7-乙基鸟嘌呤 | 19530-88-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 7-乙基鸟嘌呤
• 英文名称: N-7-ethylguanine
• 英文别名: 7-Ethylguanin；7-Ethylguanine；2-amino-7-ethyl-1H-purin-6-one
• CAS: 19530-88-2
• 化学式: C₇H₉N₅O
• mdl: MFCD00801093
• 分子量: 179.181
• InChiKey: ZHJMQAUXHDDIOL-UHFFFAOYSA-N

物化性质

• 熔点：
  248 °C(Solv: ethanol (64-17-5))
• 密度：
  1.68±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.285
• 拓扑面积：
  85.3
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  7-乙基鸟嘌呤 在 溶剂黄146 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 1.25h， 以89%的产率得到7-ethylxanthine
  参考文献：
  名称：

  [EN] XANTHINE DERIVATIVE INHIBITORS OF BET PROTEINS
  [FR] DÉRIVÉS DE XANTHINE INHIBITEURS DE PROTÉINES BET

  摘要：

  本发明涉及一种抑制BET溴结构域蛋白的黄嘌呤衍生物化合物，以及其制备方法和应用。

  公开号：

  WO2017114843A1
• 作为产物：
  描述：

  硫酸二乙酯 、 鸟苷 生成 7-乙基鸟嘌呤
  参考文献：
  名称：

  Tandem mass spectrometric approaches for the analysis of alkylguanines in human urine

  摘要：

  AbstractHuman exposure to carcinogenic alkylating agents can lead to the formation of covalently bound adducts in DNA, some of which are excreted in urine as alkylated purines following DNA degradation and repair. Tandem mass spectrometric methods have been developed for the qualitative and quantitative determination of such alkylpurines in human urine. Short‐chain alkyl‐ and hydroxyalkylguanines have been synthesized with the substituents at theN‐7‐,O6‐ andN2‐positions of guanine. Examination of the product ion scans of their molecular ions (electron impact (EI) ionization) revealed that the ion atm/z151, [guanine]+, was common to all of the alkylguanines studied, with the exception of the methylated analogues. Precursor ion scans of this ion on partially purified human urine extracts showed the presence of several ions (e.g.m/z179, 195) which were consistent with molecular ions for alkylguanines. The presence of these and other constituents was confirmed by product ion spectra of molecular ions (EI and fast atom bombardment), and by high‐performance liquid chromatographic separation prior to tandem mass spectrometry (MS/MS). Evidence was obtained for the presence ofN‐7‐methyl‐,N2‐dimethyl‐,N2‐dimethyl‐,N2‐ethyl‐ andN‐7‐(2‐hydroxyethyl)guanine. Quantitative methods were established for these five alkyl guanines using gas chromatography mass spectrometry (GC/MS) and GC/MS/MS. Deuterated internal standards were synthesized and added to the urine prior to extraction of alkylpurines by Sep‐Pak cartridge chromatography. The products were converted into theirtert‐butyldimethylsilyl derivatives and analysed by selected ion monitoring (SIM) of [M – 57]+or by multiple reaction monitoring (MRM) of the fragmentation M+˙→ [M – 57]+. The MRM method yielded values forN‐7‐methylguanine of 2.57 ± S.D. 1.32 mg day−1(n= 6),N2‐methylguanine of 0.31 ± 0.10 mg day−1(n= 10) andN2‐dimethylguanine of 0.21 ± 0.23 mg day−1(n= 10).N2‐Ethyl‐ andN‐7‐(2‐hydroxyethyl)guanine could only be detected by SIM at levels of ∼0.5 and 2 μg day−1, respectively. The MRM analyses, although inherently less sensitive than the SIM analyses, exhibit greater selectivity and consequently fewer contaminant ions.

  DOI：

  10.1002/oms.1210280514

文献信息

• Synthesis and DNA binding properties of bioorganometallic (η5-pentamethylcyclopentadienyl)iridium(iii) complexes of the type [(η5-C5Me5)Ir(Aa)(dppz)]n+ (dppz = dipyrido[3,2-a:2′,3′-c]phenazine, n = 1–3), with S-coordinated amino acids (Aa) or peptides
  作者：Diran Herebian、William S. Sheldrick

