1-Acetoxybenzotriazol | 18355-05-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并三唑类
• 英文名称: 1-Acetoxybenzotriazol
• 英文别名: 1-(acetoxy)benzotriazole；1-(acetyloxy)benzotriazole；1-Acetoxybenzotriazole；benzotriazol-1-yl acetate
• CAS: 18355-05-0
• 化学式: C₈H₇N₃O₂
• 分子量: 177.162
• InChiKey: YZAFCNJSYCZVRA-UHFFFAOYSA-N

物化性质

• 熔点：
  98 °C
• 沸点：
  303.3±25.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  57
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-Acetoxybenzotriazol 、 2,3-di-O-acetyl-α-D-glucopyranosyl-[(1-4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl]5-(1-4)-1,2,3,6-tetra-O-acetyl-α,-β-D-glucopyranose 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 17.0h， 以74%的产率得到2,3,6-tri-O-acetyl-α-D-glucopyranosyl-[(1-4)-2,3,6-tri-O-acetyl-α-D-glucopyranosyl]5-(1-4)-1,2,3,6-tetra-O-acetyl-α,-β-D-glucopyranose
  参考文献：
  名称：

  Tuning the Cavity of Cyclodextrins: Altered Sugar Adaptors in Protein Pores

  摘要：

  Cyclodextrins (CDs) have been widely used in host-guest molecular recognition because of their chiral and hydrophobic cavities. For example, beta-cyclodextrin (beta CD) lodged as a molecular adaptor in protein pores such as a-hemolysin (alpha HL) is used for stochastic sensing. Here, we have tuned the cavity and overall size of beta CD by replacing a single oxygen atom in its ring skeleton by a disulfide unit in two different configurations to both expand our ability to detect analytes and understand the interactions of beta CD with protein pores. The three-dimensional structures of the two stereoisomeric CDs have been determined by the combined application of NMR spectroscopy and molecular simulation and show distorted conformations as compared to natural beta CD. The interactions of these synthetic beta CD analogues with mutant alpha HL protein pores and guest molecules were studied by single-channel electrical recording. The dissociation rate constants for both disulfide CDs from the mutant pores show similar to 1000-fold increase as compared to those of unaltered beta CD, but are similar to 10-fold lower than the dissociation rate constants for beta CD from wild-type alpha HL. Both of the skeleton-modified CDs show altered selectivity toward guest molecules. Our approach expands the breadth in sensitivity and diversity of sensing with protein pores and suggests structural parameters useful for CD design, particularly in the creation of asymmetric cavities.

  DOI：

  10.1021/ja1100867
• 作为产物：
  描述：

  1-羟基苯并三唑 、 乙酰氯 生成 1-Acetoxybenzotriazol
  参考文献：
  名称：

  Meldal, Acta chemica Scandinavica. Series B: Organic chemistry and biochemistry, 1986, vol. 40, # 4, p. 242 - 249

  摘要：

  DOI：

文献信息

• Synthesis and Anti-influenza Evaluation of Polyvalent Sialidase Inhibitors Bearing 4-Guanidino-Neu5Ac2en Derivatives
  作者：Takeshi Masuda、Shuku Yoshida、Masami Arai、Satoru Kaneko、Makoto Yamashita、Takeshi Honda

  DOI：10.1248/cpb.51.1386

  日期：——

  exhibited equipotent inhibitory activity against not only influenza A virus sialidase but also influenza A virus in the cell culture. Next, we synthesized poly-L-glutamine bearing 7-O-alkyl-4-guanidino-Neu5Ac2en derivatives linked by amide bonds, 26, which showed enhanced antiviral activity against influenza A virus and more potent efficacy in vivo relative to a monomeric sialidase inhibitor.

  描述了在聚-L-谷氨酰胺主链上带有4-胍基-Neu5Ac2en衍生物的多价唾液酸酶抑制剂。为了更长的4-胍基-Neu5Ac2en（扎那米韦）在支气管和肺中的保留时间，我们集中研究了带有4-胍基-Neu5Ac2en衍生物通过不可裂解的烷基醚键键合在其C-7位的超分子。我们首先发现唾液酸衍生物8的7-羟基的烷基化进展顺利，并产生了7-O-烷基-4-胍基-Neu5Ac2en衍生物13，其不仅对甲型流感病毒唾液酸酶而且对流感都表现出同等的抑制活性。细胞培养物中的病毒。接下来，我们合成了带有通过酰胺键连接的7-O-烷基-4-胍基-Neu5Ac2en衍生物的聚L-谷氨酰胺26，
• Comparative nucleophilic reactivities in carboxylate, phosphinate, and thiophosphate esters cleavage
  作者：Kallol K. Ghosh、Sunita Bal、Sancheeta Kolay、Ashish Shrivastava

