CAS: 65996-58-9; 2-Amino-3H-Pyrrolo[3,2-D]Pyrimidin-4(5H)-One
该化合物是一种纯类类比, 其间, 谷氨环9位置的氮原子被碳原子所取代. 这种结构改变具有独特的生化特性, 使它成为核酸研究和药物开发的宝贵工具. 它作为核糖酸模拟合成的先质或中间体, 研究其潜在的抗病毒和抗癌活动. 化合物的变换电子结构可以影响基底覆盖相互作用, 提供核酸识别和酶抑制的洞察力. 它与酶系统的稳定性和兼容性进一步增强了其在机械研究和治疗应用中的效用.
- 英文名称2-Amino-3H-Pyrrolo[3,2-D]Pyrimidin-4(5H)-One
- 中文名称2-氨基-3,5-二氢-4H-吡咯并[3,2-d]嘧啶-4-酮
- IUPAC名称2-amino-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one
- 其它别名2-Amino-1H-Pyrrolo[3,2-D]Pyrimidin-4(5H)-One; 2-Amino-3,5-Dihydro-4H-Pyrrolo[3,2-D]Pyrimidin-4-One; 2-Amino-1,5-Dihydropyrrolo[3,2-D]Pyrimidin-4-One; 4H-Pyrrolo[3,2-D]Pyrimidin-4-One, 2-Amino-1,5-Dihydro- (9Ci); 2-Amino-3,5-Dihydro-Pyrrolo[3,2-D]Pyrimidin-4-One; 4H-Pyrrolo3,2-Dpyrimidin-4-One, 2-Amino-1,5-Dihydro-; 9-Deazaguanine; 2-Amino-3H-Pyrrolo[3,2-D]Pyrimidin-4(5H)-One
- CAS编号65996-58-9
- MFCD编号:MFCD09540493
- EINECS号:675-062-0
- FDA UNII编号:H2O1DD3CAN
- 分子式:C6H6N4O分子量:150.14
- 产品CID: 1640804
- 产品分类有机原料→分子砌块→芳杂环类化合物→吡咯类化合物
- 相似结构搜索
- 产品信息参考
;;;; - InChIKey: FFYPRJYSJODFFD-UHFFFAOYSA-N
- InChI=1S/C6H6N4O/c7-6-9-3-1-2-8-4(3)5(11)10-6/h1-2,8H,(H3,7,9,10,11)
- 计算化学: 氢键受体数3.0氢键供体数3.0可旋转键数0.0
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65996-50-1 93587-23-6 1005326-32-8物理性质
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📜2-氨基-6-甲基-5-硝基-3H-嘧啶-4-酮置于sodium Dithionite体系中,化学反应 24.5H,反应生成 2-氨基-3,5-二氢吡咯并[3,2-D]嘧啶-4-酮
参考文献:9-Benzoyl 9-Deazaguanines As Potent Xanthine Oxidase Inhibitors
标题:9-Benzoyl 9-Deazaguanines As Potent Xanthine Oxidase Inhibitors
摘要:A Novel Potent Xanthine Oxidase Inhibitor,3-Nitrobenzoyl 9-Deazaguanine (Lspn451),Was Selected From A Series Of 10 Synthetic Derivatives. The Enzymatic Assays Were Carried Out Using An On-Flow Bidimensional Liquid Chromatography (2D Lc) System,Which Allowed The Screening,The Measurement Of The Kinetic Inhibition Constant And The Characterization Of The Inhibition Mode. This Compound Showed A Non-Competitive Inhibition Mechanism With More Affinity For The Enzyme-Substrate Complex Than For The Free Enzyme,And Inhibition Constant Of 55.1 +/-9.80 Nm,About Thirty Times More Potent Than Allopurinol. Further Details Of Synthesis And Enzymatic Studies Are Presented Herein. (C) 2015 Elsevier Ltd. All Rights Reserved.
DOI:10.1016/j.Bmc.2015.12.006
专利信息
专利号:US-5386031-A
优先权日:1993-12-15
标题:Process for the synthesis of 2-amino-3,5-dihydro-7-substituted-4H-pyrrolo[3,]pyrimidin-4-ones
发明人：DE JONG RANDALL L; SEAMANS RONALD E; ZELLER JAMES R
权利人:WARNER LAMBERT CO
摘要:An improved process for the preparation of 2-amino-3,5-dihydro-7-substituted-4H-pyrrolo[3,2-d]pyrimidin-4-ones is described wherein 2,6-diamino-3,5-dihydro-7-substituted-4H-pyrrolo[3,2-d]pyrimidin-4-one is converted to a diazonium salt which is subsequently catalytically hydrogenated to the desired compound, as well as valuable intermediates used in the process.
专利号:US-2009069263-A1
优先权日:2005-12-16
标题:4'-thioarabinonucleotide-containing oligonucleotides, compounds and methods for their preparation and uses thereof
发明人：DAMHA MASAD J; WATTS JONATHAN K; PINTO B MARIO
权利人:DAMHA MASAD J; WATTS JONATHAN K; PINTO B MARIO
摘要:Oligonucleotides comprising one or more 4′-thioarabinonucleotides are described, as well as uses thereof for applications such as antisense- and RNAi-based gene silencing. 4′-thioarabinose-based phosphoramidite and H-phosphonate compounds are also described, as well as uses thereof for the synthesis of oligonucleotides comprising one or more 4′-thioarabinonucleotides.
专利号:WO-9516689-A1
优先权日:1993-12-15
标 题:IMPROVED PROCESS FOR THE SYNTHESIS OF 2-AMINO-3,5-DIHYDRO-7-SUBSTITUTED-4H-PYRROLO[3,2-d]PYRIMIDIN-4-ONES
专利号:EP-0734388-A1
优先权日:1993-12-15
标 题 :IMPROVED PROCESS FOR THE SYNTHESIS OF 2-AMINO-3,5-DIHYDRO-7-SUBSTITUTED-4H-PYRROLO[3,2-d]PYRIMIDIN-4-ONES
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主要参考文献
[参考文献]: Beata Wielgus-Kutrowska, Et Al. Trimeric Purine Nucleoside Phosphorylase: Exploring Postulated One-Third-Of-The-Sites Binding In The Transition State. Bioorg Med Chem. 2012 Nov 15;20(22):6758-69.合成参考文献
参考文献:10.1016/0006-2952(95)02070-5
摘要:Naguib FN, Iltzsch MH, el Kouni MM, Panzica RP, el Kouni MH. Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii. Biochem Pharmacol. 1995 Nov 09;50(10):1685–93. doi: 10.1016/0006-2952(95)02070-5.
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