  DOI：10.1039/b107656f

  日期：2002.3.8

  The DNA binding of cationic complexes of the type [(η5-C5Me5)Ir(Aa)(dppz)](CF3SO3)n (dppz = dipyrido[3,2-a:2′,3′-c]phenazine; n = 1, Aa = AccysOH 7; n = 2, Aa = AcmetOMe 4, H2cysOMe 8; n = 3, Aa = H2metOMe 5) containing S-coordinated amino acids (HmetOH = methionine, HcysOH = cysteine) has been studied by UV-vis titration, 2D-NOESY and gel electrophoresis. The observed steady decrease in absorbance at maxima between 350 and 400 nm on UV-vis titration with CT DNA and the bathochromic shifts of these absorption maxima are consistent with stable intercalative DNA binding for these complexes. An increase in the binding constant Kb from 8.80(6) × 104 for the monocation of 7 through 2.30(4) × 105 and 7.04(5) × 105 for the dications of 8 and 4 to 2.62(3) × 106 M−1 for the 3+ cation of 5 clearly reflects the strengthening of the electrostatic interaction with the negatively charged phosphodiester backbone of DNA with increasing cation charge. Analogous values of 2.81(7) × 105 and 1.26(5) × 106 M−1 were obtained for the (η5-C5Me5)RhIII complexes 14 (n = 2, Aa = H2cysOMe) and 13 (n = 3, Aa = H2metOMe). Binding site sizes for the organometallic IrIII and RhIII complexes on CT DNA lie in the range 1.5–2.1 base pairs. NOE cross peaks for the 1 ∶ 1 complex formed between 5 and d(GTCGAC)2 are consistent with intercalation adjacent to T2 from the major groove. Complexes 4, 5 and [(η5-C5Me5)Ir(HglyglymetOH)(dppz)](CF3SO3)26 (HglyOH = glycine) cleave the supercoiled plasmid pBluescript II KS+, on irradiation for 30–180 s with a high pressure Hg lamp, to afford nicked circular and linear DNA forms. X-Ray structural analyses are reported for [(η5-C5Me5)IrCl(dppz)](CF3SO3) 3 and [(η5-C5Me5)Ir(9-Etgua)(phen)] (CF3SO3)216 (9-Etgua = 9-ethylguanine).

  研究了含有S-配位氨基酸的阳离子复合物[(η5-C5Me5)Ir(Aa)(dppz)](CF3SO3)n（dppz = 二吡啶[3,2-a:2′,3′-c]酚噻唑；n = 1，Aa = AccysOH 7；n = 2，Aa = AcmetOMe 4，H2cysOMe 8；n = 3，Aa = H2metOMe 5）对DNA的结合。通过紫外-可见光滴定、二维核磁共振谱(NOESY)和凝胶电泳研究了其与CT DNA的相互作用。紫外-可见光滴定中，在350至400 nm之间的吸光度稳步下降，以及这些吸收峰的红移，与这些复合物的稳定插入性DNA结合一致。结合常数Kb从7的单阳离子8.80(6) × 10^4，通过8和4的双阳离子2.30(4) × 10^5和7.04(5) × 10^5增加到5的三阳离子2.62(3) × 10^6 M^−1，清楚地反映了随着阳离子电荷增加，与DNA的负电荷磷酸二酯主链的静电相互作用增强。对于(η5-C5Me5)RhIII复合物14（n = 2，Aa = H2cysOMe）和13（n = 3，Aa = H2metOMe），获得了类似的数值2.81(7) × 10^5和1.26(5) × 10^6 M^−1。有机金属IrIII和RhIII复合物在CT DNA上的结合位点大小在1.5–2.1个碱基对的范围内。5与d(GTCGAC)2形成的1:1复合物的NOE交叉峰与插入靠近大沟的T2一致。复合物4、5和[(η5-C5Me5)Ir(HglyglymetOH)(dppz)](CF3SO3)26（HglyOH = 甘氨酸）在高压汞灯照射30–180秒后，可对超螺旋质粒pBluescript II KS+进行切割，产生缺口环状和线性DNA形式。报告了[(η5-C5Me5)IrCl(dppz)](CF3SO3)3和[(η5-C5Me5)Ir(9-Etgua)(phen)](CF3SO3)216（9-Etgua = 9-乙基鸟嘌呤）的X射线结构分析。
• Substitution reactions with [ReBr2(CO)2(NCCH3)2]−: a convenient route to complexes with the cis-[Re(CO)2]+ core
  作者：Lukas Kromer、Bernhard Spingler、Roger Alberto

  DOI：10.1039/b805410j

  日期：——

  electronic behaviour compared to [ReBr3(CO)3]2−. Substituting the two bromides in 1 with imidazole-like ligands or α,α’-diimines gave new complexes with potential applications in bioinorganic chemistry and photochemistry. The two acetonitrile ligands are very stably bound and could not be replaced. Under CO pressure, the uncommon complex mer-[ReBr(NCCH3)2(CO)3] 2 was formed from 1. The reaction of

  水可以从（Et 4 N）[ReBr 2（NCCH 3）2（CO）2 ]前体1合成包含顺式-[Re（CO）2 ] +核心的-和空气稳定的复合物。复杂1显示明显不同的化学和电子行为相比[ReBr 3（CO）3 ] 2 - 。代二溴化物在1与咪唑-喜欢 配体或α，α'-diimines给出了新的复合物，在生物无机化学和光化学中具有潜在的应用前景。他们俩乙腈 配体是非常稳定的绑定，无法替换。下CO压力下，罕见复杂聚体- [ReBr（NCCH 3）2（CO）3 ] 2，从形成1。1与四齿的反应配体 双（2-吡啶基甲基）甘氨酸（BPG）最终在金属中心引起四倍取代，从而形成[Re（CO）2（L 4）] +型络合物。
• Phenylazo-pyridine and Phenylazo-pyrazole Chlorido Ruthenium(II) Arene Complexes:  Arene Loss, Aquation, and Cancer Cell Cytotoxicity
  作者：Sarah J. Dougan、Michael Melchart、Abraha Habtemariam、Simon Parsons、Peter J. Sadler