  DOI：10.1002/poc.1370

  日期：2008.6

  Nucleophilic substitution reaction of p-nitrophenyl acetate (PNPA), p-nitrophenyldiphenyl phosphinate, and pesticide parathion with different α-nucleophiles [I] have been studied at 27 °C in different pH in the presence of a novel cationic surfactant. The kinetic study was performed spectrophotometrically under pseudo-first order conditions with the α-nucleophile in excess. The pKa of nucleophiles

  在新型阳离子表面活性剂的存在下，在27°C和不同pH下研究了对硝基乙酸苯基酯（PNPA），对硝基苯基二苯基次膦酸酯和农药对硫磷与不同α-亲核试剂的亲核取代反应[I]。动力学研究是在伪一级反应条件下用过量的α-亲核试剂进行分光光度法进行的。在P ķ一亲核试剂的数量也已通过动力学方法确定。在表面活性剂的存在下，速率常数随着表面活性剂浓度的增加而增加，直至达到极限值。在胶束催化的假相模型的基础上，已对这种行为进行了定量分析。最后，已将异羟肟酸根离子的亲核反应性与其他α-亲核体进行了比较，如肟，羟基苯并三唑和2-碘代苯甲酸（IBA）。还讨论了亲电中心的裂解顺序，即CO，PO和PS。版权所有©2008 John Wiley＆Sons，Ltd.
• A new method for the preparation of active esters using di-2-pyridyl carbonate
  作者：Sunggak Kim、Young Kwan Ko

  DOI：10.1039/c39850000473

  日期：——

  The use of di-2-pyridyl carbonate in the presence of a catalytic amount of 4-dimethylaminopyridine is found to be very effective in the preparation of various active esters.

  发现在催化量的4-二甲基氨基吡啶的存在下使用碳酸二-2-吡啶基碳酸酯在制备各种活性酯中非常有效。
• Synthesis of azido-deoxy and amino-deoxy glycosides and glycosyl fluorides for screening of glycosidase libraries and assembly of substituted glycosides
  作者：Hong-Ming Chen、Stephen G. Withers

  DOI：10.1016/j.carres.2018.07.007

  日期：2018.9

  useful tools in the probing of biological systems as well as in the assembly of libraries of derivatives using click chemistry or simple amine coupling approaches. A collection of methylumbelliferyl glycosides of various azido- and amino-deoxy sugar derivatives of glucose, galactose and xylose was synthesised via azide displacement of the corresponding triflate derivatives and subsequent modification.

  叠氮化物和胺取代的糖在探测生物系统以及使用点击化学或简单的胺偶联方法组装衍生物库中可能是有用的工具。通过叠氮化物置换相应的三氟甲磺酸衍生物并随后进行修饰，合成了葡萄糖，半乳糖和木糖的各种叠氮基和氨基脱氧糖衍生物的甲基伞形糖苷苷。这些化合物将在高通量筛选中用作底物，以鉴定可加工此类修饰糖的糖苷酶。还合成了每种修饰糖的α-糖基氟衍生物，以用作衍生自筛选中鉴定的酶的糖合酶底物。
• [EN] NOVEL LUMINESCENT LANTHANIDE CHELATE REPORTERS, BIOSPECIFIC BINDING REACTANTS LABELLED WITH NOVEL LUMINESCENT LANTHANIDE CHELATE REPORTERS AND THEIR USE<br/>[FR] NOUVEAUX RAPPORTEURS LUMINESCENTS DE CHÉLATES DE LANTHANIDES, RÉACTIFS DE LIAISON BIOSPÉCIFIQUES MARQUÉS AVEC DE NOUVEAUX RAPPORTEURS LUMINESCENTS DE CHÉLATES DE LANTHANIDES ET LEUR UTILISATION
  申请人：RADIOMETER TURKU OY

  公开号：WO2020260384A1

  公开（公告）日：2020-12-30

  The present invention relates to novel luminescent lanthanide chelate reporters which are formed from two to three separate lanthanide chelate moieties covalently conjugated to each other to act as an unique labelling reactant, and which can be attached to a biospecific reactant and used in various assays.

  本发明涉及一种新型的发光镧系螯合物报告物，它由两到三个独立的镧系螯合物基团共价结合在一起形成，作为一种独特的标记试剂，并且可以附着在生物特异性试剂上，并用于各种分析中。