bhattacharjee G, Kamaluddin, Rajakumar S, Srivastava K, Puri SK. Synthesis of new chalcone derivatives containing acridinyl moiety with potential antimalarial activity. European Journal of Medicinal Chemistry. 2010 Feb;45(2):745–51. doi: 10.1016/j.ejmech.2009.11.022.
摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
摘要:Tomé, A. C., Science of Synthesis, (2004) 13, 507.
摘要:Prager, R. H.; Williams, C. M., Science of Synthesis, (2005) 15, 1010.
摘要:Prager, R. H.; Williams, C. M., Science of Synthesis, (2005) 15, 1015.
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