  DOI：10.1021/ic061460h

  日期：2006.12.1

  decomposition of the complexes via hydrolysis and/or arene loss (t(1/2) = 9-21 h for azopyridine complexes, 310 K). The pKa* of the coordinated water in [(eta6-p-cym)Ru(azpyz-NMe2)OH2]2+ (13A) is 4.60, consistent with the increased acidity of the ruthenium center upon coordination to the azo ligand. None of the azpy complexes were cytotoxic toward A2780 human ovarian or A549 human lung cancer cells, but several

  钌（II）eta6-芳烃配合物，其中含有对苯异丙基（p-cym），四氢萘（thn），苯（bz）或联苯（bip）作为芳烃，苯基偶氮吡啶衍生物（C5H4NN：NC6H5R; R = H（azpy ），已合成作为N，N-螯合配体和氯化物作为配体的OH（azpy-OH），NMe2（azpy-NMe2））或苯基偶氮吡唑衍生物（NHC3H2NN：NC6H5NMe2（azpyz-NMe2））（1-16） 。由于在可见光区域发生的金属到配体的电荷转移Ru 4d6-pi *和配体内pi-> pi *的跃迁（eta = 5000-63 700 M-1 cm-1），所有络合物都显着着色。在[（eta6-p-cym）Ru（azpy）Cl] PF6（1）的晶体结构中，[（eta6-p-cym）Ru（azpy-NMe2Cl）Cl] PF6（5）和[（eta6- bip）Ru（azpy）Cl] PF6（4），相对较长的
• Detection and Characterization of Two Major Ethylated Deoxyguanosine Adducts by High Performance Liquid Chromatography, Electrospray Mass Spectrometry, and ³²P-Postlabeling. Development of an Approach for Detection of Phosphotriesters
  作者：Rajinder Singh、Gavain M. A. Sweetman、Peter B. Farmer、David E. G. Shuker、Kim J. Rich

  DOI：10.1021/tx960135b

  日期：1997.1.1

  for the measurement of DNA adducts. However, for the determination of alkylated adducts, essential requirements are standards which must be fully chemically characterized. In order to develop a postlabeling assay for monitoring exposure to genotoxic ethylating agents, the reaction of diethyl sulfate with 2'-deoxynucleoside 3'- and 5'-monophosphates was examined. The adducts generated were fully characterized

  后标记可能是测量DNA加合物的最灵敏方法之一。但是，对于烷基化加合物的测定，基本要求是必须完全化学表征的标准。为了开发标记后测定法以监测对遗传毒性乙基化剂的暴露，检查了硫酸二乙酯与2'-脱氧核苷3'-和5'-单磷酸酯的反应。使用HPLC，电喷雾串联质谱，UV和后标记对生成的加合物进行了充分表征。主要产物是衍生自磷酸酯烷基化的磷酸二酯，而碱的烷基化发生的程度较小。磷酸二酯标准品2'-脱氧鸟苷3'-（磷酸单-O-乙基）酯（3'Et-pdG）用来开发标记后的检测方法，用于检测DNA样品中的这种加合物。由于DNA中的烷基化磷酸二酯对微球菌核酸酶和小牛脾脏磷酸二酯酶的作用不敏感，因此可以从DNA中以烷基化磷酸二酯二核苷的形式获得它们。核酸酶P1用作增强步骤，其允许通过HPLC将这些加合物的磷酸三酯与未修饰的核苷酸分离。磷酸三酯二核苷酸在碱中的后续水解产生磷酸二酯，包括3'Et-pdG，其被有效地后标
• Use of a chemical mechanical polishing (CMP) composition for polishing of cobalt comprising substrates
  申请人：BASF SE

  公开号：US10899945B2

  公开（公告）日：2021-01-26

  Use of a chemical mechanical polishing (CMP) composition (Q) for chemical mechanical polishing of a substrate (S) comprising (i) cobalt and/or (ii) a cobalt alloy and (iii) Ti N and/or TaN, wherein the CMP composition (Q) comprises (E) Inorganic particles (F) at least one organic compound comprising an amino-group and an acid group (Y), wherein said compound comprises n amino groups and at least n+1 acidic protons, wherein n is a integer≥1. (G) at least one oxidizer in an amount of from 0.2 to 2.5 wt.-% based on the total weight of the respective CMP composition, (H) an aqueous medium wherein the CMP composition (Q) has a pH of more than 6 and less than 9.

  一种化学机械抛光(CMP)组合物(Q)，用于对包含(i)钴和/或(ii)钴合金和(iii)Ti N和/或TaN的基体(S)进行化学机械抛光，其中所述CMP组合物(Q)包含 (E) 无机颗粒 (F) 至少一种包含氨基和酸基(Y)的有机化合物，其中所述化合物包含n个氨基和至少n+1个酸性质子，其中n为整数≥1。(G) 至少一种氧化剂，其用量为 0.2 至 2.5 wt.- %，以混合物总重量为基准。(H) 一种水介质，其中 CMP 组合物 (Q) 的 pH 值大于 6 但小于 9。